tert-butyl 2-chloro-6-nitro-1H-benzimidazole-1-carboxylate | 652979-70-9

• 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: tert-butyl 2-chloro-6-nitro-1H-benzimidazole-1-carboxylate
• 英文别名: Tert-butyl 2-chloro-6-nitrobenzimidazole-1-carboxylate
• CAS: 652979-70-9
• 化学式: C₁₂H₁₂ClN₃O₄
• 分子量: 297.698
• InChiKey: SZHKEBIAYMKNRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  89.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-chloro-6-nitro-1H-benzimidazole-1-carboxylate 、 tert-butyl 2-chloro-5-nitro-1H-benzimidazole-1-carboxylate 、 (pyrrolidin-2-yl) methanol hydrochloride 在 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 15.0h， 生成 2-[2-hydroxymethyl-1-pyrrolidinyl]-6-nitro-1H-benzimidazole
  参考文献：
  名称：

  ANTAGONIST OF MELANIN-CONCENTRATING HORMONE RECEPTOR COMPRISING BENZIMIDAZOLE DERIVATIVE AS ACTIVE INGREDIENT

  摘要：

  公开号：

  EP1553089B1
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 2-氯-5-硝基-1H-1,3-苯并咪唑 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl 2-chloro-5-nitro-1H-benzimidazole-1-carboxylate 、 tert-butyl 2-chloro-6-nitro-1H-benzimidazole-1-carboxylate
  参考文献：
  名称：

  Identification of 2-aminobenzimidazoles as potent melanin-concentrating hormone 1-receptor (MCH1R) antagonists

  摘要：

  A series of 2-aminobenzimidazole-based MCH1R antagonists was identified by core replacement of the aminoquinoline lead 1. Subsequent modi. cation of the 2- and 5-positions led to improvement in potency and intrinsic clearance. Compound 25 exhibited good plasma and brain exposure, and attenuated MCH induced food intake at 30 mg/kg PO in rats. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.147

文献信息

• Identification of 2-aminobenzimidazoles as potent melanin-concentrating hormone 1-receptor (MCH1R) antagonists
  作者：Minoru Moriya、Hiroyuki Kishino、Shunji Sakuraba、Toshihiro Sakamoto、Takuya Suga、Hidekazu Takahashi、Takao Suzuki、Masahiko Ito、Junko Ito、Ryuichi Moriya、Norihiro Takenaga、Hisashi Iwaasa、Akane Ishihara、Akio Kanatani、Takehiro Fukami

  DOI：10.1016/j.bmcl.2009.04.147

  日期：2009.7

  A series of 2-aminobenzimidazole-based MCH1R antagonists was identified by core replacement of the aminoquinoline lead 1. Subsequent modi. cation of the 2- and 5-positions led to improvement in potency and intrinsic clearance. Compound 25 exhibited good plasma and brain exposure, and attenuated MCH induced food intake at 30 mg/kg PO in rats. (C) 2009 Elsevier Ltd. All rights reserved.
• ANTAGONIST OF MELANIN-CONCENTRATING HORMONE RECEPTOR COMPRISING BENZIMIDAZOLE DERIVATIVE AS ACTIVE INGREDIENT
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP1553089B1

  公开（公告）日：2009-09-30