benzyl [(cis-4-{[4-(methylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate | 509142-66-9

• 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: benzyl [(cis-4-{[4-(methylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate
• CAS: 509142-66-9
• 化学式: C₂₄H₂₉N₅O₂
• 分子量: 419.527
• InChiKey: LPHJQLIDKBWGHQ-IZAXUBKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  88.17
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  benzyl [(cis-4-{[4-(methylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate 在 palladium on activated charcoal 氢气 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  Identification of 4-amino-2-cyclohexylaminoquinazolines as metabolically stable melanin-concentrating hormone receptor 1 antagonists

  摘要：

  The optimization of the distance between two key pharmacophore features within our first hit compounds la and 2a led to the identification of a new class of potent non-peptidic antagonists for the MCH-R1, based around 4-amino-2-cyclohexylamino-quinazolines. In particular, ATC0065 (2c), N-2-[cis-4-({2-[4-Bromo-2-(trifluoromethoxy)phenyl]ethyl}amino)cyclohexyl]-N-4,N-4-dimethylquinazoline-2,4-diamine dihydrochloride, bound with high affinity to the MCH-R1 (IC50 value of 16 nM) and showed good metabolic stability in liver microsomes from human and rat. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.052
• 作为产物：
  描述：

  2,4-喹唑啉二酮 在 N,N-二甲基苯胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 水 、 异丙醇 为溶剂， 反应 175.67h， 生成 benzyl [(cis-4-{[4-(methylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate
  参考文献：
  名称：

  Identification of 4-amino-2-cyclohexylaminoquinazolines as metabolically stable melanin-concentrating hormone receptor 1 antagonists

  摘要：

  The optimization of the distance between two key pharmacophore features within our first hit compounds la and 2a led to the identification of a new class of potent non-peptidic antagonists for the MCH-R1, based around 4-amino-2-cyclohexylamino-quinazolines. In particular, ATC0065 (2c), N-2-[cis-4-({2-[4-Bromo-2-(trifluoromethoxy)phenyl]ethyl}amino)cyclohexyl]-N-4,N-4-dimethylquinazoline-2,4-diamine dihydrochloride, bound with high affinity to the MCH-R1 (IC50 value of 16 nM) and showed good metabolic stability in liver microsomes from human and rat. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.052

文献信息

• Mch receptor antagonists
  申请人：Sekiguchi Yoshinori

  公开号：US20070037836A1

  公开（公告）日：2007-02-15

  The present invention relates to novel compounds of the formula (I) which act as MCH receptor antagonists. These compositions are useful in pharmaceutical compositions whose use includes prophylaxis or treatment of obesity, obesity related disorders, anxiety, or depression.

  本发明涉及具有式(I)的新型化合物，其作为MCH受体拮抗剂。这些组合物在药物组合物中有用，其使用包括预防或治疗肥胖症、与肥胖相关的疾病、焦虑或抑郁症。
• MCH RECEPTOR ANTAGONISTS
  申请人：Taisho Pharmaceutical Co. Ltd.

  公开号：EP1432693A2

  公开（公告）日：2004-06-30
• US7544690B2
  申请人：——

  公开号：US7544690B2

  公开（公告）日：2009-06-09
• [EN] MCH RECEPTOR ANTAGONISTS<br/>[FR] ANTAGONISTES DU RECEPTEUR DE LA MCH
  申请人：TAISHO PHARMA CO LTD

  公开号：WO2003028641A2

  公开（公告）日：2003-04-10

  The present invention relates to novel compounds of the formula (I) which act as MCH receptor antagonists. These compositions are useful in pharmaceutical compositions whose use includes prophylaxis or treatment of obesity, obesity related disorders, anxiety, or depression.