2,6-Dimethyl-4-(1,2,3,6-tetrahydropyridin-4-yl)benzonitrile | 851068-16-1

• 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: 2,6-Dimethyl-4-(1,2,3,6-tetrahydropyridin-4-yl)benzonitrile
• 英文别名: 2,6-dimethyl-4-(1,2,3,6-tetrahydropyridin-4-yl)benzonitrile
• CAS: 851068-16-1
• 化学式: C₁₄H₁₆N₂
• 分子量: 212.294
• InChiKey: WCYKLWWTTYXZDF-UHFFFAOYSA-N

物化性质

• 沸点：
  368.7±42.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (6S,7S)-7-(tert-butoxycarbonyl)-5-azaspiro[2.5]octane-6-carboxylic acid 、 2,6-Dimethyl-4-(1,2,3,6-tetrahydropyridin-4-yl)benzonitrile 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-(4-cyano-3,5-dimethylphenyl)-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

文献信息

• Hydroxamic acid derivatives as metalloprotease inhibitors
  申请人：Burns M. David

  公开号：US20050250789A1

  公开（公告）日：2005-11-10

  The present invention provides compounds of Formula I or II: salt form or prodrug thereof, wherein variables are defined herein, that are modulators of metalloproteases such as matrix metalloproteases (MMPs) and ADAMs. The compounds or compositions described herein can be used to treat diseases associated with metalloprotease activity including, for example, arthritis, cancer, cardiovascular disorders, skin disorders, inflammation or allergic conditions.

  本发明提供了Formula I或II的化合物： 盐形式或其前药，其中变量在此处定义，这些化合物是金属蛋白酶调节剂，如基质金属蛋白酶（MMPs）和ADAMs。本文描述的化合物或组合物可用于治疗与金属蛋白酶活性相关的疾病，包括例如关节炎、癌症、心血管疾病、皮肤疾病、炎症或过敏症状。
• [EN] HYDROXAMIC ACID DERIVATIVES AS METALLOPROTEASE INHIBITORS<br/>[FR] DERIVES D'ACIDE HYDROXAMIQUE EN TANT QU'INHIBITEURS DE METALLOPROTEASES
  申请人：INCYTE CORP

  公开号：WO2005117882A9

  公开（公告）日：2007-03-01

  [EN] The present invention provides compounds of Formula (I ) or (II), salt form or prodrug thereof, wherein variables are defined herein, that are modulators of metalloproteases such as matrix metalloproteases (MMPs) and ADAMs. The compounds or compositions described herein can be used to treat diseases associated with metalloprotease activity including, for example, arthritis, cancer, cardiovascular disorders, skin disorders, inflammation or allergic conditions.
  [FR] L'invention concerne des analogues de 3-aryl pyridazines 5,6-disubstituées de formule (I) et de formule (II), dans lesquelles R₁, R₂, R₃, R₈, R₉, A et Ar sont tels que définis dans la description. Lesdits composées sont des ligands de récepteurs C5a. Les composés préférés de formule (I) et (II) se fixent aux récepteurs C5a avec une grande affinité et présentent une activité antagoniste neutre ou agoniste inverse au niveau des récepteurs C5a. La présente invention concerne également des compositions pharmaceutiques comprenant lesdits composés, ainsi que l'utilisation desdits composé dans le traitement d'une variété de troubles inflammatoires, cardiovasculaires et du système immunitaire. En outre, la présente invention concerne des 3-aryl pyridazines 5,6-disubstituées, utiles en tant que sondes pour la localisation de récepteurs C5a.
• 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.