(2-oxotetrahydro-thiophen-3-ylamino)-acetic acid tert-butyl ester | 365281-96-5

• 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: (2-oxotetrahydro-thiophen-3-ylamino)-acetic acid tert-butyl ester
• 英文别名: tert-Butyl 2-[(2-oxotetrahydro-3-thiophenyl)amino]acetate；Tert-butyl 2-[(2-oxothiolan-3-yl)amino]acetate
• CAS: 365281-96-5
• 化学式: C₁₀H₁₇NO₃S
• 分子量: 231.316
• InChiKey: BWYPXCMGPHWNRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  80.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-oxotetrahydro-thiophen-3-ylamino)-acetic acid tert-butyl ester 在 吡啶 、 sodium methylate 作用下， 反应 16.5h， 生成 4-benzylsulfanyl-2-[tert-butoxycarbonylmethyl-(4-methoxy-benzenesulfonyl)-amino]-butyric acid methyl ester
  参考文献：
  名称：

  N-Aryl Sulfonyl Homocysteine Hydroxamate Inhibitors of Matrix Metalloproteinases:  Further Probing of the S₁, S₁‘, and S₂‘ Pockets

  摘要：

  A series of N-arylsulfonyl S-alkyl homocysteine hydroxamic acids were synthesized with variations in three subsites corresponding to P-1, P-1', and P-2'. Enzyme assays with a variety of MMPs revealed activity at the low nanomolar level.

  DOI：

  10.1021/jm010097f
• 作为产物：
  描述：

  溴乙酸叔丁酯 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 生成 (2-oxotetrahydro-thiophen-3-ylamino)-acetic acid tert-butyl ester
  参考文献：
  名称：

  Hydroxamic acid compounds

  摘要：

  从公式（I）中选择的化合物：##STR1##其中：R.sub.1代表可选择的取代基烷基，酰基，环烷基，芳基，氨基羰基烷基或杂环；R.sub.2代表亚烷基；R.sub.3代表描述中定义的X或Y；当R.sub.3代表Y时，R.sub.4代表-烷基，环烷基，芳基，芳基烷基，环烷基烷基，杂环烷基或杂环；当R.sub.3代表X或Y时，R.sub.4代表双芳基，芳基杂芳基或杂芳基芳基，它们的异构体以及其药学上可接受的酸或碱盐，以及含有它们的药物制剂，在治疗癌症中用作金属蛋白酶抑制剂。

  公开号：

  US06063816A1

文献信息

• Picking the S1, S1′ and S2′ pockets of matrix metalloproteinases. A niche for potent acyclic sulfonamide inhibitors
  作者：Stephen Hanessian、Samir Bouzbouz、A Boudon、Gordon C Tucker、Delphine Peyroulan

  DOI：10.1016/s0960-894x(99)00259-0

  日期：1999.6

  A series of acyclic hydroxamic acids harboring strategically placed alpha-arylsulfonamido and thioether groups was synthesized and found to be potent inhibitors of various MMPs. An unprecedented cleavage of t-butyl hydroxamates to hydroxamic acids was found. (C) 1999 Elsevier Science Ltd. All rights reserved.
• <i>N</i>-Aryl Sulfonyl Homocysteine Hydroxamate Inhibitors of Matrix Metalloproteinases:  Further Probing of the S₁, S₁‘, and S₂‘ Pockets
  作者：Stephen Hanessian、Nicolas Moitessier、Cécile Gauchet、Martin Viau

  DOI：10.1021/jm010097f

  日期：2001.9.1

  A series of N-arylsulfonyl S-alkyl homocysteine hydroxamic acids were synthesized with variations in three subsites corresponding to P-1, P-1', and P-2'. Enzyme assays with a variety of MMPs revealed activity at the low nanomolar level.
• Hydroxamic acid compounds
  申请人：Adir et Compagnie

  公开号：US06063816A1

  公开（公告）日：2000-05-16

  A compound selected from those of formula (I): ##STR1## wherein: R.sub.1 represents optionally substituted alkyl, acyl, cycloalkyl, aryl, aminocarbonylalkyl, or heterocycle, R.sub.2 represents alkylene, R.sub.3 represents X or Y as defined in the description, R.sub.4 represents--either alkyl, cycloalkyl, aryl, arylalkyl, cycloalkylalkyl, heterocycloalkylene, or heterocycle when R.sub.3 represents Y, or biaryl, arylheteroaryl or heteroarylaryl, when R.sub.3 represents X or Y, their isomers and also pharmaceutically-acceptable acid or base addition salts thereof, and medicinal products containing the same which are useful as metalloprotease inhibitors in the treatment of cancers.

  从公式（I）中选择的化合物：##STR1##其中：R.sub.1代表可选择的取代基烷基，酰基，环烷基，芳基，氨基羰基烷基或杂环；R.sub.2代表亚烷基；R.sub.3代表描述中定义的X或Y；当R.sub.3代表Y时，R.sub.4代表-烷基，环烷基，芳基，芳基烷基，环烷基烷基，杂环烷基或杂环；当R.sub.3代表X或Y时，R.sub.4代表双芳基，芳基杂芳基或杂芳基芳基，它们的异构体以及其药学上可接受的酸或碱盐，以及含有它们的药物制剂，在治疗癌症中用作金属蛋白酶抑制剂。