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

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H20Cl2N4O2S
Molecular Weight 487.402
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of IBIPINABANT

SMILES

CN\C(=N/S(=O)(=O)C1=CC=C(Cl)C=C1)N2C[C@@H](C(=N2)C3=CC=C(Cl)C=C3)C4=CC=CC=C4

InChI

InChIKey=AXJQVVLKUYCICH-OAQYLSRUSA-N
InChI=1S/C23H20Cl2N4O2S/c1-26-23(28-32(30,31)20-13-11-19(25)12-14-20)29-15-21(16-5-3-2-4-6-16)22(27-29)17-7-9-18(24)10-8-17/h2-14,21H,15H2,1H3,(H,26,28)/t21-/m1/s1

HIDE SMILES / InChI

Molecular Formula C23H20Cl2N4O2S
Molecular Weight 487.402
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 1
Optical Activity UNSPECIFIED

Ibipinabant (IBI) is an orally active potent cannabinoid-1 receptor (CB1R) antagonist. This drug was studied for the treatment of obesity and psychotic disorders. However, the development of the drug was discontinued in November 2008. Now, ibipinabant is only used for laboratory research, especially structure-activity relationship studies into novel CB1 antagonists.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P21554|||Q5UB37
Gene ID: 1268.0
Gene Symbol: CNR1
Target Organism: Homo sapiens (Human)
25.2 nM [Ki]
Target ID: P21554|||Q5UB37
Gene ID: 1268.0
Gene Symbol: CNR1
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

5 mg (ST) to 50 mg (LT) Tablet, Oral, Once Daily, 12 weeks treatment followed by 20 week washout (ST); up to 190 weeks treatment (LT)
Route of Administration: Oral
(±)-Ibipinabant ((±)-SLV319) is a potent and selective cannabinoid-1 (CB-1) receptor antagonist with an IC50 of 22 nM.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:14:40 GMT 2023
Edited
by admin
on Fri Dec 15 16:14:40 GMT 2023
Record UNII
O5CSC6WH1T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
IBIPINABANT
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
BMS-646256
Code English
(E)-(4S)-3-(4-CHLOROPHENYL)-N'-((4-CHLOROPHENYL)SULFONYL)-N-METHYL-4-PHENYL-4,5- DIHYDRO-1H-PYRAZOLE-1-CARBOXIMIDAMIDE
Systematic Name English
Ibipinabant [WHO-DD]
Common Name English
1H-PYRAZOLE-1-CARBOXIMIDAMIDE, 3-(4-CHLOROPHENYL)-N-((4-CHLOROPHENYL)SULFONYL)-4,5- DIHYDRO-N'-METHYL-4-PHENYL-, (4S)-
Systematic Name English
IBIPINABANT [USAN]
Common Name English
SLV-319
Code English
ibipinabant [INN]
Common Name English
Code System Code Type Description
DRUG BANK
DB12649
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
INN
8992
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
FDA UNII
O5CSC6WH1T
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
USAN
TT-91
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
ChEMBL
CHEMBL412262
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
PUBCHEM
9826744
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
SMS_ID
100000175710
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
CAS
464213-10-3
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
WIKIPEDIA
IBIPINABANT
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
NCI_THESAURUS
C174784
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID70963572
Created by admin on Fri Dec 15 16:14:40 GMT 2023 , Edited by admin on Fri Dec 15 16:14:40 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY