5-(chloromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole | 187274-98-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-(chloromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole
• 英文别名: 2-[[5-(chloromethyl)benzimidazol-1-yl]methoxy]ethyltrimethylsilane；5-chloromethyl-1-(2-trimethylsilyl-ethoxymethyl)-1H-benzimidazole；5-(Chloromethyl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-1h-benzimidazole；2-[[5-(chloromethyl)benzimidazol-1-yl]methoxy]ethyl-trimethylsilane
• CAS: 187274-98-2
• 化学式: C₁₄H₂₁ClN₂OSi
• 分子量: 296.872
• InChiKey: KFEHTKGSVWCOSR-UHFFFAOYSA-N

物化性质

• 沸点：
  396.0±52.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(chloromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole 在 盐酸 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (4R,5S,6S,7R)-1,3-Bis-(1H-benzoimidazol-5-ylmethyl)-4,7-dibenzyl-5,6-dihydroxy-[1,3]diazepan-2-one
  参考文献：
  名称：

  Potent cyclic urea HIV protease inhibitors with benzofused heterocycles as P2/P2′ groups

  摘要：

  A series of benzofused heterocycles was examined to replace the metabolically unstable benzyl alcohol P2/P2' groups of DMP 323 (1). Extremely potent inhibitors of HIV protease (Ki < 0.01 nM) and excellent antiviral activity (IC90 = 8 nM) were found. An X-ray crystal structure of benzimidazolone 5a bound to HIV protease showed H-bonds to Asp30 and a bridging water molecule to Gly48. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00531-8
• 作为产物：
  描述：

  苯并咪唑-5-羧酸甲酯 在 sodium hydride 、 二异丁基氢化铝 、 甲基磺酰氯 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-(chloromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  Potent cyclic urea HIV protease inhibitors with benzofused heterocycles as P2/P2′ groups

  摘要：

  A series of benzofused heterocycles was examined to replace the metabolically unstable benzyl alcohol P2/P2' groups of DMP 323 (1). Extremely potent inhibitors of HIV protease (Ki < 0.01 nM) and excellent antiviral activity (IC90 = 8 nM) were found. An X-ray crystal structure of benzimidazolone 5a bound to HIV protease showed H-bonds to Asp30 and a bridging water molecule to Gly48. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00531-8

文献信息

• Piperidine derivatives having renin inhibiting activity
  申请人：Hoffmann-La Roche Inc.

  公开号：US06051712A1

  公开（公告）日：2000-04-18

  Novel piperidine derivatives, their manufacture and use as medicaments, are disclosed. The invention is concerned with the novel piperidine derivatives of general formula I ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, Q, X, Z, m and n are as described herein.

  揭示了一种新的哌啶衍生物的制备和用途作为药物。该发明涉及一般式I的新的哌啶衍生物 ##STR1## 其中R.sup.1、R.sup.2、R.sup.3、R.sup.4、Q、X、Z、m和n如本文所述。
• [EN] INHIBITORS OF HIF PROLYL HYDROXYLASE<br/>[FR] INHIBITEURS DE PROLYL-HYDROXYLASE HIF
  申请人：MERCK SHARP & DOHME

  公开号：WO2016049100A1

  公开（公告）日：2016-03-31

  The present invention concerns compounds of formula I or pharmaceutically acceptable salts thereof, which inhibit HIF prolyl hydroxylase, their use for enhancing endogenous production of erythropoietin, and for treating conditions associated with reduced endogenous production of erythropoietin such as anemia and like conditions, as well as pharmaceutical compositions comprising such a compound and a pharmaceutical carrier.

  本发明涉及式I的化合物或其药用盐，其抑制HIF脯氨酸羟化酶，用于增强内源性促红细胞生成素的产生，并用于治疗与内源性促红细胞生成素减少相关的疾病，如贫血及类似疾病，以及包含该化合物和药用载体的药物组合物。
• [EN] NEW BENZIMIDAZOLE PYRIDINE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVES DE BENZIMIDAZOLE PYRIDINE
  申请人：[en]F. HOFFMANN-LA ROCHE AG

  公开号：WO2023139085A1

  公开（公告）日：2023-07-27

  The invention relates to a compound of formula (I) wherein A1, A2, A3, R1, R2, R2', R3, R4and R5are as defined in the description and in the claims. The compound of formula (I) can be used as a medicament.
• Potent cyclic urea HIV protease inhibitors with benzofused heterocycles as P2/P2′ groups
  作者：James D. Rodgers、Barry L. Johnson、Haisheng Wang、Roger A. Greenberg、Susan Erickson-Viitanen、Ronald M. Klabe、Beverly C. Cordova、Marlene M. Rayner、Gilbert N. Lam、Chong-Hwan Chang

  DOI：10.1016/s0960-894x(96)00531-8

  日期：1996.12

  A series of benzofused heterocycles was examined to replace the metabolically unstable benzyl alcohol P2/P2' groups of DMP 323 (1). Extremely potent inhibitors of HIV protease (Ki < 0.01 nM) and excellent antiviral activity (IC90 = 8 nM) were found. An X-ray crystal structure of benzimidazolone 5a bound to HIV protease showed H-bonds to Asp30 and a bridging water molecule to Gly48. Copyright (C) 1996 The DuPont Merck Pharmaceutical Company. Published by Elsevier Science Ltd