4-(benzylamino)-2-(imidazol-1-yl)-6-methoxyquinazoline | 760147-62-4

• 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: 4-(benzylamino)-2-(imidazol-1-yl)-6-methoxyquinazoline
• 英文别名: 6-methoxy-4-phenylmethylamino-2-(1-imidazolyl)quinazoline；Benzyl-(2-imidazol-1-yl-6-methoxy-quinazolin-4-yl)-amine; dihydrochloride；N-benzyl-2-imidazol-1-yl-6-methoxyquinazolin-4-amine
• CAS: 760147-62-4
• 化学式: C₁₉H₁₇N₅O
• 分子量: 331.377
• InChiKey: LENUWKOBBIIZCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  64.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(benzylamino)-2-(imidazol-1-yl)-6-methoxyquinazoline 在 氢溴酸 作用下， 以 甲醇 、 氯仿 、 水 、 溶剂黄146 为溶剂， 生成 6-Hydroxy-4-Phenylmethylamino-2-(1-Imidazolyl)Quinazoline
  参考文献：
  名称：

  Method for inhibiting neoplastic cells and related conditions by exposure to 4-aminoquinazoline derivatives

  摘要：

  通过将肿瘤细胞暴露于4-氨基喹噁啉衍生物来抑制肿瘤细胞和相关疾病的方法。

  公开号：

  US20020025968A1
• 作为产物：
  描述：

  2,4-二氯-6-甲氧基喹唑啉 在 三乙胺 、 苯酚 作用下， 反应 21.33h， 生成 4-(benzylamino)-2-(imidazol-1-yl)-6-methoxyquinazoline
  参考文献：
  名称：

  Discovery of Potent Cyclic GMP Phosphodiesterase Inhibitors. 2-Pyridyl- and 2-Imidazolylquinazolines Possessing Cyclic GMP Phosphodiesterase and Thromboxane Synthesis Inhibitory Activities

  摘要：

  Moderate cyclic GMP phosphodiesterase (cGMP-PDE, PDE V) inhibitor 2-phenyl-4-anilino-quinazoline (1) was identified utilizing MultiCASE assisted drug design (MCADD) technology. Modification of compound 1 was conducted at the 2-, 4-, and 6-positions of the quinazoline ring for enhancement of cGMP-PDE inhibitory activity. The 6-substituted 2-(imidazol-1-yl)-quinazolines are 1000 times more potent in in vitro PDE V enzyme assay than the well-known inhibitor zaprinast. The 6-substituted derivatives of 2-(3-pyridyl)quinazoline 84 and 2-(imidazol-1-yl)quinazoline 86 exhibited more than 1000-fold selectivity for PDE V over the other four PDE isozymes. In addition, cGMP-PDE inhibitors 64, 65, and 73 were found to have an additional property of thromboxane synthesis inhibitory activity.

  DOI：

  10.1021/jm00018a014

文献信息

• 4-Aminoquinazoline derivatives, and their use as medicine
  申请人：ONO PHARMACEUTICAL CO., LTD.

  公开号：EP0579496B1

  公开（公告）日：2001-11-14
• [EN] COMBINATION OF PHENTOLAMINE AND CYCLIC GMP PHOSPHODIESTERASE INHIBITORS FOR THE TREATMENT OF SEXUAL DYSFUNCTION<br/>[FR] COMBINAISON DE PHENTOLAMINE ET D'INHIBITEURS DE LA PHOSPHODIESTERASE GMP CYCLIQUE UTILISES DANS LE TRAITEMENT DES DYSFONCTIONS SEXUELLES
  申请人：SCHERING CORPORATION

  公开号：WO1999059584A1

  公开（公告）日：1999-11-25

  (EN) A method of treating sexual dysfunction comprising administering a therapeutically effective amount of a combination of phentolamine and cGMP PDE inhibitor such as sildenafil, as well as pharmaceutical compositions and kits useful in those methods, are disclosed.(FR) L'invention porte sur un procédé de traitement des dysfonctions sexuelles, ce procédé consistant à administrer une quantité thérapeutiquement efficace d'une combinaison de phentolamine et d'un inhibiteur de la phosphodiestérase GPM (guanosine 3',5'-monophosphate) cyclique tel que sildenafil, ainsi que sur des compositions pharmaceutiques et les kits utilisés dans ces procédés.
• Discovery of Potent Cyclic GMP Phosphodiesterase Inhibitors. 2-Pyridyl- and 2-Imidazolylquinazolines Possessing Cyclic GMP Phosphodiesterase and Thromboxane Synthesis Inhibitory Activities
  作者：Sung J. Lee、Yoshitaka Konishi、Dingwei T. Yu、Tamara A. Miskowski、Christopher M. Riviello、Orest T. Macina、Manton R. Frierson、Kigen Kondo、Masafumi Sugitani

  DOI：10.1021/jm00018a014

  日期：1995.9

  Moderate cyclic GMP phosphodiesterase (cGMP-PDE, PDE V) inhibitor 2-phenyl-4-anilino-quinazoline (1) was identified utilizing MultiCASE assisted drug design (MCADD) technology. Modification of compound 1 was conducted at the 2-, 4-, and 6-positions of the quinazoline ring for enhancement of cGMP-PDE inhibitory activity. The 6-substituted 2-(imidazol-1-yl)-quinazolines are 1000 times more potent in in vitro PDE V enzyme assay than the well-known inhibitor zaprinast. The 6-substituted derivatives of 2-(3-pyridyl)quinazoline 84 and 2-(imidazol-1-yl)quinazoline 86 exhibited more than 1000-fold selectivity for PDE V over the other four PDE isozymes. In addition, cGMP-PDE inhibitors 64, 65, and 73 were found to have an additional property of thromboxane synthesis inhibitory activity.
• Method for inhibiting neoplastic cells and related conditions by exposure to 4-aminoquinazoline derivatives
  申请人：——

  公开号：US20020025968A1

  公开（公告）日：2002-02-28

  A method for inhibiting neoplastic cells and related conditions by exposing them to 4-aminoquinazoline derivatives.

  通过将肿瘤细胞暴露于4-氨基喹噁啉衍生物来抑制肿瘤细胞和相关疾病的方法。