6-[[2-(4-tert-butylphenyl)-3-methylbenzoyl]amino]-N-[(1S)-2-[(4-fluorophenyl)methyl-methylamino]-2-oxo-1-phenylethyl]-1,3-benzothiazole-2-carboxamide | 1048366-49-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6-[[2-(4-tert-butylphenyl)-3-methylbenzoyl]amino]-N-[(1S)-2-[(4-fluorophenyl)methyl-methylamino]-2-oxo-1-phenylethyl]-1,3-benzothiazole-2-carboxamide
• CAS: 1048366-49-9
• 化学式: C₄₂H₃₉FN₄O₃S
• 分子量: 698.861
• InChiKey: IYKSPPIWXLSNMH-QNGWXLTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  51
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (S)-2-amino-N-(4-fluorobenzyl)-N-methyl-2-phenylacetamide hydrochloride 、 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 乙腈 为溶剂， 生成 6-[[2-(4-tert-butylphenyl)-3-methylbenzoyl]amino]-N-[(1S)-2-[(4-fluorophenyl)methyl-methylamino]-2-oxo-1-phenylethyl]-1,3-benzothiazole-2-carboxamide
  参考文献：
  名称：

  Discovery of benzothiazole derivatives as efficacious and enterocyte-specific MTP inhibitors

  摘要：

  A series of triamide derivatives bearing a benzothiazole core is shown to be potent microsomal triglyceride transfer protein (MTP) inhibitors. In order to minimize liver toxicity, these compounds have been optimized to have activity only in the enterocytes and have limited systemic bioavailability. Upon oral administration, selected analogs within this series have been further demonstrated to reduce food intake along with body weight and thereby improve glucose homeostasis and insulin sensitivity in a 28-day mice diet-induced obesity (DIO) model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.044

文献信息

• Gut microsomal triglyceride transport protein inhibitors
  申请人：Vu Chi B.

  公开号：US20080249130A1

  公开（公告）日：2008-10-09

  Compounds represented by formula (I): are inhibitors of gut microsomal triglyceride transfer protein. Such compounds are useful in treating diseases or conditions such as diabetes and obesity, along with patients are risk for developing such diseases or conditions.

  化学式（I）所代表的化合物是肠道微粒体甘油三酯转移蛋白的抑制剂。这些化合物在治疗糖尿病和肥胖等疾病或病况的患者以及患有这些疾病或病况的风险患者中非常有用。
• [EN] GUT MICROSOMAL TRIGLYCERIDE TRANSPORT PROTEIN INHIBITORS<br/>[FR] INHIBITEURS DE PROTÉINES MICROSOMIQUES DE TRANSPORT DES TRIGLYCÉRIDES DE L'INTESTIN
  申请人：SIRTRIS PHARMACEUTICALS INC

  公开号：WO2008100423A1

  公开（公告）日：2008-08-21

  [EN] Compounds represented by formula (I): are inhibitors of gut microsomal triglyceride transfer protein. Such compounds are useful in treating diseases or conditions such as diabetes and obesity, along with patients are risk for developing such diseases or conditions.
  [FR] La présente invention concerne des composés de formule (I), qui sont inhibiteurs de protéine microsomique de transfert des triglycérides de l'intestin. De tels composés sont utiles dans le traitement de maladies ou conditions telles que le diabète et l'obésité, ainsi que des patients à risque de développer de telles maladies ou conditions.
• Discovery of benzothiazole derivatives as efficacious and enterocyte-specific MTP inhibitors
  作者：Chi B. Vu、Jill C. Milne、David P. Carney、Jeffrey Song、Wendy Choy、Philip D. Lambert、David J. Gagne、Michael Hirsch、Angela Cote、Meghan Davis、Elden Lainez、Nekeya Meade、Karl Normington、Michael R. Jirousek、Robert B. Perni

  DOI：10.1016/j.bmcl.2009.01.044

  日期：2009.3

  A series of triamide derivatives bearing a benzothiazole core is shown to be potent microsomal triglyceride transfer protein (MTP) inhibitors. In order to minimize liver toxicity, these compounds have been optimized to have activity only in the enterocytes and have limited systemic bioavailability. Upon oral administration, selected analogs within this series have been further demonstrated to reduce food intake along with body weight and thereby improve glucose homeostasis and insulin sensitivity in a 28-day mice diet-induced obesity (DIO) model. (C) 2009 Elsevier Ltd. All rights reserved.