[(E)-(1-amino-2-ethoxy-2-oxoethylidene)amino] 4-fluorobenzoate | 151097-51-7

• 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: [(E)-(1-amino-2-ethoxy-2-oxoethylidene)amino] 4-fluorobenzoate
• CAS: 151097-51-7
• 化学式: C₁₁H₁₁FN₂O₄
• 分子量: 254.218
• InChiKey: XQWWKVYGMFMMRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  91
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(E)-(1-amino-2-ethoxy-2-oxoethylidene)amino] 4-fluorobenzoate 在 氨 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 5-(4'-(morpholin-N-yl)phenyl)-1,2,4-oxadiazole-3-carboxamide
  参考文献：
  名称：

  Synthesis and preliminary antibacterial evaluation of Linezolid-like 1,2,4-oxadiazole derivatives

  摘要：

  In the present study the synthesis of new Linezolid-like molecules has been achieved by substitution of the oxazolidinone central heterocyclic moiety with a 1,2,4-oxadiazole ring. Two series of 1,2,4-oxadiazoles, bearing different side-chains and containing a varying number of fluorine atoms, were synthesized and preliminarily tested for biological activity against some Gram-positive and Gram-negative bacteria using Linezolid and Ceftriaxone as reference drugs. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.002
• 作为产物：
  描述：

  ethyl 2-oximinooxamate 、 对氟苯甲酰氯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 1.0h， 生成 [(E)-(1-amino-2-ethoxy-2-oxoethylidene)amino] 4-fluorobenzoate
  参考文献：
  名称：

  Synthesis and preliminary antibacterial evaluation of Linezolid-like 1,2,4-oxadiazole derivatives

  摘要：

  In the present study the synthesis of new Linezolid-like molecules has been achieved by substitution of the oxazolidinone central heterocyclic moiety with a 1,2,4-oxadiazole ring. Two series of 1,2,4-oxadiazoles, bearing different side-chains and containing a varying number of fluorine atoms, were synthesized and preliminarily tested for biological activity against some Gram-positive and Gram-negative bacteria using Linezolid and Ceftriaxone as reference drugs. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.02.002

文献信息

• Oxadiazole derivatives having acetylcholinesterase-inhibitory and
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US05622976A1

  公开（公告）日：1997-04-22

  Heterocyclic compounds of the formula: R.sup.1 --Q--Z--X--A--M wherein R.sup.1 is lower alkyl, a heterocyclic group which may have suitable substituent(s), etc; Q is oxadiazolediyl, Z is bond or vinyl, X is bond, a group of the formula: ##STR1## (in which R.sup.4 is hydrogen or lower alkyl), a group of the formula: ##STR2## (in which R.sup.8 is hydroxy or protected hydroxy), etc; A is bond, lower alkylene or lower alkynylene and M is a heterocyclic group containing at least one nitrogen atom which may have one substituent selected from the group consisting of lower alkyl, an imino protective group and ar(lower)alkyl which may have suitable substituent(s), and a pharmaceutically acceptable salt thereof which are useful as a medicament.

  式子为R.sup.1 --Q--Z--X--A--M的杂环化合物，其中R.sup.1是低碳基，是一种可能具有适当取代基的杂环基团等；Q是氧杂二唑基，Z是键或乙烯基，X是键，是一种公式为：##STR1##（其中R.sup.4是氢或低碳基），一种公式为：##STR2##（其中R.sup.8是羟基或保护羟基）等；A是键，低碳基亚烷基或低碳基炔亚烷基，M是含有至少一个氮原子的杂环基团，可能具有来自以下取代基组的一种取代基，包括低碳基，亚氨基保护基和ar（低碳基）烷基，可能具有适当的取代基，以及其药学上可接受的盐，用作药物。
• OXADIAZOLE DERIVATIVES HAVING ACETYLCHOLINESTERASE-INHIBITORY AND MUSCARINIC AGONIST ACTIVITY
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0619814A1

  公开（公告）日：1994-10-19
• US5622976A
  申请人：——

  公开号：US5622976A

  公开（公告）日：1997-04-22
• [EN] OXADIAZOLE DERIVATIVES HAVING ACETYLCHOLINESTERASE-INHIBITORY AND MUSCARINIC AGONIST ACTIVITY
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：WO1993013083A1

  公开（公告）日：1993-07-08

  (EN) Heterocyclic compounds of the formula: R1-Q-Z-X-A-M, wherein R1 is lower alkyl, a heterocyclic group which may have suitable substituent(s), etc; Q is oxadiazolediyl, Z is bond or vinyl, X is bond, a group of formula (a), (in which R4 is hydrogen or lower alkyl), a group of formula (b), (in which R8 is hydroxy or protected hydroxy), etc; A is bond, lower alkylene or lower alkynylene and M is a heterocyclic group containing at least one nitrogen atom which may have one substituent selected from the group consisting of lower alkyl, an imino protective group and ar(lower)alkyl which may have suitable substituent(s), and a pharmaceutically acceptable salt thereof which are useful as a medicament.(FR) Composés hétérocycliques de la formule: R1-Q-Z-X-A-M, dans laquelle R1 représente alkyle inférieur, un groupe hétérocyclique pouvant avoir un ou plusieurs substituants appropriés, etc.; Q représente un oxadiazolediyle; Z représente une liaison ou vinyl; X représente une liaison, un groupe de la formule (I), (dans laquelle R4 représente hydrogène ou alkyle inférieur), un groupe de la formule (II), (dans laquelle R8 représente hydroxy ou hydroxy protégé), etc.; A représente une liaison, alkylène inférieur ou alkymylène inférieur et M représente un groupe hétérocyclique renfermant au moins un atome d'azote, pouvant avoir un substituant choisi dans le groupe constitué par alkyle inférieur, un groupe imino protecteur et (aralkyle inférieur) pouvant avoir un ou plusieurs substituants appropriés, et sel de ces composés pharmaceutiquement acceptable utilisés comme médicament.
• Synthesis and preliminary antibacterial evaluation of Linezolid-like 1,2,4-oxadiazole derivatives
  作者：Antonio Palumbo Piccionello、Rosario Musumeci、Clementina Cocuzza、Cosimo Gianluca Fortuna、Annalisa Guarcello、Paola Pierro、Andrea Pace

  DOI：10.1016/j.ejmech.2012.02.002

  日期：2012.4

  In the present study the synthesis of new Linezolid-like molecules has been achieved by substitution of the oxazolidinone central heterocyclic moiety with a 1,2,4-oxadiazole ring. Two series of 1,2,4-oxadiazoles, bearing different side-chains and containing a varying number of fluorine atoms, were synthesized and preliminarily tested for biological activity against some Gram-positive and Gram-negative bacteria using Linezolid and Ceftriaxone as reference drugs. (C) 2012 Elsevier Masson SAS. All rights reserved.