3-ethyl-4-methyl-2-oxo-N-(2-{4-[({[(1r,4r)-4-methylcyclohexyl]carbamoyl}amino)sulfonyl]phenyl}ethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide

• ChemBase编号: 72629
• 分子式: C24H34N4O5S
• 平均质量: 490.61556
• 单一同位素质量: 490.22499121
• SMILES: c1c(ccc(c1)S(=O)(=O)NC(=O)N[C@@H]1CC[C@H](CC1)C)CCNC(=O)N1CC(=C(C1=O)CC)C
• Canonical SMILES: CCC1=C(C)CN(C1=O)C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)N[C@@H]1CC[C@H](CC1)C
• InChI: InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19-
• InChIKey: WIGIZIANZCJQQY-RUCARUNLSA-N

名称和登记号

名称

• IUPAC标准名: 3-ethyl-4-methyl-2-oxo-N-(2-{4-[({[(1r,4r)-4-methylcyclohexyl]carbamoyl}amino)sulfonyl]phenyl}ethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide
• IUPAC传统名: glimepride; glimepiride; 3-ethyl-4-methyl-2-oxo-N-(2-{4-[({[(1r,4r)-4-methylcyclohexyl]carbamoyl}amino)sulfonyl]phenyl}ethyl)-2,5-dihydro-1H-pyrrole-1-carboxamide
• 别名: Glimepiride; trans-3-Ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[trans-4-methylcyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-2-oxo-1H-pyrrole-1-carboxyamide; Glimperide; HOE 490; Amaryl; Glista OD; Glimepiride; Glimepirid; Glimepirida; Glimepiridum; Glimepride; Amarel; Endial

登记号

• CAS号: 93479-97-1; 93479-97-1
• MDL号: MFCD00878417
• PubChem SID: 162037554; 24895093
• PubChem CID: 3476

理论计算性质

• Acid pKa: 4.3201776
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): 2.3483384
• LogD (pH = 7.4): 2.180386
• Log P: 3.1205344
• 摩尔折射率: 129.8042 cm^3
• 极化性: 50.725914 Å^3
• 极化表面积: 124.68 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform (hot); DMSO: >10 mg/mL; Methanol (hot)
• 外观: white solid; White Solid
• 熔点: 199-201°C; 212.2-214.5 °C

安全信息

• 保存条件: -20°C; -20°C Freezer
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: room temp

药理学性质

• 作用靶点: DPP-4
• 相关基因信息: human ... KCNJ1(3758)
• 生物活性机理: Cyclooxygenase pathway inhibitor,; Potassium channel blocker

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• 应用领域: Hypoglycaemic agent
• Empirical Formula (Hill Notation): C24H34N4O5S

详细说明

Selleck Chemicals - S1344

Research Area: Metabolic Disease
Biological Activity:
Glimepiride (Amaryl, Glista OD) is a medium-to-long acting sulfonylurea anti-diabetic compound with an ED50 of 182 μg/kg. [1] Glimepiride (Amaryl, Glista OD) is an oral blood-glucose-lowering agent of the sulfonylurea class. Like all sulfonylureas, glimepiride acts as a secretagogue. Glimepiride (Amaryl, Glista OD) lowers blood sugar by stimulating the release of insulin by pancreatic beta cells and by inducing increased activity of intracellular insulin receptors. [2]

Sigma Aldrich - G2295

Application
Glimepiride is currently used to treat type 2 diabetes.
Biochem/physiol Actions
Glimepiride is a potent blocker of cardiac KATP channels activated by pinacidil with an IC50 of 6.8 nM.

Toronto Research Chemicals - G410150

A sulfonylurea hypoglycemic agent. Used as an antidiabetic.

参考文献

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• Ratheiser, K. et al., Arzneim.-Forsch., 1993, 43, 856, (pharmacol, human)
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• Langtry, H.D. et al., Drugs, 1998, 55, 563-584, (rev)
• Nguyen, C. et al., Drugs of Today (Barcelona), 1998, 34, 391-400; 401-408, (rev)