Thiazol-5-ylmethyl ((2S,5S)-5-amino-1,6-diphenylhexan-2-yl)carbamate | 1004316-78-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Thiazol-5-ylmethyl ((2S,5S)-5-amino-1,6-diphenylhexan-2-yl)carbamate
• 英文别名: 1,3-thiazol-5-ylmethyl N-[(2S,5S)-5-amino-1,6-diphenylhexan-2-yl]carbamate
• CAS: 1004316-78-2
• 化学式: C₂₃H₂₇N₃O₂S
• 分子量: 409.552
• InChiKey: NDRGYGLCIPEVCJ-SFTDATJTSA-N

物化性质

• 沸点：
  616.2±55.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Thiazol-5-ylmethyl ((2S,5S)-5-amino-1,6-diphenylhexan-2-yl)carbamate 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 生成 1,3-thiazol-5-ylmethyl N-[(2S,5S)-5-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-1,6-diphenylhexan-2-yl]carbamate
  参考文献：
  名称：

  Structure–activity relationships of diamine inhibitors of cytochrome P450 (CYP) 3A as novel pharmacoenhancers. Part II: P2/P3 region and discovery of cobicistat (GS-9350)

  摘要：

  The HIV protease inhibitor (PI) ritonavir (RTV) has been widely used as a pharmacoenhancer for other PIs, which are substrates of cytochrome P450 3A (CYP3A). However the potent anti-HIV activity of ritonavir may limit its use as a pharmacoenhancer with other classes of anti-HIV agents. Ritonavir is also associated with limitations such as poor physicochemical properties. To address these issues a series of compounds with replacements at the P2 and/or P3 region was designed and evaluated as novel CYP3A inhibitors. Through these efforts, a potent and selective inhibitor of CYP3A, GS-9350 (cobicistat) with improved physiochemical properties was discovered. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.057
• 作为产物：
  描述：

  (2S,5S)-1,6-diphenylhexane-2,5-diamine 、 ((5-噻唑基)甲基)-(4-硝基苯基)碳酸酯 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 12.0h， 生成 Thiazol-5-ylmethyl ((2S,5S)-5-amino-1,6-diphenylhexan-2-yl)carbamate
  参考文献：
  名称：

  WO2008/10921

  摘要：

  公开号：

文献信息

• [EN] INHIBITORS OF CYTOCHROME P450<br/>[FR] INHIBITEURS DE CYTOCHROME P450
  申请人：GILEAD SCIENCES INC

  公开号：WO2012088156A1

  公开（公告）日：2012-06-28

  The present application provides for a compound of formula I, or a salt thereof, compositions containing such compounds, therapeutic methods that include the administration of such compounds, and therapeutic methods that include the administration of such compounds with at least one additional therapeutic agent.

  本申请提供了一种化合物，其具有I式结构，或其盐类，含有此类化合物的组合物，包括施用此类化合物的治疗方法，以及包括与至少一种其他治疗剂联合施用此类化合物的治疗方法。
• [EN] INHIBITORS OF CYTOCHROME P450 (CYP3A4)<br/>[FR] INHIBITEURS DE CYTOCHROME P450 (CYP3A4)
  申请人：GILEAD SCIENCES INC

  公开号：WO2012088178A1

  公开（公告）日：2012-06-28

  The present application provides for a compound of formula I, and related compounds, or a pharmaceutically acceptable salt, solvate, and/or ester thereof, compositions containing such compounds, therapeutic methods that include the administration of such compounds, and therapeutic methods that include the administration of such compounds with at least one additional therapeutic agent.

  本申请提供了一种I式化合物，以及相关化合物，或其药学上可接受的盐、溶剂合物和/或酯，含有这种化合物的组合物，包括给予这种化合物的治疗方法，以及包括给予这种化合物和至少一种额外治疗剂的治疗方法。
• [EN] METHOD OF PREPARATION OF (4 - {4 -ACETYLAMINO- 2 - [3- ( 2 - ISOPROPYL - THIAZOL - 4 - YLMETHYL) - 3 -METHYL - UREIDO] - BUTYRYL AMINO} -1 -BENZYL- 5 -PHENYL- PENTYL) -CARBAMIC ACID THIAZOL - 5 - YLMETHYL ESTER<br/>[FR] PROCÉDÉ DE PRÉPARATION DE L'ESTER THIAZOL-5-YLMÉTHYL DE L'ACIDE (4-{4-ACÉTYLAMINO-2-[3-(2-ISOPROPYL-THIAZOL-4-YLMÉTHYL)-3-MÉTHYL-URÉIDO]-BUTYRYL AMINO}-1-BENZYL-5-PHÉNYL-PENTYL) CARBAMIQUE
  申请人：GILEAD SCIENCES INC

  公开号：WO2012045007A1

  公开（公告）日：2012-04-05

  The invention provides methods and intermediates that are useful for preparing a compound of formula I: and salts thereof.

  这项发明提供了用于制备化合物I的方法和中间体，以及其盐。
• WO2008/10921
  申请人：——

  公开号：——

  公开（公告）日：——
• MODULATORS OF PHARMACOKINETIC PROPERTIES OF THERAPEUTICS
  申请人：Gilead Sciences, Inc.

  公开号：EP2118082B1

  公开（公告）日：2014-10-01