3-(3,5-difluoro-4-methylphenyl)propionaldehyde | 1036396-21-0

• 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: 3-(3,5-difluoro-4-methylphenyl)propionaldehyde
• 英文别名: 3-(3,5-Difluoro-4-methylphenyl)propionaldehyde；3-(3,5-difluoro-4-methylphenyl)propanal
• CAS: 1036396-21-0
• 化学式: C₁₀H₁₀F₂O
• 分子量: 184.186
• InChiKey: YJVLBWZGVGNGNE-UHFFFAOYSA-N

物化性质

• 沸点：
  214.7±35.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-ethyl-4-iodo-imidazol-1-yl)-ethylamine 、 3-(3,5-difluoro-4-methylphenyl)propionaldehyde 100.0 ℃ 、106.66 MPa 条件下， 反应 0.17h， 以afforded 8-[2-(3,5-difluoro-4-methyl-phenyl)-ethyl]-3-ethyl-1-iodo-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine which的产率得到8-[2-(3,5-Difluoro-4-methyl-phenyl)-ethyl]-3-ethyl-1-iodo-5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine
  参考文献：
  名称：

  5,6,7,8-tetrahydro-imidazo[1,5-α]pyrazine derivatives

  摘要：

  本发明涉及一种式为(I)的5,6,7,8-四氢咪唑[1,5-a]吡嗪衍生物，其中X代表CH2或O；R1代表苯基，该基团独立地单取代、双取代或三取代，其中取代基独立地选自(C1-4)烷基，(C1-4)烷氧基，卤素，氰基，三氟甲氧基和三氟甲基的群；R2代表(C1-4)烷基，(C1-4)烷氧基，(C2-4)烯基，卤素，氰基，羟甲基，三氟甲基，C(O)NR5R6或环丙基；R3代表(C1-4)烷基，(C1-4)烷氧甲基或卤素；R4代表(C1-4)烷基；R5代表氢或(C1-4)烷基；R6代表氢或(C1-4)烷基。本发明还涉及该类化合物的药学上可接受的盐；以及将该类化合物用作药物，特别是促进睡眠的药物。

  公开号：

  US08188082B2

文献信息

• 5,6,7,8-TETRAHYDRO-IMIDAZO[1,5-A]PYRAZINE DERIVATIVES
  申请人：Aissaoui Hamed

  公开号：US20100093740A1

  公开（公告）日：2010-04-15

  The invention relates to 5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine derivatives of formula (I), wherein X represents CH 2 or O; R 1 represents a phenyl group, which group is independently mono-, di-, or tri-substituted wherein the substituents are independently selected from the group consisting of (C 1-4 )alkyl, (C 1-4 )alkoxy, halogen, cyano, trifluoromethoxy and trifluoromethyl; R 2 represents (C 1-4 )alkyl, (C 1-4 )alkoxy, (C 2-4 )alkenyl, halogen, cyano, hydroxymethyl, trifluoromethyl, C(O)NR 5 R 6 or cyclopropyl; R 3 represents (C 1-4 )alkyl, (C 1-4 )alkoxy-methyl or halogen; R 4 represents (C 1-4 )alkyl; R 5 represents hydrogen or (C 1-4 )alkyl; and R 6 represents hydrogen or (C 1-4 )alkyl. The invention also relates to pharmaceutically acceptable salts of such compounds; and to the use of such compounds as medicaments; especially as orexin receptor antagonists.

  本发明涉及公式（I）的5,6,7,8-四氢咪唑[1,5-a]吡嗪衍生物，其中X代表CH2或O; R1代表苯基，该基团独立地单取代、双取代或三取代，其中取代基独立地选自由（C1-4）烷基，（C1-4）烷氧基，卤素，氰基，三氟甲氧基和三氟甲基的群组; R2代表（C1-4）烷基，（C1-4）烷氧基，（C2-4）烯基，卤素，氰基，羟甲基，三氟甲基，C（O）NR5R6或环丙基; R3代表（C1-4）烷基，（C1-4）烷氧甲基或卤素; R4代表（C1-4）烷基; R5代表氢或（C1-4）烷基; R6代表氢或（C1-4）烷基。本发明还涉及这种化合物的药学上可接受的盐;以及将这种化合物用作药物的用途;特别是作为促进睡眠激素受体拮抗剂。
• Novel pyrazolo-tetrahydropyridines as potent orexin receptor antagonists
  作者：Thierry Sifferlen、Christoph Boss、Emmanuelle Cottreel、Ralf Koberstein、Markus Gude、Hamed Aissaoui、Thomas Weller、John Gatfield、Catherine Brisbare-Roch、Francois Jenck

