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Gliquidone

HCID 91610
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
33342-05-1
표준 SMILES
COc1ccc2c(c1)C(=O)N(CCc1ccc(S(=O)(=O)NC(=O)NC3CCCCC3)cc1)C(=O)C2(C)C
InChIKey
LLJFMFZYVVLQKT-UHFFFAOYSA-N
분자식
C27H33N3O6S
평균 분자량
527.6 g/mol
단동위원소 질량
527.20900695

개요

1-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-2-isoquinolinyl)ethyl]phenyl]sulfonylurea is a member of isoquinolines.

이름 및 식별자

우선 이름
Gliquidone
IUPAC
1-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxoisoquinolin-2-yl)ethyl]phenyl]sulfonylurea
영어명
Gliquidone
분자식
C27H33N3O6S
분자량
527.63

이름 및 동의어

Gliquidone33342-05-1GlurenormGliquidonumGliquidonaARDF 26ARDF-26DTXSID4023096N-(Cyclohexylcarbamoyl)-4-(2-(7-methoxy-4,4-dimethyl-1,3-dioxo-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)benzenesulfonamideC7C2QDD75PDTXCID403096glikvidon
이름 더 보기
ardf26ardf26seGliquidone>Gliquidone D6D6-GliquidoneGLIQUIDONE 99%Gliquidone powderGliquidone Tablets
glycvidon1-Cyclohexyl-3-(p-beta-(4,4-dimethyl-2-methoxy-1,3-(2H,4H)-isoquinolinedione-2-yl)phenethyl)sulfonylurea3-cyclohexyl-1-((4-(2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl)benzene)sulfonyl)urea3-cyclohexyl-1-({4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzene}sulfonyl)ureaRefChem:143382A10BB08251-463-21-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxoisoquinolin-2-yl)ethyl]phenyl]sulfonylurea

데이터베이스 식별자

CAS
33342-05-1
PubChem CID
91610
DTXSID
DTXSID4023096
ChEMBL
CHEMBL383634
ChEBI
CHEBI:93416
UNII
C7C2QDD75P
EC Number
251-463-2
Nikkaji
J19.880C

물성

구조 계산 물성

XLogP
4.6
극성 표면적
130 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
6
회전 가능 결합 수
7
무거운 원자 수
37
형식 전하
0
복잡도
948

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals

Pharmaceuticals -> Listed in ZINC15

LogP4.5
Solubility · 2건

2.20e-03 g/L

69.5 [ug/mL] (The mean of the results at pH 7.4)

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point · 2건

180-182

181 °C

Physical DescriptionSolid

물리화학적 성질

녹는점
179 °C · 179 °C
밀도
1.34 · 1.34±0.1 g/cm3(Predicted)
저장 조건
Inert atmosphere,Room Temperature
용해도
22.4 mg/mL · ≥22.4 mg/mL in DMSO; insoluble in H2O; ≥2.455 mg/mL in EtOH with gentle warming and ultrasonic
물리적 상태
powder to crystal
산도 계수 (pKa)
5.12 · 5.12±0.10(Predicted)
색상
흰색에서 거의 흰색
Merck
14 · 14,4443
InChIKey
LLJFMFZYVVLQKT-UHFFFAOYSA-N
SMILES
C1(S(NC(NC2CCCCC2)=O)(=O)=O)=CC=C(CCN2C(=O)C(C)(C)C3=C(C2=O)C=C(OC)C=C3)C=C1

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS ClassificationNot Classified

유해성 정보

Hazard Classes and CategoriesNot Classified

안전 데이터

wgk
WGK 3
rtecs
DB1584250
HS 번호
29147000
safety_code
24/25
기존화학 물질
KE-09231
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 3건

A10BB08

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

Pharmacodynamics · 1건

Gliquidone is an anti-diabetic drug in the sulfonylurea class. In patients with diabetes mellitus, there is a deficiency or absence of a hormone manufactured by the pancreas called insulin. Insulin is the main hormone responsible for the control of sugar in the blood. Gliquidone is an antidiabetic medication which is used in those patients with adult maturity onset or non-insulin dependent diabetes (NIDDM). It works by lowering blood sugar levels by stimulating the production and release of insulin from the pancreas. It also promotes the movement of sugar from the blood into the cells in the body which need it.

Mechanism of Action · 1건

The mechanism of action of gliquidone in lowering blood glucose appears to be dependent on stimulating the release of insulin from functioning pancreatic beta cells, and increasing sensitivity of peripheral tissues to insulin. Gliquidone likely binds to ATP-sensitive potassium channel receptors on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Membrane depolarization stimulates calcium ion influx through voltage-sensitive calcium channels. This increase in intracellular calcium ion concentration induces the secretion of insulin.

Biological Half-LifeThe mean terminal half-life was approximately 8 hours (range 5.7-9.4 hours)
MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.
Cellular LocationsMembrane

용도 및 제조

UsesUse (kg; approx.) in Germany (2009): >250
응용 분야 · 2건

개요Gliquidone is a second generation sulfonylurea that selectively inhibits ATP-sensitive potassium channel currents (IKATP) in pancreatic β-cells (IC50s = 0.45, 119.1, and 149.7 μM for HIT-T15 cells, cardiomyocytes, and vascular smooth muscle cells, respectively). It is also a peroxisome proliferator-activated receptor γ (PPARγ) agonist (EC50 = 10 μM in a transactivation assay). Gliquidone (0.2 nmol/g) decreases plasma levels of D-glucose and stimulates insulin release in anesthetized rats. It decreases blood glucose levels, serum alkaline phosphatase (ALP), aspartate aminotransferase (AST), and alanine aminotransferase (ALT) activities, and hepatic lipid peroxidation and increases hepatic glutathione (GSH) levels in a rat model of diabetes induced by streptozotocin (STZ; ) when administered at a dose of 10 mg/kg.

용도Gliquidone is an anti diabetic agent used in the treatment of hypoglycemia which leads to an increased risk in diabetic cardiovascular disease. Also used in the treatment diabetic nephropathy.

상·하류 제품 정보

상류 원료

시클로헥실이소시아네이트6-브로모-1,2,3,4-테트라히드로-4,4-디메틸퀴놀린염산염4,4'-설포닐다이페놀Potassium T-Butylatep-[2-(3,4-dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isoquinolyl)ethyl]benzenesulphonamide

공급사100 곳

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