1-(4-fluorophenyl)-2-(4-methylthiophenyl)-2-bromoethanone | 71006-38-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-fluorophenyl)-2-(4-methylthiophenyl)-2-bromoethanone
• 英文别名: 2-bromo-1-(4-fluorophenyl)-2-(4-methylsulfanylphenyl)ethanone
• CAS: 71006-38-7
• 化学式: C₁₅H₁₂BrFOS
• 分子量: 339.228
• InChiKey: OOBPGMOXDAZAOA-UHFFFAOYSA-N

物化性质

• 沸点：
  421.4±40.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-fluorophenyl)-2-(4-methylthiophenyl)-2-bromoethanone 以 乙醇 、 3-phenylpropanethioamide 为溶剂， 以65%的产率得到4-(4-fluorophenyl)-5-(4-methylthiophenyl)-2-(2-phenylethyl)thiazole
  参考文献：
  名称：

  Substituted thiazoles for the treatment of inflammation

  摘要：

  描述了一类取代噻唑基化合物，用于治疗炎症性疾病。这些化合物由公式II定义，其中R.sup.1从氢化物、烷基、卤代烷基、氰基烷基、烷基胺基、芳基烷基、芳基胺基、杂环磺酰基烷基、杂环磺酰基卤代烷基、芳基胺基、芳氧基烷基、烷氧羰基、芳基（在可取代位置上可用一个或多个卤素和烷氧基选择的基团）和杂环（在可取代位置上可用一个或多个卤素和烷基选择的基团）中选择；其中R.sup.4从烷基和氨基中选择；其中R.sup.5从芳基和杂环中选择；其中R.sup.5在可取代位置上可用一个或多个卤素、烷基和烷氧基选择的基团进行取代；只要R.sup.5不是苯基在位置4时，当R.sup.1是α,α-双（三氟甲基）甲醇且R.sup.4是甲基；或其药用可接受盐。

  公开号：

  US05668161A1
• 作为产物：
  描述：

  1-(4-氟苯基)-2-(4-(甲硫基)苯基)乙酮 在 氢溴酸 、 溴 、 溶剂黄146 作用下， 生成 1-(4-fluorophenyl)-2-(4-methylthiophenyl)-2-bromoethanone
  参考文献：
  名称：

  Design and synthesis of sulfonyl-substituted 4,5-diarylthiazoles as selective cyclooxygenase-2 inhibitors

  摘要：

  A series of novel sulfone substituted 4,5-diarylthiazoles have been synthesized and evaluated for their inhibition of the two isoforms of human cyclooxygenase (COX-1 and COX-2). This series displays exceptionally selective COX-2 inhibition. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00158-4

文献信息

• [EN] SUBSTITUTED OXAZOLES FOR THE TREATMENT OF INFLAMMATION<br/>[FR] OXAZOLES SUBSTITUES UTILISES DANS LE TRAITEMENT D'INFLAMMATIONS
  申请人：G.D. SEARLE & CO.

