2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid

• ChemBase编号: 133176
• 分子式: C7H12N2O4S
• 平均质量: 220.24618
• 单一同位素质量: 220.05177787
• SMILES: CC(=O)NC(C(=O)O)C(C)(C)SN=O
• Canonical SMILES: O=NSC(C(C(=O)O)NC(=O)C)(C)C
• InChI: InChI=1S/C7H12N2O4S/c1-4(10)8-5(6(11)12)7(2,3)14-9-13/h5H,1-3H3,(H,8,10)(H,11,12)
• InChIKey: ZIIQCSMRQKCOCT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid
• IUPAC传统名: 2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid
• 别名: N-Acetyl-3-(nitrosothio)-DL-valine; S-Nitroso-N-acetylpenicillamine; SNAP; S-Nitroso-N-acetyl-DL-penicillamine; N-(Acetyloxy)-3-(nitrosothio)valine; S-Nitroso-N-acetyl-D,L-penicillamine

登记号

• CAS号: 67776-06-1; 152971-80-7
• MDL号: MFCD00272624
• PubChem SID: 162227453; 24278584
• PubChem CID: 5231

理论计算性质

• Acid pKa: 3.3565793
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -1.7327143
• LogD (pH = 7.4): -3.0171466
• Log P: 0.39634806
• 摩尔折射率: 51.9278 cm^3
• 极化性: 19.724411 Å^3
• 极化表面积: 95.83 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: ≥20 mg/mL, clear, light green; H2O: ≥2 mg/mL
• 外观: Green Crystalline Solid; green powder
• 熔点: 152-154°C dec.

安全信息

• 保存条件: -20°C Freezer
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥97%
• 产品质量级别: PREMIUM

详细说明

Sigma Aldrich - N3398

Biochem/physiol Actions
NO donor; vasodilator, smooth muscle relaxant, lymphocyte activator. Activates soluble guanylyl cyclase.
SNAP, a nitrosothiol derivative, releases nitric oxide (NO.) under physiological conditions thus making it a useful tool for studying pharmacological and physiological actions of NO. Because of its NO releasing properties SNAP is a potent vasodilator in vitro and in vivo and is less prone to produce pharmacological tolerance.

Toronto Research Chemicals - N522500

Produced concentration-related relaxations of mouse anococcygeus, in a range similar to that already found for NO and other nitrovasodilators. A potent relaxant of non-vascular smooth muscle. Serves as an NO donor.

参考文献

• Bauer & Fung: J. Pharmacol. Exp. Ther., 256, 249 (1991)
• Gibson, A., et al.: Brit. J. Pharm., 107, 715 (1991)
• Shaffer, et al.: J. Pharm. Exper. Ther., 260, 286 (1991)
• Jansen, A., et al.: J. Pharmacol. Exp. Ther., 261, 154 (1991)
• Lander, H.M. et al.: J.