4-[[(2,6-Dichlorophenyl)carbonyl]amino]-N-[[1-[3-(methylsulfonyl)propyl]cyclopentyl]carbonyl]-L-phenylalanine Methyl Ester | 220878-14-8

• 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: 4-[[(2,6-Dichlorophenyl)carbonyl]amino]-N-[[1-[3-(methylsulfonyl)propyl]cyclopentyl]carbonyl]-L-phenylalanine Methyl Ester
• 英文别名: methyl (2S)-3-[4-[(2,6-dichlorobenzoyl)amino]phenyl]-2-[[1-(3-methylsulfonylpropyl)cyclopentanecarbonyl]amino]propanoate
• CAS: 220878-14-8
• 化学式: C₂₇H₃₂Cl₂N₂O₆S
• 分子量: 583.533
• InChiKey: FEJRMIMNIDBKLE-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[[(2,6-Dichlorophenyl)carbonyl]amino]-N-[[1-[3-(methylsulfonyl)propyl]cyclopentyl]carbonyl]-L-phenylalanine Methyl Ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 4-[[(2,6-dichlorophenyl)carbonyl]amino]-N-[[1-((3-methylsulfonyl)propyl)cyclopentyl]carbonyl]-L-phenylalanine alcohol
  参考文献：
  名称：

  N-Cycloalkanoyl-l-Phenylalanine Derivatives as VCAM/VLA-4 Antagonists

  摘要：

  A systematic structure-activity relationship investigation of the lead compound I resulted the identification of several N-[(substituted alkyl)cycloalkanoyl]-4-[((2,6-dichlorophenyl)carbonyl)amino]-L-phenylalanine derivatives as potent VCAM/VLA-4 antagonists. The data are consistent with a model of these compounds in which these alkanoylphenylalanines reside in a compact gauche (-) bioactive conformation. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00386-4
• 作为产物：
  描述：

  环戊烷甲酸甲酯 在 sodium hydroxide 、 双氧水 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 溶剂黄146 、 N,N-二异丙基乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 60.0h， 生成 4-[[(2,6-Dichlorophenyl)carbonyl]amino]-N-[[1-[3-(methylsulfonyl)propyl]cyclopentyl]carbonyl]-L-phenylalanine Methyl Ester
  参考文献：
  名称：

  N-Cycloalkanoyl-l-Phenylalanine Derivatives as VCAM/VLA-4 Antagonists

  摘要：

  A systematic structure-activity relationship investigation of the lead compound I resulted the identification of several N-[(substituted alkyl)cycloalkanoyl]-4-[((2,6-dichlorophenyl)carbonyl)amino]-L-phenylalanine derivatives as potent VCAM/VLA-4 antagonists. The data are consistent with a model of these compounds in which these alkanoylphenylalanines reside in a compact gauche (-) bioactive conformation. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00386-4

文献信息

• N-alkanoylphenylalanine derivatives
  申请人：——

  公开号：US20040210051A1

  公开（公告）日：2004-10-21

  Compounds of the formula: 1 are disclosed which have activity as inhibitors of binding between VCAM-1 and cells expressing VLA-4. Such compounds are useful for treating diseases whose symptoms and/or damage are related to the binding of VCAM-1 to cells expressing VLA-4.

  公式为1的化合物被披露，其具有作为VCAM-1和表达VLA-4的细胞之间结合抑制剂的活性。这些化合物对于治疗其症状和/或损伤与VCAM-1与表达VLA-4的细胞之间的结合有关的疾病是有用的。
• N-alkanoylphenylalamine derivatives
  申请人：——

  公开号：US20030109459A1

  公开（公告）日：2003-06-12

  Compounds of the formula: 1 are disclosed which have activity as inhibitors of binding between VCAM-1 and cells expressing VLA-4. Such compounds are useful for treating diseases whose symptoms and/or damage are related to the binding of VCAM-1 to cells expressing VLA-4.

  本文披露了一种化合物，其化学式为1，具有抑制VCAM-1与表达VLA-4的细胞结合的活性。这些化合物可用于治疗症状和/或损伤与VCAM-1与表达VLA-4的细胞结合有关的疾病。
• N-AROYLPHENYLALANINE DERIVATIVES
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1005446B1

  公开（公告）日：2004-02-25
• DERIVES DES INDAZOLES OU DES INDOLES, LEUR UTILISATION EN MEDECINE HUMAINE ET PLUS PARTICULIEREMENT EN CANCEROLOGIE
  申请人：Aventis Pharma S.A.

  公开号：EP1414805A1

  公开（公告）日：2004-05-06
• US6455550B1
  申请人：——

  公开号：US6455550B1

  公开（公告）日：2002-09-24