thiophene-2-sulfonic acid (3,3,3-trifluoro-1-hydroxymethyl-2-trifluoromethyl-propyl)-amide | 769169-88-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: thiophene-2-sulfonic acid (3,3,3-trifluoro-1-hydroxymethyl-2-trifluoromethyl-propyl)-amide
• 英文别名: N-[4,4,4-trifluoro-1-hydroxy-3-(trifluoromethyl)butan-2-yl]thiophene-2-sulfonamide
• CAS: 769169-88-2
• 化学式: C₉H₉F₆NO₃S₂
• 分子量: 357.298
• InChiKey: JRZREWWYEJRTFF-UHFFFAOYSA-N

物化性质

• 沸点：
  328.6±52.0 °C(Predicted)
• 密度：
  1.576±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  3,3,3-trifluoro-2-(trifluoromethyl)-1-(hydroxymethyl)propylamine 、 2-噻吩磺酰氯 在 吡啶 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 thiophene-2-sulfonic acid (3,3,3-trifluoro-1-hydroxymethyl-2-trifluoromethyl-propyl)-amide
  参考文献：
  名称：

  Fluoro- and trifluoroalkyl-containing heterocyclic sulfonamide inhibitors of beta amyloid production and derivatives thereof

  摘要：

  提供了具有式(I)的化合物，其中T为CHO、CON或C(OH)R1R2；R1和R2为氢、可选择取代的较低烷基、CF3、可选择取代的烯烃或可选择取代的炔烃；R3为氢或可选择取代的较低烷基；R4为(CF3)n烷基、(CF3)n(取代烷基)、(CF3)n烷基苯基、(CF3)n烷基(取代苯基)或(F)n环烷基；n=1-3；R5为氢、卤素、CF3、与Y融合的双烯烃（当Y为C时）、或与Y融合的取代双烯烃（当Y为C时）；W、Y和Z为C、CR6或N，其中至少有一个为C；R6为氢、卤素或可选择取代的较低烷基；X为O、S、SO2或NR7；R7为氢、可选择取代的较低烷基、可选择取代的苄基或可选择取代的苯基；R8为较低烷基、CF3或可选择取代的苯基。还描述了制备和使用这些化合物来抑制β淀粉样蛋白的产生，以及治疗阿尔茨海默病和唐氏综合征的方法。

  公开号：

  US20040198778A1

文献信息

• [EN] FLUORO-AND TRIFLUOROALKYL-CONTAINING HETEROCYCLIC SULFONAMIDE INHIBITORS OF BETA AMYLOID PRODUCTION AND DERIVATIVES THEREOF<br/>[FR] SULFONAMIDES HETEROCYCLIQUES CONTENANT DES FLUORO-ET-TRIFLUOROALKYLES, INHIBITEURS DE LA PRODUCTION DE BETA AMYLOIDE, ET LEURS DERIVES
  申请人：WYETH CORP

  公开号：WO2004092155A1

  公开（公告）日：2004-10-28

  Compounds of Formula (I), are provided where T is CHO, COR8, or C(OH)R1R2; R1 and R2 are hydrogen, optionally substituted lower alkyl, CF3, optionally substituted alkenyl, or optionally substituted alkynyl; R3 is hydrogen or optionally substituted lower alkyl; R4 is (CF3)nalkyl, (CF3)n(substitutedalkyl), (CF3)nalkylphenyl, (CF3)nalkyl(substitutedphenyl), or (F)ncycloalkyl; n=1-3; R5 is hydrogen, halogen, CF3, diene fused to Y when Y=C, or substituted diene fused to Y when Y=C; W, Y and Z are C, CR6 or N where at least one of W, Y or Z are C; R6 is hydrogen, halogen, or optionally substituted lower alkyl; X is O, S, SO2, or NR7; R7 is hydrogen, optionally substituted lower alkyl, optionally substituted benzyl, or optionally substituted phenyl; and R8 is lower alkyl, CF3, or optionally substituted phenyl. Methods of preparing and using these compounds for inhibiting beta amyloid production and for treatment of Alzheimer's Disease and Down's syndrome are also described.

  提供了化合物公式(I)，其中T为CHO、COR8或C(OH)R1R2；R1和R2为氢、可选取代的低碳基、CF3、可选取代的烯基或可选取代的炔基；R3为氢或可选取代的低碳基；R4为(CF3)n烷基、(CF3)n(取代烷基)、(CF3)n烷基苯基、(CF3)n烷基(取代苯基)或(F)ncycloalkyl；n=1-3；R5为氢、卤素、CF3、与Y融合的双烯烃（当Y=C时）或取代的与Y融合的双烯烃（当Y=C时）；W、Y和Z为C、CR6或N，其中至少有一个为C；R6为氢、卤素或可选取代的低碳基；X为O、S、SO2或NR7；R7为氢、可选取代的低碳基、可选取代的苯甲基或可选取代的苯基；R8为低碳基、CF3或可选取代的苯基。还描述了制备和使用这些化合物以抑制β淀粉样蛋白的产生以及治疗阿尔茨海默病和唐氏综合症的方法。
• FLUORO- AND TRIFLUOROALKYL-CONTAINING HETEROCYCLIC SULFONAMIDE INHIBITORS OF BETA AMYLOID PRODUCTION AND DERIVATIVES THEREOF
  申请人：Kreft Anthony Frank

