U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C17H20O5S
Molecular Weight 336.403
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FIROCOXIB

SMILES

CC1(C)OC(=O)C(OCC2CC2)=C1C3=CC=C(C=C3)S(C)(=O)=O

InChI

InChIKey=FULAPETWGIGNMT-UHFFFAOYSA-N
InChI=1S/C17H20O5S/c1-17(2)14(12-6-8-13(9-7-12)23(3,19)20)15(16(18)22-17)21-10-11-4-5-11/h6-9,11H,4-5,10H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C17H20O5S
Molecular Weight 336.403
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Firocoxib is a selective COX-2 inhibitor which was approved by FDA and EMEA for the treatment of osteoarthritis and postoperative pain in dogs (Previcox trade name) and horses (Equioxx trade name). The drug is not for human use.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.16 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
PREVICOX
Primary
PREVICOX

PubMed

Sample Use Guides

In Vivo Use Guide
The recommended dosage of PREVICOX (firocoxib) for oral administration in dogs is 2.27 mg/lb (5.0 mg/kg) body weight once daily as needed for osteoarthritis and for 3 days as needed for postoperative pain and inflammation associated with soft-tissue and orthopedic surgery. The recommended dosage of EQUIOXX (firocoxib) for oral administration in horses is 0.045 mq/lb (0.1 mg/kg) of body weight once daily for up to 14 days. The recommended dosage of EQUIOXX Injection for intravenous administration in horses is 0.04 mg/lb (0.09 mg/kg) of body weight once daily for up to 5 days.
Route of Administration: Other
In Vitro Use Guide
Equine peripheral blood mononuclear cells were isolated by density gradient centrifugation and incubated at 37C with medium alone, firocoxib (100 ng/mL), LPS (1 ng/mL or 1 ug/mL), or combinations of firocoxib and both LPS concentrations. After 4 hours, supernatants were collected and tested for prostaglandin E2 (PGE2) concentration with an enzyme inhibition assay, and gene expression in cell lysates was measured with PCR assays.
Substance Class Chemical
Record UNII
Y6V2W4S4WT
Record Status Validated (UNII)
Record Version