3-cyclohexyl-1-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzenesulfonyl}urea

• ChemBase编号: 1120
• 分子式: C27H33N3O6S
• 平均质量: 527.63242
• 单一同位素质量: 527.20900679
• SMILES: S(=O)(=O)(NC(=O)NC1CCCCC1)c1ccc(CCN2C(=O)C(c3c(C2=O)cc(OC)cc3)(C)C)cc1
• Canonical SMILES: COc1ccc2c(c1)C(=O)N(C(=O)C2(C)C)CCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1
• InChI: InChI=1S/C27H33N3O6S/c1-27(2)23-14-11-20(36-3)17-22(23)24(31)30(25(27)32)16-15-18-9-12-21(13-10-18)37(34,35)29-26(33)28-19-7-5-4-6-8-19/h9-14,17,19H,4-8,15-16H2,1-3H3,(H2,28,29,33)
• InChIKey: LLJFMFZYVVLQKT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-cyclohexyl-1-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzenesulfonyl}urea; 1-cyclohexyl-3-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzenesulfonyl}urea
• IUPAC传统名: 3-cyclohexyl-1-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxoisoquinolin-2-yl)ethyl]benzenesulfonyl}urea; gliquidone; 1-cyclohexyl-3-{4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzenesulfonyl}urea
• 商标名: Glurenorm
• 别名: Gliquidone; Glurenor; Glurenorm; Gliquidone

登记号

• CAS号: 33342-05-1
• PubChem SID: 46508425; 160964583
• PubChem CID: 91610

理论计算性质

JChem

• Acid pKa: 4.3201785
• 质子受体: 6
• 质子供体: 2
• LogD (pH = 5.5): 3.3635724
• LogD (pH = 7.4): 3.19562
• Log P: 4.1357684
• 摩尔折射率: 139.4806 cm^3
• 极化性: 54.35235 Å^3
• 极化表面积: 121.88 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 3.59
• LOG S: -5.38
• 溶解度: 2.20e-03 g/l

分子性质

理化性质

• 溶解度: 0.0022 mg/mL [Predicted by ALOGPS]
• 疏水性(logP): 4.5

药理学性质

• 作用靶点: Others
• 生物活性机理: Potassium channels (KATP) blocker

产品相关信息

• 成盐信息: Free Base
• 应用领域: Antidiabetic agent; Antihyperglycaemic agent

详细说明

DrugBank - DB01251

• Drug Groups: approved
• Description: Gliquidone is an anti-diabetic drug in the sulfonylurea class. It is used in the treatment of diabetes mellitus type 2. It is an ATP-dependent K+ (KATP) channel blocker. This block causes a depolarization which leads to activation of voltage-dependent Ca channels and Ca2+ influx, and eventually increases insulin release.
• Indication: Used in the treatment of diabetes mellitus type 2.
• Pharmacology: 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.
• Affected Organisms: Humans and other mammals
• Half Life: The mean terminal half-life was approximately 8 hours (range 5.7-9.4 hours)
• External Links: Wikipedia

参考文献

• Ger. Pat., 1971, 2 011 126; CA, 76, 14359c, (synth)
• Kopitar, Z. et al., Arzneim.-Forsch., 1975, 25, 1455; 1933, (metab)
• Hopkins, S.J. et al., Drugs of Today (Barcelona), 1980, 16, 47, (rev, pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 280