2-methyl-2-[(7,15,16,17-tetrahydro-17,17-dimethyl-6H-cyclopenta[a]phenanthren-3-yl)oxy]-1-propanol | 61237-34-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2-methyl-2-[(7,15,16,17-tetrahydro-17,17-dimethyl-6H-cyclopenta[a]phenanthren-3-yl)oxy]-1-propanol
• 英文别名: 2-[(17,17-Dimethyl-6,7,15,16-tetrahydrocyclopenta[a]phenanthren-3-yl)oxy]-2-methylpropan-1-ol
• CAS: 61237-34-1
• 化学式: C₂₃H₂₈O₂
• 分子量: 336.474
• InChiKey: JGFSRXCNHBJVGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-2-[(7,15,16,17-tetrahydro-17,17-dimethyl-6H-cyclopenta[a]phenanthren-3-yl)oxy]-1-propanol 在 吡啶 、 lithium iodide 作用下， 生成 2,2-dimethyl-2-[(7,15,16,17-tetrahydro-17,17-dimethyl-6H-cyclopenta[a]phenanthren-3-yl)oxy]ethyl hydrogen butanedioate
  参考文献：
  名称：

  Potential hypolipidemic agents derived from 3-hydroxy-17,17-dimethylgona-1,3,5(10),8,11,13-hexaene

  摘要：

  Numerous aryloxy derivatives containing a lipophilic group have been found to possess hypolipidemic activity. This has prompted the preparation of various derivatives of 3-hydroxy-17,17-dimethylgona-1,3,5(10),8,11,13-hexaene (6a). In 6a the lipophilic biphenyl group is incorporated into the steroid nucleus. A three-step synthesis of 6a from 17beta-methylestradiol methyl ether was developed. The derivatives prepared were tested in rats made hypercholesterolemic with propylthiouracil. Several were found active in this test.

  DOI：

  10.1021/jm00212a008
• 作为产物：
  描述：

  7,15,16,17-tetrahydro-17,17-dimethyl-6H-cyclopenta[a]phenanthren-3-ol 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 2-methyl-2-[(7,15,16,17-tetrahydro-17,17-dimethyl-6H-cyclopenta[a]phenanthren-3-yl)oxy]-1-propanol
  参考文献：
  名称：

  Potential hypolipidemic agents derived from 3-hydroxy-17,17-dimethylgona-1,3,5(10),8,11,13-hexaene

  摘要：

  Numerous aryloxy derivatives containing a lipophilic group have been found to possess hypolipidemic activity. This has prompted the preparation of various derivatives of 3-hydroxy-17,17-dimethylgona-1,3,5(10),8,11,13-hexaene (6a). In 6a the lipophilic biphenyl group is incorporated into the steroid nucleus. A three-step synthesis of 6a from 17beta-methylestradiol methyl ether was developed. The derivatives prepared were tested in rats made hypercholesterolemic with propylthiouracil. Several were found active in this test.

  DOI：

  10.1021/jm00212a008

文献信息

• 2,2-Dimethyl-2-[(7,15
  申请人：G. D. Searle & Co.

  公开号：US04008257A1

  公开（公告）日：1977-02-15

  Preparation and the antihypercholesterolemic activity of 2,2-dimethyl-2-[(7,15,16,17-tetrahydro-17,17-dimethyl-6H-cyclopenta[a]phen anthren-3-yl)oxy]ethyl alkanedioates and intermediates thereto are disclosed.

  本发明公开了2,2-二甲基-2-[(7,15,16,17-四氢-17,17-二甲基-6H-环戊[a]菲-3-基)氧基]乙基脂肪二酸酯及其中间体的制备方法和降低高胆固醇作用。
• US4008257A
  申请人：——

  公开号：US4008257A

  公开（公告）日：1977-02-15
• Potential hypolipidemic agents derived from 3-hydroxy-17,17-dimethylgona-1,3,5(10),8,11,13-hexaene
  作者：Leland J. Chinn、Karlene W. Salamon

  DOI：10.1021/jm00212a008

  日期：1977.2

  Numerous aryloxy derivatives containing a lipophilic group have been found to possess hypolipidemic activity. This has prompted the preparation of various derivatives of 3-hydroxy-17,17-dimethylgona-1,3,5(10),8,11,13-hexaene (6a). In 6a the lipophilic biphenyl group is incorporated into the steroid nucleus. A three-step synthesis of 6a from 17beta-methylestradiol methyl ether was developed. The derivatives prepared were tested in rats made hypercholesterolemic with propylthiouracil. Several were found active in this test.