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Also known as: 53716-49-7, 2-(6-chloro-9h-carbazol-2-yl)propanoic acid, Rimadyl, Imadyl, Ridamyl, Carprofeno
Molecular Formula
C15H12ClNO2
Molecular Weight
273.71  g/mol
InChI Key
PUXBGTOOZJQSKH-UHFFFAOYSA-N
FDA UNII
FFL0D546HO

Carprofen
Carprofen is a propionic acid derivate and nonsteroidal anti-inflammatory drug (NSAID) with anti-inflammatory, analgesic, and antipyretic activities, used exclusively in veterinary medicine. Carprofen inhibits the activity of the enzymes cyclo-oxygenase (COX) I and II, resulting in a decreased formation of precursors of prostaglandins and thromboxanes. This inhibits the formation of prostaglandins, by prostaglandin synthase, that are involved in pain, inflammation and fever. Ibuprofen also causes a decrease in the formation of thromboxane A2 synthesis, by thromboxane synthase, thereby inhibiting platelet aggregation.
1 2D Structure

Carprofen

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-(6-chloro-9H-carbazol-2-yl)propanoic acid
2.1.2 InChI
InChI=1S/C15H12ClNO2/c1-8(15(18)19)9-2-4-11-12-7-10(16)3-5-13(12)17-14(11)6-9/h2-8,17H,1H3,(H,18,19)
2.1.3 InChI Key
PUXBGTOOZJQSKH-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C1=CC2=C(C=C1)C3=C(N2)C=CC(=C3)Cl)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
FFL0D546HO
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (+-)-isomer Of Carprofen

2. (r)-isomer Of Carprofen

3. (s)-isomer Of Carprofen

4. C 5720

5. Carprofen, (+-)-isomer

6. Carprofen, (r)-isomer

7. Carprofen, (s)-isomer

8. Ro 20-5720

9. Ro 205720

2.3.2 Depositor-Supplied Synonyms

1. 53716-49-7

2. 2-(6-chloro-9h-carbazol-2-yl)propanoic Acid

3. Rimadyl

4. Imadyl

5. Ridamyl

6. Carprofeno

7. Carprofene

8. Carprofenum

9. Carprofene [inn-french]

10. Carprofenum [inn-latin]

11. 6-chloro-alpha-methyl-9h-carbazole-2-acetic Acid

12. Carprofeno [inn-spanish]

13. 6-chloro-alpha-methylcarbazole-2-acetic Acid

14. Ro 20-5720/000

15. Mfcd00079028

16. Carprofen-d3

17. (+-)-6-chloro-alpha-methylcarbazole-2-acetic Acid

18. 52263-47-5

19. 2-(6-chloro-9h-carbazol-2-yl)-propionic Acid

20. Nsc-297935

21. Carprofen For Veterinary Use

22. Chembl1316

23. Ffl0d546ho

24. (+/-)-2-(3-chloro-9h-carbazol-7-yl)propanoic Acid

25. Ro-20-5720/000

26. Chebi:364453

27. Nsc297935

28. 9h-carbazole-2-acetic Acid, 6-chloro-.alpha.-methyl-

29. Ncgc00094937-01

30. Carprodyl

31. Carprofeno [spanish]

32. Ro-205720000

33. Dsstox_cid_25871

34. Dsstox_rid_81189

35. Dsstox_gsid_45871

36. (.+-.)-6-chloro-.alpha.-methylcarbazole-2-acetic Acid

37. Carpaquin

38. Norocarp

39. Ro 20-5720

40. Smr000718633

41. Rimadyl (tn)

42. C 5720

43. Cas-53716-49-7

44. Ccris 3507

45. Sr-01000837515

46. Einecs 258-712-4

47. Unii-ffl0d546ho

48. Nsc 297935

49. Brn 0487098

50. Rac Carprofen

51. Carprofen [usan:usp:inn:ban]

52. Ro-20-5720

53. Carprofen (usp/inn)

54. Carprofen [inn]

55. Carprofen [mi]

56. Carprofen [usan]

57. Spectrum2_001236

58. Spectrum3_000939

59. Spectrum4_001038

60. Spectrum5_001802

61. Carprofen [vandf]

62. Carprofen [mart.]

63. C-5720

64. Carprofen [usp-rs]

65. Carprofen [who-dd]

66. Schembl3909

67. (+-)-6-chlor-alpha-methyl-2-carbazolessigsaeure

68. Kbiogr_001595

69. 5-22-03-00391 (beilstein Handbook Reference)

