CAS 145375-43-5 Mitiglinide (HCID 121891)

기본 정보

CAS: 145375-43-5
표준 SMILES: O=C(O)[C@H](CC(=O)N1C[C@H]2CCCC[C@H]2C1)Cc1ccccc1
InChIKey: WPGGHFDDFPHPOB-BBWFWOEESA-N
분자식: C19H25NO3
평균 분자량: 315.4 g/mol
단동위원소 질량: 315.18344366

이름 및 식별자

우선 이름: Mitiglinide
IUPAC: (2S)-4-[(3aR,7aS)-1,3,3a,4,5,6,7,7a-octahydroisoindol-2-yl]-2-benzyl-4-oxobutanoic acid
영어명: [2(S)-cis]-Octahydro-gamma-oxo-alpha-(phenylmethyl)-2H-isoindole-2-butanoic acid
분자식: C19H25NO3
분자량: 315.41

이름 및 동의어

Mitiglinide145375-43-5mitiglinidaD86I0XLB13DTXSID40483032-Benzyl-3-(hexahydro-2-isoindolinylcarbonyl)propionatemitiglinidummiti-glinideRefChem:159078DTXCID2028278A10BX08(2S)-4-((3aR,7aS)-octahydro-1H-isoindol-2-yl)-2-benzyl-4-oxobutanoic acid

이름 더 보기

Unii-D86I0xlb13Mitiglinide (S21403)Mitiglinide Impurity Ⅱ[2(S)-cis]-Octahydro-γ-oxo-α-(phenylmethyl)-2H-isoindole-2-butanoic acid(2S)-4-[(3aR,7aS)-octahydro-1H-isoindol-2-yl]-2-benzyl-4-oxobutanoic acid2H-Isoindole-2-butanoic acid, octahydro-γ-oxo-α-(phenylmethyl)-, (αS,3aR,7aS)-[2(S)-cis]-Octahydro-gamma-oxo-alpha-(phenylmethyl)-2H-isoindole-2-butanoic acid USP/EP/BP

2H-Isoindole-2-butanoic acid, octahydro-gamma-oxo-alpha-(phenylmethyl)-, calcium salt, (2(S)-cis)-Mitiglinide [INN](2S)-4-[(3aS,7aR)-1,3,3a,4,5,6,7,7a-octahydroisoindol-2-yl]-2-benzyl-4-oxobutanoic acid(S)-2-Benzyl-4-((3aR,7aS)-octahydro-2H-isoindol-2-yl)-4-oxobutanoic acid(2S)-4-[(3aR,7aS)-1,3,3a,4,5,6,7,7a-octahydroisoindol-2-yl]-4-oxidanylidene-2-(phenylmethyl)butanoic acid(2S)-4-[(3aR,7aS)-1,3,3a,4,5,6,7,7a-octahydroisoindol-2-yl]-2-benzyl-4-oxobutanoic acidMITIGLINIDE [MI][2(s)-cis]-octahydro-gamma-oxo-alpha-(phenylmethyl)-2h-isoindole-2-butanoic acid

데이터베이스 식별자

CAS: 145375-43-5
PubChem CID: 121891
DTXSID: DTXSID4048303
ChEMBL: CHEMBL471498
ChEBI: CHEBI:135349
UNII: D86I0XLB13
Nikkaji: J880.184C

물성

구조 계산 물성

XLogP: 3
극성 표면적: 57.6 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 3
회전 가능 결합 수: 5
무거운 원자 수: 23
형식 전하: 0
복잡도: 416

실험 및 물리화학적 성질

LogP2.9

물리화학적 성질

끓는 점: 519.6 · 519.6±43.0 °C(Predicted)
밀도: 1.175 · 1.175
산도 계수 (pKa): 4.37 · 4.37±0.10(Predicted)

안전 및 규제

독성 정보

Drug Induced Liver Injury · 4건

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Mitiglinide

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

화학 및 산업

약리 정보

ATC Code · 2건

A - Alimentary tract and metabolism；A10 - Drugs used in diabetes；A10B - Blood glucose lowering drugs, excl. insulins；A10BX - Other blood glucose lowering drugs, excl. insulins；A10BX08 - Mitiglinide

QA - Alimentary tract and metabolism；QA10 - Drugs used in diabetes；QA10B - Blood glucose lowering drugs, excl. insulins；QA10BX - Other blood glucose lowering drugs, excl. insulins；QA10BX08 - Mitiglinide

PharmacodynamicsMitiglinide belongs to the meglitinide class of blood glucose-lowering drugs. It is approved for use in Japan but has not yet gained FDA approval.

Mechanism of Action · 1건

Mitiglinide is thought to stimulate insulin secretion by binding to and blocking ATP-sensitive K(+) (K(ATP)) channels (Kir6.2/SUR1 complex, KATP channels) in pancreatic beta-cells. Closure of potassium channels causes depolarization which stimulates calcium influx through voltage-gated calcium channels. High intracellular calcium subsequently triggers the exocytosis of insulin granules.

MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.