(2-nitro-6-trifluoromethyl-benzylamino)-acetic acid ethyl ester | 349150-78-3

• 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-nitro-6-trifluoromethyl-benzylamino)-acetic acid ethyl ester
• 英文别名: ethyl [2-nitro-6-(trifluoromethyl)benzyl]-aminoacetate；Ethyl 2-[[2-nitro-6-(trifluoromethyl)phenyl]methylamino]acetate
• CAS: 349150-78-3
• 化学式: C₁₂H₁₃F₃N₂O₄
• 分子量: 306.241
• InChiKey: VPXJZPBVCITINT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2-nitro-6-trifluoromethyl-benzylamino)-acetic acid ethyl ester 在 10percent Pd/C 氢气 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到(2-amino-6-trifluoromethyl-benzylamino)-acetic acid ethyl ester
  参考文献：
  名称：

  2-(2-Oxo-1,4-dihydro-2H-quinazolin-3-yl)- and 2-(2,2-Dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)-N-hydroxy-acetamides as Potent and Selective Peptide Deformylase Inhibitors

  摘要：

  Potent, selective, and structurally new inhibitors of the Fe(II) enzyme Escherichia coli peptide deformylase (PDF) were obtained by rational optimization of the weakly binding screening hit (5-chloro-2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-acetic acid hydrazide (1). Three-dimensional structural information, gathered from Ni-PDF complexed with 1, suggested the preparation of two series of related hydroxamic acid analogues, 2-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)hydroxy-acetamides (A) and 2-(2,2-dioxo-1,4-dihydro-2H-2 lambda (6)-benzo[1,2,6] thiadiazin-3-yl)-N-hydroxy-acetamides (B), among which potent PDF inhibitors (37, 42, and 48) were identified. Moreover, two selected compounds, one from each series, 36 and 41, showed good selectivity for PDF over several endoproteases including matrix metalloproteases. However, these compounds showed only weak antibacterial activity.

  DOI：

  10.1021/jm000352g
• 作为产物：
  描述：

  2-甲基-3-硝基三氟甲苯 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.5h， 生成 (2-nitro-6-trifluoromethyl-benzylamino)-acetic acid ethyl ester
  参考文献：
  名称：

  2-(2-Oxo-1,4-dihydro-2H-quinazolin-3-yl)- and 2-(2,2-Dioxo-1,4-dihydro-2H-2λ⁶-benzo[1,2,6]thiadiazin-3-yl)-N-hydroxy-acetamides as Potent and Selective Peptide Deformylase Inhibitors

  摘要：

  Potent, selective, and structurally new inhibitors of the Fe(II) enzyme Escherichia coli peptide deformylase (PDF) were obtained by rational optimization of the weakly binding screening hit (5-chloro-2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-acetic acid hydrazide (1). Three-dimensional structural information, gathered from Ni-PDF complexed with 1, suggested the preparation of two series of related hydroxamic acid analogues, 2-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)hydroxy-acetamides (A) and 2-(2,2-dioxo-1,4-dihydro-2H-2 lambda (6)-benzo[1,2,6] thiadiazin-3-yl)-N-hydroxy-acetamides (B), among which potent PDF inhibitors (37, 42, and 48) were identified. Moreover, two selected compounds, one from each series, 36 and 41, showed good selectivity for PDF over several endoproteases including matrix metalloproteases. However, these compounds showed only weak antibacterial activity.

  DOI：

  10.1021/jm000352g

文献信息

• Benzodiazepine derivatives
  申请人：AJINOMOTO CO. INC

  公开号：US20030186969A1

  公开（公告）日：2003-10-02

  The present invention provides benzodiazepine derivatives of the following formula, analogs thereof and pharmaceutically acceptable salts thereof. The compounds of the present invention have an excellent effect of inhibiting activated blood-coagulation factor X. These compounds are usable as agents for treating various diseases concerned with the activated blood-coagulation factor X. 1

  本发明提供了以下结构的苯二氮卓类衍生物及其类似物和药学上可接受的盐。本发明的化合物具有优异的抑制活化血凝因子X的效果。这些化合物可用作治疗与活化血凝因子X有关的各种疾病的药剂。