Lu 38-012 | 401571-45-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: Lu 38-012
• 英文别名: 5-[[4-(4-chlorophenyl)piperazin-1-yl]methyl]-1H-indole
• CAS: 401571-45-7
• 化学式: C₁₉H₂₀ClN₃
• 分子量: 325.841
• InChiKey: LFXXDQVEFFXFSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  22.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吲哚-5-羧酸 、 1-(4-氯苯基)哌嗪 、 N,N'-羰基二咪唑 在 硫酸 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 生成 Lu 38-012
  参考文献：
  名称：

  4-,5-,6-And 7-indole derivatives useful for the treatment of CNS disorders

  摘要：

  本发明涉及公式I1中的4-，5-，6-或7-亚甲基取代的吲哚衍生物，其中R是芳基或杂环芳基，其中所述芳基或杂环芳基基团可以被氢、卤素、氰基、硝基、C1-6-烷基、C2-6-烯基、C2-6-炔基、C3-8-环烷基、C3-8-环烷基-C1-6-烷基、C1-6-烷氧基、C1-6-烷硫基、羟基、羟基-C1-6-烷基、三氟甲基、三氟甲基磺酰基、C1-6-烷基磺酰基、氨基、C1-6-烷基氨基、二-(C1-6-烷基)氨基、酰基、氨基甲酰基和亚甲基二氧基基团中的一种或多种取代；X是N、C或CH；要求虚线表示当X为C时为键，当X为N或CH时不为键；R1是氢、C1-6-烷基、C2-6-烯基、C3-8-环烷基、C3-8-环烷基-C1-6-烷基、芳基、芳基-C1-6-烷基、酰基、硫酰基、C1-6-烷基磺酰基、三氟甲基磺酰基或芳基磺酰基；R2和R3分别选择自氢、卤素、氰基、硝基、C1-6-烷基、C2-6-烯基、C2-6-炔基、C3-8-环烷基、C3-8-环烷基-C1-6-烷基、C1-6-烷氧基、C1-6-烷硫基、羟基、羟基-C1-6-烷基、三氟甲基、三氟甲基磺酰基、C1-6-烷基磺酰基、氨基、C1-6-烷基氨基、二-(C1-6-烷基)氨基、酰基和氨基甲酰基；本发明的化合物是选择性多巴胺D4受体配体。

  公开号：

  US20030166665A1

文献信息

• 4-, 5-, 6- AND 7-INDOLE DERIVATIVES USEFUL FOR THE TREATMENT OF CNS DISORDERS
  申请人：H. LUNDBECK A/S

  公开号：EP1309586A1

  公开（公告）日：2003-05-14
• 4-, 5-, 6- And 7-indole derivatives useful for the treatment of CNS disorders
  申请人：Bang-Andersen Benny

  公开号：US20060004022A1

  公开（公告）日：2006-01-05

  The present invention relates to 4-, 5-, 6- or 7-methylene substituted indolyl derivatives of formula I wherein R is aryl or heteroaryl, where said aryl or heteroaryl groups may be substituted one or more times with a substituent seleceted from hydrogen, halogen, cyano, nitro, C 1-6 -alkyl, C 2-6 -alkenyl, C 2-6 -alkynyl, C 3-8 -cycloalkyl, C 3-8 -cycloalkyl-C 1-6 -alkyl, C 1-6 -alkoxy, C 1-6 -alkylthio, hydroxy, hydroxy-C 1-6 -alkyl trifluoromethyl, trifluoromethylsulfonyl, C 1-6 -alkylsulfonyl, amino, C 1-6 -alkylamino, di-(C 1-6 -alkyl)amino, acyl, aminocarbonyl and a methylene dioxy group; X is N, C or CH; provided that the dotted line indicates a bond when X is C and no bond when X is N or CH; R 1 is hydrogen, C 1-6 -alkyl, C 2-6 -alkenyl, C 2-6 -alkynyl, C 3-8 -cycloalkyl, C 3-8 -cycloalkyl-C 1-6 -alkyl, aryl, aryl-C 1-6 -alkyl, acyl, thioacyl, C 1-6 -alkylsulfonyl, trifluoromethylsulfonyl or arylsulfonyl; and R 2 and R 3 are independently selected from hydrogen, halogen, cyano, nitro, C 1-6 -alkyl, C 2-6 -alkenyl, C 2-6 -alkynyl, C 3-8 -cycloalkyl, C 3-8 -cycloalkyl-C 1-6 -alkyl, C 1-6 -alkoxy, C 1-6 -alkylthio, hydroxy, hydroxy-C 1-6 -alkyl trifluoromethyl, trifluoromethylsulfonyl, C 1-6 -alkylsulfonyl, amino, C 1-6 -alkylamino, di-(C 1-6 -alkyl)amino, acyl and aminocarbonyl. The compounds of the invention are selective dopamine D 4 ligands.
• US6958338B2
  申请人：——

  公开号：US6958338B2

  公开（公告）日：2005-10-25
• US7105543B2
  申请人：——

  公开号：US7105543B2

  公开（公告）日：2006-09-12
• [EN] 4-, 5-, 6- AND 7-INDOLE DERIVATIVES USEFUL FOR THE TREATMENT OF CNS DISORDERS<br/>[FR] DERIVES 4-, 5-, 6- ET 7-INDOLIQUES UTILES DANS LE TRAITEMENT DE TROUBLES DU SYSTEME NERVEUX CENTRAL
  申请人：LUNDBECK & CO AS H

  公开号：WO2002016349A1

  公开（公告）日：2002-02-28

  The present invention relates to 4-, 5-, 6- or 7-methylene substituted indolyl derivatives of Formula 1, wherein R is aryl or heteroaryl, where said aryl or heteroaryl groups may be substituted one or more times with a substituent selected from hydrogen, halogen, cyano, nitro, C1-6-alkyl, C2-6-alkenyl, C2-6-alkynyl, C3-8cycloalkyl, C3-8-cycloalkyl-C1-6-alkyl, C1-6-alkoxyl, C1-6-alkylthio, hydroxy, hydroxy-C1-6-alkyl trifluoromethyl, trifluoromethylsulfonyl, C1-6-alkylsulfonyl, amino, C1-6-alkylamino, di-(C1-6-alkyl) amino, acyl, aminocarbonyl and a methylene dioxy group; X is N, C or CH; provided that the dotted line indicates a bond when X is C and no bond when X is N or CH; R1 is hydrogen, C¿1-6?-alkyl, C2-6-alkenyl, C2-6-alkynyl, C3-8-cycloalkyl, C3-8-cycloalkyl-C1-6-alkyl, aryl, aryl-C1-6-alkyl, acyl, thioacyl, C1-6-alkylsulfonyl, trifluoromethylsulfonyl or arylsulfonyl; and R?2 and R3¿ are independently selected from hydrogen, halogen, cyano, nitro, C¿1-6?-alkyl, C2-6-alkenyl, C2-6-alkynyl, C3-8-cycloalkyl, C3-8-cycloalkyl-C1-6-alkyl, C1-6-alkoxy, C1-6-alkylthio, hydroxy, hydroxy-C1-6-alkyl trifluoromethyl, trifluoromethylsulfonyl, C1-6-alkylsulfonyl, amino, C1-6-alkylamino, di-(C1-6-alkyl)amino, acyl and aminocarbonyl; The compounds of the invention are selective dopamine D4 ligands.