methyl 2-oxo-2H-pyran-5-carboxylate

• ChemBase编号: 91002
• 分子式: C7H6O4
• 平均质量: 154.12014
• 单一同位素质量: 154.02660867
• SMILES: o1cc(C(=O)OC)ccc1=O
• Canonical SMILES: COC(=O)c1ccc(=O)oc1
• InChI: InChI=1S/C7H6O4/c1-10-7(9)5-2-3-6(8)11-4-5/h2-4H,1H3
• InChIKey: HHWWWZQYHPFCBY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: methyl 2-oxo-2H-pyran-5-carboxylate
• IUPAC传统名: methyl 6-oxopyran-3-carboxylate
• 别名: 2-吡喃酮-5-甲酸甲酯; 2-氧-2H-吡喃-5-羧酸甲酯; 香豆灵酸甲酯; Methyl coumalate; Methyl 2-oxo-2H-pyran-5-carboxylate 97%; Coumalic acid methyl ester; methyl 2-oxo-2H-pyran-5-carboxylate; 2-Oxo-2H-pyran-5-carboxylic Acid Methyl Ester; 5-(Carbomethoxy)-2-pyrone; 5-(Methoxycarbonyl)-2-pyrone; NSC 137387; NSC 34627; Methyl Coumalate; Methyl 2-pyrone-5-carboxylate; Methyl 2-oxo-2H-pyran-5-carboxylate; Methyl coumalate

登记号

• CAS号: 6018-41-3
• EC号: 227-871-1
• MDL号: MFCD00010120
• Beilstein号: 126301
• 默克索引号: 142557
• PubChem SID: 24855810; 162077706
• PubChem CID: 80113

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.56030375
• LogD (pH = 7.4): 0.56030375
• Log P: 0.56030375
• 摩尔折射率: 36.8638 cm^3
• 极化性: 14.041528 Å^3
• 极化表面积: 52.6 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 65 - 67°C; 65-67 °C(lit.); 65-67°C; 68-72°C
• 沸点: 178-180 °C/60 mmHg(lit.); 178-180°C/60mm; 178-180°C/60mm
• 疏水性(logP): -0.0030

安全信息

• 保存注意事项: Irritant
• 德国WGK号: 3
• TSCA收录: 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C7H6O4

详细说明

Sigma Aldrich - 261432

包装
1, 10 g in glass bottle

Toronto Research Chemicals - M294530

α, β-Unsaturated ketone Methyl Coumalate showed cytotoxicity against human normal gingival fibroblast cells and oral squamous cell carcinoma cell line-2.

参考文献

• Sakagami, H., et al.: Anticancer Res., 16, 2635 (1996)
• Lee, K., et al.: Science, 196, 533 (1996)
• Ducki, S., et al.: Bioorg. Med. Chem. Lett., 8, 1051 (1996)
• Glaab, V., et al.: Mutat. Res., 497, 185 (1996)
• Murakami, A., et al.: Carcinogenesis, 23, 795