3-[Benzyl(ethyl)amino]-1-(2,4-difluorophenyl)propan-1-one | 861709-19-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[Benzyl(ethyl)amino]-1-(2,4-difluorophenyl)propan-1-one
• CAS: 861709-19-5
• 化学式: C₁₈H₁₉F₂NO
• 分子量: 303.352
• InChiKey: LLZYIGBRGSKKIH-UHFFFAOYSA-N

物化性质

• 沸点：
  394.6±37.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-苄基-6-溴-2-甲氧基喹啉 、 3-[Benzyl(ethyl)amino]-1-(2,4-difluorophenyl)propan-1-one 以13%的产率得到4-[Benzyl(ethyl)amino]-1-(6-bromo-2-methoxyquinolin-3-yl)-2-(2,4-difluorophenyl)-1-phenylbutan-2-ol
  参考文献：
  名称：

  Quinoline derivatives as antibacterial agents

  摘要：

  本发明涉及一种化合物的使用，用于制造治疗细菌感染的药物，所述化合物是具有以下结构的化合物的药用酸或碱盐，其立体化学异构体形式或N-氧化物形式，其中R1为氢、卤素、多卤代C1-6烷基、C1-6烷基、芳基或杂环基；p为等于1或2的整数；R2为C1-6烷氧基、C1-6烷氧基C1-6烷氧基或C1-6烷基硫基；R3为芳基、杂环基或杂环基1；R4和R5各自独立地为氢、C1-6烷基或苄基；或R4和R5一起，并包括它们连接的N，可以形成从吡咯烷基、2-吡咯烯基、3-吡咯烯基、吡咯基、咪唑烷基、吡嗪烷基、2-咪唑烯基、2-吡嗪烯基、咪唑基、吡嗪基、三唑基、哌啶基、吡啶基、哌嗪基、吡啉基、吡咯啉基、吡嗪啉基、三嗪基、吗啉基和硫代吗啉基的基团中选择的基团，每个所述环可以选择性地用C1-6烷基、卤素、多卤代C1-6烷基、羟基、羟基C1-6烷基、C1-6烷氧基、氨基、单或二(C1-6烷基)氨基、C1-6烷基硫基、C1-6烷氧基C1-6烷基、C1-6烷基硫基C1-6烷基或嘧啶基取代；R6为氢、卤素、多卤代C1-6烷基、C1-6烷基、C1-6烷氧基、C1-6烷基硫基；或两个邻R6基团可以结合在一起形成一个式为—CH═CH—CH═CH—的二价基团；r为等于1或2的整数；R7为氢、C1-6烷基、芳基、杂环基或杂环基1；前提是细菌感染不是分枝杆菌感染。

  公开号：

  US20060281741A1
• 作为产物：
  描述：

  3-chloro-1-(2,4-difluorophenyl)propanone 、 N-乙基苄胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以88%的产率得到3-[Benzyl(ethyl)amino]-1-(2,4-difluorophenyl)propan-1-one
  参考文献：
  名称：

  [EN] SUBSTITUTED QUINOLINES AND THEIR USE AS MYCOBACTERIAL INHIBITORS
  [FR] QUINOLINES SUBSTITUEES ET LEUR UTILISATION COMME INHIBITEURS MYCOBACTERIENS

  摘要：

  本发明涉及根据一般式(Ia)或一般式(Ib)的新型取代喹啉衍生物，其盐、季铵盐、立体化学异构体形式、互变异构体形式和其N-氧化物形式，其中R1为氢、卤素、卤代烷基、氰基、羟基、Ar、Het、烷基、烷氧基、硫代烷基、烷氧基烷基、硫代烷基烷基、Ar-烷基或二(Ar)烷基；p为1、2、3或4；R2为氢、羟基、硫代基、烷氧基、烷氧基烷氧基、硫代烷基、单烷基或双(烷基)氨基或具有式(Ic)的基团；R3为烷基、Ar、Ar-烷基、Het或Het-烷基；R4为氢、烷基或苄基；R5为氢、卤素、卤代烷基、羟基、Ar、烷基、烷氧基、硫代烷基、烷氧基烷基、硫代烷基烷基、Ar-烷基或二(Ar)烷基；或两个邻R5基团可一起与它们所连接的苯环一起形成一个萘基；r为1、2、3、4或5；R6为氢、烷基、Ar或Het；R7为氢或烷基；R8为氧化物；或R7和R8一起形成基团-CH=CH-N=；Z为CH2或C(=O)。所述化合物可用于治疗结核分枝杆菌病等疾病，特别是由致病性分枝杆菌引起的疾病，如结核分枝杆菌、牛结核分枝杆菌、埃氏分枝杆菌、烟瘿分枝杆菌和海洋分枝杆菌。还声明了含有本发明化合物的药物组合物，所述化合物或组合物用于制造治疗结核分枝杆菌病的药物以及制备所述化合物的方法。

