Ethyl 3-(2-aminophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate | 186545-84-6

• 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: Ethyl 3-(2-aminophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 186545-84-6
• 化学式: C₁₆H₂₄N₂O₄
• 分子量: 308.378
• InChiKey: GNPNRKDIKLATEY-UHFFFAOYSA-N

物化性质

• 沸点：
  471.3±40.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  90.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 3-(2-aminophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 在 乙酰氯 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 24.5h， 生成 3-amino-1,2,3,4-tetrahydroquinolin-2-one
  参考文献：
  名称：

  Novel 3,4-Dihydroquinolin-2(1 H )-one inhibitors of human glycogen phosphorylase a

  摘要：

  The preparation of a series of substituted indoles coupled to six- and seven-membered cyclic lactams is described and their role as human glycogen phosphorylase a inhibitors discussed. The SAR of the indole moiety and lactam ring are presented. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.022
• 作为产物：
  描述：

  2-硝基苄溴 在 palladium on activated charcoal 盐酸 、 氢气 、 lithium diisopropyl amide 作用下， 以 乙醇 为溶剂， 生成 Ethyl 3-(2-aminophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  参考文献：
  名称：

  Conformationally restricted arginine analogues as inhibitors of human nitric oxide synthase

  摘要：

  Conformationally restricted analogues of the endogenous NOS substrate L-arginine and the arginine based NOS inhibitors N-G-methyl-L-arginine (L-NMA) and N-delta-iminoethyl-L-ornithine (L-NIO) were synthesized for evaluation as inhibitors of human NOS. Incorporation of a phenyl ring into the C4-C5 backbone chain provided 2-aminophenylalanine analogues which retained potent NOS inhibition. Structurally related analogues of 3-aminophenylalanine were significantly weaker inhibitors. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00309-0

文献信息

• S-2-Naphthylmethyl thioacetimidate hydrobromide: A new odorless reagent for the mild synthesis of substituted acetamidines
  作者：Barry G. Shearer、Jeffrey A. Oplinger、Shuliang Lee

  DOI：10.1016/s0040-4039(96)02268-x

  日期：1997.1

  The development, synthesis and use of S-2-naphthylmethyl thioacetimidate hydrobromide 7 as a highly reactive reagent for the mild conversion of amines to substituted acetamidines in a nonodorous process is described.

  描述了S-2-萘甲基硫代乙酰氨基磺酸氢溴酸盐7的开发，合成和用途，它是一种用于在无味过程中将胺轻度转化为取代的乙am的高反应性试剂。
• AMINOACID DERIVATIVES AS NO SYNTHASE INHIBITORS
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0705257B1

  公开（公告）日：1998-03-11
• Novel 3,4-Dihydroquinolin-2(1 H )-one inhibitors of human glycogen phosphorylase a
  作者：Keith G. Rosauer、Anthony K. Ogawa、Chris A. Willoughby、Kenneth P. Ellsworth、Wayne M. Geissler、Robert W. Myers、Qiaolin Deng、Kevin T. Chapman、Georgianna Harris、David E. Moller

  DOI：10.1016/j.bmcl.2003.09.022

  日期：2003.12

  The preparation of a series of substituted indoles coupled to six- and seven-membered cyclic lactams is described and their role as human glycogen phosphorylase a inhibitors discussed. The SAR of the indole moiety and lactam ring are presented. (C) 2003 Elsevier Ltd. All rights reserved.
• Conformationally restricted arginine analogues as inhibitors of human nitric oxide synthase
  作者：Barry G. Shearer、Shuliang Lee、Karl W. Franzmann、Helen A.R. White、Daniella C.J. Sanders、Rachel J. Kiff、Edward P. Garvey、Eric S. Furfine

  DOI：10.1016/s0960-894x(97)00309-0

  日期：1997.7

  Conformationally restricted analogues of the endogenous NOS substrate L-arginine and the arginine based NOS inhibitors N-G-methyl-L-arginine (L-NMA) and N-delta-iminoethyl-L-ornithine (L-NIO) were synthesized for evaluation as inhibitors of human NOS. Incorporation of a phenyl ring into the C4-C5 backbone chain provided 2-aminophenylalanine analogues which retained potent NOS inhibition. Structurally related analogues of 3-aminophenylalanine were significantly weaker inhibitors. (C) 1997 Elsevier Science Ltd.