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Chemistry

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Also known as: 51803-78-2, N-(4-nitro-2-phenoxyphenyl)methanesulfonamide, Mesulid, Aulin, Flogovital, Sulidene
Molecular Formula
C13H12N2O5S
Molecular Weight
308.31  g/mol
InChI Key
HYWYRSMBCFDLJT-UHFFFAOYSA-N
FDA UNII
V4TKW1454M

Nimesulide
Nimesulide is a nonsteroidal arylsulfonamide with anti-inflammatory properties. Nimesulide inhibits the cyclooxygenase-mediated conversion of arachidonic acid to pro-inflammatory prostaglandins. Modestly selective for COX-2, this agent binds to the enzyme, thereby inactivating it. Nimesulide may inhibit some carcinogenic COX-2-related carcinogenic effects on xenobiotic metabolism, apoptosis, immune surveillance and angiogenesis (overexpressed COX-2 in tumor epithelial cells enhances production of vascular growth factors and the formation of capillary-like networks). (NCI04)
1 2D Structure

Nimesulide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-(4-nitro-2-phenoxyphenyl)methanesulfonamide
2.1.2 InChI
InChI=1S/C13H12N2O5S/c1-21(18,19)14-12-8-7-10(15(16)17)9-13(12)20-11-5-3-2-4-6-11/h2-9,14H,1H3
2.1.3 InChI Key
HYWYRSMBCFDLJT-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CS(=O)(=O)NC1=C(C=C(C=C1)[N+](=O)[O-])OC2=CC=CC=C2
2.2 Other Identifiers
2.2.1 UNII
V4TKW1454M
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-nitro-2-phenoxymethanesulfonanilide

