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1-[3-(1H-imidazol-1-yl)phenyl]piperidine-2-acetic acid ethyl ester | 212650-35-6

中文名称
——
中文别名
——
英文名称
1-[3-(1H-imidazol-1-yl)phenyl]piperidine-2-acetic acid ethyl ester
英文别名
Ethyl 2-[1-(3-imidazol-1-ylphenyl)piperidin-2-yl]acetate
1-[3-(1H-imidazol-1-yl)phenyl]piperidine-2-acetic acid ethyl ester化学式
CAS
212650-35-6
化学式
C18H23N3O2
mdl
——
分子量
313.4
InChiKey
DUAOQSZSEVEZMN-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):
    2.9
  • 重原子数:
    23
  • 可旋转键数:
    6
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.44
  • 拓扑面积:
    47.4
  • 氢给体数:
    0
  • 氢受体数:
    4

反应信息

  • 作为反应物:
    描述:
    1-[3-(1H-imidazol-1-yl)phenyl]piperidine-2-acetic acid ethyl estersodium hydroxide 作用下, 以 甲醇 为溶剂, 生成 2-[1-(3-Imidazol-1-ylphenyl)piperidin-2-yl]acetic acid
    参考文献:
    名称:
    Design, Synthesis, and Activity of 2-Imidazol-1-ylpyrimidine Derived Inducible Nitric Oxide Synthase Dimerization Inhibitors
    摘要:
    By the screening of a combinatorial library for inhibitors of nitric oxide (NO) formation by the inducible isoform of nitric oxide synthase (iNOS) using a whole-cell assay, 2-(imidazol-1-yl)pyrimidines were identified. Compounds were found to inhibit the dimerization of iNOS monomers, thus preventing the formation of the dimeric, active form of the enzyme. Optimization led to the selection of the potent, selective, and orally available iNOS dimerization inhibitor, 21b, which significantly ameliorated adjuvant-induced arthritis in a rat model. Analysis of the crystal structure of the 21b-iNOS monomer complex provided a rationalization for both the SAR and the mechanism by which 21b blocks the formation of the protein-protein interaction present in the dimeric form of iNOS.
    DOI:
    10.1021/jm061319i
  • 作为产物:
    描述:
    3-咪唑-1-基苯胺 在 palladium on activated charcoal disodium hydrogenphosphate 、 4 A molecular sieve 、 氢气 作用下, 以 甲醇 为溶剂, 反应 60.0h, 生成 1-[3-(1H-imidazol-1-yl)phenyl]piperidine-2-acetic acid ethyl ester
    参考文献:
    名称:
    Design, Synthesis, and Activity of 2-Imidazol-1-ylpyrimidine Derived Inducible Nitric Oxide Synthase Dimerization Inhibitors
    摘要:
    By the screening of a combinatorial library for inhibitors of nitric oxide (NO) formation by the inducible isoform of nitric oxide synthase (iNOS) using a whole-cell assay, 2-(imidazol-1-yl)pyrimidines were identified. Compounds were found to inhibit the dimerization of iNOS monomers, thus preventing the formation of the dimeric, active form of the enzyme. Optimization led to the selection of the potent, selective, and orally available iNOS dimerization inhibitor, 21b, which significantly ameliorated adjuvant-induced arthritis in a rat model. Analysis of the crystal structure of the 21b-iNOS monomer complex provided a rationalization for both the SAR and the mechanism by which 21b blocks the formation of the protein-protein interaction present in the dimeric form of iNOS.
    DOI:
    10.1021/jm061319i
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文献信息

  • N-heterocyclic derivatives as NOS inhibitors
    申请人:Berlex Laboratories, Inc.
    公开号:US06432947B1
    公开(公告)日:2002-08-13
    N-Heterocyclic derivatives of the formula (I): are described herein, as well as other N-heterocycles, as inhibitors of nitric oxide synthase. Pharmaceutical compositions containing these compounds, methods of using these compounds as inhibitors of nitric oxide synthase and processes for synthesizing these compounds are also described herein.
    本文描述了公式(I)的N-杂环衍生物,以及其他N-杂环化合物,作为一氧化氮合酶的抑制剂。本文还描述了含有这些化合物的药物组合物,使用这些化合物作为一氧化氮合酶抑制剂的方法,以及合成这些化合物的过程。
  • N-Heterocyclic derivatives as nos inhibitors
    申请人:Berlex, Inc.
    公开号:EP1754703A2
    公开(公告)日:2007-02-21
    N-Heterocyclic derivatives of formula (I) are described herein, as well as other N-Heterocycles, as inhibitors of nitric oxide synthase. Pharmaceutical compositions containing these compounds, methods of using these compounds as inhibitors of nitric oxide synthase and processes for synthesizing these compounds are also described herein.
    本文描述了作为一氧化氮合酶抑制剂的式 (I) N-杂环衍生物以及其他 N-杂环。本文还描述了含有这些化合物的药物组合物、使用这些化合物作为一氧化氮合酶抑制剂的方法以及合成这些化合物的工艺。
  • N-HETEROCYCLIC DERIVATIVES AS NOS INHIBITORS
    申请人:Berlex Laboratories, Inc.
    公开号:EP0968206B1
    公开(公告)日:2006-11-15
  • US6432947B1
    申请人:——
    公开号:US6432947B1
    公开(公告)日:2002-08-13
  • US6670473B2
    申请人:——
    公开号:US6670473B2
    公开(公告)日:2003-12-30
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