CAS 93479-97-1|CAS 93479-97-1|glimepiride|Amaryl|Glista OD|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|G...

基本信息

化学结构

分子式

C₂₄H₃₄N₄O₅S

分子量

490.61556

精确质量

490.22499121

电荷

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

Canonic Smiles

CCC1=C(C)CN(C1=O)C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)N[C@@H]1CC[C@H](CC1)C

Isomeric 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

计算属性

JChem

LogD (pH = 7.4)

2.23

LogD (pH = 5.5)

2.91

Log P

3.12

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

true

Acid pKa

5.62

极化表面积

124.68

极化性

53.49

摩尔折射率

129.80

LOG S

-5.65

数据来源

产品目录

学术数据

数据来源

名称和标识

IUPAC传统名

glimepiride glimepride 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

AmarylGlista ODGlimepirideGlimepirideEndialGlimepiridaAmarelGlimeprideGlimepiridGlimepiridumGlimperideHOE 490trans-3-Ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[trans-4-methylcyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-2-oxo-1H-pyrrole-1-carboxyamideglimepiride1-{[4-(2-{[(3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrol-1-yl)carbonyl]amino}ethyl)phenyl]sulfonyl}-3-(trans-4-methylcyclohexyl)urea1-((p-(2-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)ethyl)phenyl)sulfonyl)-3-(trans-4-methylcyclohexyl)urea

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

国际非专利药品(INN)

glimepiridegimepirideglimepiridumglimepirida

商标名

Amaryl

名称和标识

数据登录号

CAS号

93479-97-193479-97-1

PubChem CID

3476

MDL号

MFCD00878417

PubChem SID

248950931620375548145852

Drug Central Database

1,300

专利号

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

CHEBI ID

CHEBI:5383

PubMed文献链接

12369756224692621285270311199230233050378141820

BRENDA数据库

4.6.1.14

MetaboLights数据库

MTBLS3750MTBLS1906MTBLS1455

SABIO-RK数据库

CompTox数据库

ACToR数据库

KEGG DRUG Database

CHEMBL

SureChEMBL数据库

Reaxys Registry

Reactom Database

DrugBank ID

KEGG ID

HMDB数据库

BRENDA Ligand数据库

BKMS React数据库

数据登录号

化合物性质

产品相关信息

成盐信息

Free Base

Empirical Formula (Hill Notation)

C24H34N4O5S

纯度

≥98% (HPLC)

质检报告

下载链接

应用领域

Hypoglycaemic agent

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

安全信息

保存条件

-20°C

-20°C Freezer

MSDS下载

下载链接

德国WGK号

保存温度

room temp

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

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描述信息

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.

TRC

G410150

A sulfonylurea hypoglycemic agent. Used as an antidiabetic.

描述信息

参考文献

PubChem文献

数据源提供

• Ratheiser, K., et al.: Arzneim.-Forsch., 43, 856, (1993)

• Donaubauer, H.H. et al., Arzneim.-Forsch., 1993, 43, 547; 1068, (tox, exp)

• Langtry, H.D. et al., Drugs, 1998, 55, 563-584, (rev)

• Leclercq-Meyer, V. et al., Biochem. Pharmacol., 1991, 42, 1634, (pharmacol)

• Mller, G. et al., Biochem. J., 1993, 289, 509, (pharmacol)

• Iwata, M. et al., Acta Cryst. C, 1997, 53, 329-331, (cryst struct)

• Mller, G. et al., Biochem. Pharmacol., 1994, 48, 985, (pharmacol)

• Ozaki, Y. et al., Biochem. Pharmacol., 1992, 44, 687, (pharmacol)

• Ratheiser, K. et al., Arzneim.-Forsch., 1993, 43, 856, (pharmacol, human)

• Lehr, K.H. et al., J. Chromatogr., 1990, 526, 497, (hplc)

• Weyer, R. et al., Arzneim.-Forsch., 1988, 38, 1079; 1120, (synth, pharmacol)

• Nguyen, C. et al., Drugs of Today (Barcelona), 1998, 34, 391-400; 401-408, (rev)

化合物信息

ID:72629