BISEGLIPTIN

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 Search

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

Molecular Formula	C18H26FN3O3
Molecular Weight	351.4157
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT00995345 | https://pj.jiho.jp/article/p-1226570743894 | https://www.kyorin-gr.co.jp/en/ir/pdf/201103event-rd-pipeline.pdf

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.

Originator

Approval Year

Patents

Sample Use Guides

In Vivo Use Guide

Tablet, once-daily for 24 weeks

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:16:22 GMT 2023` Edited by `admin` on `Fri Dec 15 19:16:22 GMT 2023`
Record UNII	9U5KQ79OK6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BISEGLIPTIN

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