(S)-2-(Cyclohexyl-methyl-amino)-4-methyl-pentanoic Acid | 217172-29-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-(Cyclohexyl-methyl-amino)-4-methyl-pentanoic Acid
• 英文别名: (2S)-2-[cyclohexyl(methyl)amino]-4-methylpentanoic acid
• CAS: 217172-29-7
• 化学式: C₁₃H₂₅NO₂
• 分子量: 227.347
• InChiKey: PBQDSBLLNIIQJE-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-(Cyclohexyl-methyl-amino)-4-methyl-pentanoic Acid 在 polymer-supported isocyane resin 、 polymer-supported morpholine resin 、 polymer-supported polyamine resin 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 (2S)-N-[(2S)-1-[(1-benzylpiperidin-4-yl)amino]-1-oxo-3-(4-phenylmethoxyphenyl)propan-2-yl]-2-[cyclohexyl(methyl)amino]-4-methylpentanamide
  参考文献：
  名称：

  Multiple parallel synthesis of N,N-dialkyldipeptidylamines as N-type calcium channel blockers

  摘要：

  Selective N-type Voltage Sensitive Calcium Channel (VSCC) blockers have shown utility in several models of stroke and pain. A series of N,N-dialkyldipeptidylamines with potent functional activity at N-type VSCC's has been identified. Multiple parallel synthesis of a focused array of thirty compounds using polymer-supported quenching reagents and preliminary pharmacology are presented. Eighteen compounds were identified with an IC50 below 1 mu M in an in vitro functional assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00284-x
• 作为产物：
  描述：

  在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-(Cyclohexyl-methyl-amino)-4-methyl-pentanoic Acid
  参考文献：
  名称：

  Multiple parallel synthesis of N,N-dialkyldipeptidylamines as N-type calcium channel blockers

  摘要：

  Selective N-type Voltage Sensitive Calcium Channel (VSCC) blockers have shown utility in several models of stroke and pain. A series of N,N-dialkyldipeptidylamines with potent functional activity at N-type VSCC's has been identified. Multiple parallel synthesis of a focused array of thirty compounds using polymer-supported quenching reagents and preliminary pharmacology are presented. Eighteen compounds were identified with an IC50 below 1 mu M in an in vitro functional assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00284-x

文献信息

• A simple method for preparation of N-mono- and N,N-di-alkylated α-amino acids
  作者：Yuntao Song、Anthony D. Sercel、Don R. Johnson、Norman L. Colbry、Kuai-Lin Sun、Bruce D. Roth

  DOI：10.1016/s0040-4039(00)01458-1

  日期：2000.10

  N-mono-alkylated amino acids in high yields. Reductive methylation of N-mono-alkylated amino acids under the same hydrogenation conditions at 50°C afforded N,N-di-alkylated amino acids in excellent yields. This simple method has been used to synthesize N-mono- and N,N-di-alkylated amino acids on a scale of 200 g.

  在20％Pd（OH）2 / C作为催化剂的氢化条件下，α-氨基酸与酮的反应以高收率得到了N-单烷基化的氨基酸。在相同的氢化条件下，在50℃下，N-单烷基化氨基酸的还原甲基化以优异的产率提供了N，N-二烷基烷基化的氨基酸。该简单方法已用于合成规模为200 g的N-单-和N，N-二烷基化的氨基酸。
• [EN] SUBSTITUTED DIARYLALKYL AMIDES AS CALCIUM CHANNEL ANTAGONISTS<br/>[FR] AMIDES DE DIARYLALKYLE SUBSTITUES EN TANT QU'ANTAGONISTES DE CANAUX CALCIQUES
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1999055688A1

  公开（公告）日：1999-11-04

  (EN) The present invention provides compounds that block calcium channels and have Formula (I). The present invention also provides pharmaceutical compositions containing the compounds of Formula (I) and methods of using them to treat stroke, cerebral ischemia, head trauma, and epilepsy.(FR) L'invention concerne des composés de formule (I) inhibant les canaux calciques. L'invention concerne également des compositions pharmaceutiques renfermant les composés de formule (I) et leurs procédés d'utilisation pour traiter les accidents cérébrovasculaires, l'ischémie cérébrale, des traumatismes crâniens et l'épilepsie.

  本发明提供了一种阻断钙通道的化合物，其具有公式（I）。本发明还提供了含有公式（I）化合物的药物组合物以及使用它们治疗中风、脑缺血、头部创伤和癫痫的方法。
• [EN] SUBSTITUTED PEPTIDYLAMINE CALCIUM CHANNEL BLOCKERS<br/>[FR] INHIBITEURS DES CANAUX DE CALCIUM DE PEPTIDYLAMINE SUBSTITUEE
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1998054123A1

  公开（公告）日：1998-12-03

  (EN) The present invention provides compounds that block calcium channels having Formula (I). The present invention also provides methods of using the compounds of Formula (I) to treat stroke, cerebral ischemia, head trauma, or epilepsy and to pharmaceutical compositions that contain the compounds of Formula (I).(FR) L'invention concerne des composés inhibiteurs des canaux de calcium et représentés par la formule (I). Elle concerne également des procédés servant à mettre en application ces composés afin de traiter les attaques, l'ischémie cérébrale, le traumatisme crânien ou l'épilepsie, ainsi que des compositions pharmaceutiques contenant ces composés.

  (中) 本发明提供了具有公式（I）的阻断钙通道的化合物。本发明还提供了使用公式（I）的化合物治疗中风、脑缺血、头部创伤或癫痫的方法，以及含有公式（I）的制药组合物。
• Substituted diarylalkyl amides as calcium channel antagonists
  申请人：——

  公开号：US06458781B1

  公开（公告）日：2002-10-01

  The present invention provides compounds that block calcium channels and have the Formula I: The present invention also provides pharmaceutical compositions containing the compounds of Formula I and methods of using them to treat stroke, cerebral ischemia, head trauma, and epilepsy.

  本发明提供了阻断钙通道的化合物，其化学式为I。本发明还提供了包含化合物I的药物组合物以及使用它们治疗中风、脑缺血、头部创伤和癫痫的方法。
• Substituted peptidylamine calcium channel blockers
  申请人：Warner-Lambert Company

  公开号：US06117841A1

  公开（公告）日：2000-09-12

  The present invention provides compounds that block calcium channels having the Formula I shown below. ##STR1## The present invention also provides methods of using the compounds of Formula I to treat stroke, cerebral ischemia, head trauma, or epilepsy and to pharmaceutical compositions that contain the compounds of Formula I.

  本发明提供了以下式子I所示的阻断钙通道的化合物。 ##STR1## 本发明还提供使用式I的化合物治疗中风、脑缺血、头部创伤或癫痫的方法，并提供含有式I的药物组合物。