17-chloro-16-formyl-17a-aza-D-homo-5,16-androstadien-3β-yl acetate | 55388-79-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉类
• 英文名称: 17-chloro-16-formyl-17a-aza-D-homo-5,16-androstadien-3β-yl acetate
• 英文别名: 3β-acetoxy-17-chloro-17a-aza-D-homo-5,16-androstadien-16-aldehyde；3β-acetoxy-17-chloro-17a-aza-D-homoandrost-5,16-dien-16-aldehyde；[(4aS,4bR,8S,10aR,10bS,12aS)-2-chloro-3-formyl-10a,12a-dimethyl-1,4,4a,4b,5,7,8,9,10,10b,11,12-dodecahydronaphtho[2,1-f]quinolin-8-yl] acetate
• CAS: 55388-79-9
• 化学式: C₂₂H₃₀ClNO₃
• 分子量: 391.938
• InChiKey: IPCCJJRXAIGPHB-LXIBVNSESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  17-chloro-16-formyl-17a-aza-D-homo-5,16-androstadien-3β-yl acetate 在 氢氧化钾 、 aluminum isopropoxide 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 环己酮 、 甲苯 为溶剂， 反应 11.25h， 生成 2'-phenyl-17a-aza-D-homo-4-androsteno<17,16-c>pyrazol-3-one
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of 2′-phenyl steroidal[17, 16-c]pyrazoles

  摘要：

  DOI：

  10.1016/0223-5234(91)90201-w
• 作为产物：
  描述：

  醋酸去氢表雄酮 在 氯化亚砜 、 盐酸羟胺 、 sodium acetate 、 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 生成 17-chloro-16-formyl-17a-aza-D-homo-5,16-androstadien-3β-yl acetate
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of 2′-phenyl steroidal[17, 16-c]pyrazoles

  摘要：

  DOI：

  10.1016/0223-5234(91)90201-w

文献信息

• Synthesis and study of some 4-aza and 17a-azasteroidal isoxazoles
  作者：Ranju Gupta、Devender Pathak、Dharam P. Jindal

  DOI：10.1016/s0223-5234(00)80035-5

  日期：1999.7

  4-Aza-5 alpha-androstano[2,3-d]isoxazole 4 and 17a-aza-D-homo-5-androsteno[17,16-c]isoxazole 7 have been prepared by treating alpha,beta-unsaturated-beta-chloroaldehydes 3 and 6 [1, 2] with hydroxylamine hydrochloride in pyridine. [16,17-d]Isoxazole derivatives 4 and 8 were found to be unstable in most of the organic solvents. beta-Cyanolactam derivatives 5 and 9 have also been prepared in both the

  通过处理α，β-不饱和β，已经制备了4-Aza-5α-雄甾烷[2,3-d]异恶唑4和17a-aza-D-homo-5-androsteno [17,16-c]异恶唑7 -氯醛3和6 [1，2]与盐酸羟胺的吡啶溶液中。发现[16,17-d]异恶唑衍生物4和8在大多数有机溶剂中不稳定。在两个系列中也都制备了β-Cyanolactam衍生物5和9。
• Synthesis and biological activity of azasteroidal [3,2-c]- and [17,16-c]pyrazoles
  作者：R Gupta、D Pathak、DP Jindal

  DOI：10.1016/0223-5234(96)89140-9

  日期：1996.1

  Cholesterol, testosterone acetate and dehydroepiandrosterone acetate were used as starting materials for the preparation of azasteroidal [3,2-c]- and [17,16-c]pyrazole derivatives. In case of the 4-aza androstane series, a mixture of 5 alpha/5 beta epimers 8 was obtained, which were separated by chemical methods. The compounds 4, 5, 10, 12, 13, 15, 16 and 18-22 were screened for antiinflammatory activity using the carrageenan rat paw oedema model. Oxirane 22 was found to be around ten times more potent than hydrocortisone. Evaluation of compounds 14, 18 and 19 for their antineoplastic activity was also carried out at the National Cancer Institute, Bethesda, MD, USA, using standard procedures.
• Pathak, Ranju Devender; Jindal, Dharam Paul, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, p. 269 - 271
  作者：Pathak, Ranju Devender、Jindal, Dharam Paul

  DOI：——

  日期：——