Find Amidopyrine manufacturers, exporters & distributors on PharmaCompass

DRL offers a portfolio of products & services, including APIs, CMO services, generics, biosimilars & differentiated formulations.

Virtual Booth

ACCESS ALL DATA
Browse all information
CHEMISTRY
Discover Molecule Insights

ACTIVE PHARMA INGREDIENTS

1 API Suppliers, 1 Listed Suppliers

1 API Suppliers
1 Listed Suppliers

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

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

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

0RELATED EXCIPIENT COMPANIES

0EXCIPIENTS BY APPLICATIONS

Chemistry

Click the arrow to open the dropdown

Click the button for full data set

Also known as: Aminophenazone, Amidopyrine, 58-15-1, 4-dimethylaminoantipyrine, Dipyrine, Amidopyrazoline

Molecular Formula

C₁₃H₁₇N₃O

Molecular Weight

231.29 g/mol

InChI Key

RMMXTBMQSGEXHJ-UHFFFAOYSA-N

FDA UNII

01704YP3MO

A pyrazolone with analgesic, anti-inflammatory, and antipyretic properties but has risk of AGRANULOCYTOSIS. A breath test with 13C-labeled aminopyrine has been used as a non-invasive measure of CYTOCHROME P-450 metabolic activity in LIVER FUNCTION TESTS.

1 2D Structure

Amidopyrine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-(dimethylamino)-1,5-dimethyl-2-phenylpyrazol-3-one

2.1.2 InChI

InChI=1S/C13H17N3O/c1-10-12(14(2)3)13(17)16(15(10)4)11-8-6-5-7-9-11/h5-9H,1-4H3

2.1.3 InChI Key

RMMXTBMQSGEXHJ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C(=O)N(N1C)C2=CC=CC=C2)N(C)C

