4′-chloro-3-methoxy-4-nitrobenzophenone | 213389-79-8

• 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: 4′-chloro-3-methoxy-4-nitrobenzophenone
• 英文别名: (4-Chlorophenyl)(3-methoxy-4-nitrophenyl)methanone；(4-chlorophenyl)-(3-methoxy-4-nitrophenyl)methanone
• CAS: 213389-79-8
• 化学式: C₁₄H₁₀ClNO₄
• 分子量: 291.691
• InChiKey: XFMBXXWUJBIQKW-UHFFFAOYSA-N

物化性质

• 沸点：
  466.7±45.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4′-chloro-3-methoxy-4-nitrobenzophenone 在 sodium hydroxide 、 APTS 作用下， 以 甲醇 、 甲苯 为溶剂， 生成 3-(3-Chlorophenyl)-5-[2-(4-chlorophenyl)-1,3-dioxolan-2-yl]-7-methoxy-2,1-benzoxazole
  参考文献：
  名称：

  5-Imidazolyl-quinolinones, -quinazolinones and -benzo-azepinones as farnesyltransferase inhibitors

  摘要：

  The evaluation of structure activity relationships associated with the modification of the R115777 quinolinone ring moiety displaying potent in vitro inhibiting activity is described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00180-x
• 作为产物：
  描述：

  2-硝基苯甲醚 在 三氯化铝 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 4′-chloro-3-methoxy-4-nitrobenzophenone
  参考文献：
  名称：

  5-Imidazolyl-quinolinones, -quinazolinones and -benzo-azepinones as farnesyltransferase inhibitors

  摘要：

  The evaluation of structure activity relationships associated with the modification of the R115777 quinolinone ring moiety displaying potent in vitro inhibiting activity is described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00180-x

文献信息

• α-Chlorobenzylation of Nitroarenes via Vicarious Nucleophilic Substitution with Benzylidene Dichloride: Umpolung of the Friedel–Crafts Reaction
  作者：Jakub Brześkiewicz、Rafał Loska、Mieczysław Mąkosza

  DOI：10.1021/acs.joc.8b01091

  日期：2018.8.3

  available α,α-dichlorotoluenes enter a vicarious nucleophilic substitution (VNS) reaction with electron-deficient arenes to give α-chlorobenzylated nitrobenzenes, as well as six- and five-membered heterocycles. Oxidation of the initially formed α-chlorobenzylic carbanions instead of protonation results in formation of diaryl ketones, providing a means for overall nucleophilic C–H benzoylation of electron-deficient

  现成的α，α-二氯甲苯与缺乏电子的芳烃进行替代性亲核取代（VNS）反应，生成α-氯苄基硝基苯，六元和五元杂环。最初形成的α-氯苄基碳负离子（而不是质子化）的氧化导致二芳基酮的形成，这为缺电子的芳环的整体亲核CH苯甲酰化提供了一种手段。或者，可以通过分离的α-氯二芳基甲烷与叠氮化钠的反应获得苯甲酰化的硝基芳烃。
• Farnesyl transferase inhibiting 1,8-annelated quinolinone derivatives substituted with N- or C-linked imidazoles
  申请人：——

  公开号：US20020049327A1

  公开（公告）日：2002-04-25

  This invention concerns compounds of formula 1 the pharmaceutically acceptable acid addition salts and the stereochemically isomeric forms thereof, wherein the dotted line represents an optional bond; X is oxygen or sulfur; -A- is a bivalent radical of formula; R 1 and R 2 each independently are hydrogen, hydroxy, halo, cyano, C 1-6 alkyl, trihalomethyl, trihalomethoxy, C 2-6 alkenyl, C 1-6 alkyloxy, hydroxyC 1-6 alkyloxy, C 1-6 alkyloxyC 1-6 alkyloxy, C 1-6 alkyloxycarbonyl, aminoC 1-6 alkyloxy, mono- or di(C 1-6 alkyl)aminoC 1-6 alkyloxy, Ar, Ar—C 1-6 alkyl, Ar-oxy, Ar—C 1-6 alkyloxy; or when on adjacent positions R 1 and R 2 taken together may form a bivalent radical; R 3 and R 4 each independently are hydrogen, halo, cyano, C 1-6 alkyl, C 1-6 alkyloxy, Ar-oxy, C 1-6 alkylthio, di(C 1-6 alkyl)amino, trihalomethyl, trihalomethoxy, or when on adjacent positions R 3 and R 4 taken together may form a bivalent radical; R 5 is an imidazolyl substituted with hydrogen or C 1-6 alkyl; R 6 hydrogen, hydroxy, halo, cyano, optionally substituted C 1-6 alkyl, C 1-6 alkyloxycarbonyl or Ar; or a radical of formula —O—R 7 , —S—R 8 , —N—R 8 R 9 ; and Ar is optionally substituted phenyl; having farnesyl transferase inhibiting activity; their preparation, compositions containing them and their use as a medicine.

