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ACTIVE PHARMA INGREDIENTS

17 API Suppliers, 6 USDMF, 5 CEP/COS, 3 EU WC, 3 KDMF, 7 NDC API, 15 Listed Suppliers, $ API Reference Price

17 API Suppliers
6 USDMF
5 CEP/COS
3 EU WC
3 KDMF
7 NDC API
15 Listed Suppliers
$ API Reference Price

INTERMEDIATES

4 Intermediates Suppliers

4 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

235 FDF Dossiers, 27 FDA Orange Book, 92 Europe, 18 Canada, 60 Australia, 7 South Africa, 31 Listed Dossiers

235 FDF Dossiers
27 FDA Orange Book
92 Europe
18 Canada
60 Australia
7 South Africa
31 Listed Dossiers

DRUG PRODUCT COMPOSITIONS

TABLET;ORAL - 100MG, TABLET;ORAL - 10MG, TABLET;ORAL - 20MG

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TABLET;ORAL - 100MG
TABLET;ORAL - 10MG
TABLET;ORAL - 20MG

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1 DATA COMPILATION #PharmaFlow
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2 US Medicaid Prescriptions, 75 Finished Drug Prices

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2 US Medicaid Prescriptions
75 Finished Drug Prices

MARKET PLACE

19 APIs, 2 FDF Dossiers

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19 APIs
2 FDF Dossiers

REF. STANDARDS & IMPURITIES

3 EDQM , 4 USP , 7 Others

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4 USP
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Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

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CEP/COS

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EU WC

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NDC API

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Listed Suppliers

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$ 1,046

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API

FDF

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FINISHED DOSAGE FORMULATIONS

235

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

0 DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

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US Patents

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US Medicaid (USD)

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343EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: 75706-12-6, Arava, Lefunamide, Leflunomida, Leflunomidum, 5-methyl-n-[4-(trifluoromethyl)phenyl]-1,2-oxazole-4-carboxamide

Molecular Formula

C₁₂H₉F₃N₂O₂

Molecular Weight

270.21 g/mol

InChI Key

VHOGYURTWQBHIL-UHFFFAOYSA-N

FDA UNII

G162GK9U4W

An isoxazole derivative that inhibits dihydroorotate dehydrogenase, the fourth enzyme in the pyrimidine biosynthetic pathway. It is used an immunosuppressive agent in the treatment of RHEUMATOID ARTHRITIS and PSORIATIC ARTHRITIS.

Leflunomide is an Antirheumatic Agent.

1 2D Structure

Leflunomide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-methyl-N-[4-(trifluoromethyl)phenyl]-1,2-oxazole-4-carboxamide

2.1.2 InChI

InChI=1S/C12H9F3N2O2/c1-7-10(6-16-19-7)11(18)17-9-4-2-8(3-5-9)12(13,14)15/h2-6H,1H3,(H,17,18)

2.1.3 InChI Key

VHOGYURTWQBHIL-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C=NO1)C(=O)NC2=CC=C(C=C2)C(F)(F)F

2.2 Other Identifiers

2.2.1 UNII

G162GK9U4W

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Arava

2. Hwa 486

3. Hwa-486

4. Hwa486

5. N-(4-trifluoromethyphenyl)-5-methylisoxazole-4-carboxamide

6. Su101

2.3.2 Depositor-Supplied Synonyms

1. 75706-12-6

2. Arava

3. Lefunamide

4. Leflunomida

5. Leflunomidum

6. 5-methyl-n-[4-(trifluoromethyl)phenyl]-1,2-oxazole-4-carboxamide

7. Hwa 486

8. Hwa-486

9. Repso

10. Leflunomidum [inn-latin]

11. Leflunomide Medac

12. Su101

13. 5-methyl-n-(4-(trifluoromethyl)phenyl)isoxazole-4-carboxamide

14. Arava (tn)

15. Su-101

16. 5-methylisoxazole-4-carboxylic Acid (4-trifluoromethyl)anilide

17. Leflunomide Teva

18. 5-methyl-n-(4-(trifluoromethyl)phenyl)-4-isoxazolecarboxamide

19. 4-isoxazolecarboxamide, 5-methyl-n-[4-(trifluoromethyl)phenyl]-

20. Alpha,alpha,alpha-trifluoro-5-methyl-4-isoxazolecarboxy-p-toluidide

21. Leflunomide Winthrop

22. Sulol

23. Hwa486

24. 5-methyl-n-[4-(trifluoromethyl)phenyl]isoxazole-4-carboxamide

25. Leflunomide Ratiopharm

26. Rs-34821

27. L04aa13

28. Chembl960

29. Nsc-677411

30. Nsc-759864

31. 5-methylisoxazole-4-(4-trifluoromethylcarboxanilide)

