2-phenylimidazo[1,2-a]pyridin-3-amine dihydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-phenylimidazo[1,2-a]pyridin-3-amine dihydrochloride
• 英文别名: 2-Phenylimidazo[1,2-a]pyridin-3-amine;hydrochloride
• 化学式: C₁₃H₁₁N₃*2ClH
• 分子量: 282.172
• InChiKey: QGUMGPBFYUWIGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-氯吡啶 、 2-phenylimidazo[1,2-a]pyridin-3-amine dihydrochloride 在 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以44%的产率得到2-phenyl-N-(pyridin-4-yl)imidazo[1,2-a]pyridin-3-amine
  参考文献：
  名称：

  Greater variety in Groebke–Blackburn type 3-arylaminoimidazo[1,2-a]azines accessed via Pd-catalyzed arylation of a primary amine precursor

  摘要：

  The scope of the Groebke-Blackburn reaction of 2-aminoazines is limited by the availability of isocyanides. To prepare the Groebke-Blackburn type 2-phenyl-3-(hetero)arylaminoimidazo[1,2-a]azines, for which the respective (hetero)arylisocyanides are scarce or unavailable, a general Pd-catalyzed protocol has been developed that is useful for the arylation of known 2-phenylimidazo[1,2-a]pyridin-3-amine and 2-phenylimidazo[1,2-a]pyrazin-3-amine with various electron-deficient aryl and heteroaryl halides. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.177
• 作为产物：
  描述：

  (2-Phenyl-imidazo[1,2-a]pyridin-3-yl)-(1,1,3,3-tetramethyl-butyl)-amine 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.0h， 以100%的产率得到2-phenylimidazo[1,2-a]pyridin-3-amine dihydrochloride
  参考文献：
  名称：

  Greater variety in Groebke–Blackburn type 3-arylaminoimidazo[1,2-a]azines accessed via Pd-catalyzed arylation of a primary amine precursor

  摘要：

  The scope of the Groebke-Blackburn reaction of 2-aminoazines is limited by the availability of isocyanides. To prepare the Groebke-Blackburn type 2-phenyl-3-(hetero)arylaminoimidazo[1,2-a]azines, for which the respective (hetero)arylisocyanides are scarce or unavailable, a general Pd-catalyzed protocol has been developed that is useful for the arylation of known 2-phenylimidazo[1,2-a]pyridin-3-amine and 2-phenylimidazo[1,2-a]pyrazin-3-amine with various electron-deficient aryl and heteroaryl halides. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.177

文献信息

• PYRROLIDINYL UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS AS TRKA KINASE INHIBITORS
  申请人：ARRAY BIOPHARMA INC.

  公开号：US20160297758A1

  公开（公告）日：2016-10-13

  Compounds of Formula I: or stereoisomers, tautomers, or pharmaceutically acceptable salts, or solvates or prodrugs thereof, where R 1 , R 2 , R a , R b , R c , R d , X, Ring B, and Ring C are as defined herein, and wherein Ring B moiety and the NH—C(═X)—NH moiety are in the trans configuration, are inhibitors of TrkA kinase and are useful in the treatment of diseases which can be treated with a TrkA kinase inhibitor such as pain, cancer, inflammation/inflammatory diseases, neurodegenerative diseases, certain infectious diseases, Sjogren's syndrome, endometriosis, diabetic peripheral neuropathy, prostatitis and pelvic pain syndrome.
• BICYCLIC HETEROARYL UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS AS TRKA KINASE INHIBITORS
  申请人：ARRAY BIOPHARMA INC.

  公开号：US20160355517A1

  公开（公告）日：2016-12-08

  Compounds of Formula I or stereoisomers, tautomers, or pharmaceutically acceptable salts, solvates or prodrugs thereof, wherein Ring A, Ring C and X are as defined herein, are inhibitors of TrkA kinase and are useful in the treatment of diseases which can be treated with a TrkA kinase inhibitor such as pain, cancer, inflammation/inflammatory diseases, neurodegenerative diseases, certain infectious diseases, Sjogren's syndrome, endometriosis, diabetic peripheral neuropathy, prostatitis and pelvic pain syndrome.
• US9790178B2
  申请人：——

  公开号：US9790178B2

  公开（公告）日：2017-10-17
• US9822118B2
  申请人：——

  公开号：US9822118B2

  公开（公告）日：2017-11-21