[3-(7-chloro-2-imino-2,3-dihydro-benzoimidazol-1-yl)-propyl]-methyl-carbamc acid tert-butyl ester | 945021-14-7

• 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: [3-(7-chloro-2-imino-2,3-dihydro-benzoimidazol-1-yl)-propyl]-methyl-carbamc acid tert-butyl ester
• 英文别名: [3-(7-Chloro-2-imino-2,3-dihydro-benzoimidazol-1-yl)-propyl]-methyl-carbamic acid tert-butyl ester；tert-butyl N-[3-(2-amino-7-chlorobenzimidazol-1-yl)propyl]-N-methylcarbamate
• CAS: 945021-14-7
• 化学式: C₁₆H₂₃ClN₄O₂
• 分子量: 338.837
• InChiKey: MDWMXAKFTRHKMN-UHFFFAOYSA-N

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：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [3-(7-chloro-2-imino-2,3-dihydro-benzoimidazol-1-yl)-propyl]-methyl-carbamc acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 7-Chloro-1-[3-(methylamino)propyl]benzimidazol-2-amine
  参考文献：
  名称：

  Lead identification of 2-iminobenzimidazole antagonists of the chemokine receptor CXCR3

  摘要：

  Modi. cation of a 2-iminobenzimidazole series derived from an HTS hit resulted in compounds with improved in-vitro species selectivity. Incorporation of an 8-quinoline amide and conformational rigidification of an aliphatic tether furnished potent compounds suitable for further lead optimization. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.049
• 作为产物：
  描述：

  [3-(2-amino-6-chloro-phenylamino)-propyl]-methyl-carbamic acid tert-butyl ester 、 溴化氰 在 sodium carbonate 作用下， 以 乙腈 为溶剂， 生成 [3-(7-chloro-2-imino-2,3-dihydro-benzoimidazol-1-yl)-propyl]-methyl-carbamc acid tert-butyl ester
  参考文献：
  名称：

  Lead identification of 2-iminobenzimidazole antagonists of the chemokine receptor CXCR3

  摘要：

  Modi. cation of a 2-iminobenzimidazole series derived from an HTS hit resulted in compounds with improved in-vitro species selectivity. Incorporation of an 8-quinoline amide and conformational rigidification of an aliphatic tether furnished potent compounds suitable for further lead optimization. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.049

文献信息

• 2-Imino-benzimidazoles
  申请人：Roth P. Gregory

  公开号：US20070232673A1

  公开（公告）日：2007-10-04

  Novel compounds of Formula (I) or pharmaceutically acceptable salts, prodrugs and biologically active metabolites thereof of Formula (I) wherein the substituents are as defined herein, which are useful as therapeutic agents.

  本发明涉及式（I）的新化合物或其药学上可接受的盐、前药和生物活性代谢物，其中取代基如本文所定义，其作为治疗剂具有用处。
• WO2007/84728
  申请人：——

  公开号：——

  公开（公告）日：——
• Lead identification of 2-iminobenzimidazole antagonists of the chemokine receptor CXCR3
  作者：Martin E. Hayes、Eric C. Breinlinger、Grier A. Wallace、Pintipa Grongsaard、Wenyan Miao、Michael J. McPherson、Robert H. Stoffel、David W. Green、Gregory P. Roth

  DOI：10.1016/j.bmcl.2008.02.049

  日期：2008.4

  Modi. cation of a 2-iminobenzimidazole series derived from an HTS hit resulted in compounds with improved in-vitro species selectivity. Incorporation of an 8-quinoline amide and conformational rigidification of an aliphatic tether furnished potent compounds suitable for further lead optimization. (C) 2008 Elsevier Ltd. All rights reserved.