1-chloro-4-(α-methyl-3-chloro-4-methoxybenzyl)amino-6-cyanophthalazine

• 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: 1-chloro-4-(α-methyl-3-chloro-4-methoxybenzyl)amino-6-cyanophthalazine
• 英文别名: 1-Chloro-4-[1-(3-chloro-4-methoxy-phenyl)-ethylamino]-phthalazine-6-carbonitrile；1-chloro-4-[1-(3-chloro-4-methoxyphenyl)ethylamino]phthalazine-6-carbonitrile
• 化学式: C₁₈H₁₄Cl₂N₄O
• 分子量: 373.241
• InChiKey: KIZJSONFKGMDQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  trimellitic acid amide-imide 在 N-甲基吡咯烷酮 、 氯化亚砜 、 一水合肼 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三氯氧磷 作用下， 反应 2.5h， 生成 1-chloro-4-(α-methyl-3-chloro-4-methoxybenzyl)amino-6-cyanophthalazine
  参考文献：
  名称：

  4-Benzylamino-1-chloro-6-substituted Phthalazines:  Synthesis and Inhibitory Activity toward Phosphodiesterase 5

  摘要：

  We synthesized various 4-benzylamino-1-chloro-6-substituted phthalazines (15) and 4-benzylamino-1-chloro-7-substituted phthalazines (16) and evaluated their inhibitory activity toward phosphodiesterase 5 (PDE5) purified from porcine platelets. The PDE5-inhibitory activities of 15 were greater than those of the isomers (16). The preferred substituent at the 4-position of phthalazine was a (3-chloro-4-methoxybenzyl)amino group, and those at the B-position were cyano, nitro, and trifluoromethyl groups. Compounds 15a (IC50 = 4.8 nM), 15f (3.5 nM), and 15i (5.3 nM) were more potent inhibitors than E4021 (8.6 nM). Compounds 15a and 15f also showed vasorelaxant activity in isolated porcine coronary arteries precontracted with prostaglandin F-2 alpha (10(-5) M). The EC50 values for vasorelaxant action of 15a, 15f, and E4021 were 150, 160, and 980 nM, respectively. These results show that novel PDE5 inhibitors possessing a potent vasorelaxant effect may exist among phthalazine derivatives.

  DOI：

  10.1021/jm970815r

文献信息

• REMEDY FOR ERECTION FAILURE COMPRISING FUSED PYRIDAZINE COMPOUND
  申请人：Eisai Co., Ltd.

  公开号：EP0920868A1

  公开（公告）日：1999-06-09

  The present invnetion provides a remedy for erectile dysfunction. The active ingredient thereof is a fused pyridazine compound represented by the following formula (I) or a pharmacologically acceptable salt thereof: (wherein the ring C represents a 5 or 6 membered ring optionally having hetero atom(s); n is an integer of from 1 to 4; R1 represents a hydrogen, a halogen, a cyano, etc.; A represents a hydrogen, a halogen, an optionally substituted amino, etc.; X represents a group represented by the formula -N=, etc.; and Y represents the formula -CO-, an optionally substituted amino, etc).

  本发明提供了一种治疗勃起功能障碍的药物。其活性成分是由下式（I）代表的融合哒嗪化合物或其药理上可接受的盐： (其中环 C 代表任选具有杂原子的 5 或 6 成员环；n 是 1 至 4 的整数；R1 代表氢、卤素、氰基等；A 代表氢、卤素、任选取代的氨基等；X 代表式 -N= 所代表的基团等；Y 代表式 -CO-、任选取代的氨基等）。
• US6288064B1
  申请人：——

  公开号：US6288064B1

  公开（公告）日：2001-09-11