3-(4-chloroanilino)-10-(4-chlorophenyl)-2-<<4-(diethylamino)-1-methylbutyl>imino>-2,10-dihydrophenazine | 111436-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(4-chloroanilino)-10-(4-chlorophenyl)-2-<<4-(diethylamino)-1-methylbutyl>imino>-2,10-dihydrophenazine
• 英文别名: 3-(4-chloroanilino)-10-(4-chlorophenyl)-2-{[4-(diethylamino)-1-methylbutyl]imino}-2,10-dihydrophenazine；N,5-bis(4-chlorophenyl)-3-[5-(diethylamino)pentan-2-ylimino]phenazin-2-amine
• CAS: 111436-11-4
• 化学式: C₃₃H₃₅Cl₂N₅
• 分子量: 572.58
• InChiKey: HPBJJUSZXGMGSW-UHFFFAOYSA-N

物化性质

• 熔点：
  107 °C (decomp)
• 沸点：
  639.3±55.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  43.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氯苯吩嗪环合物盐酸盐 、 2-氨基-5-二乙基氨基戊烷 反应 0.07h， 以58%的产率得到3-(4-chloroanilino)-10-(4-chlorophenyl)-2-<<4-(diethylamino)-1-methylbutyl>imino>-2,10-dihydrophenazine
  参考文献：
  名称：

  Clofazimine analogs active against a clofazimine-resistant organism

  摘要：

  Clofazimine analogues active against a strain of Mycobacterium smegmatis 607 made resistant to the antileprosy agent have been synthesized. Activity (i.e., less than or equal to 2 micrograms/mL causing complete inhibition of growth) requires that there be a basic nitrogen in the "rimino" side chain and that the spacer distance between this nitrogen and the imino nitrogen be at least three carbon atoms. The nitrogen may be primary, secondary, or tertiary and may be part of an open chain or enclosed in a ring compound. Provided that the criteria of basicity and spacer distance are satisfied, all are active in vitro against both the sensitive and resistant strains. Substitution elsewhere in the molecule had little effect on the activity. The compounds have been shown to have growth inhibitory activity against human-derived Mycobacterium leprae in murine macrophages in culture.

  DOI：

  10.1021/jm00398a013

文献信息

• Clofazimine analogs active against a clofazimine-resistant organism
  作者：John F. O'Sullivan、Michael L. Conalty、Norman E. Morrison

  DOI：10.1021/jm00398a013

  日期：1988.3

  Clofazimine analogues active against a strain of Mycobacterium smegmatis 607 made resistant to the antileprosy agent have been synthesized. Activity (i.e., less than or equal to 2 micrograms/mL causing complete inhibition of growth) requires that there be a basic nitrogen in the "rimino" side chain and that the spacer distance between this nitrogen and the imino nitrogen be at least three carbon atoms. The nitrogen may be primary, secondary, or tertiary and may be part of an open chain or enclosed in a ring compound. Provided that the criteria of basicity and spacer distance are satisfied, all are active in vitro against both the sensitive and resistant strains. Substitution elsewhere in the molecule had little effect on the activity. The compounds have been shown to have growth inhibitory activity against human-derived Mycobacterium leprae in murine macrophages in culture.