  本发明涉及公式1的化合物及其药物可接受的酸盐和立体化学异构体，其中虚线表示可选键；X是氧或硫；-A-是公式的二价基团；R1和R2各自独立地是氢、羟基、卤、氰、C1-6烷基、三卤甲基、三卤甲氧基、C2-6烯基、C1-6烷氧基、羟基C1-6烷氧基、C1-6烷氧基C1-6烷氧基、C1-6烷氧羰基、氨基C1-6烷氧基、单烷基或二烷基氨基C1-6烷氧基、Ar、Ar-C1-6烷基、Ar-oxy、Ar-C1-6烷氧基；或当相邻位置的R1和R2一起形成二价基团时；R3和R4各自独立地是氢、卤、氰、C1-6烷基、C1-6烷氧基、Ar-oxy、C1-6烷硫基、二(C1-6烷基)氨基、三卤甲基、三卤甲氧基；或当相邻位置的R3和R4一起形成二价基团时；R5是氢或C1-6烷基取代的咪唑基；R6是氢、羟基、卤、氰、可选取代的C1-6烷基、C1-6烷氧羰基或Ar；或公式-O-R7、-S-R8、-N-R8R9的基团；Ar是可选取代的苯基；具有法尼酰转移酶抑制活性；它们的制备、含有它们的组合物以及它们作为药物的用途。
• Intermediate compounds in the preparation of farnnesyl transferase inhibiting 1,8-annelated quinolinone derivatives substituted with N-or C linked imidazoles
  申请人：Janssen Pharmaceutica N.V.

  公开号：US06444812B1

  公开（公告）日：2002-09-03

  This invention concerns intermediates in the preparation of compounds of formula the pharmaceutically acceptable acid addition salts and the stereochemically isomeric forms thereof, wherein the dotted line represents an optional bond; X is oxygen or sulfur; —A— is a bivalent radical of formula; R1 and R2 each independently are hydrogen, hydroxy, halo, cyano, C1-6alkyl, trihalomethyl, trihalomethoxy, C2-6alkenyl, C1-6alkyloxy, hydroxyC1-6alkyloxy, C1-6alkyloxyC1-6alkyloxy, C1-6alkyloxycarbonyl, aminoC1-6alkyloxy, mono- or di(C1-6alkyl)aminoC1-6alkyloxy, Ar, Ar—C1-6alkyl, Ar-oxy, Ar—C1-6alkyloxy; or when on adjacent positions R1 and R2 taken together may form a bivalent radical; R3 and R4 each independently are hydrogen, halo, cyano, C1-6alkyl, C1-6alkyloxy, Ar-oxy, C1-6alkylthio, di(C1-6alkyl)amino, trihalomethyl, trihalomethoxy, or when on adjacent positions R3 and R4 taken together may form a bivalent radical; R5 is an imidazolyl substituted with hydrogen or C1-6alkyl; R6 hydrogen, hydroxy, halo, cyano, optionally substituted C1-6alkyl, C1-6alkyloxycarbonyl or Ar; or a radical of formula —O—R7, —S—R8, —N—R8R9; and Ar is optionally substituted phenyl; and of the preparation, thereof.

  本发明涉及制备公式化合物的中间体，其药学上可接受的酸加成盐和其立体化学异构体，其中点线表示可选的键；X为氧或硫；-A-为公式的二价基团；R1和R2各自独立地为氢、羟基、卤素、氰基、C1-6烷基、三卤甲基、三卤甲氧基、C2-6烯基、C1-6烷氧基、羟基C1-6烷氧基、C1-6烷氧基C1-6烷氧基、C1-6烷氧羰基、氨基C1-6烷氧基、单烷基或双(C1-6烷基)氨基C1-6烷氧基、Ar、Ar-C1-6烷基、Ar氧基、Ar-C1-6烷氧基；或当相邻的R1和R2共同形成二价基团时；R3和R4各自独立地为氢、卤素、氰基、C1-6烷基、C1-6烷氧基、Ar氧基、C1-6烷基硫基、双(C1-6烷基)氨基、三卤甲基、三卤甲氧基；或当相邻的R3和R4共同形成二价基团时；R5为氢或C1-6烷基取代的咪唑基；R6为氢、羟基、卤素、氰基、可选取代的C1-6烷基、C1-6烷氧羰基或Ar；或为公式-O-R7、-S-R8、-N-R8R9的基团；Ar为可选取代的苯基；以及其制备方法。
• FARNESYL TRANSFERASE INHIBITING 1,8-ANNELATED QUINOLINONE DERIVATIVES SUBSTITUTED WITH N- OR C-LINKED IMIDAZOLES
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP0970079B1

  公开（公告）日：2003-10-01
• US6187786B1
  申请人：——

  公开号：US6187786B1

  公开（公告）日：2001-02-13