2-(2-methylaminoacetylamino)benzoic acid methyl ester | 5973-38-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-methylaminoacetylamino)benzoic acid methyl ester
• 英文别名: N-sarcosyl-anthranilic acid methyl ester；2-[(N-Methyl-glycyl)-amino]-benzoesaeure-methylester；N-(N-Methyl-glycyl)-anthranilsaeure-methylester；N-Sarkosyl-anthranilsaeure-methylester；Methyl-N-methylaminoacetylanthranilat；Methyl 2-[2-(methylamino)acetamido]benzoate；methyl 2-[[2-(methylamino)acetyl]amino]benzoate
• CAS: 5973-38-6
• 化学式: C₁₁H₁₄N₂O₃
• mdl: MFCD12193059
• 分子量: 222.244
• InChiKey: MYWOCYOPMFFWCH-UHFFFAOYSA-N

物化性质

• 熔点：
  130-131.5 °C
• 沸点：
  405.9±30.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 在 palladium on activated charcoal N-甲基吗啉 、 O-(2-oxo-1(2H)pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 2-(2-methylaminoacetylamino)benzoic acid methyl ester
  参考文献：
  名称：

  Endothelin-Converting Enzyme-1 Inhibition and Growth of Human Glioblastoma Cells

  摘要：

  Endothelin-1 (ET-1) is mitogenic and/or antiapoptotic in human cancers, and antagonists to ET-1 receptors are under evaluation for cancer treatment. Inhibition of ET-1 activation by the endothelin-converting enzymes 1(a-d) (ECE-1(a-d); EC 3.4.24.71) represents another approach to block the ET-1 effect in cancer. To evaluate this potential, we synthesized and characterized a series of low nanomolar nonpeptidic thiol-containing ECE-1 inhibitors, and evaluated their effect, as well as the effect of inhibitors for the related metalloproteases neprilysin (NEP; EC 3.4.24.11) and angiotensin-converting enzyme (ACE: EC 3.4.15.1). on human glioblastoma cell growth. Only ECE-1 inhibitors inhibited DNA synthesis by human glioblastoma cells. Exogenous addition of ET-1 or bigET-1 to glioblastoma cells did not counterbalance the growth inhibition elicited by ECE-1 inhibitors, suggesting that ECE-1 inhibitors block the proliferation of human glioblastoma cells most likely via a mechanism not involving extracellular production of ET-1. This class of molecules may thus represent novel therapeutic agents for the potential treatment of human cancer.

  DOI：

  10.1021/jm040857x

文献信息

• Pyrrolidine derivatives
  申请人：——

  公开号：US20020049243A1

  公开（公告）日：2002-04-25

  The present invention relates to pyrrolidine derivatives and dimeric forms and/or pharmaceutically acceptable esters, and/or salts thereof. The compounds are useful as inhibitors of metalloproteases, e.g. zinc proteases, particularly zinc hydrolases, and which are effective in treating disease states are associated with vasoconstriction of increasing occurrences.

  本发明涉及吡咯烷衍生物及其二聚体形式和/或药用可接受的酯和/或盐。这些化合物可用作金属蛋白酶抑制剂，例如锌蛋白酶，特别是锌水解酶，对治疗与血管收缩增加发生相关的疾病状态有效。
• DE106502
  申请人：——

  公开号：——

  公开（公告）日：——
• Einhorn; Oppenheimer, Justus Liebigs Annalen der Chemie, 1900, vol. 311, p. 168
  作者：Einhorn、Oppenheimer

  DOI：——

  日期：——
• PYRROLIDINE DERIVATIVES AS INHIBITORS OF ENDOTHELIN-CONVERTING ENZYME
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1303485A1

  公开（公告）日：2003-04-23
• US6541638B2
  申请人：——

  公开号：US6541638B2

  公开（公告）日：2003-04-01