N-(3-carbamoyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)picolinamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(3-carbamoyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)picolinamide
• 英文别名: N-(3-carbamoyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)pyridine-2-carboxamide
• 化学式: C₁₅H₁₅N₃O₂S
• 分子量: 301.369
• InChiKey: AKMRWSWTDWCNGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-吡啶甲酰氯 、 2-氨基-4,5,6,7-四氢苯并[b]噻吩-3-甲酰胺 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 N-(3-carbamoyl-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)picolinamide
  参考文献：
  名称：

  Identification of 2-acylaminothiophene-3-carboxamides as potent inhibitors of FLT3

  摘要：

  A series of 2-acylaminothiophene-3-carboxamides has been identified which exhibit potent inhibitory activity against the FLT3 tyrosine kinase. Compound 44 inhibits the isolated enzyme (IC50 = 0.027 mu M) and blocks the proliferation of MV4-11 cells (IC50 = 0.41 mu M). Structure activity relationship studies within this series are described in the context of a proposed binding model within the ATP binding site of the enzyme. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.032

文献信息

• Heterobicyclic Compounds as Pharmaceutically Active Agents
  申请人：Koul Anil

  公开号：US20070275962A1

  公开（公告）日：2007-11-29

  Described are heterobicyclic compounds such as 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid amides, 4,7-dihydro-5H-thieno[2,3-c]thiopyran 3-carboxylic acid amides, 4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid amides, or benzo[b]thiophene-3-carboxylic acid amides and pharmaceutically acceptable salts thereof, the use of these derivatives for the prophylaxis and/or treatment of various diseases such as infectious diseases, including mycobacteriainduced infections and opportunistic diseases, prion diseases, immunological diseases, autoimmune diseases, bipolar and clinical disorders, cardiovascular diseases, cell proliferative diseases, diabetes, inflammation, transplant rejections, erectile dysfunction, neurodegenerative diseases and stroke, as well as compositions containing at least one heterobicyclic compound and/or pharmaceutically acceptable salts thereof. Furthermore, reaction procedures for the synthesis of the heterobicyclic compound are disclosed.

  本文介绍了异杂双环化合物，例如4,5,6,7-四氢苯并[b]噻吩-3-羧酸酰胺，4,7-二氢-5H-噻吩[2,3-c]硫杂吡喃-3-羧酸酰胺，4,7-二氢-5H-噻吩[2,3-c]吡喃-3-羧酸酰胺，或苯并[b]噻吩-3-羧酸酰胺及其药学上可接受的盐。这些衍生物的用途包括预防和/或治疗各种疾病，如传染性疾病，包括分支杆菌感染和机会性疾病，朊病，免疫性疾病，自身免疫性疾病，双相和临床障碍，心血管疾病，细胞增殖性疾病，糖尿病，炎症，移植排斥，勃起功能障碍，神经退行性疾病和中风，以及含有至少一种异杂双环化合物和/或药学上可接受的盐的组合物。此外，还公开了合成异杂双环化合物的反应程序。
• THIOPHENE DERIVATIVES ACTIVE AS KINASE INHIBITORS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS COMPRISING THEM
  申请人：Pharmacia Italia S.p.A.

  公开号：EP1294707A2

  公开（公告）日：2003-03-26
• POSITIVE ALLOSTERIC MODULATORS OF DOPAMINE 1 RECEPTOR AND METHOD OF USE THEREOF
  申请人：Sibley David R.

  公开号：US20210040074A1

  公开（公告）日：2021-02-11

  Disclosed are compounds of formulas (I) and (III) for treating or preventing a disease or disorder responsive to activation of a D1 dopamine receptor agonist in a mammal in need thereof, wherein m, n, R 1 -R 6 , and R 11 -R 13 are as defined herein. Examples of such disease or disorder include Alzheimer's Disease, schizophrenia, Parkinson's disease, a dyskinesia, and Huntington's disease.
• [EN] THIOPHENE DERIVATIVES ACTIVE AS KINASE INHIBITORS, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS COMPRISING THEM<br/>[FR] DERIVES DE THIOPHENE ACTIFS EN TANT QU'INHIBITEURS DE KINASE, LEUR PROCEDE DE PREPARATION, ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：PHARMACIA & UPJOHN SPA

  公开号：WO2001098290A2

  公开（公告）日：2001-12-27

  Compounds which are 3-aminocarbonyl-2-carboxamido-thiophene derivatives or pharmaceutically acceptable salts thereof, together with pharmaceutical compositions comprising them are disclosed; these compounds or compositions are useful in the treatment of diseases caused by and/or associated with an altered protein kinase activity such as cancer, cell proliferative disorders, Alzheimer's disease, viral infections, auto-immune diseases and neurodegenerative disorders.
• Identification of 2-acylaminothiophene-3-carboxamides as potent inhibitors of FLT3
  作者：Raymond J. Patch、Christian A. Baumann、Jian Liu、Alan C. Gibbs、Heidi Ott、Jennifer Lattanze、Mark R. Player

  DOI：10.1016/j.bmcl.2006.03.032

  日期：2006.6

  A series of 2-acylaminothiophene-3-carboxamides has been identified which exhibit potent inhibitory activity against the FLT3 tyrosine kinase. Compound 44 inhibits the isolated enzyme (IC50 = 0.027 mu M) and blocks the proliferation of MV4-11 cells (IC50 = 0.41 mu M). Structure activity relationship studies within this series are described in the context of a proposed binding model within the ATP binding site of the enzyme. (c) 2006 Elsevier Ltd. All rights reserved.