1a,2,3,7b-四氢-1H-萘并[1,2-b]氮丙啶 | 1196-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 中文名称: 1a,2,3,7b-四氢-1H-萘并[1,2-b]氮丙啶
• 中文别名: 1,2,3,4-四氢萘(1,2)亚胺
• 英文名称: 1,2,3,4-Tetrahydro-naphthalin-(1,2)-imin
• 英文别名: 1a,2,3,7b-Tetrahydro-1h-naphtho[1,2-b]azirene；1a,2,3,7b-tetrahydro-1H-naphtho[1,2-b]azirine
• CAS: 1196-87-8
• 化学式: C₁₀H₁₁N
• 分子量: 145.204
• InChiKey: STIAGRVYHJJMCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.9
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1a,2,3,7b-四氢-1H-萘并[1,2-b]氮丙啶 、 1-(2,3-环氧丙基)-2-硝基咪唑 以 甲醇 为溶剂， 反应 3.0h， 以30%的产率得到1a,2,3,7b-Tetrahydro-α-[(2-nitro-1H-imidazol1-yl)methyl]-1H-naphth[1,2-b]azirine-1-ethanol
  参考文献：
  名称：

  A new class of analog of the bifunctional radiosensitizer .alpha.-(1-aziridinylmethyl)-2-nitro-1H-imidazole-1-ethanol (RSU 1069): the cycloalkylaziridines

  摘要：

  A series of compounds related to alpha-(1-aziridinylmethyl)-2-nitro-1H-imidazole-1-ethanol (RSU 1069, 1) were synthesized and evaluated as selective hypoxic cell cytotoxic agents and as radiosensitizers. The aziridine moiety was replaced with a number of other potential alkylating groups including cycloalkylaziridines and azetidines. The data indicated that modification of the aziridine of 1 resulted in a substantial decrease in the ability of the compounds to selectively kill hypoxic cells. However, these modifications did not affect the compounds' in vitro radiosensitizing activity since many of the derivatives were as potent as 1. All of the compounds that were evaluated in vivo were less toxic than 1, and several members of this series had significant activity. The best compound was trans-alpha-[[(4-bromotetrahydro-2H-pyran-3-yl)amino]methyl]-2-nitro-1H-imidazole-1-ethanol (18), which, due to its activity and log P value, is a candidate for additional in vivo studies.

  DOI：

  10.1021/jm00112a026
• 作为产物：
  描述：

  1-Naphthalencarbamic acid 、 氢氧化钾 以100%的产率得到
  参考文献：
  名称：

  SAITO MASAHIKO; KAYAMA YASUTAKA; WATANABE TAMAKI; FUKUSHIMA HISASHI; HARA+, J. MED. CHEM., 1980, 23, NO 12, 1364-1372

  摘要：

  DOI：

文献信息

• US4797397A
  申请人：——

  公开号：US4797397A

  公开（公告）日：1989-01-10