CARPROFEN

Details

Stereochemistry	RACEMIC
Molecular Formula	C15H12ClNO2
Molecular Weight	273.714
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C(O)=O)C1=CC2=C(C=C1)C3=C(N2)C=CC(Cl)=C3

InChI

InChIKey=PUXBGTOOZJQSKH-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C15H12ClNO2
Molecular Weight	273.714
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://www.fda.gov/downloads/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/DrugLabels/UCM050406.pdf

Carprofen is an anti-inflammatory drug developed in Japan by Nippon Roche Research Center. Carprofen, as many NSAIDs, selectively inhibits COX-2 and was shown to suppress inflammation in vitro, using osteoarthritis models. The drug was approved by FDA for human use under the name Ridamyl, however, now it is sold only for veterinary purposes and prescribed for the treatment of postoperative pain and the relief of pain and inflammation associated with osteoarthritis in dogs.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclooxygenase-2 196 Target ID: CHEMBL4033 Sources: http://www.fda.gov/downloads/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/DrugLabels/UCM050406.pdf	Inhibitor 8297		0.102 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Osteoarthritis 157 Sources: http://www.fda.gov/downloads/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/DrugLabels/UCM050406.pdf	Palliative		Approved 8429	RIMADYL Approved Use Rimadyl is indicated for the relief of pain and inflammation associated with osteoarthritis and for the control of postoperative pain associated with soft tissue and orthopedic surgeries in dogs. Launch Date 1996
Postoperative pain 22 Sources: http://www.fda.gov/downloads/AnimalVeterinary/Products/ApprovedAnimalDrugProducts/DrugLabels/UCM050406.pdf	Primary		Approved 8429	RIMADYL Approved Use Rimadyl is indicated for the relief of pain and inflammation associated with osteoarthritis and for the control of postoperative pain associated with soft tissue and orthopedic surgeries in dogs. Launch Date 1996

C_max

Value	Dose	Co-administered	Analyte	Population
10.2 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3886707	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		CARPROFEN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
10.4 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3886707	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		CARPROFEN plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
52.4 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3886707	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		CARPROFEN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
57.8 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3886707	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		CARPROFEN plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
9.4 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3886707	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		CARPROFEN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
10.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3886707	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		CARPROFEN plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

F_unbound

Value	Dose	Co-administered	Analyte	Population
1% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3886707	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		CARPROFEN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
1% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3886707	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:		CARPROFEN plasma	Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
	OAT1 326

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
OAT1 326	substrate 3367 Sources: https://pubmed.ncbi.nlm.nih.gov/11170032/	yes

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:364453	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:364453
ChemicalBook	CB0663159	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB0663159
MolPort	MolPort-002-070-322	https://www.molport.com/shop/molecule-link/MolPort-002-070-322
Selleck Chemicals	carprofen	http://www.selleckchem.com/products/carprofen.html
eMolecules	499214	https://www.emolecules.com/cgi-bin/more?vid=499214

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

The recommended dosage for oral administration to dogs is 2 mg/lb (4.4 mg/kg) of body weight daily. The total daily dose may be administered as 2 mg/lb of body weight once daily or divided and administered as 1 mg/lb (2.2 mg/kg) twice daily. For the control of postoperative pain, administer approximately 2 hours before the procedure.

Route of Administration: Oral

In Vitro Use Guide

Canine chondrocytes isolated from normal canine articular cartilage were used to create an in vitro model of osteoarthritis. Cells were incubated at 37C in a 5% CO2 atmosphere for 72 h and then treated with 500 uL of the pro-inflammatory cytokine, interleukin-1b (IL-1b) (10 ng/mL in serum-free medium) to induce inflammatory conditions and incubated at 37C in 5% CO2 atmosphere for 2 h. Carprofen was added to the cells at concentration from 0.1 to 250 ug/mL.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:18:28 GMT 2023` Edited by `admin` on `Sat Dec 16 17:18:28 GMT 2023`
Record UNII	FFL0D546HO
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

CARPROFEN

Official Name

English

CARPROFEN [USP MONOGRAPH]

Common Name

English

RO-20-5720/000

Code

English

CARPROFEN [GREEN BOOK]

Common Name

English

CARPROFEN [MI]

Common Name

English

(±)-6-CHLORO-.ALPHA.-METHYLCARBAZOLE-2-ACETIC ACID

Systematic Name

English

CARPROFEN [MART.]

Common Name

English

9H-CARBAZOLE-2-ACETIC ACID, 6-CHLORO-.ALPHA.-METHYL, (±)-

Common Name

English

RO 20-5720/000

Code

English

Carprofen [WHO-DD]

Common Name

English

carprofen [INN]

Common Name

English

RIMADYL

Brand Name

English

CARPROFEN [ORANGE BOOK]

Common Name

English

CARPROFEN [USP IMPURITY]

Common Name

English

CARPROFEN FOR VETERINARY USE

Common Name

English

CARPROFEN FOR VETERINARY USE [EP MONOGRAPH]

Common Name

English

CARPROFEN [USAN]

Common Name

English

CARPROFEN [USP-RS]

Common Name

English

CARPROFEN [VANDF]

Common Name

English

NSC-297935

Code

English

Classification Tree Code System Code

CFR

21 CFR 520.304