21-acetoxy-17α-butanoyloxy-11β-hydroxy-6α-methyl-1,4-pregnadiene-3,20-dione | 86413-29-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 21-acetoxy-17α-butanoyloxy-11β-hydroxy-6α-methyl-1,4-pregnadiene-3,20-dione
• 英文别名: 21-Acetoxy-17α-butyryloxy-11β-hydroxy-6α-methyl-1,4-pregnadiene-3,20-dione；21-acetoxy-17-butyryloxy-11β-hydroxy-6α-methyl-1,4-pregnadiene-3,20-dione；[(6S,8S,9S,10R,11S,13S,14S,17R)-17-(2-acetyloxyacetyl)-11-hydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl] butanoate
• CAS: 86413-29-8
• 化学式: C₂₈H₃₈O₇
• 分子量: 486.606
• InChiKey: IVEGQCILPNCOAS-PPJDWOAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  17α-butanoyloxy-11β,21-dihydroxy-6α-methyl-1,4-pregnadiene-3,20-dione 生成 21-acetoxy-17α-butanoyloxy-11β-hydroxy-6α-methyl-1,4-pregnadiene-3,20-dione
  参考文献：
  名称：

  Novel 6.alpha.-methylprednisolone derivatives, their preparation, and

  摘要：

  6-alpha-甲基泼尼松酮的衍生物，其化学式为##STR1##其中R.sub.1为2-6个碳原子的1-氧代烷基或苯甲酰基，R.sub.2为2-6个碳原子的1-氧代烷基，是药理学上有效的化合物，例如作为抗炎药。

  公开号：

  US04587236A1

文献信息

• Studies on topical antiinflammatory corticosteroids. I. Syntheses and vasoconstrictive activities of 11.BETA.,17.ALPHA.,21-trihydroxy-6.ALPHA.-methyl-1,4-pregnadiene-3,20-dione 17-ester and 17,21-diester derivatives.
  作者：SABURO SUGAI、TOKUJI OKAZAKI、YOSHIO KAJIWARA、TOSHIFUMI KANBARA、YASUO NAITO、SEIICHIRO YOSHIDA、SANYA AKABOSHI、SHIRO IKEGAMI、YOSHIAKI KAMANO

  DOI：10.1248/cpb.33.1889

  日期：——

  Seven 17-ester and thirty-eight 17, 21-diester compounds (3 and 4) of 11β, 17α, 21-trihydroxy-6α-methyl-1, 4-pregnadiene-3, 20-dione (6α-methylprednisolone, 1) were synthesized and thirty-eight selected compounds were tested for vasoconstrictive activity in humans. Except for 4g1 and 4g2, they were more active than the mother compound (1). In particular, the activities of ten compounds (3b-g, 4b9, 10, 4c2, 3, and 4c6) were equal to or greater than that of 9α-fluoro-11β, 21-dihydroxy-16β-methyl-17α-valeryloxy-1, 4-pregnadiene-3, 20-dione (betamethasone 17-valerate, BV). The activities of 21-methoxyacetate compounds (4b9, 4c6 and 4d5) were potent. The structure-activity relationship is discussed.

  合成了11β，17α，21-三羟基-6α-甲基-1，4-孕甾二烯-3，20-二酮（6α-甲基泼尼松龙，1）的七个17-酯和三十八个17，21-二酯化合物（3和4）。对三十八个选定的化合物进行了人体血管收缩活性测试。除了4g1和4g2以外，它们的活性都比母体化合物（1）更强。特别是十个化合物（3b-g，4b9，10，4c2，3和4c6）的活性等于或超过9α-氟-11β，21-二羟基-16β-甲基-17α-戊酸酯-1，4-孕甾二烯-3，20-二酮（倍他米松17-戊酸酯，BV）。21-甲氧乙酸酯化合物（4b9，4c6和4d5）的活性很强。讨论了结构-活性关系。
• 6 Alpha-methylprednisolone derivatives
  申请人：OHTA SEIYAKU KABUSHIKI KAISHA.

  公开号：EP0095894A2

  公开（公告）日：1983-12-07

  A 6a-methylprednisolone derivative of the general formula: wherein R' is a hydrogen atom or the group where R3 is a straight or once-branched chain C1-4 alkyl group, a phenyl group or a lower alkoxy- or alkylthio-methyl group, and R2 is a straight or once-branched chain C1-4 alkyl group, a phenyl group or a lower alkoxy- or alkylthio-methyl group, with the proviso that when R2 is ethyl group, R1 is not a hydrogen atom or a propionyl group. These compounds exhibit a strong local anti-inflammatory effect and so are useful in external anti-inflammatory preparations for the treatment of various dermal disorders and also as anti-allergic drugs for the treatment of asthma and other allergic diseases.

  通式如下的 6a-甲基泼尼松龙衍生物 其中 R' 是氢原子或基团 其中 R3 是直链或一度支链 C1-4 烷基、苯基或低级烷氧基或烷基硫代甲基，R2 是直链或一度支链 C1-4 烷基、苯基或低级烷氧基或烷基硫代甲基，但当 R2 为乙基时，R1 不是氢原子或丙酰基。 这些化合物具有很强的局部消炎作用，因此可用于治疗各种皮肤病的外用消炎制剂，也可用作治疗哮喘和其他过敏性疾病的抗过敏药物。
• Neue 6-alpha-Methylprednisolon-Derivate ihre Herstellung und Verwendung
  申请人：SCHERING AKTIENGESELLSCHAFT

  公开号：EP0072547B1

  公开（公告）日：1986-03-26
• US4567172A
  申请人：——

  公开号：US4567172A

  公开（公告）日：1986-01-28
• US4587236A
  申请人：——

  公开号：US4587236A

  公开（公告）日：1986-05-06