2. Antifloxil

3. Aulin

4. Eskaflam

5. Guaxan

6. Lizepat

7. Mesulid

8. Nexen

9. Nimesil

10. R 805

11. R-805

12. Redaflam

2.3.2 Depositor-Supplied Synonyms

1. 51803-78-2

2. N-(4-nitro-2-phenoxyphenyl)methanesulfonamide

3. Mesulid

4. Aulin

5. Flogovital

6. Sulidene

7. Nimed

8. 4-nitro-2-phenoxymethanesulfonanilide

9. R-805

10. Methanesulfonamide, N-(4-nitro-2-phenoxyphenyl)-

11. R 805

12. Nisulid

13. 4'-nitro-2'-phenoxymethanesulfonanilide

14. 4-nitro-2-phenoxy-methanesulfonanilide

15. Nsc-758412

16. Chembl56367

17. Mls000069680

18. V4tkw1454m

19. Methanesulfonanilide, 4'-nitro-2'-phenoxy-

20. Chebi:44445

21. Ncgc00015725-02

22. R805

23. Smr000058484

24. Cas-51803-78-2

25. Dsstox_cid_17250

26. Dsstox_rid_79316

27. Dsstox_gsid_37250

28. Antifloxil

29. Nimesulida

30. Nimesulidum

31. Guaxan

32. Nimesulidum [inn-latin]

33. Nimesulida [inn-spanish]

34. Nim

35. Nimesulide [inn:ban]

36. Sr-01000000218

37. Einecs 257-431-4

38. 4'-nitro-2'-phenoxymethansulfonanilid

39. Brn 2421175

40. Unii-v4tkw1454m

41. Aldoron

42. Nimedex

43. Orthobid

44. Ccris 8225

45. Nise Gel

46. Nimesulide,(s)

47. Prestwick_618

48. Mfcd00079470

49. Spectrum_001577

50. Nimesulide [mi]

51. Nimesulide (jan/inn)

52. Nimesulide [inn]

53. Nimesulide [jan]

54. Opera_id_1247

55. Prestwick0_000194

56. Prestwick1_000194

57. Prestwick2_000194

58. Prestwick3_000194

59. Spectrum2_001541

60. Spectrum3_001576

61. Spectrum4_000178

62. Spectrum5_000964

63. Lopac-n-1016

64. N-(4-nitro-2-phenoxy-phenyl)methanesulfonamide

65. Nimesulide [mart.]

66. Nimesulide [who-dd]

67. Lopac0_000855

68. Schembl24882

69. Bspbio_000147

70. Bspbio_001103

71. Bspbio_003112

72. Kbiogr_000443

73. Kbiogr_000695

74. Kbioss_000443

75. Kbioss_002057

76. Mls001148268

77. Divk1c_000693

78. Spectrum1503231

79. Spbio_001382

80. Spbio_002068

81. N-(4-nitro-2-phenoxyphenyl)

82. Bpbio1_000163

83. Gtpl7401

84. Nim-03

85. Dtxsid3037250

86. Nimesulide [ep Impurity]

87. Bcbcmap01_000034

88. Hms502c15

89. Kbio1_000693

90. Kbio2_000443

91. Kbio2_002057

92. Kbio2_003011

93. Kbio2_004625

94. Kbio2_005579

95. Kbio2_007193

96. Kbio3_000825

97. Kbio3_000826

98. Kbio3_002612

99. Nimesulide [ep Monograph]

100. Nimesulide For Peak Identification

101. Ninds_000693

102. Bio2_000382

103. Bio2_000862

104. Hms1362g05

105. Hms1568h09

106. Hms1792g05

107. Hms1922k17

108. Hms1990g05

109. Hms2089b14

110. Hms2095h09

111. Hms2234k19

112. Hms3262l11

113. Hms3269g17

114. Hms3371j19

115. Hms3403g05

116. Hms3414p09

117. Hms3649a04

118. Hms3655d13

119. Hms3678p07

120. Hms3712h09

121. Hms3884c22

122. Pharmakon1600-01503231

123. Bcp10076

124. Hy-b0363

125. Zinc4617749

126. Tox21_110207

127. Tox21_301850

128. Tox21_500855

129. Bdbm50056999

130. Ccg-39319

131. Ei-287

132. Nsc758412

133. S2040

134. Stl018679

135. Akos015897356

136. Tox21_110207_1

137. Ac-4524

138. Db04743

139. Ks-1277

140. Lp00855

141. Nsc 758412

142. Sdccgsbi-0050831.p004

143. Idi1_000693

144. Idi1_002137

145. Ncgc00015725-01

146. Ncgc00015725-03

147. Ncgc00015725-04

148. Ncgc00015725-05

149. Ncgc00015725-06

150. Ncgc00015725-07

151. Ncgc00015725-08

152. Ncgc00015725-09

153. Ncgc00015725-10

154. Ncgc00015725-11

155. Ncgc00015725-12

156. Ncgc00015725-13

157. Ncgc00015725-15

158. Ncgc00015725-16

159. Ncgc00015725-29

160. Ncgc00021842-03

161. Ncgc00021842-04

162. Ncgc00021842-05

163. Ncgc00021842-06

164. Ncgc00021842-07

165. Ncgc00021842-08

166. Ncgc00255661-01

167. Ncgc00261540-01

168. Bn166246

169. Nimesulide 100 Microg/ml In Acetonitrile

170. Sbi-0050831.p003

171. Db-052029

172. Ab00052332

173. Eu-0100855

174. Ft-0630650

175. N0984

176. Sw196785-3

177. D01049

178. D70376

179. N 1016

180. Q20994

181. Ab00052332-16

182. Ab00052332_17

183. Ab00052332_18

184. N-[4-nitro-2-(phenoxy)phenyl]methanesulfonamide

185. 803n782

186. A828786

187. Sr-01000000218-2

188. Sr-01000000218-6

189. Sr-01000000218-7

190. W-105866

191. Brd-k76775527-001-06-2

192. Brd-k76775527-001-18-7

193. Sr-01000000218-11

194. Nimesulide, European Pharmacopoeia (ep) Reference Standard

195. Nimesulide, Pharmaceutical Secondary Standard; Certified Reference Material

196. Nimesulide For Peak Identification, European Pharmacopoeia (ep) Reference Standard

197. 1364966-82-4

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 308.31 g/mol
Molecular Formula C13H12N2O5S
XLogP32.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass308.04669266 g/mol
Monoisotopic Mass308.04669266 g/mol
Topological Polar Surface Area110 Ų
Heavy Atom Count21
Formal Charge0
Complexity450
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of acute pain, the symptomatic treatment of osteoarthritis and primary dysmenorrhoea in adolescents and adults above 12 years old.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Food, gender and advanced age have negligible effects on nimesulide pharmacokinetics.


