9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid chloride | 331767-53-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid chloride
• 英文别名: 9-(4-bromobutyl)fluorene-9-carbonyl chloride
• CAS: 331767-53-4
• 化学式: C₁₈H₁₆BrClO
• 分子量: 363.681
• InChiKey: GCCJZVTZNGSETJ-UHFFFAOYSA-N

物化性质

• 沸点：
  457.3±38.0 °C(Predicted)
• 密度：
  1.416±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid chloride 在 10percent Pd/C 氢气 、 potassium carbonate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 101.0h， 生成 9-[4-(4-Amino-2-methyl-benzoimidazol-1-yl)-butyl]-9H-fluorene-9-carboxylic acid (2,2,2-trifluoro-ethyl)-amide
  参考文献：
  名称：

  A Novel Series of Highly Potent Benzimidazole-Based Microsomal Triglyceride Transfer Protein Inhibitors

  摘要：

  A series of benzimidazole-based analogues of the potent MTP inhibitor EMS-201038 were discovered. Incorporation of an unsubstituted benzimidazole moiety in place of a piperidine group afforded potent inhibitors of MTP in vitro which were weakly active in vivo. Appropriate substitution on the benzimidazole ring, especially with small alkyl groups, led to dramatic increases in potency, both in a cellular assay of apoB secretion and especially in animal models of cholesterol lowering. The most potent in this series, 3g (BMS-212122), was significantly more potent than EMS-201038 in reducing plasma lipids (cholesterol, VLDL/LDL, TG) in both hamsters and cynomolgus monkeys.

  DOI：

  10.1021/jm000494a
• 作为产物：
  描述：

  9-芴甲酸 在 正丁基锂 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 33.67h， 生成 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid chloride
  参考文献：
  名称：

  [EN] PROCESS FOR THE PREPARATION OF LOMITAPIDE
  [FR] PROCÉDÉ DE PRÉPARATION DE LOMITAPIDE

  摘要：

  本发明涉及一种制备具有可接受杂质水平的高纯度洛米他派或其药用可接受盐的方法。

  公开号：

  WO2016071849A1

文献信息

• [EN] PROCESS FOR THE PREPARATION OF LOMITAPIDE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE LOMITAPIDE
  申请人：HETERO RESEARCH FOUNDATION

  公开号：WO2016071849A1

  公开（公告）日：2016-05-12

  The present invention relates to a process for preparing Lomitapide or its pharmaceutically acceptable salt thereof having high purity with acceptable levels of impurities.

  本发明涉及一种制备具有可接受杂质水平的高纯度洛米他派或其药用可接受盐的方法。
• Substituted piperazine derivatives as mtp inhibitors
  申请人：——

  公开号：US20030114442A1

  公开（公告）日：2003-06-19

  The present invention relates to substituted piperazine derivatives of general formula 1 wherein R a to R c , Y a , Y b , X and n are defined as in claim 1, the isomers and salts thereof, particularly the physiologically acceptable salts thereof, which are valuable inhibitors of the microsomal triglyceride-transfer protein (MTP), medicaments containing these compounds and their use, as well as the preparation thereof.

  本发明涉及一般式1的取代哌嗪衍生物，其中R a 到R c ，Y a ，Y b ，X和n的定义如权利要求1中所述，其异构体和盐，特别是其生理上可接受的盐，这些盐是微粒体三酰甘油转移蛋白（MTP）的有价值的抑制剂，含有这些化合物的药物以及它们的用途，以及其制备。
• Substituted piperazine derivatives, the preparation thereofand their use as medicaments
  申请人：——

  公开号：US20030166637A1

  公开（公告）日：2003-09-04

  The present invention relates to substituted piperazine derivatives of general formula 1 , (I wherein R a , R b , R c , R f , R g , X, m and n are defined as in claim 1, the isomers and salts thereof, particularly the physiologically acceptable salts thereof, which are valuable inhibitors of the microsomal triglyceride-transfer protein (MTP), medicaments containing these compounds and their use, as well as the preparation thereof.

  本发明涉及一般式1的取代哌嗪衍生物（I），其中Ra、Rb、Rc、Rf、Rg、X、m和n的定义如权利要求书中所述，其异构体和盐，特别是其生理上可接受的盐，这些盐是微粒体甘油三酯转移蛋白（MTP）的有价值的抑制剂，含有这些化合物的药物以及它们的使用，以及其制备。
• Substituted piperazine derivatives, the preparation thereof and their use as medicaments
  申请人：Boehringer Ingelheim Pharm GmbH & Co, KG

  公开号：US06818644B1

  公开（公告）日：2004-11-16

  The present invention relates to substituted piperazine derivatives of general formula wherein Ra, Rb, Rc Rf, Rg and m, n and X are defined as in claim 1, the isomers and salts thereof, particularly the physiologically acceptable salts thereof, which are valuable inhibitors of the microsomal triglyseride-transfer protein (MTP), medicaments containing these compounds and their use, as well as the preparation thereof.

  本发明涉及一般式的取代哌嗪衍生物，其中Ra、Rb、Rc、Rf、Rg和m、n和X的定义如权利要求书中所述，其异构体和盐，特别是其生理上可接受的盐，这些盐是微粒体三酰甘油转移蛋白（MTP）的有价值的抑制剂，包含这些化合物的药物以及它们的用途，以及其制备。
• CONFORMATIONALLY RESTRICTED AROMATIC INHIBITORS OF MICROSOMAL TRIGLYCERIDE TRANSFER PROTEIN AND METHOD
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0904262B1

  公开（公告）日：2004-04-21