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Details

Stereochemistry ACHIRAL
Molecular Formula C20H20ClN3O3
Molecular Weight 385.844
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEPOXALIN

SMILES

COC1=CC=C(C=C1)N2N=C(CCC(=O)N(C)O)C=C2C3=CC=C(Cl)C=C3

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

Molecular Formula C20H20ClN3O3
Molecular Weight 385.844
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
4.6 µM [IC50]
0.045 µM [IC50]
3.0 nM [IC50]
0.15 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

1.04906883E12
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
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
Patents

Sample Use Guides

Dogs: Administer 10 mg/kg (4.5 mg/lb) or 20 mg/kg (9.1 mg/lb) on the initial day of treatment, followed by a daily maintenance dose of 10 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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:39:46 UTC 2023
Edited
by admin
on Fri Dec 15 15:39:46 UTC 2023
Record UNII
TZ4OX61974
Record Status Validated (UNII)
Record Version
  • Download
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 Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
WHO-VATC QM01AE92
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
NCI_THESAURUS C257
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
Code System Code Type Description
MESH
C073135
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
CHEBI
76277
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PRIMARY
EPA CompTox
DTXSID1057610
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
CAS
103475-41-8
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
SMS_ID
100000082701
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
PUBCHEM
59757
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
USAN
Y-89
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
NCI_THESAURUS
C76817
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
EMA VETERINARY ASSESSMENT REPORTS
ZUBRIN [WITHDRAWN]
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY DOGS
DRUG BANK
DB11466
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
FDA UNII
TZ4OX61974
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
WIKIPEDIA
TEPOXALIN
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
INN
6198
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
EVMPD
SUB10905MIG
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
MERCK INDEX
m10564
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY Merck Index
ChEMBL
CHEMBL316040
Created by admin on Fri Dec 15 15:39:46 UTC 2023 , Edited by admin on Fri Dec 15 15:39:46 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY