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4'-Methoxy-α-ethoxalylamino-acetophenon | 1441-34-5

中文名称
——
中文别名
——
英文名称
4'-Methoxy-α-ethoxalylamino-acetophenon
英文别名
ethyl [2-(4-methoxyphenyl)-2-oxoethyl]amino-2-oxoethanoate;Ethyl 2-[[2-(4-methoxyphenyl)-2-oxoethyl]amino]-2-oxoacetate
4'-Methoxy-α-ethoxalylamino-acetophenon化学式
CAS
1441-34-5
化学式
C13H15NO5
mdl
——
分子量
265.266
InChiKey
HBFJIDDOUSJLAF-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    1.6
  • 重原子数:
    19
  • 可旋转键数:
    7
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.31
  • 拓扑面积:
    81.7
  • 氢给体数:
    1
  • 氢受体数:
    5

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    4'-Methoxy-α-ethoxalylamino-acetophenon三氯氧磷 作用下, 以52%的产率得到5-(4-甲氧基苯基)-1,3-噁唑-2-羧酸乙酯
    参考文献:
    名称:
    Probing the ‘bipolar’ nature of the carbonic anhydrase active site: Aromatic sulfonamides containing 1,3-oxazol-5-yl moiety as picomolar inhibitors of cytosolic CA I and CA II isoforms
    摘要:
    A series of potent inhibitors of human carbonic anhydrase (CA) isoforms I and II has been prepared via a direct, chemoselective sulfochlorination of a range of 1,3-oxazolyl benzenes and thiophenes, followed by primary sulfonamide synthesis. The latter functionality is a known zinc-binding group (ZBG) responsible for anchoring the inhibitors to the CA's zinc metal ion. The compound's periphery as well as the overall scaffold geometry was designed to enable optimal interactions with the two distinct sides of the enzyme's active site, one of which is lined with hydrophobic residues and while the other is predominantly hydrophilic. As a result, several compounds inhibiting the therapeutically important cytosolic CA I and CA II in picomolar range have been identified. These compounds are one of the most potent CA inhibitors identified to-date. Not only the remarkable (>10 000-fold), cytosolic CA I and CA II selectivity vs. the membrane-bound CA IX and CA XII isoforms, but also the pronounced CA II/I selectivity observed in some cases, allow considering this series as a set of isoform-selective chemical biology tools and promising starting points for drug candidate development. (C) 2015 Elsevier Masson SAS. All rights reserved.
    DOI:
    10.1016/j.ejmech.2015.06.022
  • 作为产物:
    描述:
    2-氨基-1-(4-甲氧苯基)-苯乙酮盐酸盐草酰氯单乙酯三乙胺 作用下, 以 二氯甲烷 为溶剂, 反应 2.5h, 以96%的产率得到4'-Methoxy-α-ethoxalylamino-acetophenon
    参考文献:
    名称:
    [EN] ANTIBACTERIAL BENZOIC ACID DERIVATIVES
    [FR] DERIVES D'ACIDES BENZOIQUES ANTIBACTERIENS
    摘要:
    这项发明提供了抗菌剂和使用这些剂进行哺乳动物的消毒、卫生、防腐、消毒和治疗感染的方法。
    公开号:
    WO2004018428A1
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文献信息

  • [EN] ANTIBACTERIAL BENZOIC ACID DERIVATIVES<br/>[FR] DERIVES D'ACIDES BENZOIQUES ANTIBACTERIENS
    申请人:UPJOHN CO
    公开号:WO2004018428A1
    公开(公告)日:2004-03-04
    The invention provides antimicrobial agents and methods of using the agents for sterilization, sanitation, antisepsis, disinfection, and treatment of infections in mammals.
    这项发明提供了抗菌剂和使用这些剂进行哺乳动物的消毒、卫生、防腐、消毒和治疗感染的方法。
  • Probing the ‘bipolar’ nature of the carbonic anhydrase active site: Aromatic sulfonamides containing 1,3-oxazol-5-yl moiety as picomolar inhibitors of cytosolic CA I and CA II isoforms
    作者:Mikhail Krasavin、Mikhail Korsakov、Mikhail Dorogov、Tiziano Tuccinardi、Nurcan Dedeoglu、Claudiu T. Supuran
    DOI:10.1016/j.ejmech.2015.06.022
    日期:2015.8
    A series of potent inhibitors of human carbonic anhydrase (CA) isoforms I and II has been prepared via a direct, chemoselective sulfochlorination of a range of 1,3-oxazolyl benzenes and thiophenes, followed by primary sulfonamide synthesis. The latter functionality is a known zinc-binding group (ZBG) responsible for anchoring the inhibitors to the CA's zinc metal ion. The compound's periphery as well as the overall scaffold geometry was designed to enable optimal interactions with the two distinct sides of the enzyme's active site, one of which is lined with hydrophobic residues and while the other is predominantly hydrophilic. As a result, several compounds inhibiting the therapeutically important cytosolic CA I and CA II in picomolar range have been identified. These compounds are one of the most potent CA inhibitors identified to-date. Not only the remarkable (>10 000-fold), cytosolic CA I and CA II selectivity vs. the membrane-bound CA IX and CA XII isoforms, but also the pronounced CA II/I selectivity observed in some cases, allow considering this series as a set of isoform-selective chemical biology tools and promising starting points for drug candidate development. (C) 2015 Elsevier Masson SAS. All rights reserved.
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