88430-50-6

• 常用中文名：贝前列素
• 常用英文名：Beraprost
• CAS号：88430-50-6
• 分子式：C₂₄H₃₀O₅
• 分子量：398.492
• 发布时间：2018-07-07 16:24:35
• 更新时间：2024-01-07 21:42:39
• 【用途1】
  用于慢性动脉闭塞症的溃疡、疼痛及冷感。

名称

• 中文名: 贝前列素
• 英文名: Beraprost
• 中文别名: 2,3,3A-8B-四氢-2-羟基-1-(3-羟基-4-甲基-1-辛烯-6-炔基)-1H-环戊并[B]苯并呋喃-5-丁酸; 2,3,3Α,8B-四氢-2-羟基-1-(3-羟基-4-甲基-1-辛烯-6-炔基)-1 H-环戊[B]苯并呋喃-5-丁酸
• 英文别名: 1H-Benzo[b]cyclopenta[d]furan-5-butanoic acid, 2,3,3a,8b-tetrahydro-2-hydroxy-1-[(1E,3S)-3-hydroxy-4-methyl-1-octen-6-yn-1-yl]-, (1R,2R,3aS,8bS)-; ML 1229; (±)-2,3,3a,8b-Tetrahydro-2-hydroxy-1-(3-hydroxy-4-methyl-1-octen-6-ynyl)-1H-cyclopenta(b)benzofuran-5-butanoic Acid; dl-16-Methyl-18,19-tetradehydro-5,6,7-trinor-4,8-inter-m-phenyleneprostaglandin I2; 4-{(1R,2R,3aS,8bS)-2-Hydroxy-1-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-5-yl}butanoic acid; (±)-(1R,2R,3aS,8bS)-2,3,3a,8b-Tetrahydro-2-hydroxy-1-((E)-(3S,4RS)-3-hydroxy-4-methyl-1-octen-6-ynyl)-1H-cyclopenta(b)benzofuran-5-butyric acid; Befaprost; 2-Hydroxy-1-(3-hydroxy-4-methyl-1-octen-6-ynyl)-2,3,3A,8B-tetrahydro-1H-cyclopenta(B)benzofuran-5-butanoic acid; 4-{(1R,2R,3aS,8bS)-2-Hydroxy-1-[(1E,3S)-3-hydroxy-4-methyl-1-octen-6-yn-1-yl]-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-5-yl}butanoic acid; Beraprost; Beraprostum; Unii-35E3njj4o6; Domer

物化性质

• 密度: 1.3±0.1 g/cm3
• 沸点: 572.1±50.0 °C at 760 mmHg
• 分子式: C₂₄H₃₀O₅
• 分子量: 398.492
• 闪点: 193.1±23.6 °C
• 精确质量: 398.209320
• PSA: 86.99000
• LogP: 2.87
• 蒸汽压: 0.0±1.7 mmHg at 25°C
• 折射率: 1.625
• 分子结构:

  1、 摩尔折射率：112.27

  2、 摩尔体积（cm³/mol）：317.7

  3、 等张比容（90.2K）：872.6

  4、 表面张力（dyne/cm）：56.9

  5、 极化率（10-24cm3）：44.51

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : GY0781000 CHEMICAL NAME : 1H-Cyclopenta(b)benzofuran-5-butanoic acid, 2,3,3a,8b-tetrahydro-2-hydroxy-1-(3-hydroxy-4- methyl-1-octen-6-ynyl)- CAS REGISTRY NUMBER : 88430-50-6 LAST UPDATED : 199312 DATA ITEMS CITED : 3 MOLECULAR FORMULA : C24-H30-O5 MOLECULAR WEIGHT : 398.54 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 12 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #92-312531 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 7 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #92-312531 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 13 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JKXXAF Japanese Kokai Tokyo Koho Patents. (U.S. Patent and Trademark Office, Foreign Patents, Washington, DC 20231) Volume(issue)/page/year: #92-312531

制备

醇(I)用二甲亚砜-二环己基碳化二亚胺(DCC)在无水苯和吡啶中，氧化脱氢得到醛(Ⅱ)；然后在氩气保护下，立刻加入膦化物(Ⅲ)和氢化钠在乙二醇二甲醚中的溶液，缩合得到化合物(Ⅳ)，收率80%。(Ⅳ)用氢化铝锂还原，得到44%的化合物(V)，最后水解得到贝前列素。