7-cyano-5-isothiocyanato-4-methylbenzimidazole | 1097909-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 7-cyano-5-isothiocyanato-4-methylbenzimidazole
• 英文别名: 6-isothiocyanato-7-methyl-3H-benzimidazole-4-carbonitrile
• CAS: 1097909-95-9
• 化学式: C₁₀H₆N₄S
• 分子量: 214.25
• InChiKey: QKYZXECZQIDPPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  96.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-cyano-5-isothiocyanato-4-methylbenzimidazole 生成 1-(2-aminoethyl)-3-(7-cyano-4-methyl-1H-benzimidazol-5-yl)thiourea
  参考文献：
  名称：

  5-(2-imidazolinylamino)-benzimidazole derivatives, their preparation and their use as .alpha.-adrenoceptor agonists with improved metabolic stability

  摘要：

  具有通用结构的苯并咪唑化合物：被用于治疗α-2介导的疾病，包括鼻塞、青光眼、哮喘、偏头痛和腹泻。

  公开号：

  US06486190B1
• 作为产物：
  描述：

  二吡啶硫碳酸酯 、 6-Amino-7-methyl-1H-benzimidazole-4-carbonitrile 在 二吡啶硫碳酸酯 作用下， 生成 7-cyano-5-isothiocyanato-4-methylbenzimidazole
  参考文献：
  名称：

  5-(2-imidazolinylamino)-benzimidazole derivatives, their preparation and their use as .alpha.-adrenoceptor agonists with improved metabolic stability

  摘要：

  具有通用结构的苯并咪唑化合物：被用于治疗α-2介导的疾病，包括鼻塞、青光眼、哮喘、偏头痛和腹泻。

  公开号：

  US06486190B1

文献信息

• 5-(2-imidazolinylamino)-benzimidazole derivatives, their preparation and their use as .alpha.-adrenoceptor agonists with improved metabolic stability
  申请人：The Procter & Gamble Company

  公开号：US06486190B1

  公开（公告）日：2002-11-26

  Benzimidazole compounds having the generic structure: are used to treat alpha-2 mediated disorders, including nasal congestion, glaucoma, asthma, migraine, and diarrhea.

  苯并咪唑类化合物具有以下通用结构：用于治疗α-2介导的疾病，包括鼻塞、青光眼、哮喘、偏头痛和腹泻。
• [EN] 5-(2-IMIDAZOLINYLAMINO)-BENZIMIDAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS .ALPHA.-ADRENOCEPTOR AGONISTS WITH IMPROVED METABOLIC STABILITY<br/>[FR] 5-(2-IMIDAZOLINYLAMINO)-BENZIMIDAZOLE, DERIVES ET PROCEDES DE PREPARATION ET D'UTILISATION DE CES DERNIERS EN TANT QU'AGONISTES DU RECEPTEUR ALPHA-ADRENERGIQUE AYANT UNE MEILLEURE STABILITE METABOLIQUE
  申请人：PROCTER & GAMBLE

  公开号：WO1999026942A1

  公开（公告）日：1999-06-03

  The present invention is directed to compounds having a structure according formula (I), wherein: (a) R1 is alkyl; (b) R2 is selected from the group consisting of: hydrogen, alkyl, methoxy, cyano, and halo; (c) R3 is selected from the group consisting of: hydrogen, methyl, hydroxy, cyano and halo; (d) R4 is selected from the group consisting of: hydrogen, methyl, ethyl and isopropyl; (e) R5 is selected from the group consisting of: hydrogen, methyl, amino, methoxy, hydroxy, cyano and halo; (f) provided that at least one of R2, R3, R4 or R5 is other than hydrogen or fluorine; (g) provided that when R1 is methyl and both R2 and R5 are hydrogen, R3 is other than methyl or halo; (h) provided that when R3 is cyano, R1 is methyl; and any tautomer of the structure or a pharmaceutically acceptable salt, or biohydrolyzable ester, amide, or imide thereof. The compounds of the present invention are peripherally acting selective alpha-2 adrenergic compounds that lower CNS activity and that resist metabolic transformation into undesirable compounds.

  本发明涉及具有以下式（I）的结构的化合物，其中：（a）R1是烷基；（b）R2选自以下组：氢，烷基，甲氧基，氰基和卤素；（c）R3选自以下组：氢，甲基，羟基，氰基和卤素；（d）R4选自以下组：氢，甲基，乙基和异丙基；（e）R5选自以下组：氢，甲基，氨基，甲氧基，羟基，氰基和卤素；（f）至少有一个R2，R3，R4或R5不是氢或氟；（g）当R1是甲基且R2和R5均为氢时，R3不是甲基或卤素；（h）当R3是氰基时，R1是甲基；以及该结构的任何互变异构体或药学上可接受的盐，或可生物水解的酯，酰胺或亚胺。本发明的化合物是周围作用的选择性α-2肾上腺素化合物，可以降低中枢神经系统的活性，并抵抗代谢转化为不良化合物。
• 5-(2-IMIDAZOLINYLAMINO)-BENZIMIDAZOLE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS .ALPHA.-ADRENOCEPTOR AGONISTS WITH IMPROVED METABOLIC STABILITY
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1037887B1

  公开（公告）日：2004-07-14
• US6486190B1
  申请人：——

  公开号：US6486190B1

  公开（公告）日：2002-11-26