3-[[4-(Phenylthio)phenyl]sulfonyl]alanine | 696583-48-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-[[4-(Phenylthio)phenyl]sulfonyl]alanine
• 英文别名: 2-Amino-3-(4-phenylsulfanylphenyl)sulfonylpropanoic acid
• CAS: 696583-48-9
• 化学式: C₁₅H₁₅NO₄S₂
• 分子量: 337.42
• InChiKey: OJNFXQHKQMURMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  131
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[[4-(Phenylthio)phenyl]sulfonyl]alanine 在 甲醇 、 1-羟基苯并三唑 、 对甲苯磺酸 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 生成 2-Amino-N-hydroxy-3-(4-phenylsulfanyl-benzenesulfonyl)-propionamide
  参考文献：
  名称：

  α-Amino-β-sulphone hydroxamates as potent MMP-13 inhibitors that spare MMP-1

  摘要：

  A series of alpha -amino-beta -sulphone hydroxamates was prepared and evaluated for potency versus MMP-13 and selectivity versus MMP-1. Various substituents were employed on the alpha -amino group (P-1 position), as well as different groups attached to the sulphone group extending into P-1'. Low nanomolar potency was obtained for MMP-13 with selectivity versus MMP-1 of > 1000x for a number of analogues. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00556-x
• 作为产物：
  描述：

  2-Acetylamino-3-(4-fluoro-phenylsulfanyl)-propionic acid methyl ester 在 盐酸 、 Oxone 、 potassium carbonate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-[[4-(Phenylthio)phenyl]sulfonyl]alanine
  参考文献：
  名称：

  α-Amino-β-sulphone hydroxamates as potent MMP-13 inhibitors that spare MMP-1

  摘要：

  A series of alpha -amino-beta -sulphone hydroxamates was prepared and evaluated for potency versus MMP-13 and selectivity versus MMP-1. Various substituents were employed on the alpha -amino group (P-1 position), as well as different groups attached to the sulphone group extending into P-1'. Low nanomolar potency was obtained for MMP-13 with selectivity versus MMP-1 of > 1000x for a number of analogues. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00556-x

文献信息

• US6583299B1
  申请人：——

  公开号：US6583299B1

  公开（公告）日：2003-06-24
• α-Amino-β-sulphone hydroxamates as potent MMP-13 inhibitors that spare MMP-1
  作者：Daniel P Becker、Thomas E Barta、Louis Bedell、Gary DeCrescenzo、John Freskos、Daniel P Getman、Susan L Hockerman、Madeleine Li、Pramod Mehta、Brent Mischke、Grace E Munie、Craig Swearingen、Clara I Villamil

  DOI：10.1016/s0960-894x(01)00556-x

  日期：2001.10

  A series of alpha -amino-beta -sulphone hydroxamates was prepared and evaluated for potency versus MMP-13 and selectivity versus MMP-1. Various substituents were employed on the alpha -amino group (P-1 position), as well as different groups attached to the sulphone group extending into P-1'. Low nanomolar potency was obtained for MMP-13 with selectivity versus MMP-1 of > 1000x for a number of analogues. (C) 2001 Elsevier Science Ltd. All rights reserved.