(R)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

• ChemBase编号: 165728
• 分子式: C22H19Br2NO3
• 平均质量: 505.19916
• 单一同位素质量: 502.97316747
• SMILES: c1c(cccc1)Oc1cccc(c1)[C@@H](OC(=O)[C@H]1C([C@H]1C=C(Br)Br)(C)C)C#N
• Canonical SMILES: N#C[C@@H](c1cccc(c1)Oc1ccccc1)OC(=O)[C@@H]1[C@@H](C1(C)C)C=C(Br)Br
• InChI: InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3/t17-,18-,20-/m0/s1
• InChIKey: OWZREIFADZCYQD-BJLQDIEVSA-N

名称和登记号

名称

• IUPAC标准名: (R)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• IUPAC传统名: (R)-cyano(3-phenoxyphenyl)methyl (1R,3R)-3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate
• 别名: (1R,3R)-3-(2,2-Dibromoethenyl)-2,2-dimethylcyclopropanecarboxylic Acid (S)-cyano(3-phenoxyphenyl)methyl Ester; Decamethrin; Esbecythrin; FMC-45498; NRDC-161; Deltamethrin

登记号

• CAS号: 52918-63-5
• PubChem SID: 162259861
• PubChem CID: 6453235

理论计算性质

• Acid pKa: 10.619197
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 5.74409
• LogD (pH = 7.4): 5.7438316
• Log P: 5.7440934
• 摩尔折射率: 124.2894 cm^3
• 极化性: 44.165997 Å^3
• 极化表面积: 59.32 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Acetone; Dioxane; Ethanol
• 外观: White Solid
• 熔点: 95-97°C

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - D230700

Synthetic pyrethroid insecticide, which acts as a potent inhibitor of calcineurin (protein phosphatase 2B) and has an IC50 of about 100pM. This inhibition action results in cellular hyperexcitability by causing non-mutated calcium channels to remain open

参考文献

• Kavlock, R., et al.: J. Environ. Pathol. Toxicol., 2, 751 (1979)
• Enan, E., et al.: Biochem. Pharmacol., 43, 1777 (1979)
• Tan, J., et al.: Mol. Biol., 32, 445 (1979)