CIMICOXIB

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H13ClFN3O3S
Molecular Weight	381.809
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(C=C1F)C2=C(Cl)N=CN2C3=CC=C(C=C3)S(N)(=O)=O

InChI

InChIKey=KYXDNECMRLFQMZ-UHFFFAOYSA-N

InChI=1S/C16H13ClFN3O3S/c1-24-14-7-2-10(8-13(14)18)15-16(17)20-9-21(15)11-3-5-12(6-4-11)25(19,22)23/h2-9H,1H3,(H2,19,22,23)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29166275 | https://www.ncbi.nlm.nih.gov/pubmed/29716837 | https://www.ncbi.nlm.nih.gov/pubmed/30521538

Cimicoxib is a selective cyclooxygenase 2 inhibitor used in veterinary medicine to treat dogs for pain and inflammation associated with osteoarthritis and for the management of pain and inflammation associated with surgery. Limited data are available on cimicoxib, with one study documenting non-inferiority compared to carprofen in managing postoperative pain for dogs undergoing either orthopedic or soft tissue surgery. There are some data available as part of cimicoxib’s approval process in Europe to support its use for chronic pain.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cyclooxygenase-2 196 Target ID: CHEMBL230 Sources: http://ec.europa.eu/health/documents/community-register/2016/20160107133569/anx_133569_en.pdf	Inhibitor 8297		0.1 µM [IC50]
Cyclooxygenase-1 127 Target ID: CHEMBL221 Sources: http://ec.europa.eu/health/documents/community-register/2016/20160107133569/anx_133569_en.pdf	Inhibitor 8297		1.9 µM [IC50]

PubMed

Title	Date	PubMed
Synthesis and structure-activity relationship of a new series of COX-2 selective inhibitors: 1,5-diarylimidazoles.	2003 Jul 31	12877584
New water-soluble sulfonylphosphoramidic acid derivatives of the COX-2 selective inhibitor cimicoxib. A novel approach to sulfonamide prodrugs.	2004 Oct 21	15481993
Radiosynthesis and evaluation of 11C-labeled diaryl-substituted imidazole and indole derivatives for mapping cyclooxygenase-2.	2006 Oct	17015956
NO-donor COX-2 inhibitors. New nitrooxy-substituted 1,5-diarylimidazoles endowed with COX-2 inhibitory and vasodilator properties.	2007 Apr 5	17335184
Tolerance to coxibs in patients with intolerance to non-steroidal anti-inflammatory drugs (NSAIDs): a systematic structured review of the literature.	2007 Jul	17492455
The impact of neuroimmune dysregulation on neuroprotection and neurotoxicity in psychiatric disorders--relation to drug treatment.	2009	19877499
Does administration of non-steroidal anti-inflammatory drug determine morphological changes in adrenal cortex: ultrastructural studies.	2010 Oct	20721677

Sample Use Guides

In Vivo Use Guide

Dog 2mg/kg Sheep 4-6mg/kg

Route of Administration: Oral

Name

Type

Language

CIMICOXIB

Official Name

English

CIMALGEX

Brand Name

English

CIMICOXIB [MI]

Common Name

English

cimicoxib [INN]

Common Name

English

UR-8880

Code

English

4-(4-CHLORO-5-(3-FLUORO-4-METHOXYPHENYL)-1H-IMIDAZOL-1-YL)BENZENESULFONAMIDE

Systematic Name

English

CIMICOXIB (EMA EPAR: VETERINARY)

Common Name

English

Classification Tree Code System Code

WHO-VATC

QM01AH93