32. Mls000069648

33. Chebi:6402

34. G162gk9u4w

35. 4-isoxazolecarboxamide, 5-methyl-n-(4-(trifluoromethyl)phenyl)-

36. Ncgc00015610-02

37. Smr000058209

38. 5-methyl-n-[4-(trifluoromethyl)phenyl]-4-isoxazolecarboxamide

39. Leflunomide 100 Microg/ml In Acetonitrile

40. Cas-75706-12-6

41. Dsstox_cid_3201

42. Dsstox_rid_76923

43. Dsstox_gsid_23201

44. Leflunomida [inn-spanish]

45. Su 101 (pharmaceutical)

46. Lefunomide [inn-spanish]

47. Leflunomide [inn]

48. Hsdb 7289

49. Sr-01000000191

50. Unii-g162gk9u4w

51. Arabloc

52. N-(4'-trifluoromethylphenyl)-5-methylisoxazole-4-carboxamide

53. Prestwick_87

54. Leflunomide [usan:usp:inn:ban]

55. Mfcd00867593

56. Su 101

57. Spectrum_000322

58. Leflunomide [mi]

59. Opera_id_1709

60. Prestwick0_000772

61. Prestwick1_000772

62. Prestwick2_000772

63. Prestwick3_000772

64. Spectrum5_000850

65. Leflunomide [jan]

66. Lopac-l-5025

67. Leflunomide [hsdb]

68. Leflunomide [usan]

69. L 5025

70. Leflunomide [vandf]

71. Schembl5057

72. Leflunomide [mart.]

73. Bidd:pxr0189

74. Lopac0_000649

75. Bspbio_000844

76. Kbioss_000802

77. Leflunomide [usp-rs]

78. Leflunomide [who-dd]

79. Leflunomide, Immunosuppressant

80. Mls001076267

81. Divk1c_000916

82. Leflunomide (jan/usp/inn)

83. Spectrum1503927

84. Spbio_002783

85. Leflunomide [ema Epar]

86. Bpbio1_000930

87. Gtpl6825

88. Zinc4840

89. Dtxsid9023201

90. Hms502n18

91. Kbio1_000916

92. Kbio2_000802

93. Kbio2_003370

94. Kbio2_005938

95. Leflunomide [ep Impurity]

96. Leflunomide [orange Book]

97. Ninds_000916

98. 4-isoxazolecarboxamide, 5-methyl-n-(4-(trifluoromethyl)phenyl

99. Hms1570k06

100. Hms1922m06

101. Hms2090o12

102. Hms2097k06

103. Hms2235c07

104. Hms3262a19

105. Hms3268d12

106. Hms3371f21

107. Hms3414p03

108. Hms3654f07

109. Hms3673m17

110. Hms3678n21

111. Hms3714k06

112. Hms3865i13

113. Leflunomide [ep Monograph]

114. Leflunomide For Peak Identification

115. Pharmakon1600-01503927

116. Leflunomide [usp Monograph]

117. Albb-019233

118. Bcp22241

119. Hy-b0083

120. Tox21_110182

121. Tox21_301873

122. Tox21_500649

123. Bdbm50054601

124. Dl-433

125. Nsc677411

126. Nsc759864

127. S1247

128. Stl426823

129. Akos000265193

130. Tox21_110182_1

131. Ac-6796

132. Bcp9000846

133. Ccg-204736

134. Cs-1781

135. Db01097

136. Ks-1076

137. Lp00649

138. Nsc 677411

139. Nsc 759864

140. Sb17287

141. Sdccgsbi-0050629.p003

142. Idi1_000916

143. Ncgc00015610-01

144. Ncgc00015610-03

145. Ncgc00015610-04

146. Ncgc00015610-05

147. Ncgc00015610-06

148. Ncgc00015610-07

149. Ncgc00015610-08

150. Ncgc00015610-09

151. Ncgc00015610-10

152. Ncgc00015610-11

153. Ncgc00015610-12

154. Ncgc00015610-13

155. Ncgc00015610-14

156. Ncgc00015610-17

157. Ncgc00015610-18

158. Ncgc00015610-30

159. Ncgc00022625-03

160. Ncgc00022625-04

161. Ncgc00022625-05

162. Ncgc00022625-06

163. Ncgc00022625-07

164. Ncgc00022625-08

165. Ncgc00255370-01

166. Ncgc00261334-01

167. Bm164612

168. A9622

169. Ab00052389

170. Eu-0100649

171. Ft-0621959

172. L0250

173. Sw196399-3

174. C07905

175. D00749

176. Mls-0003109.0001

177. Ab00052389-17

178. Ab00052389-18

179. Ab00052389_19

180. Ab00052389_21

181. 706l126

182. Q248550

183. Q-201289

184. Sr-01000000191-2

185. Sr-01000000191-4

186. Sr-01000000191-7

187. Brd-k78692225-001-03-9

188. Brd-k78692225-001-11-2

189. 5-methyl-4-(4-trifluoromethyl-phenyl)aminocarbonylisoxazole

190. 5-methyl-4-(4-trifluoromethylphenyl)aminocarbonylisoxazole

191. Leflunomide, European Pharmacopoeia (ep) Reference Standard

192. N-(4-trifluoromethylphenyl)-5-methylisoxazole-4-carboxamide

193. 5-methyl-n-[4-(trifluoromethyl)-phenyl]isoxazole-4-carboxamide

194. 5-methylisoxazole-4-carboxylic Acid (4-trifluoromethyl)-anilide

195. N-(4-trifluoromethylphenyl)-5-methylisoxa-zole-4-carboxamide

196. Isoxazole-4-carboxamide, 5-methyl-n-[4-(trifluoromethyl)phenyl]-

197. Leflunomide, United States Pharmacopeia (usp) Reference Standard

198. 5-methyl-n-(4-(trifluoromethyl)phenyl)isoxazole-4-carboxamide;leflunomide

199. Hwa486; Rs-34821; Su101;hwa 486; Rs 34821; Su 101

200. Leflunomide, Pharmaceutical Secondary Standard; Certified Reference Material

201. N-(4-(trifluoromethyl)phenyl) 5 Methylisoxazole-4-carboxamide

202. Leflunomide For Peak Identification, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₉F₃N₂O₂
Molecular Weight	270.21 g/mol
XLogP3	2.5
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	2
Exact Mass	270.06161202 g/mol
Monoisotopic Mass	270.06161202 g/mol
Topological Polar Surface Area	55.1 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	327
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Arava