  公开号：US20090227667A1

  公开（公告）日：2009-09-10

  Compounds of Formula (I), are provided where T is CHO, COR 8 , or C(OH)R 1 R 2 ; R 1 and R 2 are hydrogen, optionally substituted lower alkyl, CF 3 , optionally substituted alkenyl, or optionally substituted alkynyl; R 3 is hydrogen or optionally substituted lower alkyl; R 4 is (CF 3 ) n alkyl, (CF 3 ) n (substitutedalkyl), (CF 3 ) n alkylphenyl, (CF 3 ) n alkyl(substitutedphenyl), or (F) n cycloalkyl; n=1-3; R 5 is hydrogen, halogen, CF 3 , diene fused to Y when Y=C, or substituted diene fused to Y when Y=C; W, Y and Z are C, CR 6 or N where at least one of W, Y or Z are C; R 6 is hydrogen, halogen, or optionally substituted lower alkyl; X is O, S, SO 2 , or NR 7 ; R 7 is hydrogen, optionally substituted lower alkyl, optionally substituted benzyl, or optionally substituted phenyl; and R 8 is lower alkyl, CF 3 , or optionally substituted phenyl. Methods of preparing and using these compounds for inhibiting beta amyloid production and for treatment of Alzheimer's Disease and Down's syndrome are also described.

  提供了化学式（I）的化合物，其中T为CHO，COR8或C（OH）R1R2; R1和R2为氢，可选取代的低级烷基，CF3，可选取代的烯基或可选取代的炔基; R3为氢或可选取代的低级烷基; R4为（CF3）n烷基，（CF3）n（取代烷基），（CF3）n烷基苯基，（CF3）n烷基（取代苯基）或（F）n环烷基; n = 1-3; R5为氢，卤素，CF3，与Y融合的二烯或与Y融合的取代二烯，当Y = C时; W，Y和Z为C，CR6或N，其中至少有一个为C; R6为氢，卤素或可选取代的低级烷基; X为O，S，SO2或NR7; R7为氢，可选取代的低级烷基，可选取代的苄基或可选取代的苯基; R8为低级烷基，CF3或可选取代的苯基。还描述了制备和使用这些化合物来抑制β淀粉样蛋白生成以及治疗阿尔茨海默病和唐氏综合症的方法。
• Fluoro-and trifluoroalkyl-containing heterocyclic sulfonamide inhibitors of beta amyloid production and derivatives thereof
  申请人：Kreft Frank Anthony

  公开号：US20070254929A1

  公开（公告）日：2007-11-01

  Compounds of Formula (I), are provided where T is CHO, COR 8 , or C(OH)R 1 R 2 ; R 1 and R 2 are hydrogen, optionally substituted lower alkyl, CF 3 , optionally substituted alkenyl, or optionally substituted alkynyl; R 3 is hydrogen or optionally substituted lower alkyl; R 4 is (CF 3 ) n alkyl, (CF 3 ) n (substitutedalkyl), (CF 3 ) n alkylphenyl, (CF 3 ) n alkyl(substitutedphenyl), or (F) n cycloalkyl; n=1-3; R 5 is hydrogen, halogen, CF 3 , diene fused to Y when Y═C, or substituted diene fused to Y when Y═C; W, Y and Z are C, CR 6 or N where at least one of W, Y or Z are C; R 6 is hydrogen, halogen, or optionally substituted lower alkyl; X is O, S, SO 2 , or NR 7 ; R 7 is hydrogen, optionally substituted lower alkyl, optionally substituted benzyl, or optionally substituted phenyl; and R 8 is lower alkyl, CF 3 , or optionally substituted phenyl. Methods of preparing and using these compounds for inhibiting beta amyloid production and for treatment of Alzheimer's Disease and Down's syndrome are also described.

  提供了式(I)的化合物，其中T为CHO，COR8或C(OH)R1R2；R1和R2为氢，可选取代的低烷基，CF3，可选取代的烯基或可选取代的炔基；R3为氢或可选取代的低烷基；R4为(CF3)n烷基，(CF3)n（取代烷基），(CF3)n烷基苯基，(CF3)n烷基（取代苯基）或(F)ncycloalkyl；n=1-3；R5为氢，卤素，CF3，当Y═C时，为融合到二烯基，或当Y═C时，为取代的融合二烯基；W，Y和Z为C，CR6或N，其中至少有一个为C；R6为氢，卤素或可选取代的低烷基；X为O，S，SO2或NR7；R7为氢，可选取代的低烷基，可选取代的苯甲基或可选取代的苯基；R8为低烷基，CF3或可选取代的苯基。还描述了制备和使用这些化合物来抑制β淀粉样蛋白的产生以及治疗阿尔茨海默病和唐氏综合症的方法。
• FLUORO-AND TRIFLUOROALKYL-CONTAINING HETEROCYCLIC SULFONAMIDE INHIBITORS OF BETA AMYLOID PRODUCTION AND DERIVATIVES THEREOF
  申请人：Wyeth

  公开号：EP1608638A1

  公开（公告）日：2005-12-28
• US7300951B2
  申请人：——

  公开号：US7300951B2

  公开（公告）日：2007-11-27