  公开号：WO1996036617A1

  公开（公告）日：1996-11-21

  (EN) A class of substituted oxazoles is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by formula (I), wherein R is selected from hydrido, halo, mercapto, hydroxyl, carboxyalkylthio, carboxyalkylthioalkyl, carboxyalkoxy, carboxyalkoxyalkyl, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkoxy, aryloxy, aralkoxy, alkylamino, aminocarbonyl, alkoxyalkyl, carboxy(haloalkyl), alkyl, hydroxyalkyl, haloalkyl, alkenyl, hydroxyalkenyl, alkynyl, hydroxyalkynyl, cycloalkyl, cycloalkylalkyl, aminoalkyl, hydroxyalkoxyalkyl, alkylcarbonyl, phosphonylalkyl, amino acid residue, heterocyclylalkyl, cyanoalkyl, alkoxycarbonyl, alkoxycarbonylalkyl, carboxy, carboxyalkyl, arylthioalkyl, aminocarbonylalkyl, alkylcarbonylaminoalkyl, alkoxycarbonylaminoalkyl, aralkoxycarbonylaminoalkyl, aryl, heteroaryl, aralkyl, aryloxyalkyl, aralkoxyalkyl, heteroaryloxyalkyl and heteroarylalkoxyalkyl; wherein R1 is selected from cycloalkyl, cycloalkenyl, aryl and heterocyclyl, wherein R1 is optionally substituted at a substitutable position by alkyl, alkylamino, alkoxy and halo; wherein R2 is selected from alkyl and amino; and wherein R3 is selected from hydrido and alkyl.(FR) L'invention se rapporte à une classe d'oxazoles substitués destinés à être utilisés dans le traitement d'inflammations ou de troubles liés à des inflammations. Des composés d'intérêt particulier sont définis par la formule (I) dans laquelle R est sélectionné parmi hydrido, halo, mercapto, hydroxyle, carboxyalkylthio, carboxyalkylthioalkyle, carboxyalcoxy, carboxyalcoxyalkyle, haloalcoxy, alkylthio, alkylsulfinyle, alkylsulfonyle, alcoxy, aryloxy, aralcoxy, alkylamino, aminocarbonyle, alcoxyalkyle, carboxy(haloalkyle), alkyle, hydroxyalkyle, haloalkyle, alcényle, hydroxyalcényle, alkynyle, hydroxyalkynyle, cycloalkyle, cycloalkylalkyle, aminoalkyle, hydroxyalcoxyalkyle, alkylcarbonyle, phosphonylalkyle, un résidu aminoacide, hétérocyclylalkyle, cyanoalkyle, alcoxycarbonyle, alcoxycarbonylalkyle, carboxy, carboxyalkyle, arylthioalkyle, aminocarbonylalkyle, alkylcarbonylaminoalkyle, alcoxycarbonylaminoalkyle, aralcoxycarbonylaminoalkyle, aryle, hétéroaryle, aralkyle, aryloxyalkyle, aralcoxyalkyle, hétéroaryloxyalkyle et hétéroarylalcoxyalkyle; où R1 est sélectionné parmi cycloalkyle, cycloalcényle, aryle et hétérocyclyle, R1 étant éventuellement substitué à une position substituable par alkyle, alkylamino, alcoxy et halo; où R2 est sélectionné parmi alkyle et amino; et où R3 est sélectionné parmi hydrido et alkyle.

  (中文) 描述了一类替代噁唑用于治疗炎症和与炎症相关的疾病。特别感兴趣的化合物由公式（I）定义，其中R从氢化物，卤素，巯基，羟基，羧基烷基硫，羧基烷基硫烷基，羧基烷氧基，羧基烷氧基烷基，卤代烷氧基，烷基硫，烷基亚磺酰基，烷氧基，芳氧基，芳基氧烷基，烷基氨基，氨基羰基，烷氧基烷基，羧基（卤代烷基），烷基，羟基烷基，卤代烷基，烯基，羟基烯基，炔基，羟基炔基，环烷基，环烷基烷基，氨基烷基，羟基烷氧基烷基，烷基羰基，磷酸酯基烷基，氨基酸残基，杂环烷基烷基，氰基烷基，烷氧羰基，烷氧羰基烷基，羧基，羧基烷基，芳基硫烷基，氨基羰基烷基，烷基羰基氨基烷基，烷氧羰基氨基烷基，芳基氧羰基氨基烷基，芳基，杂环芳基，芳基氧烷基，芳基氧烷基烷基，杂环芳基氧烷基和杂环芳基氧烷基烷基中选择; 其中R1从环烷基，环烯基，芳基和杂环烷基中选择，其中R1在可替换位置上可选地被烷基，烷基氨基，烷氧基和卤素取代; 其中R2从烷基和氨基中选择; 而R3从氢化物和烷基中选择。
• [EN] SUBSTITUTED THIAZOLES FOR THE TREATMENT OF INFLAMMATION<br/>[FR] THIAZOLES SUBSTITUES DESTINES AU TRAITEMENT DE L'INFLAMMATION
  申请人：G.D. SEARLE & CO.

