2-[1,3-Benzodioxol-5-ylmethyl-[2-(4-imidazol-1-ylphenoxy)ethyl]amino]acetic acid | 623581-58-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[1,3-Benzodioxol-5-ylmethyl-[2-(4-imidazol-1-ylphenoxy)ethyl]amino]acetic acid
• CAS: 623581-58-8
• 化学式: C₂₁H₂₁N₃O₅
• 分子量: 395.415
• InChiKey: RBLLHXYSENQZRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  86
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[1,3-Benzodioxol-5-ylmethyl-[2-(4-imidazol-1-ylphenoxy)ethyl]amino]acetic acid 、 4-(三氟甲基)苄胺 在 N,N'-二环己基碳二亚胺 、 Kaiser oxime resin 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 2-[1,3-benzodioxol-5-ylmethyl-[2-(4-imidazol-1-ylphenoxy)ethyl]amino]-N-[[4-(trifluoromethyl)phenyl]methyl]acetamide
  参考文献：
  名称：

  1-(1,3-Benzodioxol-5-ylmethyl)-3-[4-(1H-imidazol-1-yl)phenoxy]-piperidine analogs as potent and selective inhibitors of nitric oxide formation

  摘要：

  A new series of 1-(1,3-benzodioxol-5-ylmethyl)-3-[4-(1H-Imidazol-1-yl)phenoxy]-piperidine analogs were designed and identified as potent and selective inhibitors of NO formation based both on the crystal structure of a murine iNOS Delta 114 monomer domain/ inhibitor complex and inhibition of the NO formation in human A172 cell assays. Compound 12S showed high potency and high iNOS selectivity versus nNOS and eNOS. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.053
• 作为产物：
  描述：

  Ethyl 2-[1,3-benzodioxol-5-ylmethyl-[2-(4-imidazol-1-ylphenoxy)ethyl]amino]acetate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 2-[1,3-Benzodioxol-5-ylmethyl-[2-(4-imidazol-1-ylphenoxy)ethyl]amino]acetic acid
  参考文献：
  名称：

  1-(1,3-Benzodioxol-5-ylmethyl)-3-[4-(1H-imidazol-1-yl)phenoxy]-piperidine analogs as potent and selective inhibitors of nitric oxide formation

  摘要：

  A new series of 1-(1,3-benzodioxol-5-ylmethyl)-3-[4-(1H-Imidazol-1-yl)phenoxy]-piperidine analogs were designed and identified as potent and selective inhibitors of NO formation based both on the crystal structure of a murine iNOS Delta 114 monomer domain/ inhibitor complex and inhibition of the NO formation in human A172 cell assays. Compound 12S showed high potency and high iNOS selectivity versus nNOS and eNOS. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.053

文献信息

• N-heterocyclic derivatives as NOS inhibitors
  申请人：Davey D. David

  公开号：US20060094725A1

  公开（公告）日：2006-05-04

  N-Heterocyclic derivatives of the following formula: where m, n, p, A 1 , R 1 , R 2 , R 3 and R 4 are described herein, as well as other N-heterocyclic derivatives, are useful 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.

  以下公式所描述的N-杂环衍生物：其中m、n、p、A1、R1、R2、R3和R4等，以及其他N-杂环衍生物，可用作一氧化氮合酶抑制剂。本文还描述了含有这些化合物的制药组合物，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。
• 1-Substituted imidazole derivatives as nos inhibitors
  申请人：Bayer Schering Pharma Aktiengesellschaft

  公开号：EP1795192A2

  公开（公告）日：2007-06-13

  N-Heterocyclic derivatives of the following formula: (II) where n, p, A1, R1, R2, R3 and R4 are described herein, as useful 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.

  下式的 N-杂环衍生物：(II) 其中 n、p、A1、R1、R2、R3 和 R4 如本文所述，可用作一氧化氮合酶抑制剂。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工艺。
• 1-SUBSTITUTED IMIDAZOLE DERIVATIVES AS NOS INHIBITORS
  申请人：Schering Aktiengesellschaft

  公开号：EP1501504B1

  公开（公告）日：2007-02-07
• US6982259B2
  申请人：——

  公开号：US6982259B2

  公开（公告）日：2006-01-03
• US7202263B2
  申请人：——

  公开号：US7202263B2

  公开（公告）日：2007-04-10