2.2 Other Identifiers

2.2.1 UNII

01704YP3MO

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Amidazophen

2. Amidophen

3. Amidophenazon

4. Amidopyrine

5. Aminofenazone

6. Aminophenazone

7. Dimethyl N Aminoantipyrine

8. Dimethyl-n-aminoantipyrine

9. Dimethylaminoantipyrine

10. Dimethylaminophenazone

11. Dipyrine

12. Eufibron

2.3.2 Depositor-Supplied Synonyms

1. Aminophenazone

2. Amidopyrine

3. 58-15-1

4. 4-dimethylaminoantipyrine

5. Dipyrine

6. Amidopyrazoline

7. Amidazophene

8. Pyramidon

9. Aminofenazone

10. Amidazophen

11. Amidophen

12. Aminopyrin

13. Brufaneuxol

14. Itamidone

15. Dereuma

16. Febron

17. Dimethylaminoazophene

18. Dimethylaminophenazone

19. Amidophenazone

20. Aminophenazon

21. Dimethylaminoantipyrine

22. Amidofebrin

23. Amidofen

24. Amidopyrin

25. Anafebrina

26. Eufibron

27. Netsusarin

28. Pyramidone

29. Amidazofen

30. Piromidina

31. Dimapyrin

32. Dipirin

33. Dipyrin

34. Febrinina

35. Hyparon

36. Novamidon

37. Piramidon

38. Pirazon

39. Piridol

40. Polinalin

41. Pyradone

42. 4-(dimethylamino)antipyrine

43. Mamallet-a

44. 4-dimethylaminophenazone

45. 4-dimethylamino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one

46. Dimethylamino-analgesine

47. Dimethylaminophenyldimethylpyrazolone

48. Dimethylaminophenazon

49. Aminofenazona

50. Aminophenazonum

51. 4-(dimethylamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one

52. (dimethylamino)phenazone

53. Antipyrine, 4-(dimethylamino)-

54. Aminopyrine [jan]

55. 4-dimethylamino-1-phenyl-2,3-dimethylpyrazolone

56. 1,5-dimethyl-4-dimethylamino-2-phenyl-3-pyrazolone

57. 1-phenyl-2,3-dimethyl-4-dimethylaminopyrazol-5-one

58. 2,3-dimethyl-4-dimethylamino-1-phenyl-5-pyrazolone

59. 4-dimethylamino-2,3-dimethyl-1-phenyl-5-pyrazolone

60. Mamallet A

61. 3h-pyrazol-3-one, 4-(dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-

62. Dimethylaminophenyldimethylpyrazolin

63. Aminophenazone [inn]

64. 3-keto-1,5-dimethyl-4-dimethylamino-2-phenyl-2,3-dihydropyrazole

65. Nsc-4993

66. 4-(dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-3h-pyrazol-3-one

67. 1-phenyl-2,3-dimethyl-4-(dimethylamino)-5-pyrazolone

68. 4-(dimethylamino)-1,5-dimethyl-2-phenylpyrazol-3-one

69. Mls002154195

70. 3-pyrazolin-5-one, 4-(dimethylamino)-2,3-dimethyl-1-phenyl-

71. Chebi:160246

72. 01704yp3mo

73. 3h-pyrazol-3-one,4-(dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-

74. Aminopyrine (jan)

75. Aminophenazone (inn)

76. Cas-58-15-1

77. Ncgc00016257-04

78. Amidazophenum

79. Amidopyrinum

80. Aminopyrinum

81. Smr001216566

82. Dsstox_cid_504

83. 4,4-dimethylaminophenazone

84. Dsstox_rid_75627

85. Dsstox_gsid_20504

86. 1-phenyl-2,3-dimethyl-4-dimethylaminopyrazolone-5

87. Aminophenazon [german]

88. Aminofenazone [italian]

89. Aminofenazona [inn-spanish]

90. Aminophenazonum [inn-latin]

91. Dimethylaminophenazon [german]

92. Ccris 2907

93. Hsdb 2135

94. Aminopyrine [jan:nf]

95. Sr-05000001741

96. Nsc 4993

97. Einecs 200-365-8

98. Mfcd00003142

99. Piramidone

100. Unii-01704yp3mo

101. Dimethylaminophenyldimethylpyrazone

102. Prestwick_14

103. Aminophenazone-[d6]

104. Aminopyrine [mi]

105. Prestwick0_000088

106. Prestwick1_000088

107. Prestwick2_000088

108. Prestwick3_000088

109. Aminopyrine [hsdb]

110. 4-(dimethylamino)phenazone

111. Cid_6009

112. Timtec1_000737

113. 3-keto-1,3-dihydropyrazole

114. Oprea1_080671

115. Schembl26293

116. Bspbio_000016

117. 4-n,n-dimethylaminoantipyrine

118. 4-dimethylamino-2,3-dimethyl-1-phenylpyrazol-5-one

119. Spbio_001955

120. Aminophenazone [mart.]

121. Bpbio1_000018

122. Chembl288470

123. Aminophenazone [who-dd]

124. 4-(dimethylamino)-1,5-dimethyl-2-phenyl-pyrazol-3-one

125. Dtxsid7020504

126. Bdbm74258

127. Zinc57115

128. Nsc4993

129. 4-(dimethylamino)-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one

130. Hms1536b11

131. Hms1568a18

132. Hms2092e10

133. Hms2095a18

134. Hms3039c06

135. Hms3652g13

136. Hms3712a18

137. Pharmakon1600-01500621

138. Hy-b0533

139. Tox21_110333

140. Tox21_201544

141. Tox21_302830

142. Nsc757388

143. S3209

144. Stl356033

145. Tocainidehydrochloride(125mg)

146. Akos001590378

147. Tox21_110333_1

148. Aminophenazone 100 Microg/ml In Water

149. Ccg-103785

150. Db01424

151. Nsc-757388

152. Ncgc00016257-01

153. Ncgc00016257-02

154. Ncgc00016257-03

155. Ncgc00016257-05

156. Ncgc00016257-06

157. Ncgc00016257-07

158. Ncgc00016257-10

159. Ncgc00090878-01

160. Ncgc00090878-02

161. Ncgc00090878-03

162. Ncgc00175173-01

163. Ncgc00175173-02

164. Ncgc00256436-01

165. Ncgc00259094-01

166. 3-pyrazolin-5-one,3-dimethyl-1-phenyl-

167. Ac-12025

168. Sbi-0207073.p001

169. Wln: T5nnvj A1 Br& Dn1&1 E1

170. Db-053161

171. B1883

172. Sw196332-3

173. Aminophenazone 100 Microg/ml In Acetonitrile

174. C07539

175. D00556

176. Q416503

177. 1,5-dimethyl-2-phenyl-4-dimethylamino-3-pyrazolone

178. Sr-05000001741-1

179. Sr-05000001741-3

180. Sr-05000001741-4

181. 4-(dimethylamino)-1,5-dimethyl-2-phenyl-3-pyrazolone

182. Brd-k12568846-001-04-7

183. 4-(dimethylamino)-1,5-dimethyl-2-phenyl-3-pyrazolin-3-one

184. 4-dimethylaminoantipyrine, Reactive Nitrogen Species Scavenger

185. Metamizole Sodium Monohydrate Impurity D [ep Impurity]

186. 4-(dimethylamino)-1,5-dimethyl-2-phenyl-1h-pyrazol-3(2h)-one

187. 4-(dimethylamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one #

188. 4-(dimethylamino)-1,5-dimethyl-2-phenyl-2,3-dihydro-1h-pyrazol-3-one

189. 4-dimethylamino-1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one

190. Aminophenazone (4-dimethylamino-1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one)

191. 4-dimethylamino-1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one (4,4-dimethylaminophenazone)