PubMed Health	Leflunomide (By mouth)
Drug Classes	Immune Modulator, Immune Suppressant
Drug Label	ARAVA (leflunomide) is a pyrimidine synthesis inhibitor. The chemical name for leflunomide is N-(4'-trifluoromethylphenyl)-5-methylisoxazole-4-carboxamide. It has an empirical formula C12H9F3N2O2, a molecular weight of 270.2 and the following struc..
Active Ingredient	Leflunomide
Dosage Form	Tablet
Route	Oral
Strength	100mg; 10mg; 20mg
Market Status	Prescription
Company	Sanofi Aventis Us

2 of 4
Drug Name	Leflunomide
PubMed Health	Leflunomide (By mouth)
Drug Classes	Immune Modulator, Immune Suppressant
Drug Label	Leflunomide is a pyrimidine synthesis inhibitor. The chemical name for leflunomide is N-(4-trifluoromethylphenyl)-5-methylisoxazole-4-carboxamide. It has an empirical formula C12H9F3N2O2, a molecular weight of 270.2 and the following structural fo...
Active Ingredient	Leflunomide
Dosage Form	Tablet
Route	Oral
Strength	10mg; 20mg
Market Status	Prescription
Company	Apotex; Alembic Pharms; Sandoz; Teva Pharms; Heritage Pharms; Barr

3 of 4
Drug Name	Arava
PubMed Health	Leflunomide (By mouth)
Drug Classes	Immune Modulator, Immune Suppressant
Drug Label	ARAVA (leflunomide) is a pyrimidine synthesis inhibitor. The chemical name for leflunomide is N-(4'-trifluoromethylphenyl)-5-methylisoxazole-4-carboxamide. It has an empirical formula C12H9F3N2O2, a molecular weight of 270.2 and the following struc..
Active Ingredient	Leflunomide
Dosage Form	Tablet
Route	Oral
Strength	100mg; 10mg; 20mg
Market Status	Prescription
Company	Sanofi Aventis Us

4 of 4
Drug Name	Leflunomide
PubMed Health	Leflunomide (By mouth)
Drug Classes	Immune Modulator, Immune Suppressant
Drug Label	Leflunomide is a pyrimidine synthesis inhibitor. The chemical name for leflunomide is N-(4-trifluoromethylphenyl)-5-methylisoxazole-4-carboxamide. It has an empirical formula C12H9F3N2O2, a molecular weight of 270.2 and the following structural fo...
Active Ingredient	Leflunomide
Dosage Form	Tablet
Route	Oral
Strength	10mg; 20mg
Market Status	Prescription
Company	Apotex; Alembic Pharms; Sandoz; Teva Pharms; Heritage Pharms; Barr

4.2 Therapeutic Uses

Antirheumatic

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 971

Leflunomide is indicated to alleviate the signs and symptoms of rheumatoid arthritis and to slow joint impairment. /Included in US product labeling/

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1758

Leflunomide, a new oral immunomodulatory agent, is effective for the treatment of rheumatoid arthritis. Its mechanism of action in suppressing inflammation is based in its inhibition of dihydroorotate dehydrogenase, an enzyme responsible for de novo synthesis of pyrimidine containing ribonucleotides. It is the first disease-modifying antirheumatic drug approved for treatment of rheumatoid arthritis with an indication for retardation of joint damage by radiography. Side effects are generally mild and include diarrhea, rashes, reversible alopecia, and elevation of hepatic transaminases. Despite the concern about hepatotoxicity, combination use with methotrexate in treating patients with rheumatoid arthritis has been shown to be safe. Other autoimmune diseases in which leflunomide has been used successfully include Felty syndrome, vasculitis, Sjogren syndrome, Wegener granulomatosis, and bullous pemphigoid.

PMID:12003373 Sanders S, Harisdangkul V; Am J Med Sci 323 (4): 190-3 (2002)

Leflunomide has excellent antiviral activity against cytomegalovirus (CMV) in animal models and is considerably less expensive than intravenous ganciclovir. We used leflunomide in four consenting renal allograft recipients with symptomatic CMV disease, who were unable to afford ganciclovir and would otherwise remain untreated. This is the first report of efficacy of leflunomide in humans with CMV disease. They received loading dose of 100 mg of leflunomide once daily on days 1-3 and then 20 mg once daily for 3 months. All four patients were followed up three times weekly with physical examination, total leukocyte counts, blood urea and serum creatinine for a minimum period of 6 weeks. None of the patients showed drug related adverse events, alteration in cyclosporine levels, or decreased graft function, except one who developed leucopenia. Preliminary data presented suggests that leflunomide therapy for CMV disease is effective and could be used with careful monitoring in allograft recipients who cannot afford intravenous ganciclovir therapy. The duration of treatment and the role of leflunomide in secondary prophylaxis and in situations of ganciclovir resistance need to be studied further.