  公开号：

  WO2005070924A1

文献信息

• [EN] QUINOLINE DERIVATIVES AS ANTIBACTERIAL AGENTS<br/>[FR] DERIVES DE QUINOLEINE UTILISES COMME AGENTS ANTIBACTERIENS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2007014934A3

  公开（公告）日：2007-04-05
• QUINOLINE DERIVATIVES AS ANTIBACTERIAL AGENTS
  申请人：Janssen Pharmaceutica NV

  公开号：EP1912649B1

  公开（公告）日：2012-10-10
• Novel mycobacterial inhibitors
  申请人：Guillemont Emile, Georges Jerome

  公开号：US20070082895A1

  公开（公告）日：2007-04-12

  The present invention relates to novel substituted quinoline derivatives according to the general formula (Ia) or the general formula (Ib) salts, quaternary amines, stereochemically isomeric forms, tautomeric forms and N-oxide forms thereof, wherein R 1 is hydrogen, halo, haloalkyl, cyano, hydroxy, Ar, Het, alkyl, alkyloxy, alkylthio, alkyloxyalkyl, alkylthioalkyl, Ar-alkyl or di(Ar)alkyl; p is 1, 2, 3 or 4; R 2 is hydrogen, hydroxy, thio, alkyloxy, alkyloxyalkyloxy, alkylthio, mono or di(alkyl)amino or a radical of formula R 3 is alkyl, Ar, Ar-alkyl, Het or Het-alkyl; R 4 is hydrogen, alkyl or benzyl; R 5 is hydrogen, halo, haloalkyl, hydroxy, Ar, alkyl, alkyloxy, alkylthio, alkyloxyalkyl, alkylthioalkyl, Ar-alkyl or di(Ar)alkyl; or two vicinal R 5 radicals may be taken together to form together with the phenyl ring to which they are attached a naphthyl; r is 1, 2, 3, 4 or 5; R 6 is hydrogen, alkyl, Ar or Het; R 7 is hydrogen or alkyl; R 8 is oxo; or R 7 and R 8 taken together form the radical CH═CH—N═; Z is CH 2 or C(═O). The claimed compounds are useful for the treatment of mycobacterial diseases, particularly those diseases caused by pathogenic mycobacteria such as M. tuberculosis, M. bovis, M. avium, M. smegmatis and M. marinum. Also claimed is a pharmaceutical composition containing a compound of the present invention, the use of the claimed compounds or compositions for the manufacture of a medicament for the treatment of mycobacterial diseases and a process for preparing the claimed compounds.
• Quinoline Derivatives as Antibacterial Agents
  申请人：Andries Koenraad Jozef Lodewijk Marcel

  公开号：US20080227775A1

  公开（公告）日：2008-09-18

  Use of a compound for the manufacture of a medicament for the treatment of a bacterial infection provided that the bacterial infection is other than a Mycobacterial infection, said compound being a compound of Formula (Ia) or (Ib) a pharmaceutically acceptable acid or base addition salt thereof, a quaternary amine thereof, a stereochemically isomeric form thereof, a tautomeric form thereof or a N-oxide form thereof, wherein R 1 is hydrogen, halo, haloalkyl, cyano, hydroxy, Ar, Het, alkyl, alkyloxy, alkylthio, alkyloxyalkyl, alkylthioalkyl, Ar-alkyl or di(Ar)alkyl; p is 1, 2, 3 or 4; R 2 is hydrogen, hydroxy, thio, alkyloxy, alkyloxyalkyloxy, alkylthio, mono or di(alkyl)amino or a radical of formula R 3 is alkyl, Ar, Ar-alkyl, Het or Het-alkyl; R 4 is hydrogen, alkyl or benzyl; R 5 is hydrogen, halo, haloalkyl, hydroxy, Ar, alkyl, alkyloxy, alkylthio, alkyloxyalkyl, alkylthioalkyl, Ar-alkyl or di(Ar)alkyl; or two vicinal R 5 radicals may be taken together to form together with the phenyl ring to which they are attached a naphthyl; r is 1, 2, 3, 4 or 5; R 6 is hydrogen, alkyl, Ar or Het; R 7 is hydrogen or alkyl; R 5 is oxo; or R 7 and R 5 together form the radical —CH═CH—N═; Z is CH 2 or C(═O).
• US7338949B2
  申请人：——

  公开号：US7338949B2

  公开（公告）日：2008-03-04