21-dehydrohydrocortisone-17-butyrate | 58636-68-3

• 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-dehydrohydrocortisone-17-butyrate
• 英文别名: 11β-hydroxy-17α-butyryloxy-3,20-dioxo-4-pregnen-21-al；(11I(2))-11-Hydroxy-3,20-dioxo-17-(1-oxobutoxy)pregn-4-en-21-al；[(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-10,13-dimethyl-17-oxaldehydoyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] butanoate
• CAS: 58636-68-3
• 化学式: C₂₅H₃₄O₆
• 分子量: 430.541
• InChiKey: UVVACARAQNOKCM-TUFAYURCSA-N

物化性质

• 熔点：
  181-183 °C
• 沸点：
  559.4±50.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  97.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丁酸氢化可的松 在 copper diacetate 作用下， 以 甲醇 为溶剂， 生成 21-dehydrohydrocortisone-17-butyrate
  参考文献：
  名称：

  Novel pregnanoic acid derivatives

  摘要：

  普鲁甲酸衍生物的一般结构式为##STR1## 其中是单键或双键；X为氢、氟或甲基；Y为氢、氟或氯；Z为β-羟甲亚甲基、β-酰氧甲亚甲基、β-氟甲亚甲基、β-氯甲亚甲基、羰基或亚甲基；R₁为氢、α-或β-位的甲基或亚甲基，R₂为氢、羟基或酰氧基，或R₁和R₂共同为烷基二氧基，U₁为卤素、含1-5个碳原子的卤代烷基或卤代苯基，是具有局部抗炎作用的有效成分。

  公开号：

  US04049804A1

文献信息

• Novel pregnane-21-oic acid derivatives
  申请人：Schering Aktiengesellschaft

  公开号：US03944577A1

  公开（公告）日：1976-03-16

  Pregnane-21-oic acids of the formula ##SPC1## Wherein X is a hydrogen atom, a fluorine atom, or methyl; Y is a hydrogen atom, a fluorine atom, or a chlorine atom; Z is methylene, carbonyl, .beta.-hydroxymethylene, .beta.-acyloxymethylene or when Y is a chlorine atom, .beta.-fluoromethylene or .beta.-chloromethylene; V is methylene, ethylidene or vinylidene; R.sub.1 is a hydrogen atom or acyl, and physiologically acceptable salts thereof with bases and physiologically acceptable 21-esters thereof, possess topical anti-inflammatory activity with substantially no systemic activity.

  孕烷-21-油酸的结构式为##SPC1## 其中X为氢原子、氟原子或甲基；Y为氢原子、氟原子或氯原子；Z为亚甲基、羰基、β-羟甲基、β-酰氧基甲基，或当Y为氯原子时，β-氟甲基或β-氯甲基；V为亚甲基、乙亚甲基或乙烯亚甲基；R.sub.1为氢原子或酰基，以及其与碱形成的生理上可接受的盐和生理上可接受的21-酯，具有局部抗炎活性，几乎没有系统作用。
• Air oxidation of 17-hydroxycorticosteroids catalyzed by cupric acetate: formation of hemiacetal dimers
  作者：C Arbez-Gindre

  DOI：10.1016/s0039-128x(03)00033-3

  日期：2003.4

  Hydrocortisone, cortexolone, hydrocortisone-17-butyrate, and budesonide were oxidized into alpha-ketoaldehydes by air exposure in the presence of Cu(OAc)(2). When free hydroxyl functions were present at position 17, hydrocortisone and cortexolone, the formed oxidation products, were identified as hemiacetal dimeric structures involving the free hydroxyl functions at position 17 and the newly formed aldehydes at position 21. Dimeric structures were established by using H-1C-13} correlations (HSQC and HMBC) and H-1-H-1 correlations (COSY and ROESY). The hemiacetal function was further confirmed by reaction of the dimer formed from hydrocortisone with two equivalents of 3-methyl-2-benzotriazolinone hydrazine (MTBH), giving quantitatively two equivalents of the 3-methyl-2-benzotriazolinone hydrazone of 21-dehydrohydrocortisone. When no free hydroxyl function was present as in the case of hydrocortisone-17-butyrate and budesonide, the expected alpha-ketoaldehydes were obtained. (C) 2003 Elsevier Science Inc. All rights reserved.
• US3944577A
  申请人：——

  公开号：US3944577A

  公开（公告）日：1976-03-16
• US4049804A
  申请人：——

  公开号：US4049804A

  公开（公告）日：1977-09-20