4-(3,5-dichlorophenyl)-1,2,3,6-tetrahydropyridine | 1010073-30-9

• 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: 4-(3,5-dichlorophenyl)-1,2,3,6-tetrahydropyridine
• CAS: 1010073-30-9
• 化学式: C₁₁H₁₁Cl₂N
• 分子量: 228.121
• InChiKey: XWIOHXYURZORJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (6S,7S)-7-(tert-butoxycarbonyl)-5-azaspiro[2.5]octane-6-carboxylic acid 、 4-(3,5-dichlorophenyl)-1,2,3,6-tetrahydropyridine 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl (6S,7S)-6-(4-(3,5-dichlorophenyl)-1,2,3,6-tetrahydropyridine-1-carbonyl)-5-azaspiro[2.5]octane-7-carboxylate
  参考文献：
  名称：

  Design and identification of selective HER-2 sheddase inhibitors via P1′ manipulation and unconventional P2′ perturbations to induce a molecular metamorphosis

  摘要：

  In an effort to obtain a MMP selective and potent inhibitor of HER-2 sheddase (ADAM-10), the P1' group of a novel class of (6S,7S)-7-[(hydroxyamino)carbonyl]-6-carboxamide-5-azaspiro[2.5]octane-5-carboxylates was attenuated and the structure-activity relationships (SAR) will be discussed. In addition, it was discovered that unconventional perturbation of the P2' moiety could confer MMP selectivity, which was hypothesized to be a manifestation of the P2' group effecting global conformational changes. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.108
• 作为产物：
  描述：

  4-(3,5-dichlorophenyl)-N-Boc-1,2,3,6-tetrahydropyridine 在 盐酸 作用下， 以 乙酸乙酯 、 水 为溶剂， 反应 3.08h， 以89.13%的产率得到4-(3,5-dichlorophenyl)-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  1,2,3,6-四氢吡啶类化合物及其制备方法和用途

  摘要：

  本发明提供一种1，2，3，6‑四氢吡啶类化合物、药物组合物及用途，本发明的化合物不仅具有对ADAMTS‑5和/或ADAMTS‑4的良好抑制作用，并且对MMP‑2抑制作用较弱，同时表现出改善的代谢稳定性。

  公开号：

  CN113735825A

文献信息

• 1,2,3,6-四氢吡啶类化合物及其制备方法和用途
  申请人：成都康弘药业集团股份有限公司

  公开号：CN113735825A

  公开（公告）日：2021-12-03

  本发明提供一种1，2，3，6‑四氢吡啶类化合物、药物组合物及用途，本发明的化合物不仅具有对ADAMTS‑5和/或ADAMTS‑4的良好抑制作用，并且对MMP‑2抑制作用较弱，同时表现出改善的代谢稳定性。
• Design, synthesis, and evaluation of novel aryl-tetrahydropyridine PPARα/γ dual agonists
  作者：Eunkyung Kim、Chan Sun Park、Taedong Han、Myung-Ho Bae、Wonee Chong、Choong Hyun Lee、Young Ah Shin、Byung-Nak Ahn、Mi Kyung Kim、Chang Yell Shin、Moon Ho Son、Jin Kwan Kim、Ho Sang Moon、Hyun Joo Shim、Eun Jung Kim、Soon Hoe Kim、Joong In Lim、Chun Ho Lee

  DOI：10.1016/j.bmcl.2008.08.020

  日期：2008.9

  Aryl-tetrahydropyridine derivatives were prepared and their PPAR alpha/gamma dual agonistic activities were evaluated. Among them, compound (S)-5b was identified as a potent PPAR alpha/gamma dual agonist with an EC50 of 1.73 and 0.64 mu M in hPPAR alpha and gamma, respectively. In diabetic (db/db) mice, compound (S)-5b showed good glucose lowering efficacy and favorable pharmacokinetic properties. (C) 2008 Elsevier Ltd. All rights reserved.
• Design and identification of selective HER-2 sheddase inhibitors via P1′ manipulation and unconventional P2′ perturbations to induce a molecular metamorphosis
  作者：Wenqing Yao、Jincong Zhuo、David M. Burns、Yun-Long Li、Ding-Quan Qian、Colin Zhang、Chunhong He、Meizhong Xu、Eric Shi、Yanlong Li、Cindy A. Marando、Maryanne B. Covington、Gengjie Yang、Xiangdong Liu、Max Pan、Jordan S. Fridman、Peggy Scherle、Zelda R. Wasserman、Gregory Hollis、Kris Vaddi、Swamy Yeleswaram、Robert Newton、Steve Friedman、Brian Metcalf

  DOI：10.1016/j.bmcl.2007.10.108

  日期：2008.1

  In an effort to obtain a MMP selective and potent inhibitor of HER-2 sheddase (ADAM-10), the P1' group of a novel class of (6S,7S)-7-[(hydroxyamino)carbonyl]-6-carboxamide-5-azaspiro[2.5]octane-5-carboxylates was attenuated and the structure-activity relationships (SAR) will be discussed. In addition, it was discovered that unconventional perturbation of the P2' moiety could confer MMP selectivity, which was hypothesized to be a manifestation of the P2' group effecting global conformational changes. (C) 2007 Elsevier Ltd. All rights reserved.