2-acetamido-3-phenylprop-2-enoic acid

• ChemBase编号: 89434
• 分子式: C11H11NO3
• 平均质量: 205.20994
• 单一同位素质量: 205.07389322
• SMILES: N(/C(=C\c1ccccc1)/C(=O)O)C(=O)C
• Canonical SMILES: OC(=O)/C(=C/c1ccccc1)/NC(=O)C
• InChI: InChI=1S/C11H11NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-7H,1H3,(H,12,13)(H,14,15)
• InChIKey: XODAOBAZOQSFDS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-acetamido-3-phenylprop-2-enoic acid; (2Z)-2-acetamido-3-phenylprop-2-enoic acid
• IUPAC传统名: 2-acetamido-3-phenylprop-2-enoic acid; (2Z)-2-acetamido-3-phenylprop-2-enoic acid
• 别名: N-乙酰基脱氢苯丙氨酸; α-乙酰氨基肉桂酸; trans-2-Acetamido-3-phenylacrylic acid; alpha-Acetamidocinnamic acid; N-Acetyldehydrophenylalanine; α-Acetamidocinnamic acid; α-ACETAMINOCINNAMIC ACID; 4-Hydroxy-3,5-diiodobenzeneacetic Acid; (4-Hydroxy-3,5-diiodophenyl)acetic Acid; α-(3,5-Diiodo-4-hydroxyphenyl)acetic Acid; 3,5-Diiodo-4-hydroxyphenylacetic Acid; Acetamidocinnamic acid; α-ACETOAMINOCINNAMIC ACID; 2-(Acetylamino)-3-phenyl-2-propenoic Acid; α-Acetylaminocinnamic Acid; 2-Acetylamino-3-phenylacrylic Acid; NSC 25333; α-Acetamidocinnamic Acid

登记号

• CAS号: 1948-39-6; 5469-45-4
• EC号: 226-795-6
• MDL号: MFCD00008680; MFCD00188416
• Beilstein号: 1912549
• PubChem SID: 24845018; 24845017; 162076314; 24852809
• PubChem CID: 5370579

理论计算性质

• Acid pKa: 3.946029
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -0.7622683
• LogD (pH = 7.4): -2.3901093
• Log P: 0.79909426
• 摩尔折射率: 56.1286 cm^3
• 极化性: 21.098364 Å^3
• 极化表面积: 66.4 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 188-190 °C(lit.); 188-190°C; 188-190°C; 190-193 °C; 192-194 °C

安全信息

• 保存条件: -20°C Freezer; 2-8°C
• 保存注意事项: Irritant
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/38
• 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
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥99.0% (T); 98%
• 级别: puriss.; purum
• 线性分子式: C6H5CH=C(NHCOCH3)COOH

详细说明

MP Biomedicals - 05219101

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 213853

包装
25, 100 g in glass bottle

Sigma Aldrich - 00385

Application
不对称氢化作用的检测物

Toronto Research Chemicals - A150000

A protein kinase C inhibitor.

Toronto Research Chemicals - D455180

3,5-Diiodo-4-hydroxyphenylacetic acid is an impurity of Thyroxine (T425600).

参考文献

• Pitt-Rivers, R., et al.: Biochem. J., 70, 173 (1958)
• Cereijo-Santalo, R., et al.: Endocrinology, 69, 422 (1958)
• Singh, T., et al.: Adv. Exp. Med. Biol., 379, 11 (1996)
• Varnavas, A., et al.: Eur. J. Med. Chem., 39, 85 (1996)