N-(1-萘基甲基)环丙胺 | 110931-74-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: N-(1-萘基甲基)环丙胺
• 英文名称: N-(naphthalen-1-ylmethyl)cyclopropanamine
• 英文别名: N-(1-Naphthylmethyl)cyclopropylamine；N-(1-naphthylmethyl)cyclopropanamine
• CAS: 110931-74-3
• 化学式: C₁₄H₁₅N
• mdl: MFCD07408162
• 分子量: 197.28
• InChiKey: ZWWHJEKFNUUAGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  339.9±11.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921499090

反应信息

• 作为反应物：
  描述：

  N-(1-萘基甲基)环丙胺 以 N-甲基吡咯烷酮 为溶剂， 反应 0.75h， 生成 4-(cyclopropyl(naphthalen-1-ylmethyl)amino)-6-morpholinopyrimidin-2(1H)-one
  参考文献：
  名称：

  Discovery of phosphoinositide 3-kinases (PI3K) p110β isoform inhibitor 4-[2-hydroxyethyl(1-naphthylmethyl)amino]-6-[(2S)-2-methylmorpholin-4-yl]-1H-pyrimidin-2-one, an effective antithrombotic agent without associated bleeding and insulin resistance

  摘要：

  Structure-based evolution of the original fragment leads resulted in the identification of 4-[2-hydroxyethyl(1-naphthylmethyl)amino]-6-[(2S)-2-methylmorpholin-4-yl]-1H-pyrimidin-2-one, (S)-21, a potent, selective phosphoinositide 3-kinases (PI3K) p110 beta isoform inhibitor with favourable in vivo antiplatelet effect. Despite its antiplatelet action, (S)-21 did not significantly increase bleeding time in dogs. Additionally, due to its enhanced selectivity over p110 alpha, (S)-21 did not induce any insulin resistance in rats. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.102
• 作为产物：
  描述：

  1-萘甲醛 、 环丙胺 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 生成 N-(1-萘基甲基)环丙胺
  参考文献：
  名称：

  Discovery of phosphoinositide 3-kinases (PI3K) p110β isoform inhibitor 4-[2-hydroxyethyl(1-naphthylmethyl)amino]-6-[(2S)-2-methylmorpholin-4-yl]-1H-pyrimidin-2-one, an effective antithrombotic agent without associated bleeding and insulin resistance

  摘要：

  Structure-based evolution of the original fragment leads resulted in the identification of 4-[2-hydroxyethyl(1-naphthylmethyl)amino]-6-[(2S)-2-methylmorpholin-4-yl]-1H-pyrimidin-2-one, (S)-21, a potent, selective phosphoinositide 3-kinases (PI3K) p110 beta isoform inhibitor with favourable in vivo antiplatelet effect. Despite its antiplatelet action, (S)-21 did not significantly increase bleeding time in dogs. Additionally, due to its enhanced selectivity over p110 alpha, (S)-21 did not induce any insulin resistance in rats. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.102

文献信息

• [EN] COMPOUNDS AS INHIBITORS OF RENIN<br/>[FR] COMPOSÉS INHIBITEURS DE RÉNINE
  申请人：CADILA HEALTHCARE LTD

  公开号：WO2013084241A1

  公开（公告）日：2013-06-13

  The present invention relates to novel renin inhibitors of general formula (1), novel intermediates involved in their synthesis, their pharmaceutically acceptable salts and pharmaceutical compositions containing them. The present invention also relates to processes for preparing compounds of general formula (1), their tautomeric forms, their pharmaceutically acceptable salts, pharmaceutical compositions containing them, and novel intermediates involved in their synthesis.

  本发明涉及一般式（1）的新型肾素抑制剂，涉及其合成中所涉及的新型中间体，其药学上可接受的盐以及含有它们的药物组合物。本发明还涉及制备一般式（1）化合物的过程，它们的互变异构体形式，其药学上可接受的盐，含有它们的药物组合物，以及其合成中所涉及的新型中间体。
• [EN] PROCESS FOR SYNTHESIS OF (S) - PREGABALIN<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE LA (S)-PRÉGABALINE
  申请人：LUPIN LTD

  公开号：WO2012059797A1

  公开（公告）日：2012-05-10

  Improved process for the synthesis of (S)-pregabalin having more than 99% ee through (S) 3-cyano-5-methyl-hexanoic acid has been developed. In addition to above, a novel process for resolution of (RS) - 3-cyano-5-methyl-hexanoic acid through diastereomeric salt formation with cinchonidine to obtain (S) - 3-cyano-5-methyl-hexanoic acid in high yield and high optical purity has been developed and furthermore process for recovery/ reuse of cinchonidine is also developed to improve the overall process efficiency.

  已开发出一种通过(S) 3-氰基-5-甲基己酸合成具有超过99% ee的(S)-盐酸普拉巴林的改进工艺。除此之外，还开发了一种通过辛可尼丁与(RS)-3-氰基-5-甲基己酸形成对映异构盐的新工艺，以高产率和高光学纯度获得(S)-3-氰基-5-甲基己酸，并进一步开发了辛可尼丁的回收/再利用工艺，以提高整体工艺效率。
• [EN] PROCESS FOR THE PREPARATION OF SUBSTITUTED N-(BENZYL)CYCLOPROPANAMINES BY IMINE HYDROGENATION<br/>[FR] PROCÉDÉ D'ÉLABORATION DE N-(BENZYL)CYCLOPROPANAMINES SUBSTITUÉS PAR HYDROGÉNATION D'IMINES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2012059585A1

  公开（公告）日：2012-05-10

  The present invention relates to a process for the preparation of substituted N-(benzyl)cyclopropanamines of the general formula (II) starting from N-[(aryl)methylene]cyclopropanamine derivatives. The present invention further provides the N-[(aryl)methylene]cyclopropanamine derivatives used as starting compounds in this process according to the invention, and their use for the preparation of substituted N-(benzyl)cyclopropanamines.

  本发明涉及一种从N-[(芳基)亚甲基]环丙胺衍生物出发制备取代N-(苄基)环丙胺的方法，其一般式为(II)。本发明还提供了用作本发明中所述方法的起始化合物的N-[(芳基)亚甲基]环丙胺衍生物，以及它们用于制备取代N-(苄基)环丙胺的用途。
• PROCESS FOR THE PREPARATION OF SUBSTITUTED N-(BENZYL)CYCLOPROPANAMINES BY IMINE HYDROGENATION
  申请人：Bayer CropScience AG

  公开号：EP2635551B1

  公开（公告）日：2018-05-02
• US4939148A
  申请人：——

  公开号：US4939148A

  公开（公告）日：1990-07-03