4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-dimethyl-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester | 851314-49-3

• 分子结构分类: 有机化合物
• 英文名称: 4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-dimethyl-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester
• 英文别名: 1-O-tert-butyl 3-O-methyl 4-[4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl]-5,5-dimethyl-2,6-dihydropyridine-1,3-dicarboxylate
• CAS: 851314-49-3
• 化学式: C₂₉H₃₄ClF₂NO₅
• 分子量: 550.042
• InChiKey: JJXVTRSJQKXDSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  cyclopropyl-(3-methoxy-2-methyl-benzyl)-amine 、 4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-dimethyl-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester 在 盐酸 、 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 72.0h， 生成 4-(4-(3-(2-chloro-3,6-difluorophenoxy)propyl)phenyl)-N-cyclopropyl-N-(3-methoxy-2-methylbenzyl)-5,5-dimethyl-1,2,5,6-tetrahydropyridine-3-carboxamide
  参考文献：
  名称：

  New classes of potent and bioavailable human renin inhibitors

  摘要：

  New classes of de novo designed renin inhibitors are reported. Some of these compounds display excellent in vitro and in vivo activities toward human renin in a TGR model. The synthesis of these new types of mono- and bicyclic scaffolds are reported, and properties of selected compounds discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.104
• 作为产物：
  描述：

  2-[3-(4-bromophenyl)propoxy]-3-chloro-1,4-difluorobenzene 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 1.0h， 生成 4-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]phenyl}-5,5-dimethyl-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester
  参考文献：
  名称：

  New classes of potent and bioavailable human renin inhibitors

  摘要：

  New classes of de novo designed renin inhibitors are reported. Some of these compounds display excellent in vitro and in vivo activities toward human renin in a TGR model. The synthesis of these new types of mono- and bicyclic scaffolds are reported, and properties of selected compounds discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.104

文献信息

• Novel Tetrahydropyridine Derivatives
  申请人：Bezencon Olivier

  公开号：US20080234305A1

  公开（公告）日：2008-09-25

  The invention relates to novel tetrahydropyridine derivatives and use thereof as active ingredients in the preparation of pharmaceutical compositions. The invention also concerns related aspects including processes for the preparation of the compounds, pharmaceutical compositions containing one or more of those compounds and especially their use as inhibitors of renin. (I) wherein X and Y represent independently hydrogen, fluorine or a methyl group; X and Y do not represent both hydrogen at the same time or X and Y may together form a cyclopropyl ring; W represents a phenyl or a heteroaryl, the heteroaryl ring being a six-membered and non-fused ring, the phenyl ring and the heteroaryl are substituted with V in position 3 or 4; A and B independently represent —O—; —S—; —SO— or —SO 2 —; U represents aryl or heteroaryl; T represents —CONR 1 —; —(CH 2 ) p OCO—; —(CH 2 ) p N(R 1 )CO—; —(CH 2 ) p N(R 1 )SO 2 —; —COO—; —(CH 2 ) p OCONR 1 — or —(CH 2 ) p N(R 2 )CONR 1 —; R 1 and R 2 independently represent hydrogen; lower alkyl; lower alkenyl; lower alkynil; cycloalkyl; aryl-lower alkyl, heteroaryl-lower alkyl or cycloalkyl-lower alkyl; Q represents lower alkylene or lower alkenylene; M represents hydrogen; cycloalkyl; aryl; heterocyclyl or heteroaryl:

  本发明涉及新型四氢吡啶衍生物及其在制备药物组合物中作为活性成分的应用。本发明还涉及相关方面，包括制备该化合物的过程、含有其中一种或多种化合物的药物组合物，特别是它们作为肾素抑制剂的用途。其中X和Y分别表示氢、氟或甲基基团；X和Y不能同时表示氢，或X和Y可以共同形成环丙基环；W表示苯基或杂环芳基，杂环芳基环是一个六元非融合环，苯环和杂环芳基在3或4位被V取代；A和B独立地表示—O—；—S—；—SO—或—SO2—；U表示芳基或杂环芳基；T表示—CONR1—；—（CH2）pOCO—；—（ ）pN（R1）CO—；—（ ）pN（R1）SO2—；—COO—；—（ ）pOCONR1—或—（ ）pN（R2）CONR1—；R1和R2独立地表示氢；低碳基；低碳烯基；低碳炔基；环烷基；芳基-低碳基，杂环芳基-低碳基或环烷基-低碳基；Q表示低碳亚基或低碳烯亚基；M表示氢；环烷基；芳基；杂环基或杂环芳基：