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Chemistry

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Also known as: Phenazone, 60-80-0, Phenazon, Antipyrin, Analgesine, Anodynine
Molecular Formula
C11H12N2O
Molecular Weight
188.23  g/mol
InChI Key
VEQOALNAAJBPNY-UHFFFAOYSA-N
FDA UNII
T3CHA1B51H

Phenazon
An analgesic and antipyretic that has been given by mouth and as ear drops. Antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. (From Martindale, The Extra Pharmacopoeia, 30th ed, p29)
1 2D Structure

Phenazon

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1,5-dimethyl-2-phenylpyrazol-3-one
2.1.2 InChI
InChI=1S/C11H12N2O/c1-9-8-11(14)13(12(9)2)10-6-4-3-5-7-10/h3-8H,1-2H3
2.1.3 InChI Key
VEQOALNAAJBPNY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=CC(=O)N(N1C)C2=CC=CC=C2
2.2 Other Identifiers
2.2.1 UNII
T3CHA1B51H
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Anodynin

2. Phenazone

3. Pyramidone

2.3.2 Depositor-Supplied Synonyms

1. Phenazone

2. 60-80-0

3. Phenazon

4. Antipyrin

5. Analgesine

6. Anodynine

7. Anodynin

8. Azophen

9. Fenazone

10. 2,3-dimethyl-1-phenyl-5-pyrazolone

11. Antipirin

12. Antipyrinum

13. Phenozone

14. Apirelina

15. Azophene

16. Methozin

17. Parodyne

18. Phenazonum

19. Phenylone

20. Pyrazophyl

21. Sedatine

22. Sedatin

23. Dimethyloxychinizin

24. Dimethyloxyquinazine

25. Oxydimethylquinazine

26. Azophenum

27. Phenylon

28. 3-antipyrine

29. Fenazon [czech]

30. Fenazona

31. 3h-pyrazol-3-one, 1,2-dihydro-1,5-dimethyl-2-phenyl-

32. Fenazona [inn-spanish]

33. Phenazone (pharmaceutical)

34. Fenazon

35. 1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one

36. Oxydimethylquinizine

37. 1,2-dihydro-1,5-dimethyl-2-phenyl-3h-pyrazol-3-one

38. 2,3-dimethyl-1-phenyl-3-pyrazolin-5-one

39. 1-phenyl-2,3-dimethyl-5-pyrazolone

40. 1-phenyl-2,3-dimethylpyrazole-5-one

41. Chebi:31225

42. Nsc 7945

43. Phenazone;phenazon

44. 1,5-dimethyl-2-phenylpyrazol-3-one

45. Phenazone [inn]

46. T3cha1b51h

47. Phenazone (inn)

48. Nsc-7945

49. 1,5-dimethyl-2-phenyl-2,3-dihydro-1h-pyrazol-3-one

50. Cas-60-80-0

51. Ncgc00016274-04

52. Dsstox_cid_1117

53. Dsstox_rid_75949

54. Dsstox_gsid_21117

55. Antipyrine [jan]

56. Phenazonum [inn-latin]

57. Smr000238140

58. Ccris 1369

59. Antipyrine [usp:jan]

60. Sr-05000001566

61. Einecs 200-486-6

62. Unii-t3cha1b51h

63. Antipyrien

64. 1,2-dihydro-1,5-dimethyl-2-phenyl-3h-pyrazol-3-one; Phenazone

65. Ai3-15293

66. .beta.-antipyrine

67. Prestwick_26

68. Antipyrine Crystals

69. Mfcd00003146

70. Component Of Auralgan

71. 1,5-dimethyl-2-phenyl-pyrazol-3-one

72. Spectrum_000058

73. Antipyrine [mi]

74. Prestwick0_000029

75. Prestwick1_000029

76. Prestwick2_000029

77. Prestwick3_000029

78. Spectrum2_000088

79. Spectrum3_000305

80. Spectrum4_000152

81. Spectrum5_000842

82. Antipyrine [vandf]

83. Antipyrinum [hpus]

84. Antipyrine (jp17/usp)

85. Epitope Id:124927

86. Phenazone [mart.]

87. Ec 200-486-6

88. Phenazone [who-dd]

89. 1,5-dimethyl-2-phenyl-1h-pyrazol-3(2h)-one

90. Antipyrine [usp-rs]

91. Schembl20452

92. Bspbio_000097

93. Bspbio_001870

94. Kbiogr_000624

95. Kbioss_000438

96. Mls001331753

97. Mls001332401

98. Mls001332402

99. Mls002154179

100. Divk1c_000484

101. Spectrum1500128

102. Spbio_000016

103. Spbio_002018

104. Antipyrine, Analytical Standard

105. Bpbio1_000107

106. Chembl277474

107. Phenazone [ep Impurity]

108. Dtxsid6021117

109. Phenazone [ep Monograph]

110. Hms501i06

111. Kbio1_000484

112. Kbio2_000438

113. Kbio2_003006

114. Kbio2_005574