PMID:15167608 John GT et al; Transplantation 77 (9): 1460-1 (2004)

4.3 Drug Warning

FDA Pregnancy Risk Category: X /CONTRAINDICATED IN PREGNANCY. Studies in animals or humans, or investigational or post-marketing reports, have demonstrated positive evidence of fetal abnormalities or risk which clearly outweights any possible benefit to the patient./

Because it can take up to 2 years for plasma concentrations of the active metabolite of leflunomide (A77 1726) to decrease to undetectable concentrations (less than 0.02 ug/mL) following discontinuance of leflunomide, the possibility that adverse effects or drug interactions associated with the drug could continue to occur even thought the patient is no longer receiving leflunomide should be considered.

McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 3609

Opportunistic infections and serious infection, including sepsis and death, have been reported rarely in patients receiving leflunomide. Most serious infections reported in patients receiving leflunomide occurred in those receiving concomitant therapy with immunosuppressive agent and/or those with comorbid illness that, in addition to rheumatoid arthritis, could have predisposed them to infections.

McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 3609

Leflunomide, a new immunomodulatory agent, was prescribed to a 67-year-old female patient with rheumatoid arthritis. Fifteen days later she developed diarrhea and elevated liver enzymes. A liver biopsy showed a pattern of acute hepatitis. The patient was homozygous for the rare CYP2C9*3 allele, which determines the slowest metabolic rate for CYP2C9 enzymatic activity, that is probably involved in the metabolism of leflunomide. Liver damage subsided in few weeks. This case illustrates the risk of hepatotoxicity by leflunomide and suggests that it is possibly related to CYP2C9 polymorphism.

PMID:14971821 Sevilla-Mantilla C et al; Dig Liver Dis 36 (1): 82-4 (2004)

For more Drug Warnings (Complete) data for LEFLUNOMIDE (20 total), please visit the HSDB record page.

4.4 Drug Indication

For the management of the signs and symptoms of active rheumatoid arthritis (RA) to improve physical function and to slow the progression of structural damage associated with the disease. Has also been used for the prevention of acute and chronic rejection in recipients of solid organ trasnplants and is designated by the FDA as an orphan drug for this use.

FDA Label

Leflunomide is indicated for the treatment of adult patients with:

- active rheumatoid arthritis as a 'disease-modifying antirheumatic drug' (DMARD);

- active psoriatic arthritis .

Recent or concurrent treatment with hepatotoxic or haematotoxic DMARDs (e. g. methotrexate) may result in an increased risk of serious adverse reactions; therefore, the initiation of leflunomide treatment has to be carefully considered regarding these benefit / risk aspects.

Moreover, switching from leflunomide to another DMARD without following the washout procedure may also increase the risk of serious adverse reactions even for a long time after the switching.

Leflunomide is indicated for the treatment of adult patients with:

- active rheumatoid arthritis as a 'disease-modifying antirheumatic drug' (DMARD);

- active psoriatic arthritis .

Moreover, switching from leflunomide to another DMARD without following the washout procedure may also increase the risk of serious adverse reactions even for a long time after the switching.

Leflunomide is indicated for the treatment of adult patients with:

- active rheumatoid arthritis as a 'disease-modifying antirheumatic drug' (DMARD);

- active psoriatic arthritis .

Moreover, switching from leflunomide to another DMARD without following the washout procedure may also increase the risk of serious adverse reactions even for a long time after the switching.

Leflunomide is indicated for the treatment of adult patients with:

- active rheumatoid arthritis as a 'disease-modifying antirheumatic drug' (DMARD).

Recent or concurrent treatment with hepatotoxic or haematotoxic DMARDs (e. g. methotrexate) may result in an increased risk of serious adverse reactions, therefore, the initiation of leflunomide treatment has to be carefully considered regarding these benefit / risk aspects.

Moreover, switching from leflunomide to another DMARD without following the washout procedure may also increase the risk of serious adverse reactions even for a long time after the switching.

Leflunomide is indicated for the treatment of adult patients with:

- active rheumatoid arthritis as a disease-modifying antirheumatic drug (DMARD);

- active psoriatic arthritis .

Moreover, switching from leflunomide to another DMARD without following the washout procedure may also increase the risk of serious adverse reactions even for a long time after the switching.

Leflunomide is indicated for the treatment of adult patients with active rheumatoid arthritis as a 'disease-modifying antirheumatic drug' (DMARD).

Moreover, switching from leflunomide to another DMARD without following the washout procedure may also increase the risk of serious adverse reactions even for a long time after the switching.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Leflunomide is a pyrimidine synthesis inhibitor indicated in adults for the treatment of active rheumatoid arthritis (RA). RA is an auto-immune disease characterized by high T-cell activity. T cells have two pathways to synthesize pyrimidines: the salvage pathways and the de novo synthesis. At rest, T lymphocytes meet their metabolic requirements by the salvage pathway. Activated lymphocytes need to expand their pyrimidine pool 7- to 8-fold, while the purine pool is expanded only 2- to 3-fold. To meet the need for more pyrimidines, activated T cells use the de novo pathway for pyrimidine synthesis. Therefore, activated T cells, which are dependent on de novo pyrimidine synthesis, will be more affected by leflunomide's inhibition of dihydroorotate dehydrogenase than other cell types that use the salvage pathway of pyrimidine synthesis.