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₁₇N₃O
Molecular Weight	231.29 g/mol
XLogP3	1
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	2
Exact Mass	231.137162174 g/mol
Monoisotopic Mass	231.137162174 g/mol
Topological Polar Surface Area	26.8 Å²
Heavy Atom Count	17
Formal Charge	0
Complexity	343
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 Therapeutic Uses

Anti-Inflammatory Agents, Non-Steroidal

National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)

IN SOME CASES OF PROLONGED INTRACTABLE FEVER, AS IN HODGKIN'S DISEASE & PERIARTERITIS NODOSA, AMINOPYRINE IS CAPABLE OF CONTROLLING /FEVER/ & MAY BE JUSTIFIED. /SRP: EFFECTIVE AND PREVIOUSLY USED IN THE US AS AN ANTIPYRETIC, ANALGESIC AND ANTI-INFLAMMATORY AGENT/.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 348

ANALGESIC & ANTIPYRETIC. IT IS EFFECTIVE IN RELIEF OF PAIN IN NEURALGIA, DYSMENORRHEA, RHEUMATISM, & SIMILAR PAINFUL CONDITIONS. ...

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1053

MEDICATION (VET): ANALGESIC, ANTIPYRETIC. TO RELIEVE MINOR ACHES, JOINT & MUSCULAR PAINS, & REDUCE ELEVATED TEMP. RELIEVES PAIN & POSSIBLE TOXIC EFFECTS IN INDIGESTIONS OF CATTLE.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 14

For more Therapeutic Uses (Complete) data for AMINOPYRINE (7 total), please visit the HSDB record page.

4.2 Drug Warning

IF USED AT ALL IN TREATMENT OF INTRACTABLE FEVER, AMINOPYRINE...SHOULD BE EMPLOYED ONLY AFTER SAFER DRUGS & OTHER MEASURES HAVE PROVEN INEFFECTIVE, & ONLY WITH PROPER SUPERVISION & MONITORING.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 348

LEUKOCYTE COUNT & DIFFERENTIAL SHOULD BE CHECKED DURING ADMIN OF LARGE DOSES OR CONTINUED USE OF SMALL DOSES.

Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 1053

IN RARE INDIVIDUALS, INSTEAD OF FRANK AGRANULOCYTOSIS, EACH ADMIN OF AMINOPYRINE PRODUCES SHARP FALL IN TOTAL LEUKOCYTE COUNT ASSOC WITH SEVERE CHILL, SPIKING FEVER, HEADACHE, & PAIN IN MUSCLES & JOINTS; ATTACK IS OVER WITHIN FEW HR.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 347

VET: MAY STIMULATE METABOLISM OF OTHER DRUGS (CHLORINATED HYDROCARBONS, BARBITURATES, PHENYLBUTAZONE, MEPROBAMATE) BY LIVER MICROSOMES.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 14

For more Drug Warnings (Complete) data for AMINOPYRINE (6 total), please visit the HSDB record page.

4.3 Minimum/Potential Fatal Human Dose

4. 4= VERY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MG/KG BETWEEN 1 TEASPOON & 1 OZ FOR 70 KG PERSON (150 LB).

Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-239

4.4 Drug Indication

Formerly widely used as an antipyretic and analgesic in rheumatism, neuritis, and common colds. Currently used to measure total body water.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Aminophenazone exhibits analgesic, anti-inflammatory, and antipyretic properties.

5.2 ATC Code

N02BB03

S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448

N02BB03

S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448

N02BB03

S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448

N02BB03

S66 | EAWAGTPS | Parent-Transformation Product Pairs from Eawag | DOI:10.5281/zenodo.3754448

N - Nervous system

N02 - Analgesics

N02B - Other analgesics and antipyretics

N02BB - Pyrazolones

N02BB03 - Aminophenazone

5.3 Absorption, Distribution and Excretion

IT IS ABSORBED RAPIDLY FOLLOWING ORAL ADMIN...EXCRETED IN URINE UNCHANGED OR CONJUGATED WITH GLUCURONIC & SULFURIC ACIDS.

