R-2-amino-N-benzyloxy-propionamide hydrochloride

• 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: R-2-amino-N-benzyloxy-propionamide hydrochloride
• 英文别名: 2-amino-N-benzyloxy-(R)-propionamide HCl salt；2-amino-N-benzyloxy-(R)-propionamide HCl Salt；(2R)-2-amino-N-phenylmethoxypropanamide;hydrochloride
• 化学式: C₁₀H₁₄N₂O₂*ClH
• 分子量: 230.694
• InChiKey: GBMZDOXWVBULDD-DDWIOCJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.0
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  64.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  R-2-amino-N-benzyloxy-propionamide hydrochloride 在 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-Benzyloxy-1-isobutyl-5-methyl-imidazolidine-2,4-dione
  参考文献：
  名称：

  Amide surrogates of matrix metalloproteinase inhibitors: Urea and sulfonamide mimics

  摘要：

  A new method for the synthesis of succinyl sulfinyl chlorides was applied to the preparation of sulfonamide peptide mimics of MMP inhibitors. Sulfonamide mimics were determined to be active against MMPs and represent promising new leads for further optimization. Urea mimics were also prepared and found to be unstable and prone to hydantoin formation in protic media. (C) 1997 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00182-0
• 作为产物：
  描述：

  R-(1-benzyloxycarbamoyl-ethyl)-carbamic acid tert-butyl ester 以 1,4-二氧六环 为溶剂， 以512 mg (>100%)的产率得到R-2-amino-N-benzyloxy-propionamide hydrochloride
  参考文献：
  名称：

  Indazole derivatives and their use as inhibitors of phosphodiesterase (PDE) type IV and the production of tumor necrosis factor (TNF)

  摘要：

  这项发明涉及式(I)的化合物及其药用盐，其中R、R1和R2如本文所定义。该发明还涉及含有该式(I)的化合物的药物组合物，以及使用该化合物或其可接受的盐来抑制磷酸二酯酶(PDE) IV型或在哺乳动物体内产生肿瘤坏死因子(TNF)的方法。该发明还涉及在制备该式(I)的化合物中有用的中间体。

  公开号：

  US06262040B1

文献信息

• Novel amide derivatives as inhibitors of matrix metalloproteinases, TNF-alpha, and aggrecanase
  申请人：——

  公开号：US20030032803A1

  公开（公告）日：2003-02-13

  The present application describes novel amides and derivatives thereof of formula 1 or pharmaceutically acceptable salt forms thereof, wherein these compounds are useful as inhibitors of matrix metalloproteinases, TNF-&agr;, and aggrecanase.

  本申请描述了一种新型酰胺及其衍生物，其化学式为1或其药学上可接受的盐形式，其中这些化合物可用作基质金属蛋白酶、TNF-α和聚集素酶的抑制剂。
• Amide derivatives as inhibitors of matrix metalloproteinases, TNF-&agr;, and aggrecanase
  申请人：Bristol-Myers Squibb Pharma Company

  公开号：US06689771B2

  公开（公告）日：2004-02-10

  The present application describes novel amides and derivatives thereof of formula I: or pharmaceutically acceptable salt forms thereof, wherein these compounds are useful as inhibitors of matrix metalloproteinases, TNF-&agr;, and aggrecanase.

  本申请描述了一些新型酰胺及其衍生物，化学式为I：或其药学上可接受的盐形式，其中这些化合物可用作基质金属蛋白酶、TNF-α和聚集素酶的抑制剂。
• Striking Effect of Hydroxamic Acid Substitution on the Phosphodiesterase Type 4 (PDE4) and TNFα Inhibitory Activity of Two Series of Rolipram Analogues:  Implications for a New Active Site Model of PDE4
  作者：Edward F. Kleinman、Erin Campbell、Lisa A. Giordano、Victoria L. Cohan、Teresa H. Jenkinson、John B. Cheng、John T. Shirley、E. Roy Pettipher、Eben D. Salter、Tessa A. Hibbs、Frank M. DiCapua、John Bordner

  DOI：10.1021/jm970685m

  日期：1998.1.1
• INDAZOLE DERIVATIVES AND THEIR USE AS INHIBITORS OF PHOSPHODIESTERASE (PDE) TYPE IV AND THE PRODUCTION OF TUMOR NECROSIS FACTOR (TNF)
  申请人：PFIZER INC.

  公开号：EP0931075A1

  公开（公告）日：1999-07-28
• AMIDE DERIVATIVES AS INHIBITORS OF MATRIX METALLOPROTEINASES,TNF-ALPHA,AND AGGRECANASE
  申请人：Du Pont Pharmaceuticals Company

  公开号：EP1165500A1

  公开（公告）日：2002-01-02