5.2 MeSH Pharmacological Classification

Immunosuppressive Agents

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

5.3 FDA Pharmacological Classification

5.3.1 Active Moiety

LEFLUNOMIDE

5.3.2 FDA UNII

G162GK9U4W

5.3.3 Pharmacological Classes

Antirheumatic Agent [EPC]

5.4 ATC Code

L04AA13

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

L - Antineoplastic and immunomodulating agents

L04 - Immunosuppressants

L04A - Immunosuppressants

L04AA - Selective immunosuppressants

L04AA13 - Leflunomide

5.5 Absorption, Distribution and Excretion

Absorption

Well absorbed, peak plasma concentrations appear 6-12 hours after dosing

Route of Elimination

The active metabolite is eliminated by further metabolism and subsequent renal excretion as well as by direct biliary excretion. In a 28 day study of drug elimination (n=3) using a single dose of radiolabeled compound, approximately 43% of the total radioactivity was eliminated in the urine and 48% was eliminated in the feces. It is not known whether leflunomide is excreted in human milk. Many drugs are excreted in human milk, and there is a potential for serious adverse reactions in nursing infants from leflunomide.

Volume of Distribution

0.13 L/kg

Following oral administration of leflunomide, the drug is rapidly converted to A77 1726 in the GI mucosa and liver.

McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 3612

Time to peak concentration: Approximately 6 to 12 hours. /M1 metabolite/

M1 metabolite is 80% bioavailable. Administration of leflunomide with a high-fat meal has no effect on the plasma concentration of M1. /M1 metabolite/

M1 has a low volume of distribution (Vss = 0.13 L/kg) and is extensively bound (>99.3%) to albumin in healthy subjects. Protein binding has been shown to be linear at therapeutic concentrations. The free fraction of M1 is slightly higher in patients with rheumatoid arthritis and approximately doubled in patients with chronic renal failure; the mechanism and significance of these increases are unknown.

Physicians Desk Reference. 58th ed. Thomson PDR. Montvale, NJ 2004., p. 726

For more Absorption, Distribution and Excretion (Complete) data for LEFLUNOMIDE (8 total), please visit the HSDB record page.

5.6 Metabolism/Metabolites

Primarily hepatic. Leflunomide is converted to its active form following oral intake.

Leflunomide is metabolized to M1 and other minor active metabolites. An active metabolite, 4-trifluoromethylaniline, is present in plasma at low concentrations. Although the specific site of leflunomide metabolism is unknown, it has been suggested that the gastrointestinal wall and liver play a role in the metabolism.

The 3-unsubstituted isoxazole ring in the anti-inflammatory drug leflunomide undergoes a unique N-O bond cleavage to the active alpha-cyanoenol metabolite A771726, which resides in the same oxidation state as the parent. In vitro studies were conducted to characterize drug-metabolizing enzyme(s) responsible for ring opening and to gain insight into the mechanism of ring opening. ... Although A771726 formation in human liver microsomes or recombinant p4501A2 required NADPH, its formation was greatly reduced by oxygen or carbon monoxide, suggesting that the isoxazole ring opening was catalyzed by the p450Fe(II) form of the enzyme. A mechanism for the p450-mediated ring scission is proposed in which the isoxazole ring nitrogen or oxygen coordinates to the reduced form of the heme followed by charge transfer from p450Fe(II) to the C=N bond or deprotonation of the C3-H, which results in a cleavage of the N-O bond.

PMID:12975333 Kalgutkar AS et al; Drug Metab Dispos 31 (10): 1240-50 (2003)

Leflunomide has known human metabolites that include (E)-3-Hydroxy-2-methanimidoyl-N-[4-(trifluoromethyl)phenyl]but-2-enamide.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

5.7 Biological Half-Life

2 weeks

2 weeks /M1 metabolite/

5.8 Mechanism of Action

Leflunomide is a prodrug that is rapidly and almost completely metabolized following oral administration to its pharmacologically active metabolite, A77 1726. This metabolite is responsible for essentially all of the drug's activity in-vivo. The mechanism of action of leflunomide has not been fully determined, but appears to primarily involve regulation of autoimmune lymphocytes. It has been suggested that leflunomide exerts its immunomodulating effects by preventing the expansion of activated autoimmune lymphocytes via interferences with cell cycle progression. In-vitro data indicates that leflunomide interferes with cell cycle progression by inhibiting dihydroorotate dehydrogenase (a mitochondrial enzyme involved in de novo pyrimidine ribonucleotide uridine monophosphate (rUMP)synthesis) and has antiproliferative activity. Human dihydroorotate dehydrogenase consists of 2 domains: an /-barrel domain containing the active site and an -helical domain that forms a tunnel leading to the active site. A77 1726 binds to the hydrophobic tunnel at a site near the flavin mononucleotide. Inhibition of dihydroorotate dehydrogenase by A77 1726 prevents production of rUMP by the de novo pathway; such inhibition leads to decreased rUMP levels, decreased DNA and RNA synthesis, inhibition of cell proliferation, and G1 cell cycle arrest. It is through this action that leflunomide inhibits autoimmune T-cell proliferation and production of autoantibodies by B cells. Since salvage pathways are expected to sustain cells arrested in the G1 phase, the activity of leflunomide is cytostatic rather than cytotoxic. Other effects that result from reduced rUMP levels include interference with adhesion of activated lymphocytes to the synovial vascular endothelial cells, and increased synthesis of immunosuppressive cytokines such as transforming growth factor- (TGF-). Leflunomide is also a tyrosine kinase inhibitor. Tyrosine kinases activate signalling pathways leading to DNA repair, apoptosis and cell proliferation. Inhibition of tyrosine kinases can help to treating cancer by preventing repair of tumor cells.

