3-[N-(4-Bromobenzyl)-N-(4-cyanophenyl)amino]pyridazine | 189100-35-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-[N-(4-Bromobenzyl)-N-(4-cyanophenyl)amino]pyridazine
• 英文别名: Benzonitrile, 4-[[(4-bromophenyl)methyl]-3-pyridazinylamino]-；4-[(4-bromophenyl)methyl-pyridazin-3-ylamino]benzonitrile
• CAS: 189100-35-4
• 化学式: C₁₈H₁₃BrN₄
• 分子量: 365.232
• InChiKey: BUALGPAHRVWJGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氟苯腈 在 potassium tert-butylate 、 sodium hydride 作用下， 反应 4.0h， 生成 3-[N-(4-Bromobenzyl)-N-(4-cyanophenyl)amino]pyridazine
  参考文献：
  名称：

  Studies on Aromatase Inhibitors. III. Synthesis and Biological Evaluation of ((4-Bromobenzyl)(4-cyanophenyl)amino)azoles and Their Azine Analogs.

  摘要：

  一系列具有选择性芳香化酶抑制剂YM511侧链的[(4-溴苄)(4-氰基苯)氨基]噁唑及其肼类似物被合成并评估了其芳香化酶抑制活性（体内）和对孕马血清促性腺激素（PMSG）诱导的雌激素合成抑制活性（体外）。在这些杂氮类化合物中，吡啶-5-基衍生物（6a）是最强的芳香化酶抑制剂，其体外抑制活性与YM511相当。化合物6a对醛固酮合成也表现出弱抑制活性。这些数据显示，吡啶-5-基结构可作为芳香化酶抑制剂YM511中4H-1,2,4-三唑-4-基结构的新噁唑片段的替代物。

  DOI：

  10.1248/cpb.45.482

文献信息

• Substituted tertiary amino compound or salt thereof
  申请人：Yamanouchi Pharmaceutical Co., Ltd.

  公开号：US05538976A1

  公开（公告）日：1996-07-23

  A substituted tertiary amino compound represented by general formula (I) or a pharmaceutically acceptable salt thereof. They have an aromatase inhibiting activity and are useful as a prophylactic and/or therapeutic agent for breast cancer, mastopathy, endometriosis, prostatic-hypertrophy, and so forth.

  一种以一般式（I）表示的取代的三级胺化合物或其药学上可接受的盐。它们具有抑制芳香化酶的活性，并可用作预防和/或治疗乳腺癌、乳腺病、子宫内膜异位症、前列腺肥大等的药物。
• NOVEL SUBSTITUTED TERTIARY AMINO COMPOUND OR SALT THEREOF
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0640595A1

  公开（公告）日：1995-03-01

  A substituted tertiary amino compound represented by general formula (I) or a pharmaceutically acceptable salt thererof. They have an aromatase inhibiting activity and are useful as a prophylactic and/or therapeutic agent for breast cancer, mastopathy, endometriosis, prostatic hypertrophy, and so forth.

  由通式（I）代表的取代叔氨基化合物或其药学上可接受的盐。它们具有芳香化酶抑制活性，可作为乳腺癌、乳腺增生症、子宫内膜异位症、前列腺肥大等疾病的预防和/或治疗药物。
• SUBSTITUTED TERTIARY AMINO COMPOUND OR SALT THEREOF
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0640595B1

  公开（公告）日：1999-03-24
• US5538976A
  申请人：——

  公开号：US5538976A

  公开（公告）日：1996-07-23
• Studies on Aromatase Inhibitors. III. Synthesis and Biological Evaluation of ((4-Bromobenzyl)(4-cyanophenyl)amino)azoles and Their Azine Analogs.
  作者：Minoru OKADA、Toru YODEN、Eiji KAWAMINAMI、Yoshiaki SHIMADA、Masafumi KUDOH、Yasuo ISOMURA

  DOI：10.1248/cpb.45.482

  日期：——

  A series of [(4-bromobenzyl)(4-cyanophenyl)amino]azoles and their azine analogs, which have the side chain of the selective aromatase inhibitor YM511, were synthesized and evaluated for aromatase-inhibitory activity (in vivo) and for pregnant mare serum gonadotropin (PMSG)-induced estrogen synthesis inhibitory activity (in vitro). Among these aza-heterocycles, the pyrimidin-5-yl derivative (6a) was the most potent aromatase inhibitor and its in vitro inhibitory activity was comparable to that of YM511. Compound 6a also showed weak inhibitory activity on aldosterone synthesis. These data indicated that the pyrimidin-5-yl moiety is useful as a new azole fragment in place of the 4H-1, 2, 4-triazol-4-yl moiety of the aromatase inhibitor YM511.

  一系列具有选择性芳香化酶抑制剂YM511侧链的[(4-溴苄)(4-氰基苯)氨基]噁唑及其肼类似物被合成并评估了其芳香化酶抑制活性（体内）和对孕马血清促性腺激素（PMSG）诱导的雌激素合成抑制活性（体外）。在这些杂氮类化合物中，吡啶-5-基衍生物（6a）是最强的芳香化酶抑制剂，其体外抑制活性与YM511相当。化合物6a对醛固酮合成也表现出弱抑制活性。这些数据显示，吡啶-5-基结构可作为芳香化酶抑制剂YM511中4H-1,2,4-三唑-4-基结构的新噁唑片段的替代物。