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Details

Stereochemistry ACHIRAL
Molecular Formula C20H20ClN3O3
Molecular Weight 385.8448
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEPOXALIN

SMILES

CN(C(=O)CCc1cc(-c2ccc(cc2)Cl)n(-c3ccc(cc3)OC)n1)O

InChI

InChIKey=XYKWNRUXCOIMFZ-UHFFFAOYSA-N
InChI=1S/C20H20ClN3O3/c1-23(26)20(25)12-7-16-13-19(14-3-5-15(21)6-4-14)24(22-16)17-8-10-18(27-2)11-9-17/h3-6,8-11,13,26H,7,12H2,1-2H3

HIDE SMILES / InChI
Tepoxalin is a nonsteroidal anti-inflammatory drug approved for veterinary use in the United States and many other countries. Marketed under the brand name Zubrin, Tepoxalin is indicated for the control of pain and inflammation associated with osteoarthritis in dogs. Tepoxalin has an unique property as an NSAIDs that suppresses both cyclooxygenase and lipoxygenase.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
4.59999999999999964 µM [IC50]
0.0449999999999999983 µM [IC50]
3 nM [IC50]
0.149999999999999994 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ZUBRIN

Approved Use

ZUBRIN™ (tepoxalin) Tablets are indicated for the control of pain and inflammation associated with osteoarthritis in dogs.

Launch Date

1049068800000
Primary
PubMed

PubMed

TitleDatePubMed
Suppression of NF kappa B activation and NF kappa B-dependent gene expression by tepoxalin, a dual inhibitor of cyclooxygenase and 5-lipoxygenase.
1995 Feb
Tepoxalin, a novel dual inhibitor of the prostaglandin-H synthase cyclooxygenase and peroxidase activities.
1995 Jun 9
Tepoxalin blocks neutrophil migration into cutaneous inflammatory sites by inhibiting Mac-1 and E-selectin expression.
1996 Jan
Effects of tepoxalin, a dual inhibitor of cyclooxygenase/5-lipoxygenase, on events associated with NSAID-induced gastrointestinal inflammation.
1997 Jun
Toxicity of human monocytic THP-1 cells and microglia toward SH-SY5Y neuroblastoma cells is reduced by inhibitors of 5-lipoxygenase and its activating protein FLAP.
2003 Mar
Patents

Sample Use Guides

Dogs: Administer 10 mg/kg (4.5 mg/lb) or 20 mg/kg
Route of Administration: Oral
Tepoxalin at 10(-5) M and 10(-6) M caused a decrease in collagen release from the canine cartilage explants, treated with IL-1beta and OSM.
Name Type Language
TEPOXALIN
GREEN BOOK   INN   MART.   MI   USAN  
USAN   INN  
Official Name English
TEPOXALIN [EMA EPAR VETERINARY]
Common Name English
ZUBRIN
Common Name English
TEPOXALIN [USAN]
Common Name English
TEPOXALIN [GREEN BOOK]
Common Name English
1H-PYRAZOLE-3-PROPANAMIDE, 5-(4-CHLOROPHENYL)-N-HYDROXY-1-(4-METHOXYPHENYL)-N-METHYL-
Systematic Name English
ORF-20485
Code English
TEPOXALIN [INN]
Common Name English
5-(P-CHLOROPHENYL)-1-(P-METHOXYPHENYL)-N-METHYLPYRAZOLE-3-PROPIONOHYDROXAMIC ACID
Common Name English
RWJ 20485
Code English
RWJ-20485
Code English
TEPOXALIN [MI]
Common Name English
TEPOXALIN [MART.]
Common Name English
ORF 20485
Code English
Classification Tree Code System Code
CFR 21 CFR 520.2340
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
WHO-VATC QM01AE92
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
NCI_THESAURUS C257
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
Code System Code Type Description
MESH
C073135
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
EPA CompTox
103475-41-8
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
CAS
103475-41-8
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
PUBCHEM
59757
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
NCI_THESAURUS
C76817
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
EMA VETERINARY ASSESSMENT REPORTS
ZUBRIN [WITHDRAWN]
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY DOGS
DRUG BANK
DB11466
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
FDA UNII
TZ4OX61974
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
WIKIPEDIA
TEPOXALIN
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
INN
6198
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
EVMPD
SUB10905MIG
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY
MERCK INDEX
M10564
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY Merck Index
ChEMBL
CHEMBL316040
Created by admin on Fri Jun 25 23:48:00 UTC 2021 , Edited by admin on Fri Jun 25 23:48:00 UTC 2021
PRIMARY