115. Kbio3_001370

116. Zinc61044

117. Antipyrine [usp Impurity]

118. Nsc7945

119. Antipyrine, >=99.0% (rt)

120. Ninds_000484

121. Antipyrine [usp Monograph]

122. Hms1568e19

123. Hms1920e09

124. Hms2091k09

125. Hms2095e19

126. Hms2272g04

127. Hms3652c09

128. Hms3712e19

129. Hms3885c11

130. Pharmakon1600-01500128

131. Wln: T5nnvj A1 Br& E1

132. Hy-b0171

133. Tox21_110342

134. Tox21_201600

135. Tox21_303026

136. Antipyrine, Sigma Reference Standard

137. Bdbm50103600

138. Ccg-38904

139. Nsc755874

140. S3173

141. Stk328171

142. 1,5-dimethyl-2-phenyl-3-pyrazolone

143. Phenazone 100 Microg/ml In Methanol

144. Akos000588788

145. Tox21_110342_1

146. Cs-2044

147. Db01435

148. Nsc-755874

149. Idi1_000484

150. Phenazone 10 Microg/ml In Acetonitrile

151. Antipyrine, Analytical Reference Material

152. Antipyrine, Tested According To Ph.eur.

153. Ncgc00016274-01

154. Ncgc00016274-02

155. Ncgc00016274-03

156. Ncgc00016274-05

157. Ncgc00016274-06

158. Ncgc00016274-07

159. Ncgc00016274-09

160. Ncgc00016274-10

161. Ncgc00094591-01

162. Ncgc00094591-02

163. Ncgc00094591-03

164. Ncgc00178937-01

165. Ncgc00178937-02

166. Ncgc00256527-01

167. Ncgc00259149-01

168. As-13248

169. Sbi-0051287.p003

170. Antipyrine, Vetec(tm) Reagent Grade, 98%

171. D1876

172. Ft-0609690

173. Ft-0662246

174. Sw196343-3

175. A19580

176. Bim-0051287.0001

177. D01776

178. H11233

179. Propyphenazone Impurity A [ep Impurity]

180. 1,5-dimethyl-2-phenyl-1,2-dihydropyrazol-3-one

181. A936893

182. Af-960/00437050

183. Q415578

184. Q-201552

185. Sr-05000001566-1

186. Sr-05000001566-3

187. Brd-k46937689-001-05-1

188. Brd-k46937689-001-08-5

189. Z56869297

190. 2-trideuteromethyl-3-methyl-1-phenyl-3-pyrazolin-5-one

191. F2173-0728

192. 1,5-dimethyl-2-phenyl-1,2-dihydro-3h-pyrazol-3-one #

193. Phenazone, European Pharmacopoeia (ep) Reference Standard

194. Antipyrine, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 188.23 g/mol
Molecular Formula C11H12N2O
XLogP30.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass188.094963011 g/mol
Monoisotopic Mass188.094963011 g/mol
Topological Polar Surface Area23.6 Ų
Heavy Atom Count14
Formal Charge0
Complexity267
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

Antipyrine is an analgesic often used to test effects of other drugs on liver enzymes. In combination with benzocaine in otic solutions, antipyrine is indicated for the symptomatic relief of acute otitis media arising from various etiologies.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Antipyrine is an analgesic and antipyretic that has been given by mouth and as ear drops. Antipyrine is often used in testing the effects of other drugs or diseases on drug-metabolizing enzymes in the liver. (From Martindale, The Extra Pharmacopoeia, 30th ed, p29)


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.)


5.3 ATC Code

N - Nervous system

N02 - Analgesics

N02B - Other analgesics and antipyretics

N02BB - Pyrazolones

N02BB01 - Phenazone


S - Sensory organs

S02 - Otologicals

S02D - Other otologicals

S02DA - Analgesics and anesthetics

S02DA03 - Phenazone


5.4 Metabolism/Metabolites

Antipyrine has known human metabolites that include 3-hydroxy-methylantipyrine, 4-hydroxy-antipyrine, and Norantipyrine.

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


5.5 Mechanism of Action

Antipyrine is thought to act primarily in the CNS, increasing the pain threshold by inhibiting both isoforms of cyclooxygenase, COX-1, COX-2, and COX-3 enzymes involved in prostaglandin (PG) synthesis.