  公开号：WO1996003392A1

  公开（公告）日：1996-02-08

  (EN) A class of substituted thiazolyl compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula (II), wherein R4 is selected from alkyl and amino, wherein R5 is selected from aryl, cycloalkyl, cycloalkenyl and heterocyclic; wherein R5 is optionally substituted at a substitutable position with one or more radicals selected from halo, alkylthio, alkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, aminosulfonyl, alkyl, alkenyl, alkynyl, cyano, carboxyl, carboxyalkyl, alkoxycarbonyl, aminocarbonyl, acyl, N-alkylaminocarbonyl, N-arylaminocarbonyl, N,N-dialkylaminocarbonyl, N-alkyl-N-arylaminocarbonyl, haloalkyl, hydroxyl, alkoxy, hydroxyalkyl, haloalkoxy, amino, N-alkylamino, N,N-dialkylamino, heterocyclic and nitro; and wherein R6 is selected from halo, amino, alkoxy, nitro, hydroxyl, aminocarbonyl, acyl, alkylaminocarbonyl, arylaminocarbonyl, alkenyl, alkynyl, haloalkoxy, alkylamino, arylamino, aralkylamino, alkoxycarbonylalkyl, alkylaminoalkyl, heterocycloalkyl, aralkyl, cyanoalkyl, N-alkylsulfonylamino, heteroarylsulfonylalkyl, heteroarylsulfonylhaloalkyl, aryloxyalkyl, aralkyloxyalkyl, aryl and heterocyclo, wherein the aryl and heterocyclo radicals are optionally substituted at a substitutable position with one or more radicals selected from halo, alkyl, alkoxy, alkylthio, alkylsulfinyl, haloalkyl, haloalkoxy, carboxyalkyl, alkoxycarbonyl, aminocarbonyl, amino, acyl and alkylamino; or a pharmaceutically-acceptable salt thereof.(FR) La présente invention concerne une classe de composés à base de thiazolyle substitué destinés au traitement de l'inflammation et des troubles liés à l'inflammation. Les composés concernés en l'occurrence sont décrits par la formule générale (II). Dans cette formule générale, R4 est choisi parmi alkyle et amino. R5 est choisi parmi aryle, cycloalkyle, cycloalcényle et hétérocyclique. R5 est éventuellement substitué à des positions admettant la substitution par un ou plusieurs radicaux choisis parmi halo, alkylthio, alkylsulfinyle, alkylsulfonyle, haloalkylsulfonyle, aminosulfonyle, alkyle, alcényle, alkynyle, cyano, carboxyle, carboxyalkyle, alcoxycarbonyle, aminocarbonyle, acyle, N-alkylaminocarbonyle, N-arylaminocarbonyle, N,N-dialkylaminocarbonyle, N-alkyl-N-alkylaminocarbonyle, haloalkyle, hydroxyle, alcoxy, hydroxyalkyle, haloalcoxy, amino, N-alkylamino, N,N-dialkylamino, hétérocyclique et nitro. Dans cette formule générale, R6 est choisi parmi halo, amino, alcoxy, nitro, hydroxyle, aminocarbonyle, acyle, alkylaminocarbonyle, arylaminocarbonyle, alcényle, alkynyle, haloalcoxy, alkylamino, arylamino, aralkylamino, alcoxycarbonylalkyle, alkylaminoalkyle, hétérocycloalkyle, aralkyle, cyanoalkyle, N-alkysulfonylamino, hétéroarylsulfonylalkyle, hétéroarylsulfonylhaloalkyle, aryloxyalkyle, aralkyloxyalkyle, aryle et hétérocyclo, où les radicaux aryle et hétérocyclo peuvent être éventuellement substitués à une position admettant la substitution par au moins un radical choisi parmi halo, alkyle, alcoxy, alkylthio, alkylsulfinyle, haloalkyle, haloalcoxy, carboxyalkyle, alcoxycarbonyle, aminocarbonyle, amino, acyle et alkylamino. L'invention concerne également des sels de ces composés de formule générale (II), qui sont pharmaceutiquement acceptables.

  描述了一类取代噻唑基化合物，用于治疗炎症和与炎症相关的疾病。特别感兴趣的化合物由公式（II）定义，其中R4选择自烷基和氨基，其中R5选择自芳基，环烷基，环烯基和杂环；其中R5在可取代的位置上可选择用一个或多个基团进行取代，所述基团选择自卤素，烷硫基，烷基亚砜基，烷基磺酰基，卤代烷基磺酰基，氨基磺酰基，烷基，烯基，炔基，氰基，羧基，羧基烷基，烷氧基羧酸酯基，氨基羧酸酯基，酰基，N-烷基氨基羧酸酯基，N-芳基氨基羧酸酯基，N，N-二烷基氨基羧酸酯基，N-烷基-N-芳基氨基羧酸酯基，卤代烷基，羟基，烷氧基，卤代烷氧基，氨基，N-烷基氨基，N，N-二烷基氨基，杂环和硝基；其中R6选择自卤素，氨基，烷氧基，硝基，羟基，氨基羧酸酯基，酰基，烷基氨基羧酸酯基，芳基氨基羧酸酯基，烯基，炔基，卤代烷氧基，烷基氨基，芳基氨基，芳基烷基氨基，烷氧基羧酸酯基烷基，烷基氨基烷基，杂环环烷基，芳基烷基，卤代基烷基磺酰氨基，杂环芳基磺酰基烷基，杂环芳基磺酰卤代烷基，芳氧基烷基，芳基烷氧基烷基，芳基和杂环，其中芳基和杂环基团在可取代的位置上可选择用一个或多个基团进行取代，所述基团选择自卤素，烷基，烷氧基，烷硫基，烷基亚砜基，卤代烷基，卤代烷氧基，羧基烷基，烷氧基羧酸酯基，氨基羧酸酯基，氨基，酰基和烷基氨基；或其药学上可接受的盐。
• Substituted oxazolyl compounds for the treatment of inflammation
  申请人：G.D. Searle & Co.

