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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 of CARPROFEN

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

Description

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 TargetPharmacologyConditionPotency
0.102 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
RIMADYL
Primary
RIMADYL

Cmax

ValueDoseCo-administeredAnalytePopulation
10.4 μg/mL
100 mg single, oral
CARPROFEN plasma
Homo sapiens
10.2 μg/mL
100 mg single, oral
CARPROFEN plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
57.8 μg × h/mL
100 mg single, oral
CARPROFEN plasma
Homo sapiens
52.4 μg × h/mL
100 mg single, oral
CARPROFEN plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
10.5 h
100 mg single, oral
CARPROFEN plasma
Homo sapiens
9.4 h
100 mg single, oral
CARPROFEN plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
1%
100 mg single, oral
CARPROFEN plasma
Homo sapiens
1%
100 mg single, oral
CARPROFEN plasma
Homo sapiens

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as victim

PubMed

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
Record UNII
FFL0D546HO
Record Status Validated (UNII)
Record Version