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LTD.","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"VEKO CARE PRIVATE ","customerCountry":"INDIA","quantity":"87.00","actualQuantity":"87","unit":"KGS","unitRateFc":"12.6","totalValueFC":"1108.2","currency":"USD","unitRateINR":"1070.4","date":"23-Oct-2024","totalValueINR":"93122.19","totalValueInUsd":"1108.2","indian_port":"JNPT","hs_no":"29331100","bill_no":"6277431","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"LTD.XIANGTAN VILLAGE,LIUSHI STREET ,DONGYANG CITY,ZHEJIANG PROVINCE 32 2104, CHINA","customerAddress":"3 AMARPARK APARTMENT, 1205\/2\/1,SHI"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1729621800,"product":"PHENAZONE (ANTIPYRINE)","address":"3 AMARPARK APARTMENT, 1205\/2\/1,SHI","city":"PUNE,MAHARASHTRA","supplier":"ZHEJIANG HAISEN PHARMACEUTICAL CO., LTD.","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"VEKO CARE PRIVATE ","customerCountry":"INDIA","quantity":"1138.00","actualQuantity":"1138","unit":"KGS","unitRateFc":"12.6","totalValueFC":"14496.4","currency":"USD","unitRateINR":"1070.4","date":"23-Oct-2024","totalValueINR":"1218081.06","totalValueInUsd":"14496.4","indian_port":"JNPT","hs_no":"29331100","bill_no":"6277431","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"LTD.XIANGTAN VILLAGE,LIUSHI STREET ,DONGYANG CITY,ZHEJIANG PROVINCE 32 2104, CHINA","customerAddress":"3 AMARPARK APARTMENT, 1205\/2\/1,SHI"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1730226600,"product":"PHENAZONE EP 11","address":"213, LAXMI PLAZA, LAXMI INDL.","city":"MUMBAI, MAHARASHTRA","supplier":"BRILLIANT PHARMACEUTICAL LIMITED","supplierCountry":"CHINA","foreign_port":"SHANGHAI PT","customer":"ASHISH LIFE SCIENCE PVT LIMITED","customerCountry":"INDIA","quantity":"5550.00","actualQuantity":"5550","unit":"KGS","unitRateFc":"12.7","totalValueFC":"71295.9","currency":"USD","unitRateINR":"1079.4","date":"30-Oct-2024","totalValueINR":"5990745.32","totalValueInUsd":"71295.9","indian_port":"JNPT","hs_no":"29331100","bill_no":"6427628","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI PT","supplierAddress":"OFFICE F, 32\/F, PLAZA 88 NO. 88YEUN G UK ROAD, TSUEN WAN. NT.HONG KONG, CHINA CHINA","customerAddress":"213, LAXMI PLAZA, LAXMI INDL."},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1730658600,"product":"PHENAZONE EP\/BP\/USP (ANTIPYRINE)","address":"B\/2 MAHALAXMI CHAMBERS","city":"MUMBAI. MAHARASHTRA","supplier":"ZHEJIANG HAISEN PHARMACEUTICAL CO., LTD.","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"GLENMARK PHARMACEUTICALS","customerCountry":"INDIA","quantity":"50.00","actualQuantity":"50","unit":"KGS","unitRateFc":"26","totalValueFC":"2829.4","currency":"USD","unitRateINR":"4775.3","date":"04-Nov-2024","totalValueINR":"238764.15","totalValueInUsd":"2829.4","indian_port":"Bombay Air","hs_no":"29331100","bill_no":"6494499","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"LTD. XIANGTAN VILLAGE, LIUSHI STREET, DONGYANG CITY ZHEJIANG PROVINCE CHINA","customerAddress":"B\/2 MAHALAXMI CHAMBERS"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1731522600,"product":"PHENAZONE (ANTIPYRINE)","address":"213, LAXMI PLAZA, LAXMI INDL.","city":"MUMBAI, MAHARASHTRA","supplier":"ZHEJIANG HAISEN PHARMACEUTICAL CO., LTD.","supplierCountry":"CHINA","foreign_port":"SHANGHAI PT","customer":"ASHISH LIFE SCIENCE PVT LIMITED","customerCountry":"INDIA","quantity":"47.70","actualQuantity":"47.7","unit":"KGS","unitRateFc":"12.3","totalValueFC":"592.4","currency":"USD","unitRateINR":"1048","date":"14-Nov-2024","totalValueINR":"49987.69","totalValueInUsd":"592.4","indian_port":"JNPT","hs_no":"29331100","bill_no":"6667327","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI PT","supplierAddress":"LTDXIANGTAN VILLAGE, LIUSHI STREETD ONGYANG CITY, ZHEJIANG PROVINCE3221 04 CHINA CHINA","customerAddress":"213, LAXMI PLAZA, LAXMI INDL."}]
13-Jan-2021
29-Nov-2024
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Quantity (KGS) & Unit rate (USD/KGS) over time

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ABOUT THIS PAGE

Phenazon Manufacturers

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

Phenazon Suppliers

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

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

Phenazon USDMF

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

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

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

Phenazon CEP

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

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

Phenazon WC

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

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

Phenazon 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 Phenazon as an active pharmaceutical ingredient (API).

Finished drug products

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

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

Phenazon GMP

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

Phenazon CoA

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

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

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