(1S,2S,9R,10S,11S,14R,15S)-14-ethynyl-2-hydroperoxy-14-hydroxy-9,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase编号: 176393
• 分子式: C21H28O4
• 平均质量: 344.44462
• 单一同位素质量: 344.19875938
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H]([C@@H](C2)C)[C@H]2[C@](CC1)([C@](CC2)(O)C#C)C)OO
• Canonical SMILES: OO[C@]12CCC(=O)C=C1C[C@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@]2(O)C#C)C)C
• InChI: InChI=1S/C21H28O4/c1-4-20(23)9-7-16-18-13(2)11-14-12-15(22)5-10-21(14,25-24)17(18)6-8-19(16,20)3/h1,12-13,16-18,23-24H,5-11H2,2-3H3/t13-,16+,17+,18+,19+,20+,21-/m1/s1
• InChIKey: RURMXFRHKGLDHX-GWXLLEQUSA-N

名称和登记号

名称

• IUPAC标准名: (1S,2S,9R,10S,11S,14R,15S)-14-ethynyl-2-hydroperoxy-14-hydroxy-9,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC传统名: (1S,2S,9R,10S,11S,14R,15S)-14-ethynyl-2-hydroperoxy-14-hydroxy-9,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• 别名: 4-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1-piperazineethanol; 1-(2-Hydroxyethyl)-4-[3-(2-chloro-10-phenothiazinyl)propyl]piperazine; Chloriprozine; Chlorperphenazine; Decentan; Emesinal; Etaperazin; Perfenil; Perphenan; Perphenazin; Sch 3940; Thilatazin; Tranquisan; Trifaron; Fluphenazine Imp. E (Pharmeuropa); Perphenazine

登记号

• CAS号: 58-39-9
• PubChem SID: 164232303
• PubChem CID: 71751537

理论计算性质

• Acid pKa: 11.69527
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.872236
• LogD (pH = 7.4): 2.8722146
• Log P: 2.8722365
• 摩尔折射率: 94.7744 cm^3
• 极化性: 37.166264 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: 95-98°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - P291100

D2 dopamine receptor antagonist; α-adrenergic receptor antagonist and σ-receptor agonist; phenothiazine antipsychotic. Inhibits glutamate dehydrogenase in vitro. Antipsychotic.

参考文献

• Gaertner, H.J., et al.: Drug Metab. Dispos., 3, 437 (1975)
• O Brien, S., et al.: J. Med. Chem., 48, 1287 (1975)
• Briggs, K., et al.: Toxicology, 231, 113 (1975)
• Toga, T., et al.: J. Pharmacol. Sci., 105, 207 (1975)