4-bromothieno[2,3 -c]pyridin-7(6H)-one | 29512-83-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 4-bromothieno[2,3 -c]pyridin-7(6H)-one
• 英文别名: 4-bromo-6H-thieno[2,3-c]pyridin-7-one；4-bromo-6H-thieno[2,3-c]pyridin-7-one
• CAS: 29512-83-2
• 化学式: C₇H₄BrNOS
• mdl: MFCD25961999
• 分子量: 230.085
• InChiKey: GGXJDYICDSPHOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-bromothieno[2,3 -c]pyridin-7(6H)-one 在 bis-triphenylphosphine-palladium(II) chloride 、 palladium bis[bis(diphenylphosphino)ferrocene] dichloride 、 lithium hydroxide monohydrate 、 羟胺 、 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 三溴氧磷 作用下， 以 四氢呋喃 、 2-甲基四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 69.0h， 生成 7-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-[(1R)-1-methyl-2-(methylamino)-2-oxo-ethyl]thieno[2,3-c]pyridine-4-carboxamide
  参考文献：
  名称：

  [EN] FUSED PYRIDINES FOR CONTROLLING INVERTEBRATE PESTS
  [FR] PYRIDINES FUSIONNÉES POUR LUTTER CONTRE LES INVERTÉBRÉS NUISIBLES

  摘要：

  Disclosed are compounds of Formula (I), including all geometric and stereoisomers,N-oxides, and salts thereof, wherein R1, R2, R3, A and T are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula (I) and methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound or a composition of the disclosure.

  公开号：

  WO2022256284A1
• 作为产物：
  描述：

  噻吩并[2,3-c]吡啶-7(6h)-酮 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以88%的产率得到4-bromothieno[2,3 -c]pyridin-7(6H)-one
  参考文献：
  名称：

  Design, synthesis and SAR of thienopyridines as potent CHK1 inhibitors

  摘要：

  A novel series of CHK1 inhibitors based on thienopyridine template has been designed and synthesized. These inhibitors maintain critical hydrogen bonding with the hinge and conserved water in the ATP binding site. Several compounds show single digit nanomolar CHK1 activities. Compound 70 shows excellent enzymatic activity of 1 nM. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.105

文献信息

• [EN] THIENOPYRIDINES AS IKK INHIBITORS<br/>[FR] THIENOPYRIDINES UTILISEES EN TANT QU'INHIBITEURS DES IKK
  申请人：HOFFMANN LA ROCHE

  公开号：WO2005105809A1

  公开（公告）日：2005-11-10

  The invention is concerned with a compound of formula (I) or pharmaceutically acceptable salts, solvates or prodrugs thereof, wherein A, W, X, Y, Z and R1 are as defined in the description and the claims. These compounds inhibit IKK and can be used as medicaments.

  该发明涉及一种具有化学式（I）或其药学上可接受的盐、溶剂合物或前药，其中A、W、X、Y、Z和R1如描述和权利要求中所定义。这些化合物抑制IKK，可用作药物。
• Thienopyridines as IKK inhibitors
  申请人：Talamas Xavier Francisco

  公开号：US20050272762A1

  公开（公告）日：2005-12-08

  The invention provides compounds of the formula I: or pharmaceutically acceptable salts, solvates or prodrugs thereof, wherein: A, W, X, Y, Z and R 1 are as defined herein. Also provided are compositions comprising, methods of preparing, and methods for using the subject compounds.

  本发明提供了公式I的化合物：或其药学上可接受的盐、溶剂或前药，其中：A、W、X、Y、Z和R1如本文所定义。还提供了包含该化合物的组合物、制备该化合物的方法以及使用该化合物的方法。
• THIENOPYRIDINES AS IKK INHIBITORS
  申请人：F.HOFFMANN-LA ROCHE AG

  公开号：EP1745050A1

  公开（公告）日：2007-01-24
• Design, synthesis and SAR of thienopyridines as potent CHK1 inhibitors
  作者：Lianyun Zhao、Yingxin Zhang、Chaoyang Dai、Timothy Guzi、Derek Wiswell、Wolfgang Seghezzi、David Parry、Thierry Fischmann、M. Arshad Siddiqui

  DOI：10.1016/j.bmcl.2010.10.105

  日期：2010.12

  A novel series of CHK1 inhibitors based on thienopyridine template has been designed and synthesized. These inhibitors maintain critical hydrogen bonding with the hinge and conserved water in the ATP binding site. Several compounds show single digit nanomolar CHK1 activities. Compound 70 shows excellent enzymatic activity of 1 nM. (C) 2010 Elsevier Ltd. All rights reserved.
• [EN] FUSED PYRIDINES FOR CONTROLLING INVERTEBRATE PESTS<br/>[FR] PYRIDINES FUSIONNÉES POUR LUTTER CONTRE LES INVERTÉBRÉS NUISIBLES
  申请人：[en]FMC CORPORATION

  公开号：WO2022256284A1

  公开（公告）日：2022-12-08

  Disclosed are compounds of Formula (I), including all geometric and stereoisomers,N-oxides, and salts thereof, wherein R1, R2, R3, A and T are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula (I) and methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound or a composition of the disclosure.