Leflunomide exhibits anit-inflammatory activity by inhibiting cyclooxygenase-2 (COX-2).

McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 3612

It has been suggested that leflunomide exerts its immunomodulating effects by preventing the expansion of activated autoimmune lymphocytes via interference with cell cycle progression. ... In vitro data indicate that leflunomide interferes with cell cycle progression by inhibiting the mitochondrial enzyme dihydroorotate dehydrogenase; there also is in vitro evidence that the drug inhibits protein tyrosine kinase activity in dividing cells and possesses other effect that may contribute to its immunomodulating activity.

McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 3612

... In this study, we examined the effect of A771726 /active metabolite of leflunomide/ on osteoclast formation and bone-resorbing activity in vitro, using cultures of bone marrow-derived osteoclast progenitors and purified functionally mature osteoclasts, and then we elucidated the molecular mechanism of action of the effect of A771726 on osteoclasts. A771726 inhibited osteoclast formation from macrophage colony-stimulating factor (M-CSF)-dependent osteoclast progenitors in the presence of receptor activator of nuclear factor kappa B (NF-kappaB) ligand (RANKL), without any other types of cells present, in a dose-related manner, similar to the inhibition in cultures of unfractionated bone marrow cells. In addition, A771726 suppressed bone resorption by isolated mature osteoclasts. These results indicate that A771726 directly and intrinsically inhibited the differentiation and function of osteoclast lineage cells without any mediation by other cells. The inhibition by A771726 was not restored by the simultaneous addition of uridine, and may be independent of the blockade of NF-kappaB activation and the tyrosine phosphorylation of proteins. Thus, leflunomide, through its active metabolite, has the potential to prevent bone loss by directly inhibiting osteoclastogenesis and osteoclast function. This inhibition suggests a novel mechanism for leflunomide in the retardation of the joint destruction observed in rheumatoid arthritis patients.

PMID:15221489 Kobayashi Y et al; J Bone Miner Metab 22 (4): 318-28 (2004)

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Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country	Total Quantity (KGS)	Average Price (USD/KGS)	Number of Transactions

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INTERMEDIATES SUPPLIERS

01

Alkaloids Corporation

India

Duphat

Not Confirmed

02

Alkaloids Corporation

India

Duphat

Not Confirmed

03

Aventus Labs

India

Duphat

Not Confirmed

04

V & V Pharma Industries

India

Duphat

Not Confirmed

FULL SCREEN VIEW Click here to open all results in a new tab [this preview display 10 results]

FDF Dossiers

01

Sanofi

France

Duphat

Not Confirmed

Sanofi is a pioneer in Diabetes Solutions, Human Vaccines, Innovative Drugs, Consumer Healthcare, and the new Genzyme.

Contact Supplier

France

Virtual Booth

Digital Content

Regulatory Info : RX

Registration Country : USA

LEFLUNOMIDE

Brand Name : ARAVA

Dosage Form : TABLET;ORAL

Dosage Strength : 20MG

Packaging :

Approval Date : 1998-09-10

Application Number : 20905

Regulatory Info : RX

Registration Country : USA

Portfolio PDF

Product Web Link

02

Sanofi

France

Duphat

Not Confirmed

Sanofi is a pioneer in Diabetes Solutions, Human Vaccines, Innovative Drugs, Consumer Healthcare, and the new Genzyme.

Contact Supplier

France

Virtual Booth

Digital Content

Regulatory Info :

Registration Country : Sweden

leflunomide

Brand Name : Arava

Dosage Form : FILM COATED PILL

Dosage Strength : 10 MG

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Sweden

Portfolio PDF

Product Web Link

03

Sanofi

France

Duphat

Not Confirmed

Sanofi is a pioneer in Diabetes Solutions, Human Vaccines, Innovative Drugs, Consumer Healthcare, and the new Genzyme.

Contact Supplier

France

Virtual Booth

Digital Content

Regulatory Info :

Registration Country : Sweden

leflunomide

Brand Name : Leflunomide Winthrop

Dosage Form : FILM COATED PILL

Dosage Strength : 100 MG

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Sweden

Portfolio PDF

Product Web Link

04

Sanofi

France

Duphat

Not Confirmed

Sanofi is a pioneer in Diabetes Solutions, Human Vaccines, Innovative Drugs, Consumer Healthcare, and the new Genzyme.