Jones, L.M., et al. Veterinary Pharmacology & Therapeutics. 4th ed. Ames: Iowa State University Press, 1977., p. 363

...SLIGHTLY BOUND TO PLASMA PROTEIN...

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 347

THREE METABOLITES OF AMINOPYRINE WERE DETECTED IN THE URINE, SERUM, AND SALIVA OF HEALTH SUBJECTS AFTER INGESTION OF AMINOPYRINE.

WERNER M, WERNER D; AGENTS ACTIONS SUPPL AAS 10 (TRENDS INFLAMMATION RES 2): 99 (1982)

IMMEDIATELY AFTER INJECTION OF AMINOPYRINE-(14)C INTO RATS A UNIFORM DISTRIBUTION OF RADIOACTIVITY IN THE BODY WAS RECORDED. AFTER 30 MINUTES, A PREFERENTIAL LOCALIZATION OF RADIOACTIVITY WAS FOUND IN THE NASAL MUCOSA AND LIVER.

BRITTEBO EB; ACTA PHARMACOL TOXICOL 51 (3): 227 (1982)

5.4 Metabolism/Metabolites

...URINARY METABOLITE OF AMINOPYRINE HAS BEEN IDENTIFIED AS 4-ACETYLAMINO-3-METHYL-1-PHENYLPYRAZOLONE IN TREATED SUCKLINGS, INFANTS, & ADULT. ... FORMATION.../OF THIS METABOLITE/ IMPLICATES EXHAUSTIVE OXIDATIVE N-DEALKYLATION OF.../AMINOPYRINE/ FOLLOWED BY ACETYLATION OF RELEASED AMINO-GROUP.

The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 2: A Review of the Literature Published Between 1970 and 1971. London: The Chemical Society, 1972., p. 186

...BIOTRANSFORMATION OF AMINOPYRINE. MAN & DOG EXCRETE RUBAZONIC ACID...& N-METHYLRUBAZONIC ACID...WHOSE FORMATION INVOLVES NUMBER OF METABOLIC STEPS. FOLLOWING FORMATION OF 4-HYDROXYANTIPYRINE, THIS METABOLITE IS N-DEMETHYLATED... & DEHYDROGENATED TO HYPOTHETICAL DIKETO INTERMEDIATE...LATTER CMPD...UNDERGOES FINAL COUPLING...WITH ANOTHER METABOLITE, 4-AMINOANTIPYRINE...

Testa, B. and P. Jenner. Drug Metabolism: Chemical & Biochemical Aspects. New York: Marcel Dekker, Inc., 1976., p. 165

CIRCADIAN RHYTHMS...OFTEN SEEN WITHIN A GIVEN ANIMAL SPECIES. VARIATION IN RATE OF METABOLISM IS OFTEN CORRELATED WITH VARIATIONS IN ENDOCRINE FUNCTION AS INFLUENCED BY THE LIGHT-DARK CYCLE TO WHICH THE ANIMAL IS EXPOSED. ...IN VITRO METABOLISM OF...AMINOPYRINE...BY THE HEPATIC CYTOCHROME P450 MONOOXYGENASE SYSTEM OF RATS IS VARIABLE DEPENDING ON THE TIME OF DAY OF SACRIFICE OF THE ANIMAL.

Doull, J., C.D. Klaassen, and M. D. Amdur (eds.). Casarett and Doull's Toxicology. 2nd ed. New York: Macmillan Publishing Co., 1980., p. 67

AMINOPHENAZONE AND ITS METABOLITES; 4-AMINOANTIPYRINE, N-ACETYLAMINOANTIPYRINE AND 4-FORMYLAMINOANTIPYRINE WERE DETECTED IN STUDIES ON HEALTHY SUBJECTS.

WERNER M, WERNER D; AGENTS ACTIONS SUPPL, AAS 10 (TRENDS INFLAMMATION RES 2): 99 (1982)

5.5 Mechanism of Action

Aminophenazone is metabolized very slowly by normal newborn babies. In older infants, a higher amount of exhaled 13-CO2 is observed.

VET: AMIDOPYRINE IS KNOWN TO CAUSE AGRANULOCYTOSIS IN MAN, BUT IT HAS BEEN FOUND IMPOSSIBLE TO REPRODUCE THIS EFFECT IN THE DOG & OTHER LABORATORY ANIMALS.

Clarke, M. L., D. G. Harvey and D. J. Humphreys. Veterinary Toxicology. 2nd ed. London: Bailliere Tindall, 1981., p. 93

API SUPPLIERS