2-bromo-1-(4-methoxyphenyl)ethan-1-one

• ChemBase编号: 80781
• 分子式: C9H9BrO2
• 平均质量: 229.07056
• 单一同位素质量: 227.97859153
• SMILES: O=C(c1ccc(cc1)OC)CBr
• Canonical SMILES: BrCC(=O)c1ccc(cc1)OC
• InChI: InChI=1S/C9H9BrO2/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5H,6H2,1H3
• InChIKey: XQJAHBHCLXUGEP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-bromo-1-(4-methoxyphenyl)ethan-1-one
• IUPAC传统名: 2-bromo-1-(4-methoxyphenyl)ethanone
• 别名: ω-溴-4-甲氧基苯乙酮; 4-甲氧基苯甲酰基甲基溴; 2-溴-4′-甲氧基苯乙酮; 2-溴-4'-甲氧基苯乙酮; ω-Bromo-4-methoxyacetophenone; 4-Methoxyphenacyl bromide; 2-Bromo-4′-methoxyacetophenone; 2-bromo-1-(4-methoxyphenyl)ethan-1-one; 2-Bromo-1-(4-methoxyphenyl)ethanone; 2-(4-Methoxyphenyl)-2-oxoethyl bromide; 2-Bromo-1-(4-methoxyphenyl)-1-ethanone; 2-Bromo-1-[4-(methyloxy)phenyl]ethanone; 2-Bromo-p-methoxyacetophenone; 4-Methoxy-2'-bromoacetophenone; 4'-Methoxyphenacyl Bromide; Bromomethyl 4-Methoxyphenyl Ketone; Bromomethyl p-Anisyl Ketone; Bromomethyl p-Methoxyphenyl Ketone; NSC 129010; p-Methoxyphenacyl Bromide; α-Bromo-4'-methoxyacetophenone; α-Bromo-p-methoxyacetophenone; ω-Bromo-4'-methoxyacetophenone; ω-Bromo-p-methoxyacetophenone; 2-Bromo-4'-methoxyacetophenone; 2-Bromo-4'-methoxyacetophenone; 2-Bromo-1-(4-methoxyphenyl)ethan-1-one; 4-(Bromoacetyl)anisole; 4-Methoxyphenacyl bromide; 2-bromo-1-(4-methoxyphenyl)ethanone; alpha-Bromo-4-methoxyacetophenone; 2-Bromo-4'-methoxyacetophenone

登记号

• CAS号: 2632-13-5
• EC号: 220-118-8
• MDL号: MFCD00000201
• Beilstein号: 743112
• PubChem SID: 24847233; 162067901
• PubChem CID: 4965

理论计算性质

• Log P: 2.0960612
• 摩尔折射率: 50.6607 cm^3
• 极化性: 19.334612 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true
• Acid pKa: 15.682729
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.0960612
• LogD (pH = 7.4): 2.0960612

分子性质

理化性质

• 熔点: 68-72°C; 69-71 °C(lit.); 69-71°C; 69-72 °C

安全信息

• 保存注意事项: Corrosive/Harmful/Lachrymatory/Light Sensitive/Keep Cold/ Store under Argon
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: 3261; UN3261
• 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; II
• 危险公开号: 34; 34-36/37
• 安全公开号: 26-27-28-36/37/39-45; 26-36/37/39-45
• TSCA收录: 否
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H314-H318; H314-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: human ... PTPN6(5777)

产品相关信息

• 纯度: ≥97.0% (GC); 95+%; 97%; 98%
• 级别: purum
• 线性分子式: CH3OC6H4COCH2Br

详细说明

Sigma Aldrich - 115665

包装
5, 25, 100 g in glass bottle

Toronto Research Chemicals - B684720

2-Bromo-4'-methoxyacetophenone is a α-haloacetophenone derivatives tested for inhibition of protein tyrosine phosphatases SHP-1 and PTP1B.

参考文献

• Taylor, W., et al.: Bioorg. Med. Chem., 4, 1515 (1996)
• Elchelby, M., et al.: Science, 283, 1544 (1996)
• Shen, K., et al.: J. Biol. Chem., 276, 47311 (1996)
• Wang, P., et al.: Biochemistry, 41, 6202 (1996)
• Reagent for protection of carboxylic acids as 4-methoxyphenacyl esters, which may be prepared in the presence of KF as base: Synthesis, 897 (1981) andcan be cleaved photolytically: J. Org. Chem., 38, 3771 (1973). Peptide bonds are generally unaffected by irradiation but some cleavage of trityl protecting groups may occur. See also Appendix 6. For further discussion of this and other photo-removable protecting groups, see: Synthesis, 1 (1980); Org. Photochem., 9, 225 (1987).