  公开号：US05719163A1

  公开（公告）日：1998-02-17

  A class of substituted oxazolyl compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula I: ##STR1## wherein R is selected from alkyl, hydroxyalkyl, haloalkyl, cycloalkyl, cycloalkylalkyl, aryl optionally substituted at a substitutable position by carboxy, alkyl, alkoxy and halo, aralkyl optionally substituted at a substitutable position on the aryl radical by carboxy, alkyl, alkoxy and halo, aryloxyalkyl optionally substituted at a substitutable position on the aryl radical with halo, carboxy, alkyl and alkoxy, aralkoxyalkyl optionally substituted at a substitutable position by alkyl, carboxy, alkoxy and halo, heteroaryloxyalkyl optionally substituted at a substitutable position with halo, carboxy, alkyl and alkoxy, alkoxycarbonylalkyl, carboxyalkyl and aminocarbonylalkyl; wherein R.sup.1 is selected from cycloalkyl, cycloalkenyl, heteroaryl and aryl optionally substituted at a substitutable position by alkyl, alkoxy and halo, and wherein R.sup.2 is alkyl; or a pharmaceutically-acceptable salt thereof; provided R.sup.1 is not phenyl when R.sup.2 is methyl and R is isopropyl or tert-butyl.

  本文描述了一类取代氧唑基化合物，用于治疗炎症和与炎症相关的疾病。特别感兴趣的化合物由式I定义：##STR1##其中R从烷基，羟基烷基，卤代烷基，环烷基，环烷基烷基，芳基（在可取代位置上由羧基，烷基，烷氧基和卤素取代），芳基烷基（在芳基基团上在可取代位置上由羧基，烷基，烷氧基和卤素取代），芳氧基烷基（在芳基基团上在可取代位置上由卤素，羧基，烷基和烷氧基取代），芳基氧基烷基（在可取代位置上由烷基，羧基，烷氧基和卤素取代），杂环芳氧基烷基（在可取代位置上由卤素，羧基，烷基和烷氧基取代），烷氧羰基烷基，羧基烷基和氨基羰基烷基中选择；其中R.sup.1从环烷基，环烷烯基，杂环芳基和芳基（在可取代位置上由烷基，烷氧基和卤素取代）中选择，R.sup.2是烷基；或其药学上可接受的盐；但是当R.sup.2是甲基，R为异丙基或叔丁基时，R.sup.1不是苯基。
• Substituted oxazoles for the treatment of inflammation
  申请人：G.D. Searle & Co.

  公开号：US06090834A1

  公开（公告）日：2000-07-18

  A class of substituted oxazolyl compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula II ##STR1## wherein R is selected from halo, mercapto, hydroxyl, lower carboxyalkylthio, lower haloalkoxy, lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl, lower alkoxy, aryloxy, lower alkylamino, aminocarbonyl, lower alkoxyalkyl, and lower carboxy(haloalkyl); wherein R.sup.2 is selected from lower alkyl and amino; and wherein R.sup.4 is selected from hydrido, lower alkyl, lower alkylamino, lower alkoxy and halo; or a pharmaceutically-acceptable salt thereof.

  描述了一类用于治疗炎症和与炎症相关疾病的取代噁唑基化合物。特别感兴趣的化合物由公式II定义，其中R从卤素，巯基，羟基，低碳酰基硫基，低卤代烷氧基，低烷基硫基，低烷基亚砜基，低烷基磺酰基，低烷氧基，芳氧基，低烷基氨基，氨基甲酰基，低烷氧基烷基，和低碳酰基（卤代烷基）中选择；其中R.sup.2从低烷基和氨基中选择；其中R.sup.4从氢基，低烷基，低烷基氨基，低烷氧基和卤素中选择；或其药学上可接受的盐。
• Thiazole compounds, processes for the preparation thereof, and pharmaceutical composition comprising the same
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0377457A1

  公开（公告）日：1990-07-11

  The present invention relates to new thiazole compounds and pharmaceutically acceptable salts thereof which have pharmacological activities, processes for preparation thereof, a pharmaceutical composition comprising the same same and a use of the same.

  本发明涉及具有药理活性的新噻唑化合物及其药学上可接受的盐、其制备工艺、包含相同物质的药物组合物以及相同物质的用途。