70. Mls001201778

71. Mls001306441

72. Spectrum1502006

73. Spbio_001112

74. Carprofen [green Book]

75. Gtpl7141

76. Carprofen [orange Book]

77. (+/-)-6-chloro-.alpha.-methylcarbazole-2-acetic Acid

78. Carprofen [usp Impurity]

79. Carprofen, >=97% (hplc)

80. Dtxsid1045871

81. Kbio3_001978

82. Carprofen [usp Monograph]

83. Hms1921d04

84. Hms2092b16

85. Hms2234p15

86. Hms3652e20

87. Hms3715f09

88. Hms3748c07

89. Hms3885f07

90. Pharmakon1600-01502006

91. Act03356

92. Hy-b1227

93. Tox21_111363

94. 9h-carbazole-2-acetic Acid, 6-chloro-.alpha.-methyl-, (.+-.)-

95. 9h-carbazole-2-acetic Acid, 6-chloro-alpha-methyl-, (+-)-

96. Bbl009935

97. Bdbm50097346

98. Ccg-39146

99. Nsc758154

100. Stk711093

101. 9h-carbazole-2-acetic Acid, (-)-

102. Akos005530663

103. Tox21_111363_1

104. Ac-1266

105. Cs-4875

106. Db00821

107. Ks-1163

108. Nsc-758154

109. Carprofen 100 Microg/ml In Acetonitrile

110. Ncgc00094937-02

111. Ncgc00094937-04

112. Ncgc00094937-05

113. 9h-carbazole-2-acetic Acid, (.+-.)-

114. Sbi-0052885.p002

115. Ft-0602833

116. Ft-0664393

117. Ft-0664394

118. Ft-0664395

119. S4136

120. Sw199610-3

121. 6-chloro-alpha-methyl-carbazole-2-acetic Acid

122. Carprofen, Vetranal(tm), Analytical Standard

123. C18364

124. D03410

125. D70911

126. 2-(6-chloranyl-9h-carbazol-2-yl)propanoic Acid

127. Ab00876263_06

128. Ab00876263_07

129. 716c497

130. A829748

131. Q905755

132. (+/-)-6-chloro-alpha-methylcarbazole-2-aceticacid

133. Carprofen For Veterinary Use [ep Monograph]

134. Sr-01000837515-2

135. Sr-01000837515-3

136. (+/-)-6-chloro-alpha-methylcarbazole-2-acetic Acid

137. Brd-a17411484-001-05-1

138. Z1814381791

139. 2-(6-chloro-9h-carbazol-2-yl)-propionic Acid(carprofen)

140. Carprofen, European Pharmacopoeia (ep) Reference Standard

141. 9h-carbazole-2-acetic Acid, 6-chloro-.alpha.-methyl-, (-)-

142. Carprofen, United States Pharmacopeia (usp) Reference Standard

143. 9h-carbazole-2-acetic Acid, 6-chloro-.alpha.-methyl, (+/-)-

144. Carprofen, Pharmaceutical Secondary Standard; Certified Reference Material

145. Carprofen For System Suitability, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 273.71 g/mol
Molecular Formula C15H12ClNO2
XLogP34
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass273.0556563 g/mol
Monoisotopic Mass273.0556563 g/mol
Topological Polar Surface Area53.1 Ų
Heavy Atom Count19
Formal Charge0
Complexity362
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For use as a pain reliever in the treatment of joint pain and post-surgical pain.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Carprofen is a non-steroidal anti-inflammatory drug (NSAID) of the propionic acid class that includes ibuprofen, naproxen, and ketoprofen. It is no longer used in the clinical setting, but is approved for use in dogs. Carprofen is non-narcotic and has characteristic analgesic and antipyretic activity approximately equipotent to indomethacin in animal models.


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.)


Photosensitizing Agents

Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms. (See all compounds classified as Photosensitizing Agents.)


5.3 Absorption, Distribution and Excretion

Absorption

Rapidly and nearly completely absorbed (more than 90% bioavailable) when administered orally.


5.4 Metabolism/Metabolites

Hepatic.


5.5 Biological Half-Life

Approximately 8 hours (range 4.5–9.8 hours) in dogs.


5.6 Mechanism of Action

The mechanism of action of carprofen, like that of other NSAIDs, is believed to be associated with the inhibition of cyclooxygenase activity. Two unique cyclooxygenases have been described in mammals. The constitutive cyclooxygenase, COX-1, synthesizes prostaglandins necessary for normal gastrointestinal and renal function. The inducible cyclooxygenase, COX-2, generates prostaglandins involved in inflammation. Inhibition of COX-1 is thought to be associated with gastrointestinal and renal toxicity while inhibition of COX-2 provides anti-inflammatory activity. In an in vitro study using canine cell cultures, carprofen demonstrated selective inhibition of COX-2 versus COX-1.


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21-Jan-2021
26-Nov-2024
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Carprofen Manufacturers

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

Carprofen Suppliers

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

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

Carprofen USDMF

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

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

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

Carprofen CEP

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

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

Carprofen WC

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

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

Carprofen 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 Carprofen as an active pharmaceutical ingredient (API).

Finished drug products

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

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

Carprofen GMP

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

Carprofen CoA

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

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

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