N-[1-(3-aminocarbonyl-4-hydroxyphenyl)-1,1,2-trichloroethyl]-4-chlorobenzenesulfonamide

• 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: N-[1-(3-aminocarbonyl-4-hydroxyphenyl)-1,1,2-trichloroethyl]-4-chlorobenzenesulfonamide
• 英文别名: 2-Hydroxy-5-[2,2,2-trichloro-1-[(4-chlorophenyl)sulfonylamino]ethyl]benzamide
• 化学式: C₁₅H₁₂Cl₄N₂O₄S
• 分子量: 458.149
• InChiKey: FKNNFFNBSFNFSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  118
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(2,2,2-三氯亚乙基)-4-氯苯磺酰胺 、 水杨酰胺 在 硫酸 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 N-[1-(3-aminocarbonyl-4-hydroxyphenyl)-1,1,2-trichloroethyl]-4-chlorobenzenesulfonamide
  参考文献：
  名称：

  功能取代的芳族化合物的C-酰胺烷基化反应中的N-（2,2,2-三氯亚乙基）-和N-（1-羟基-2,2,2-三氯乙基）酰胺

  摘要：

  A reaction with phenol and pyrocatechol of N-(2,2,2-trichloroethylidene)arenesulfonyl-, ethoxycarbonylamides and 1-hydroxy-substituted N-(2,2,2-trichloroethyl)amides of arenesulfonic, carbamic, and acetic acids in the presence of oleum or in sulfuric acid provided the corresponding (1-amido-2,2,2-trichloroethyl)-substituted phenols. N-(2,2,2-Trichloroethylidene)-4-chlorobenzenesulfonamide reacted with salicylamide in the presence of oleum to afford 3-aminocarbonyl-4-[2,2,2-trichloro-l-(4-chlorobenzenesulfonamido)ethyl]benzene whereas the 1-hydroxy-2,2,2-trichloroethylamides of the acetic, carbamic, and arenesulfonic acids did not enter into such reactions.

  DOI：

  10.1023/a:1015569801556

文献信息

• 11beta-hsdi inhibitors
  申请人：Coulter Thomas Stephen

  公开号：US20090069323A1

  公开（公告）日：2009-03-12

  The invention relates to compounds of formula (I) wherein A, Y, Z 1 , Z 2 , R 1 to R 3 and X 1 to X 4 have the meaning as cited in the description and the claims. For example A is 4′-fluorobiphen-4-yl; Y is —S(O) 2 NH—; R 1 , R 2 are H; X 1 , X 2 , X 4 are CH; X 3 is C—F; Z 1 is ═O; and Z 2 -R 3 is N(CH 2 CH 3 ) 2 . Said compounds are useful as 11β-HSD1 inhibitors. The invention also relates to the preparation of such compounds as well as the production and use as medicament.

  本发明涉及式(I)的化合物，其中A，Y，Z1，Z2，R1至R3和X1至X4的含义如说明书和权利要求中所述。例如，A是4'-氟联苯-4-基；Y是—S（O）2NH—；R1，R2为H；X1，X2，X4为CH；X3为C—F；Z1为═O；Z2-R3为N（CH2CH3）2。所述化合物可用作11β-HSD1抑制剂。本发明还涉及制备这些化合物以及作为药物的生产和使用。
• 11BETA-HSD1 INHIBITORS
  申请人：Evotec AG

  公开号：EP1814846A1

  公开（公告）日：2007-08-08
• [EN] 11????-HSD1 INHIBITORS<br/>[FR] INHIBITEURS DE LA 11????-HSD1
  申请人：EVOTEC AG

  公开号：WO2006048330A1

  公开（公告）日：2006-05-11

  [EN] The invention relates to compounds of formula (I) wherein A, Y, Z¹,^{Z2,R1 to R3 and X1 to X4 have the meaning as cited in the description and the claims. For example A is 4'-fluorobiphen-4-yl; Y is -S(O)2NH-; R1, R2 are H; X1,X2,X4 are CH; X3 is C-F; Z' is =0; and Z2-R3 is N(CH2CH3)₂ . Said compounds are useful as 11ß-HSD1 inhibitors. The invention also relates to the preparation of such compounds as well as the production and use as medicament.
  [FR] L'invention concerne des composés représentés par la formule générale (I). Dans cette formule, A, Y, Z1,Z2,R1 à R3 et X1 à X4 désignent des éléments définis dans la description et les revendications. Par exemple, A désigne un groupe 4'-fluorobiphén-4-yl; Y désigne un groupe -S(O)2NH-; R1, R2 désignent un atome H; X1,X2,X4 désignent un groupe CH; X3 désigne un groupe C-F; Z' désigne un groupe =O; et Z2-R3 désigne un groupe N(CH2CH3)₂ . Ces composés sont utiles comme inhibiteurs de la 11ß-HSD1. L'invention concerne également la préparation de ces composés, ainsi que la production de ces composés et leur utilisation en tant que médicament.}
• ——
  作者：Yu. A. Aizina、I. B. Rozentsweig、G. G. Levkovskaya、G. N. Rozentsweig、A. N. Mirskova

  DOI：10.1023/a:1015569801556

  日期：——

  A reaction with phenol and pyrocatechol of N-(2,2,2-trichloroethylidene)arenesulfonyl-, ethoxycarbonylamides and 1-hydroxy-substituted N-(2,2,2-trichloroethyl)amides of arenesulfonic, carbamic, and acetic acids in the presence of oleum or in sulfuric acid provided the corresponding (1-amido-2,2,2-trichloroethyl)-substituted phenols. N-(2,2,2-Trichloroethylidene)-4-chlorobenzenesulfonamide reacted with salicylamide in the presence of oleum to afford 3-aminocarbonyl-4-[2,2,2-trichloro-l-(4-chlorobenzenesulfonamido)ethyl]benzene whereas the 1-hydroxy-2,2,2-trichloroethylamides of the acetic, carbamic, and arenesulfonic acids did not enter into such reactions.