2-({[(2-oxothiolan-3-yl)carbamoyl]methyl}sulfanyl)acetic acid

• ChemBase编号: 73219
• 分子式: C8H11NO4S2
• 平均质量: 249.30724
• 单一同位素质量: 249.01294984
• SMILES: S1C(=O)C(CC1)NC(=O)CSCC(=O)O
• Canonical SMILES: O=C(NC1CCSC1=O)CSCC(=O)O
• InChI: InChI=1S/C8H11NO4S2/c10-6(3-14-4-7(11)12)9-5-1-2-15-8(5)13/h5H,1-4H2,(H,9,10)(H,11,12)
• InChIKey: QGFORSXNKQLDNO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-({[(2-oxothiolan-3-yl)carbamoyl]methyl}sulfanyl)acetic acid
• IUPAC传统名: erdosteine
• 别名: Erdosteine; 2-[[2-Oxo-2-[(tetrahydro-2-oxo-3-thienyl)amino]ethyl]thio]acetic Acid; Dithiosteine; RV 144; Secresolv

登记号

• CAS号: 84611-23-4
• PubChem SID: 162038139
• PubChem CID: 65632

理论计算性质

• Acid pKa: 3.785577
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -2.3673952
• LogD (pH = 7.4): -3.9202209
• Log P: -0.65126824
• 摩尔折射率: 57.9153 cm^3
• 极化性: 22.86089 Å^3
• 极化表面积: 83.47 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Off-White Solid
• 熔点: 145-147°C

安全信息

• 保存条件: -20°C; Refrigerator

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S1825

Research Area: Cancer
Biological Activity:
Erdosteine is a mucolytic which is used in treatment of excessive viscous mucus. Erdosteine belongs to a class of medicines called expectorants. Erdosteine is a homocysteine-derived expectorant which experiences metabolic conversion to produce a thiol containing compound that has free radical scavenging and mucolytic activity. Erdosteine is used for acute episodes of bronchitis where there is a buildup of sticky mucus in the chest. Specifically erdosteine is a thiol derivative developed for the treatment of chronic obstructive bronchitis, including acute infective exacerbation of chronic bronchitis. Erdosteine works by helping to break down mucus secretions. This helps to make mucus runnier and less sticky. This means that it is easier to clear the mucus from the chest. Erdosteine contains two blocked sulfhydryl groups which are released following first-pass metabolism. The three active metabolites exhibit mucolytic and free radical scavenging activity. Erdosteine regulates mucus production and viscosity and increases mucociliary transport, thereby improving expectoration. Erdosteine also reveals inhibitory activity against the effects of free radicals produced by cigarette smoke. Erdosteine significantly inhibited citric acid-induced cough reflexes in guinea-pigs but did not suppress mechanical stimuli-induced cough reflexes. On the other hand, erdosteine is associated with a low incidence of adverse events, most of which are gastrointestinal and generally mild. The LD50 of erdosteine is very high ranging from 3,500 to 5,000 mg/kg. [1] References on Erdosteine[1] Drugs., 1996 Dec, 52(6):875-81

Toronto Research Chemicals - E596050

Erdosteine is a mucolytic. Erdosteine was developed for the treatment of chronic obstructive bronchitis.

参考文献

• Dechant KL et al. Drugs. 1996 Dec;52(6):875-81
• Kuvandik, G., et al.: Toxicol. Pathol., 36, 714 (2008)
• Koyu, A., et al.: Mol. Cell. Biochem., 331, 43 (2008)
• Fourches, D., et al.: Chem. Res. Toxicol., 23, 171 (2008)