(2S)-3-(acetylsulfanyl)-2-methylpropanoic acid

• ChemBase编号: 103000
• 分子式: C6H10O3S
• 平均质量: 162.2068
• 单一同位素质量: 162.03506518
• SMILES: O=C(SC[C@H](C(=O)O)C)C
• Canonical SMILES: CC(=O)SC[C@H](C(=O)O)C
• InChI: InChI=1S/C6H10O3S/c1-4(6(8)9)3-10-5(2)7/h4H,3H2,1-2H3,(H,8,9)/t4-/m1/s1
• InChIKey: VFVHNRJEYQGRGE-SCSAIBSYSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-3-(acetylsulfanyl)-2-methylpropanoic acid
• IUPAC传统名: (2S)-3-(acetylsulfanyl)-2-methylpropanoic acid
• 别名: (S)-β-(乙酰巯基)异丁酸; D-(-)-S-乙酰-β-巯基异丁酸; (S)-(-)-3-硫代乙酰-2-甲基丙酸; D-(-)-S-ACETYL-β-MERCAPTO-ISOBUTYRIC ACID; (S)-β-(Acetylmercapto)isobutyric acid; D-(-)-S-Acetyl-β-mercaptoisobutyric acid; (S)-(-)-3-(Acetylthio)-2-methylpropionic acid; (2S)-3-(Acetylthio)-2-methylpropanoic Acid; (S)-3-(Acetylthio)-2-methylpropanoic acid; (S)-3-Acetylsulfanyl-2-methylpropionic Acid; (S)-3-Acetylthio-2-methylpropionic acid; D-(-)-3-Acetylthio-2-methylpropionic Acid; D-3-Acetylthio-2-methylpropionic Acid; D-β-Acetylthioisobutyric Acid; (S)-(-)-3-Acetylthio-2-methylpropionic Acid

登记号

• CAS号: 74431-52-0; 76497-39-7
• EC号: 277-868-4; 278-480-8
• MDL号: MFCD00038563
• Beilstein号: 1764649
• PubChem SID: 24870806; 162090784
• PubChem CID: 2724506

理论计算性质

• Acid pKa: 4.1436687
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -0.54075325
• LogD (pH = 7.4): -2.2396
• Log P: 0.8313822
• 摩尔折射率: 39.1162 cm^3
• 极化性: 15.540257 Å^3
• 极化表面积: 54.37 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 闪点: >112 °C; >233.6 °F
• 密度: 1.178 g/mL at 20 °C(lit.); 1.1827 g/mL at 25 °C
• 折射率: n20/D 1.490
• 比旋光度: [α]20/D -39°, c = 0.1 N in methanol

安全信息

• 保存条件: 0°C
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: 3265
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 34
• 安全公开号: 26-36/37/39-45
• GHS危险品标识: GHS05
• GHS警示词: Danger
• GHS危险声明: H314
• GHS警示性声明: P280-P305 + P351 + P338-P310
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3265 8/PG 2

产品相关信息

• 纯度: 97%
• Empirical Formula (Hill Notation): C6H10O3S

详细说明

MP Biomedicals - 02150236

Optically active pharmaceutical intermediate, particularly for antihypertensives

Sigma Aldrich - 472522

包装
1 g in glass bottle

Toronto Research Chemicals - A188770

S-Acetylthio-2-methylpropionic acid (S-AMPA) is a key chiral intermediate for Captopril (C175750) and other hypertension drugs.

参考文献

• Cushman, D., et al.: Biochem., 16, 5484 (1977)
• Ondetti, M., et al.: J. Med. Chem., 24, 355 (1977)
• Tseng, T., et al.: Cancer Lett., 62, 233 (1977)