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Details

Stereochemistry ACHIRAL
Molecular Formula C16H13F4NO2
Molecular Weight 327.2735
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROBENACOXIB

SMILES

CCC1=CC(CC(O)=O)=C(NC2=C(F)C(F)=CC(F)=C2F)C=C1

InChI

InChIKey=ZEXGDYFACFXQPF-UHFFFAOYSA-N
InChI=1S/C16H13F4NO2/c1-2-8-3-4-12(9(5-8)6-13(22)23)21-16-14(19)10(17)7-11(18)15(16)20/h3-5,7,21H,2,6H2,1H3,(H,22,23)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Summary_for_the_public/veterinary/000127/WC500067754.pdf | https://www.ncbi.nlm.nih.gov/pubmed/28408514 | https://www.ncbi.nlm.nih.gov/pubmed/28283079

Robenacoxib (trade name Onsior) is a non-steroidal anti-inflammatory drug (NSAID) used in veterinary medicine for the relief of pain and inflammation in cats and dogs. In an inflammation model in cats, Robenacoxib had analgesic, anti-inflammatory and antipyretic actions with a rapid onset of action (0.5 h). In an in vitro whole blood assay in cats, Robenacoxib demonstrated selective COX-2 inhibition. After oral administration of robenacoxib tablets at 1 mg/kg without food, peak blood concentrations are attained rapidly with a median Tmax of 0.5 h, a mean Cmax of 1159 ng/ml and a mean AUC of 1337 ng*h/ml. Robenacoxib persists longer in the inflammatory exudate of a tissue cage model than in blood. The median Robenacoxib elimination half-life in exudate was about 27 hours versus 2.5 hours for blood. Robenacoxib is extensively metabolized by the liver in cats. The systemic exposure of lactam metabolite is about 25% of Robenacoxib exposure following oral administration to fed cats. Further, the systemic exposure to lactam appears to be two-fold greater in fed cats than fasted cats. Apart from one lactam metabolite, the identity of other metabolites is not known in cats.

Originator

Curator's Comment: # Novartis Ag, Novartis Erfind Verwalt Gmbh

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.0429 µM [IC50]
7.888 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Onsior

Approved Use

Indication: ONSIOR tablets are indicated for the control of postoperative pain and inflammation associated with orthopedic surgery, ovariohysterectomy and castration, in cats ≥ 5.5 lbs (2.5 kg) and ≥ 4 months of age; for up to a maximum of 3 days.
PubMed

PubMed

TitleDatePubMed
Molecular investigation of the direct anti-tumour effects of nonsteroidal anti-inflammatory drugs in a panel of canine cancer cell lines.
2017 Mar
Patents

Sample Use Guides

The dose of ONSIOR tablets is 0.45 mg/lb (1 mg/kg) orally once daily, for a maximum of three days. Body weight 5.5 to 13.2 lbs (2.5 to 6 kg) -- 1 whole tablet (6 mg robenacoxib) once daily Body weight 13.3 to 26.4 lbs (6.1 to 12 kg) 2 whole tablets (6+6 mg robenacoxib) once daily
Route of Administration: Oral
26 canine tumour cell lines (CIPp, CIPm, CTBp, KMeCa, LMeCa, Mia, Pua, C1a, C2a, CMM7b, CMM8b, CMM9b, CMM10b, CMM11b, CMM12b, HOSa, OOSa, POSa, TCCUBa, Soraa, Lovea, 12041a, Peacea, 13008b, 13020b, Gena) were used for activity evaluation. Cells were treated with NSAIDs at final concentrations of 0, 4.1, 12, 37, 111, 333, and 1000 μM for 48 h. After incubation, cell viability was measured using a colourimetric cell counting assay kit (Cell Counting Kit-8, Dojindo Laboratories).
Name Type Language
ROBENACOXIB
INN  
INN  
Official Name English
ONSIOR
Common Name English
robenacoxib [INN]
Common Name English
ROBENACOXIB [GREEN BOOK]
Common Name English
CGS-34975
Code English
ROBENACOXIB [EMA EPAR VETERINARY]
Common Name English
ROBENACOXIB [MI]
Common Name English
(5-ETHYL-2-((2,3,5,6-TETRAFLUOROPHENYL)AMINO)PHENYL)ACETIC ACID
Systematic Name English
Classification Tree Code System Code
WHO-VATC QM01AH91
Created by admin on Fri Dec 15 16:04:04 GMT 2023 , Edited by admin on Fri Dec 15 16:04:04 GMT 2023
EMA VETERINARY ASSESSMENT REPORTS ONSIOR [AUTHORIZED]
Created by admin on Fri Dec 15 16:04:04 GMT 2023 , Edited by admin on Fri Dec 15 16:04:04 GMT 2023
EMA VETERINARY ASSESSMENT REPORTS ONSIOR [AUTHORIZED]
Created by admin on Fri Dec 15 16:04:04 GMT 2023 , Edited by admin on Fri Dec 15 16:04:04 GMT 2023
NCI_THESAURUS C257
Created by admin on Fri Dec 15 16:04:04 GMT 2023 , Edited by admin on Fri Dec 15 16:04:04 GMT 2023
CFR 21 CFR 520.2075
Created by admin on Fri Dec 15 16:04:04 GMT 2023 , Edited by admin on Fri Dec 15 16:04:04 GMT 2023
Code System Code Type Description
INN
8352
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PRIMARY
NCI_THESAURUS
C80565
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DAILYMED
Z588009C7C
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CHEBI
76269
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PUBCHEM
6433107
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MERCK INDEX
m11763
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CAS
220991-32-2
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ChEMBL
CHEMBL2107774
Created by admin on Fri Dec 15 16:04:04 GMT 2023 , Edited by admin on Fri Dec 15 16:04:04 GMT 2023
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WIKIPEDIA
ROBENACOXIB
Created by admin on Fri Dec 15 16:04:04 GMT 2023 , Edited by admin on Fri Dec 15 16:04:04 GMT 2023
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MESH
C551524
Created by admin on Fri Dec 15 16:04:04 GMT 2023 , Edited by admin on Fri Dec 15 16:04:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID90176607
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FDA UNII
Z588009C7C
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DRUG BANK
DB11455
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PRIMARY
RXCUI
1250203
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PRIMARY RxNorm
SMS_ID
300000023733
Created by admin on Fri Dec 15 16:04:04 GMT 2023 , Edited by admin on Fri Dec 15 16:04:04 GMT 2023
PRIMARY