bis-(2-chloropyridin-3-yl)methanone | 131674-48-1

• 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: bis-(2-chloropyridin-3-yl)methanone
• 英文别名: bis(2-chloropyridin-3-yl)methanone；bis(2-chloro-3-pyridyl) ketone
• CAS: 131674-48-1
• 化学式: C₁₁H₆Cl₂N₂O
• 分子量: 253.087
• InChiKey: YJDOQGNXLSQAOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis-(2-chloropyridin-3-yl)methanone 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 5.17h， 生成 10-phenylpyrido[2,3-b][1,8]naphthyridin-5(10H)-one
  参考文献：
  名称：

  双(2-氯吡啶-3-基)反应合成10-取代吡啶并[2,3-b][1,8]萘啶-5(10H)-酮(Anthyridin-5(10H)-ones) ) 含伯胺的甲酮

  摘要：

  An efficient method for the preparation of 10-substituted pyrido [2,3-b] [1,8]naphthyridin-5(10H)-ones, utilizing the reaction of bis(2-chloropyridin-3-yl)methanone, derived from 2-chloropyridine and 2-chloropyridine-3-carbaldehyde, with primary amines under heating at 80 degrees C, followed by sodium hydride promoted intramolecular ring closure of the resulting (2-aminopyridin-3-yl)(2-halopyridin-3-yl)methanone derivatives, has been developed. A similar sequence starting with (2-chloropyridin-3-yl)(3-chloropyridin-4-yl)methanone, derived from 3-chloropyridine and 2-chloropyridine-3-carbaldehyde, leads to the formation of 10-substituted pyrido [2,3-b] [1,7]naphthyridin-5(10H)-ones.

  DOI：

  10.3987/com-15-13233
• 作为产物：
  描述：

  2-氯-3-吡啶甲醛 在 正丁基锂 、 戴斯-马丁氧化剂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 bis-(2-chloropyridin-3-yl)methanone
  参考文献：
  名称：

  [EN] FUSED HETEROARYL MODULATORS OF GLUCOCORTICOID RECEPTOR, AP-1, AND/OR NF-KB ACTIVITY AND USE THEREOF
  [FR] MODULATEURS HÉTÉROARYLE CONDENSÉS, DE L'ACTIVITÉ AP-1 ET/OU NF-?B DU RÉCEPTEUR DES GLUCOCORTICOÏDES ET LEUR UTILISATION

  摘要：

  提供了一种新型的非类固醇化合物，可用于治疗与糖皮质激素受体、AP-1和/或NF-κB活性调节相关的疾病或紊乱，包括代谢性、炎症性和免疫性疾病或紊乱，其结构如下式（I）：其对映体、非对映体或互变异构体，或其前药酯，或其药用可接受盐，其中：Z是杂环或杂芳基；• A是S至8-成员碳环或S至8-成员杂环；B1和B2环是吡啶环，其中B1和B2环各与A环融合，B1环可选地由一个至三个基取代，所述基相同或不同，并且独立地从R1、R2和R4中选择，B2环可选地由一个至三个基取代，所述基相同或不同，并且独立地从R5、R7和R3中选择，J1、J2和J3在每次出现时相同或不同，并且独立地为-A1QA2-；Q是键，O，S，S（O）或S（O）2；A1和A2相同或不同，并且在每次出现时独立地从键，C1-3烷基，取代C1-3烷基，C2-4烯烃基和取代C2-4烯烃基中选择，前提是选择A1和A2以使环A为5-至8-成员碳环或杂环；R1至R11如此处所定义...

  公开号：

  WO2009100171A1

文献信息

• FUSED HETEROARYL MODULATORS OF GLUCOCORTICOID RECEPTOR, AP-1, AND/OR NF-kappaB ACTIVITY AND USE THEREOF
  申请人：Duan Jingwu

  公开号：US20110002952A1

  公开（公告）日：2011-01-06

  Novel non-steroidal compounds are provided which are useful in treating diseases or disorders associated with modulation of the glucocorticoid receptor, AP-1, and/or NF-κB activity, including metabolic and inflammatory and immune diseases or disorders, having the structure of formula (I): an enantiomer, diastereomer, or tautomer thereof, or a prodrug ester thereof, or a pharmaceutically-acceptable salt thereof, in which: Z is heterocyclo or heteroaryl; -A is a 5- to 8-membered carbocyclic ring or a 5- to 8-membered heterocyclic ring; B1 and B2 rings are pyridyl rings, wherein the B1 and B 2 rings are each fused to the A ring and the B1 ring is optionally substituted by one to three groups which are the same or different and are independently selected from R 1 , R 2 , and R 4 , and the B2 ring is optionally substituted by one to three groups which are the same or different and are independently selected from R3, R 7 , and R 3 71, J 2 , and J3 are at each occurrence the same or different and are independently -AIQA2-; Q is a bond, O, S, S(0), or S(O)2; A1 and A2 are the same or different and are at each occurrence independently selected from a bond, C1-3 alkylene, substituted C 1-3 alkylene, C24 alkenylene, and substituted C24 alkenylene, provided that A 1 and A2 are chosen so that ring A is a 5- to 8-membered carbocyclic or heterocyclic ring; R 1 to R 11 are as defined herein.

