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

Details

Stereochemistry ABSOLUTE
Molecular Formula C18H26FN3O3
Molecular Weight 351.4157
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BISEGLIPTIN

SMILES

CCOC(=O)C12CCC(CC1)(CC2)NCC(=O)N3C[C@@H](F)C[C@H]3C#N

InChI

InChIKey=AKFNKZFJBFQFAA-DIOPXHOYSA-N
InChI=1S/C18H26FN3O3/c1-2-25-16(24)17-3-6-18(7-4-17,8-5-17)21-11-15(23)22-12-13(19)9-14(22)10-20/h13-14,21H,2-9,11-12H2,1H3/t13-,14-,17?,18?/m0/s1

HIDE SMILES / InChI
Bisegliptin (also known as KRP-104) was developed as an orally active dipeptidyl peptidase IV (DPPIV) inhibitor. It is known, that DPPIV inhibition reduces blood glucose through suppression of the degradation of the insulin-releasing hormone. Bisegliptin successfully completed the phase II clinical trials for patients with type 2 diabetes. However, further development of the drug has been discontinued for business reason. The company wasn’t able to find a tie-up partner to co-develop.

Approval Year

Sample Use Guides

Tablet, once-daily for 24 weeks
Route of Administration: Oral
Name Type Language
BISEGLIPTIN
INN   WHO-DD  
INN  
Official Name English
bisegliptin [INN]
Common Name English
BICYCLO(2.2.2)OCTANE-1-CARBOXYLIC ACID, 4-((2-((2S,4S)-2-CYANO-4-FLUORO-1-PYRROLIDINYL)-2-OXOETHYL)AMINO)-, ETHYL ESTER
Common Name English
(2S,4S)-1-((N-(4-ETHOXYCARBONYLBICYCLO(2.2.2)OCT-1-YL)AMINO)ACETYL)-4-FLUOROPYRROLIDINE-2-CARBONITRILE
Systematic Name English
ETHYL 4-((2-((2S,4S)-2-CYANO-4-FLUOROPYRROLIDIN-1-YL)-2-OXOETHYL)AMINO)BICYCLO(2.2.2)OCTANE-1-CARBOXYLATE
Systematic Name English
Bisegliptin [WHO-DD]
Common Name English
2S,4S)-1-(2-((4-ETHOXYCARBONYLBICYCLO(2.2.2)OCT-1-YL)AMINO)ACETYL)-4-FLUOROPYRROLIDINE-2-CARBONITRILE
Common Name English
KRP-104
Code English
Code System Code Type Description
NCI_THESAURUS
C171768
Created by admin on Fri Dec 15 19:16:22 GMT 2023 , Edited by admin on Fri Dec 15 19:16:22 GMT 2023
PRIMARY
SMS_ID
100000175105
Created by admin on Fri Dec 15 19:16:22 GMT 2023 , Edited by admin on Fri Dec 15 19:16:22 GMT 2023
PRIMARY
CAS
862501-61-9
Created by admin on Fri Dec 15 19:16:22 GMT 2023 , Edited by admin on Fri Dec 15 19:16:22 GMT 2023
PRIMARY
PUBCHEM
11688894
Created by admin on Fri Dec 15 19:16:22 GMT 2023 , Edited by admin on Fri Dec 15 19:16:22 GMT 2023
PRIMARY
DRUG BANK
DB06127
Created by admin on Fri Dec 15 19:16:22 GMT 2023 , Edited by admin on Fri Dec 15 19:16:22 GMT 2023
PRIMARY
INN
9350
Created by admin on Fri Dec 15 19:16:22 GMT 2023 , Edited by admin on Fri Dec 15 19:16:22 GMT 2023
PRIMARY
FDA UNII
9U5KQ79OK6
Created by admin on Fri Dec 15 19:16:22 GMT 2023 , Edited by admin on Fri Dec 15 19:16:22 GMT 2023
PRIMARY