Contact Supplier

France

Virtual Booth

Digital Content

Regulatory Info :

Registration Country : Norway

Leflunomide

Brand Name : Arava

Dosage Form : Antic-calc Tablet, Film Coated

Dosage Strength : 100 mg

Packaging : Blister

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Application Number :

Regulatory Info :

Registration Country : Norway

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05

Sanofi

France

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Registration Country : Norway

Leflunomide

Brand Name : Arava

Dosage Form : Antic-calc Tablet, Film Coated

Dosage Strength : 20 mg

Packaging : Box

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Norway

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06

Sanofi

France

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Regulatory Info :

Registration Country : Switzerland

Leflunomide

Brand Name : Arava

Dosage Form : Filmtabl

Dosage Strength : 10mg

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Switzerland

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07

Sanofi

France

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Regulatory Info :

Registration Country : Switzerland

Leflunomide

Brand Name : Arava

Dosage Form : Filmtabl

Dosage Strength : 20mg

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Switzerland

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08

Sanofi

France

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Regulatory Info :

Registration Country : Switzerland

Leflunomide

Brand Name : Leflunomide Zentiva

Dosage Form : Filmtabl

Dosage Strength : 10mg

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Switzerland

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09

Sanofi

France

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Regulatory Info :

Registration Country : Australia

leflunomide

Brand Name : Arava

Dosage Form : tablet

Dosage Strength : 10 mg

Packaging : 30

Approval Date :

Application Number :

Regulatory Info :

Registration Country : Australia

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10

Sanofi

France

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Regulatory Info :

Registration Country : Australia

leflunomide

Brand Name : Arava

Dosage Form : tablet

Dosage Strength : 20 mg

Packaging : 30

Approval Date :

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Regulatory Info :

Registration Country : Australia

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FDA Orange Book

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South Africa

01

Sanofi Aventis South Africa (Pty) Ltd

France

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Regulatory Info : Originator

Registration Country : South Africa

Leflunomide

Brand Name : Arava 10 mg

Dosage Form : TAB

Dosage Strength : 10mg

Packaging : 30X1mg

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Application Number :

Regulatory Info : Originator

Registration Country : South Africa

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02

Sanofi Aventis South Africa (Pty) Ltd

France

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Registration Country : South Africa

Leflunomide

Brand Name : Arava 20 mg

Dosage Form : TAB

Dosage Strength : 20mg

Packaging : 30X1mg

Approval Date :

Application Number :

Regulatory Info : Originator

Registration Country : South Africa

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03

Activo Health (Pty) Ltd

South Africa

Pharma, Lab & Chemical Expo

Not Confirmed

04

Activo Health (Pty) Ltd

South Africa

Pharma, Lab & Chemical Expo

Not Confirmed

05

Adcock Ingram Limited

South Africa

Pharma, Lab & Chemical Expo

Not Confirmed

06

Adcock Ingram Limited

South Africa

Pharma, Lab & Chemical Expo

Not Confirmed

07

Cipla Medpro (Pty) Ltd

South Africa

Pharma, Lab & Chemical Expo

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DRUG PRODUCT COMPOSITIONS

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DOSAGE - TABLET;ORAL - 100MG

USFDA APPLICATION NUMBER - 20905

DOSAGE - TABLET;ORAL - 10MG

USFDA APPLICATION NUMBER - 20905

DOSAGE - TABLET;ORAL - 20MG

USFDA APPLICATION NUMBER - 20905

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APIs

EP Grade Leflunomide API needed in Malaysia [ENA20999]

A company that focuses on manufacturing of various finished formulations is looking for suppliers of Leflunomide API. The required quantity is 100 g for development and 100 kg/ annum for commercial purposes. The suppliers must support this enquiry with CEP/ DMF, GMP, & CoA.

30 Oct 2024

Leflunomide API needed in India [ENA19377]

A company that deals in the manufacturing of pharmaceutical products is looking for suppliers of Leflunomide API for commercial purposes. The suppliers must support this enquiry with CEP, EUDMF & CoA.

17 Apr 2024

Leflunomide (2 kg) API needed in India [ENA18319]

A company that deals in various pharmaceutical products is looking for suppliers of Leflunomide (2 kg) API for commercial purposes. The suppliers must support this enquiry with CoA.

14 Oct 2023

Micronized & IP Grade Leflunomide (1 kg) API needed in India [ENA18041]

A company that focuses on manufacturing of tablets & capsules is looking for suppliers of Micronized & IP Grade Leflunomide (1 kg) API for commercial purposes. The suppliers must support this enquiry with CoA.

15 Sep 2023

USP Grade Leflunomide (7 kg) API needed in India [ENA17873]

A company that deals in various pharmaceutical products like injections, syrups & hygiene products is looking for suppliers of USP Grade Leflunomide (7 kg) API for commercial purposes. The suppliers must support this enquiry with CoA.

24 Aug 2023

Leflunomide (50 kg) API needed in India [ENA17271]

A biotechnology company that focuses on the research, development and manufacturing of immunosuppressants, antibiotics, oncology, anti-obesity, hypolipemic segments & enzymes is looking for suppliers of Leflunomide (50 kg) API for commercial purposes. The suppliers must support this enquiry with CoA.

09 Jun 2023

Leflunomide (2 kg) API needed in India [ENA14827]

A pharmaceutical manufacturing company that deals in beta-lactam, non-beta-lactam and food supplements for both tablets and capsules is looking for suppliers of Leflunomide (2 kg) API for commercial purpose. The suppliers must support this enquiry with CoA.