5.2 MeSH Pharmacological Classification

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)


Cyclooxygenase Inhibitors

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)


5.3 ATC Code

M - Musculo-skeletal system

M01 - Antiinflammatory and antirheumatic products

M01A - Antiinflammatory and antirheumatic products, non-steroids

M01AX - Other antiinflammatory and antirheumatic agents, non-steroids

M01AX17 - Nimesulide


M - Musculo-skeletal system

M02 - Topical products for joint and muscular pain

M02A - Topical products for joint and muscular pain

M02AA - Antiinflammatory preparations, non-steroids for topical use

M02AA26 - Nimesulide


5.4 Absorption, Distribution and Excretion

Absorption

Rapidly absorbed following oral administration.


Route of Elimination

Renal (50%), fecal (29%)


5.5 Metabolism/Metabolites

Hepatic. Extensive biotransformation, mainly to 4-hydroxynimesulide (which also appears to be biologically active).


5.6 Biological Half-Life

1.84.7 hours


5.7 Mechanism of Action

The therapeutic effects of Nimesulide are the result of its complete mode of action which targets a number of key mediators of the inflammatory process such as: COX-2 mediated prostaglandins, free radicals, proteolytic enzymes and histamine.


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21-Jan-2025
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Looking for 51803-78-2 / Nimesulide API manufacturers, exporters & distributors?

Nimesulide manufacturers, exporters & distributors 1

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

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Nimesulide manufacturer or Nimesulide supplier.

PharmaCompass also assists you with knowing the Nimesulide API Price utilized in the formulation of products. Nimesulide API Price is not always fixed or binding as the Nimesulide Price is obtained through a variety of data sources. The Nimesulide Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Nimesulide

Synonyms

51803-78-2, N-(4-nitro-2-phenoxyphenyl)methanesulfonamide, Mesulid, Aulin, Flogovital, Sulidene

Cas Number

51803-78-2

Unique Ingredient Identifier (UNII)

V4TKW1454M

About Nimesulide

Nimesulide is a nonsteroidal arylsulfonamide with anti-inflammatory properties. Nimesulide inhibits the cyclooxygenase-mediated conversion of arachidonic acid to pro-inflammatory prostaglandins. Modestly selective for COX-2, this agent binds to the enzyme, thereby inactivating it. Nimesulide may inhibit some carcinogenic COX-2-related carcinogenic effects on xenobiotic metabolism, apoptosis, immune surveillance and angiogenesis (overexpressed COX-2 in tumor epithelial cells enhances production of vascular growth factors and the formation of capillary-like networks). (NCI04)

Nimesulide Manufacturers

A Nimesulide manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Nimesulide, including repackagers and relabelers. The FDA regulates Nimesulide manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Nimesulide 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 Nimesulide manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Nimesulide Suppliers

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

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

Nimesulide USDMF

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

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

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

Nimesulide KDMF

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

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

After submitting a Nimesulide 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 Nimesulide API can apply through the Korea Drug Master File (KDMF).

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

Nimesulide CEP

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

A Nimesulide CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Nimesulide 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 Nimesulide suppliers with CEP (COS) on PharmaCompass.

Nimesulide WC

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

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

Nimesulide 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 Nimesulide as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Nimesulide 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 Nimesulide 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 Nimesulide and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Nimesulide NDC to their finished compounded human drug products, they may choose to do so.

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

Nimesulide GMP

Nimesulide 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 Nimesulide 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 Nimesulide GMP manufacturer or Nimesulide GMP API supplier for your needs.

Nimesulide CoA

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

Nimesulide CoA mostly includes findings from lab analyses of a specific batch. For each Nimesulide 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.

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