  DOI：10.1016/j.bmcl.2010.01.070

  日期：2010.3

  A novel series of dual orexin receptor antagonists was prepared by heteroaromatic five-membered ring system replacement of the dimethoxyphenyl moiety contained in the tetrahydroisoquinoline core skeleton of almorexant. Thus, replacement of the dimethoxyphenyl by a substituted pyrazole and additional optimization of the substitution pattern of the phenethyl motif allowed the identification of potent antagonists with low nanomolar affinity for hOX(1)R and hOX(2)R. The synthesis and structure-activity relationship of these novel antagonists will be discussed in this communication. These investigations furnished several suitable candidates for further evaluation in in vivo studies in rats. (C) 2010 Elsevier Ltd. All rights reserved.
• US8188082B2
  申请人：——

  公开号：US8188082B2

  公开（公告）日：2012-05-29
• [EN] 5,6,7,8-TETRAHYDRO-IMIDAZO[1,5-A]PYRAZINE DERIVATIVES<br/>[FR] DÉRIVÉS DE 5,6,7,8-TÉTRAHYDRO-IMIDAZO[1,5-A]PYRAZINE
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2008078291A1

  公开（公告）日：2008-07-03

  [EN] The invention relates to 5,6,7,8-tetrahydro-imidazo[1,5-a]pyrazine derivatives of formula (I),wherein X represents CH₂ or O; R¹ represents a phenyl group, which group is independently mono-, di-, or tri-substituted wherein the substituents are independently selected from the group consisting of (C_1-4)alkyl, (C_1-4)alkoxy, halogen, cyano, trifluoromethoxy and trifluoromethyl; R² represents (C_1-4)alkyl, (C_1-4)alkoxy, (C_2-4)alkenyl, halogen, cyano, hydroxymethyl, trifluoromethyl, C(O)NR⁵R⁶ or cyclopropyl; R³ represents (C_1-4)alkyl, (C_1-4)alkoxy-methyl or halogen; R⁴ represents (C_1-4)alkyl; R⁵ represents hydrogen or (C_1-4)alkyl; and R⁶ represents hydrogen or (C_1-4)alkyl. The invention also relates to pharmaceutically acceptable salts of such compounds; and to the use of such compounds as medicaments; especially as orexin receptor antagonists.
  [FR] L'invention porte sur des dérivés de 5,6,7,8-tétrahydro-imidazo[1,5-a]pyrazine de formule (1), dans laquelle X représente CH₂ ou O ; R¹ représente un groupe phényle, lequel groupe est indépendamment mono-, di- ou tri- substitué, les substituants étant indépendamment choisis dans le groupe constitué par alkyle en C₁-C₄, alcoxy en C₁-C₄, halogène, cyano, trifluorométhoxy et trifluorométhyle ; R² représente alkyle en C₁-C₄, alcoxy en C₁-C₄, alcényle en C_2-C₄, halogène, cyano, hydroxyméthyle, trifluorométhyle, C(O)NR⁵R⁶ou cyclopropyle ; R³ représente alkyle en C₁-C₄, alcoxy en C_1-C₄-méthyle, ou halogène ; R⁴représente alkyle en C₁-C₄ ; R⁵ représente hydrogène ou alkyle en C₁-C₄ ; et R⁶ représente hydrogène ou alkyle en C₁-C₄. L'invention porte également sur des sels pharmaceutiquement acceptables de tels composés ; et sur l'utilisation de tels composés en tant que médicaments, notamment en tant qu'antagonistes du récepteur de l'orexine.