  提供了一种新型的非类固醇化合物，其在治疗与糖皮质激素受体、AP-1和/或NF-κB活性调节相关的疾病或疾病中具有用途，包括代谢性、炎症和免疫性疾病或疾病，其具有以下结构（I）的对映体、顺反异构体或互变异构体，或其前药酯，或其药学上可接受的盐，其中：Z是杂环或杂环芳基；-A是5-至8-成员的碳环或5-至8-成员的杂环；B1和B2环是吡啶环，其中B1和B2环各与A环融合，B1环可选地被1至3个基取代，所述基是相同或不同的，且独立地从R1、R2和R4中选择，B2环可选地被1至3个基取代，所述基是相同或不同的，且独立地从R3、R7和R371、J2和J3中选择，每次出现时，J2和J3是相同或不同的，且独立地为-AIQA2-；Q是键，O、S、S（0）或S（O）2；A1和A2是相同或不同的，且每次出现时独立地从键、C1-3烷基、取代C1-3烷基、C24烯基和取代C24烯基中选择，前提是A1和A2被选择为环A是5-至8-成员的碳环或杂环；R1至R11如本文所定义。
• Substituted 6,11-ethano-6,11-dihydrobenzo[b]quinolizinium salts and compositionsand methods of use thereof
  申请人：STERLING WINTHROP INC.

  公开号：EP0656359A1

  公开（公告）日：1995-06-07

  Substituted 6,11-ethano-6,11-dihydrobenzo[b]quinolizinium salts of Formula, pharmaceutical compositions containing them, and methods for the treatment or prevention of neurodegenerative disorders or neurotoxic injuries utilizing them.

  式中的取代的 6,11-乙hano-6,11-二氢苯并[b]喹嗪盐、 含有它们的药物组合物，以及利用它们治疗或预防神经退行性疾病或神经毒性损伤的方法。
• Azine and Diazine Functionalization Using 2,2,6,6-Tetramethylpiperidino-Based Lithium–Metal Combinations: Application to the Synthesis of 5,9-Disubstituted Pyrido[3′,2′:4,5]pyrrolo[1,2-c]pyrimidines
  作者：Valérie Thiéry、Stéphane Bach、Florence Mongin、Nada Marquise、Tan Nguyen、Floris Chevallier、Laurent Picot、Olivier Lozach、Sandrine Ruchaud

  DOI：10.1055/s-0035-1560496

  日期：——

  The synthesis of triaryl methanols was investigated by reacting different 4-metalated 2-substituted pyrimidines with diaryl ketones, the latter being generated by deprotocupration-aroylation of azine and diazine substrates. Cyclization of the triaryl methanols thus obtained afforded pyrido[3,2:4,5]pyrrolo[1,2-c]pyrimidines, which were evaluated for kinase inhibition and antiproliferative activities in melanoma cells.
• Synthesis of azafluorenones and related compounds using deprotocupration–aroylation followed by intramolecular direct arylation
  作者：Nada Marquise、Philip J. Harford、Floris Chevallier、Thierry Roisnel、Vincent Dorcet、Anne-Laure Gagez、Sophie Sablé、Laurent Picot、Valérie Thiéry、Andrew E.H. Wheatley、Philippe C. Gros、Florence Mongin

  DOI：10.1016/j.tet.2013.09.030

  日期：2013.11

  The efficiency of the deprotocupration-aroylation of 2-chloropyridine using lithiocuprates prepared from CuX (X=Cl, Br) and LiTMP (TMP=2,2,6,6-tetramethylpiperidido, 2 equiv) was investigated. CuCl was identified as a more suitable copper source than CuBr for this purpose. Different diaryl ketones bearing a halogen at the 2 position of one of the aryl groups were synthesized in this way from azines and thiophenes. These were then involved in palladium-catalyzed ring closure: substrates underwent expected CH-activation-type arylation to afford fluorenone-type compounds, and were also subjected to cyclization reactions leading to xanthones, notably in the presence of oxygen-containing substituents or reagents. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.
• Trecourt, Francois; Marsais, Francis; Guengoer, Timur, Journal of the Chemical Society. Perkin transactions I, 1990, # 9, p. 2409 - 2415
  作者：Trecourt, Francois、Marsais, Francis、Guengoer, Timur、Queguiner, Guy

  DOI：——

  日期：——