N,N',N'-trimethyl-(1R,2S)-cyclohexane-1,2-diamine | 1067631-38-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N',N'-trimethyl-(1R,2S)-cyclohexane-1,2-diamine
• 英文别名: (1R,2S)-N~1~,N~1~,N~2~-Trimethylcyclohexane-1,2-diamine；(1S,2R)-1-N,2-N,2-N-trimethylcyclohexane-1,2-diamine
• CAS: 1067631-38-2
• 化学式: C₉H₂₀N₂
• 分子量: 156.271
• InChiKey: MGFSHCOCJMZNSV-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N',N'-trimethyl-(1R,2S)-cyclohexane-1,2-diamine 、 5,11-二氢-11-氯乙酰基-6H-吡啶并[2.3-b][1,4]苯并二氮卓-6-酮 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 11-[2-[[(1S,2R)-2-(dimethylamino)cyclohexyl]-methylamino]acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of pirenzepine analogs bearing a 1,2-cyclohexanediamine and perhydroquinoxaline units in exchange for the piperazine ring as antimuscarinics

  摘要：

  Pirenzepine (2) is one of the most selective muscarinic M-1 versus M-2 receptor antagonists known. A series of 2 analogs, in which the piperazyl moiety was replaced by a cis-and trans-cyclohexane-1,2-diamine (3-6) or a trans-and cis-perhydroquinoxaline rings (7 and 8) were prepared, with the aim to investigate the role of the piperazine ring of 2 in the interaction with the muscarinic receptors. The structural change leading to compounds 3-6 abolished in binding assays the muscarinic M-1/M-2 selectivity of 2, due to an increased M-2 affinity. Rather, compounds 3-6 displayed a reversed selectivity showing more affinity at the muscarinic M-2 receptor than at all the other subtypes tested. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.06.025
• 作为产物：
  描述：

  N-benzyl-N,N',N'-trimethyl-(1R,2S)-cyclohexane-1,2-diamine 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以100%的产率得到N,N',N'-trimethyl-(1R,2S)-cyclohexane-1,2-diamine
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of pirenzepine analogs bearing a 1,2-cyclohexanediamine and perhydroquinoxaline units in exchange for the piperazine ring as antimuscarinics

  摘要：

  Pirenzepine (2) is one of the most selective muscarinic M-1 versus M-2 receptor antagonists known. A series of 2 analogs, in which the piperazyl moiety was replaced by a cis-and trans-cyclohexane-1,2-diamine (3-6) or a trans-and cis-perhydroquinoxaline rings (7 and 8) were prepared, with the aim to investigate the role of the piperazine ring of 2 in the interaction with the muscarinic receptors. The structural change leading to compounds 3-6 abolished in binding assays the muscarinic M-1/M-2 selectivity of 2, due to an increased M-2 affinity. Rather, compounds 3-6 displayed a reversed selectivity showing more affinity at the muscarinic M-2 receptor than at all the other subtypes tested. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.06.025

文献信息

• THERAPEUTIC COMPOUNDS AND USES THEREOF
  申请人：GENENTECH, INC.

  公开号：US20170275289A1

  公开（公告）日：2017-09-28

  The present invention relates to methods for treating PCAF and GCN5 mediated disorders using a compound of formula (I) or a pharmaceutically acceptable salt thereof: wherein ring A, R 1 , R 3 , R 4 , R 5 , and each R e have any of the values defined in the specification. Also included are novel compounds of Formula (I) and salts thereof, as well as pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof.
• US4098904A
  申请人：——

  公开号：US4098904A

  公开（公告）日：1978-07-04
• US4145435A
  申请人：——

  公开号：US4145435A

  公开（公告）日：1979-03-20
• US4148914A
  申请人：——

  公开号：US4148914A

  公开（公告）日：1979-04-10
• US4153717A
  申请人：——

  公开号：US4153717A

  公开（公告）日：1979-05-08