CAS 128312-51-6|Cinalukast|(E)-4-[[3-(2-(4-Cyclobutyl-2-thiazolyl)ethenyl)phenyl]amino]-2,2-diethyl-4-oxobutanoic acid|3-({3-[2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl]phenyl}carbamoyl)-2,2-diethylpr...

基本信息

化学结构

分子式

C₂₃H₂₈N₂O₃S

分子量

412.54502

精确质量

412.18206377

电荷

InChI

InChI=1S/C23H28N2O3S/c1-3-23(4-2,22(27)28)14-20(26)24-18-10-5-7-16(13-18)11-12-21-25-19(15-29-21)17-8-6-9-17/h5,7,10-13,15,17H,3-4,6,8-9,14H2,1-2H3,(H,24,26)(H,27,28)/b12-11+

InChIKey

BZMKNPGKXJAIDV-VAWYXSNFSA-N

Canonic Smiles

CCC(C(=O)O)(CC(=O)Nc1cccc(c1)/C=C/c1scc(n1)C1CCC1)CC

Isomeric Smiles

s1cc(nc1/C=C/c1cc(NC(=O)CC(CC)(CC)C(=O)O)ccc1)C1CCC1

计算属性

JChem

LogD (pH = 7.4)

2.68

LogD (pH = 5.5)

4.43

Log P

5.48

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

false

Acid pKa

4.36

极化表面积

79.29

极化性

46.90

摩尔折射率

116.75

LOG S

-5.14

数据来源

名称和标识

别名

Cinalukast(E)-4-[[3-(2-(4-Cyclobutyl-2-thiazolyl)ethenyl)phenyl]amino]-2,2-diethyl-4-oxobutanoic acidRo 24-5913Cinalukast4-[[3-[(1E)-2-(4-Cyclobutyl-2-thiazolyl)ethenyl]phenyl]amino]-2,2-diethyl-4-oxo-Butanoic Acid3'-((E)-2-(4-cyclobutyl-2-thiazolyl)vinyl)-2,2-diethylsuccinanilic acidcinalukast

IUPAC传统名

3-({3-[2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl]phenyl}carbamoyl)-2,2-diethylpropanoic acid @cinalukast cinalukast

IUPAC标准名

3-({3-[2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl]phenyl}carbamoyl)-2,2-diethylpropanoic acid 3-({3-[(E)-2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl]phenyl}carbamoyl)-2,2-diethylpropanoic acid 3-({3-[(1E)-2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl]phenyl}carbamoyl)-2,2-diethylpropanoic acid

商标名

Cinalukast [Usan:Inn]

国际非专利药品(INN)

cinalukast

名称和标识

数据登录号

CAS号

128312-51-6

MDL号

MFCD00864778

PubChem SID

465057992472444716096393285331580

PubChem CID

6436135

DrugBank ID

DB00587

CompTox数据库

DTXSID1045742

Drug Central Database

648

MetaboLights数据库

MTBLS2871MTBLS2145MTBLS2406

CHEMBL

CHEBI ID

SureChEMBL数据库

BindingDB数据库

ACToR数据库

128312-51-5128312-51-6

KEGG DRUG Database

D02846

数据登录号

化合物性质

理化性质

疏水性(logP)

溶解度

DMSO: >10 mg/mL

H2O: insoluble

外观

off-white

药理学性质

相关基因信息

human ... CYSLTR1(10800)

产品相关信息

~98% (HPLC)

C23H28N2O3S

下载链接

化合物性质

分子相关蛋白质

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分子图谱

暂无数据

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描述信息

DrugBank

DB00587

Drug Groups

approved

Description

Used in the treatment of asthma, cinalukast selectively antagonizes leukotriene D4 (LTD4) at the cysteinyl leukotriene receptor, CysLT1, in the human airway. Cinalukast inhibits the actions of LTD4 at the CysLT1 receptor, preventing airway edema, smooth muscle contraction, and enhanced secretion of thick, viscous mucus.

Indication

For Protection against second- phase inflamation in exercise-induced bronchoconstriction and Asthma.

Pharmacology

Used in the treatment of asthma, cinalukast selectively antagonizes leukotriene D4 (LTD₄) at the cysteinyl leukotriene receptor, CysLT1, in the human airway. Cinalukast inhibits the actions of LTD₄ at the CysLT1 receptor, preventing airway edema, smooth muscle contraction, and enhanced secretion of thick, viscous mucus.

Affected Organisms

Humans and other mammals

Sigma Aldrich

C6239

Biochem/physiol Actions
Specific CysLT1 leukotriene receptor antagonist.

TRC

C441900

A novel leukotriene D4 antagonist.

ChEBI

CHEBI:126598

2,2-Diethylsuccinanilic acid substituted at a meta- position by an (E)-2-(4-cyclobutyl-1,3-thiazol-2-yl)ethenyl group. It selectively antagonizes leukotriene D4 at the cysteinyl leukotriene receptor, in the human airway, preventing airway edema, smooth muscle contraction, and enhanced secretion of thick, viscous mucus. It is used in the treatment of asthma.

描述信息

参考文献

PubChem文献

数据源提供

• O'Donnell, M., et al.: J. Pharmacol. Exp. Ther., 259, 751 (1991)

• Jones, T., et al.: J. Physiol. Pharmacol., 73, 191 (1991)

• Kawano, T., et al.: J. Allergy Clin. Immunol., 112, 369 (1991)

参考文献

生物活性

PubChem BioAssay

生物活性