(6aR,6bS,8aS,12aS,12bR)-10-amino-6a,8a-dimethyl-5,6,6a,6b,7,8,8a,12,12a,12b-decahydro-1H-naphtho[20,10:4,5]indeno[1,2-d]thiazol-4(2H)-one | 903-02-6

• 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: (6aR,6bS,8aS,12aS,12bR)-10-amino-6a,8a-dimethyl-5,6,6a,6b,7,8,8a,12,12a,12b-decahydro-1H-naphtho[20,10:4,5]indeno[1,2-d]thiazol-4(2H)-one
• 英文别名: 2'-amino-(5α)-androst-4-eno[17,16-d]thiazol-3-one；2'-Amino-thiazolo<5',4'-16.17>androstadion-(4.16)-on-(3)；2'-Amino-thiazolo<5',4':16,17>androsta-4,16-dien-3-on
• CAS: 903-02-6
• 化学式: C₂₀H₂₆N₂OS
• 分子量: 342.505
• InChiKey: MQOGDVMVKGMISN-LOHHBASGSA-N

物化性质

• 熔点：
  271-273 °C (decomp)
• 沸点：
  522.6±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  55.98
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (6aR,6bS,8aS,12aS,12bR)-10-amino-6a,8a-dimethyl-5,6,6a,6b,7,8,8a,12,12a,12b-decahydro-1H-naphtho[20,10:4,5]indeno[1,2-d]thiazol-4(2H)-one 在 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 1-((6aR,6bS,8aS,12aS,12bR)-6a,8a-dimethyl-4-oxo-2,4,5,6,6a,6b,7,8,8a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[1,2-d]thiazol-10-yl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
  参考文献：
  名称：

  Synthesis, anti-inflammatory and anti-ulcer evaluations of thiazole, thiophene, pyridine and pyran derivatives derived from androstenedione

  摘要：

  The reaction of androstenedione with bromine gave the 16-bromo derivative 2. The latter reacted with either cyanothioacetamide or thiourea to give the 2-cyanomethylthiazole derivative 4 and the 2-aminothiazole derivative 13. Compound 4 and 13 were used underwent some condensation, coupling and heterocyclization reactions to give thiophene, pyridine and pyran derivatives. The anti-inflammatory and anti-ulcer evaluations of the newly synthesized products were evaluated and the results showed that 23f showed the maximum antiulcer activity. In addition, toxicity of the most active compounds was studied against shrimp larvae and showed that compounds 2, 23c and 23f showed non-toxicity against the tested organisms. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2015.03.001
• 作为产物：
  描述：

  2'-Amino-thiazolo<5',4'-16,17>androsta-5,16-dien-3β-ol 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 4.0h， 生成 (6aR,6bS,8aS,12aS,12bR)-10-amino-6a,8a-dimethyl-5,6,6a,6b,7,8,8a,12,12a,12b-decahydro-1H-naphtho[20,10:4,5]indeno[1,2-d]thiazol-4(2H)-one
  参考文献：
  名称：

  Takeda,K.; Komeno,T., Chemical and pharmaceutical bulletin, 1962, vol. 10, p. 1173 - 1177

  摘要：

  DOI：