27 Aug 2022

Various APIs needed in India [ENA14604]

A company that focuses in the manufacturing and marketing of pharmaceuticals, nutritionals, cosmeceuticals, ayurceuticals specialities and hospital products for humans and animals is looking for suppliers of Various APIs for development purpose. The suppliers must support this enquiry with CoA. 1. BP Grade Leflunomide API 2. IP Grade Tramadol Hydrochloride API 3. IP Grade Piroxicam API

08 Aug 2022

Leflunomide (1 kg) API needed in India [ENA13875]

A company that deals in various pharmaceutical products is looking for suppliers of Leflunomide (1 kg) API for development purpose. The suppliers must support this enquiry with CoA.

06 Jun 2022

Various APIs needed in India [ENA12848]

A pharmaceutical manufacturing company that deals in beta-lactam, non-beta-lactam and food supplements for both tablets and capsules is looking for suppliers of Various APIs for commercial purpose. The suppliers must support this enquiry with CoA. 1. Telmisartan (50 kg) API 2. L-Threonine (5 kg) API 3. Leflunomide (1 kg) API 4. Sodium Bicarbonate (50 kg) API

01 Mar 2022

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ABOUT THIS PAGE

Leflunomide Manufacturers

A Leflunomide manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Leflunomide, including repackagers and relabelers. The FDA regulates Leflunomide manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Leflunomide API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Leflunomide manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Leflunomide Suppliers

A Leflunomide supplier is an individual or a company that provides Leflunomide active pharmaceutical ingredient (API) or Leflunomide finished formulations upon request. The Leflunomide suppliers may include Leflunomide API manufacturers, exporters, distributors and traders.

click here to find a list of Leflunomide suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Leflunomide USDMF

A Leflunomide DMF (Drug Master File) is a document detailing the whole manufacturing process of Leflunomide active pharmaceutical ingredient (API) in detail. Different forms of Leflunomide DMFs exist exist since differing nations have different regulations, such as Leflunomide USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Leflunomide DMF submitted to regulatory agencies in the US is known as a USDMF. Leflunomide USDMF includes data on Leflunomide's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Leflunomide USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Leflunomide suppliers with USDMF on PharmaCompass.

Leflunomide KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Leflunomide Drug Master File in Korea (Leflunomide KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Leflunomide. The MFDS reviews the Leflunomide KDMF as part of the drug registration process and uses the information provided in the Leflunomide KDMF to evaluate the safety and efficacy of the drug.

After submitting a Leflunomide KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Leflunomide API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Leflunomide suppliers with KDMF on PharmaCompass.

Leflunomide CEP

A Leflunomide CEP of the European Pharmacopoeia monograph is often referred to as a Leflunomide Certificate of Suitability (COS). The purpose of a Leflunomide CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Leflunomide EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Leflunomide to their clients by showing that a Leflunomide CEP has been issued for it. The manufacturer submits a Leflunomide CEP (COS) as part of the market authorization procedure, and it takes on the role of a Leflunomide CEP holder for the record. Additionally, the data presented in the Leflunomide CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Leflunomide DMF.

A Leflunomide CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Leflunomide CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Leflunomide suppliers with CEP (COS) on PharmaCompass.

Leflunomide WC

A Leflunomide written confirmation (Leflunomide WC) is an official document issued by a regulatory agency to a Leflunomide manufacturer, verifying that the manufacturing facility of a Leflunomide active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Leflunomide APIs or Leflunomide finished pharmaceutical products to another nation, regulatory agencies frequently require a Leflunomide WC (written confirmation) as part of the regulatory process.

click here to find a list of Leflunomide suppliers with Written Confirmation (WC) on PharmaCompass.

Leflunomide NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Leflunomide as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Leflunomide API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Leflunomide as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Leflunomide and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Leflunomide NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Leflunomide suppliers with NDC on PharmaCompass.

Leflunomide GMP

Leflunomide Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Leflunomide GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Leflunomide GMP manufacturer or Leflunomide GMP API supplier for your needs.

Leflunomide CoA

A Leflunomide CoA (Certificate of Analysis) is a formal document that attests to Leflunomide's compliance with Leflunomide specifications and serves as a tool for batch-level quality control.

Leflunomide CoA mostly includes findings from lab analyses of a specific batch. For each Leflunomide CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Leflunomide may be tested according to a variety of international standards, such as European Pharmacopoeia (Leflunomide EP), Leflunomide JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Leflunomide USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.

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ACTIVE PHARMA INGREDIENTS

17 API Suppliers

6 USDMF

5 CEP/COS

3 EU WC

3 KDMF

7 NDC API

15 Listed Suppliers

$ API Reference Price

INTERMEDIATES

4 Intermediates Suppliers

FINISHED DOSAGE FORMULATIONS

235 FDF Dossiers

27 FDA Orange Book

92 Europe

18 Canada

60 Australia

7 South Africa

31 Listed Dossiers

DRUG PRODUCT COMPOSITIONS

TABLET;ORAL - 100MG

TABLET;ORAL - 10MG

TABLET;ORAL - 20MG

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28 Disintegrants & Superdisintegrants

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23 Solubilizers

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12 Lubricants & Glidants

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