N-[6-(2-chloro-ethyl)-indan-1-yl]-2,2,2-trifluoro-acetamide | 855744-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: N-[6-(2-chloro-ethyl)-indan-1-yl]-2,2,2-trifluoro-acetamide
• 英文别名: N-[6-(2-chloroethyl)-2,3-dihydro-1H-inden-1-yl]-2,2,2-trifluoroacetamide
• CAS: 855744-79-5
• 化学式: C₁₃H₁₃ClF₃NO
• 分子量: 291.701
• InChiKey: ZJXFRHFTUROLML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[6-(2-chloro-ethyl)-indan-1-yl]-2,2,2-trifluoro-acetamide 、 3-(1-哌嗪基)-1,2-苯并异噻唑 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.25h， 以85%的产率得到N-{6-[2-(4-benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethyl]-indan-1-yl}-2,2,2-trifluoro-acetamide
  参考文献：
  名称：

  1-Aminoindanes as novel motif with potential atypical antipsychotic properties

  摘要：

  As part of an on-going effort to investigate the chemical space requirements for D-2/5-HT2A receptor antagonists as atypical antipsychotics, new 1-aminoindanes were synthesized. The replacement of the heterocycle (oxindole) in ziprasidone with a carbocycle (indane) was well tolerated and was found to retain binding affinities for dopamine D-2, serotonin 5-HT2A, and serotonin 5-HT1A. Such compounds hold promise as a new chemical motif with atypical antipsychotic properties for the treatment of schizophrenia and related disorders. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.106
• 作为产物：
  描述：

  N-[6-(2-chloro-acetyl)-indan-1-yl]-2,2,2-trifluoro-acetamide 在 三乙基硅烷 、 三氟乙酸 作用下， 以85%的产率得到N-[6-(2-chloro-ethyl)-indan-1-yl]-2,2,2-trifluoro-acetamide
  参考文献：
  名称：

  1-Aminoindanes as novel motif with potential atypical antipsychotic properties

  摘要：

  As part of an on-going effort to investigate the chemical space requirements for D-2/5-HT2A receptor antagonists as atypical antipsychotics, new 1-aminoindanes were synthesized. The replacement of the heterocycle (oxindole) in ziprasidone with a carbocycle (indane) was well tolerated and was found to retain binding affinities for dopamine D-2, serotonin 5-HT2A, and serotonin 5-HT1A. Such compounds hold promise as a new chemical motif with atypical antipsychotic properties for the treatment of schizophrenia and related disorders. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.106

文献信息

• [EN] HETEROCYCLIC SUBSTITUTED INDANE DERIVATIVES AND RELATED COMPOUNDS FOR THE TREATMENT OF SCHIZOPHRENIA<br/>[FR] DERIVES D'INDANE HETEROCYCLIQUE SUBSTITUE ET COMPOSES APPARENTES POUR LE TRAITEMENT DE LA SCHIZOPHRENIE
  申请人：WARNER LAMBERT CO

  公开号：WO2005056540A1

  公开（公告）日：2005-06-23

  This invention relates to compounds of the formula (I) wherein J, M, G, m, X, R', R2, R4, R5, R6, R7, R8, R9, Y, n, z, and R' are defined as in the specification, pharmaceutical compositions containing them and their use in the treatment of central nervous system and other disorders.

  这项发明涉及式(I)的化合物，其中J、M、G、m、X、R'、R2、R4、R5、R6、R7、R8、R9、Y、n、z和R'的定义如规范中所述，包含它们的药物组合物及其在治疗中枢神经系统和其他疾病中的用途。
• Heterocyclic substituted indane derivatives and related compounds for the treatment of schizophrenia
  申请人：Graham M. James

  公开号：US20050282819A1

  公开（公告）日：2005-12-22

  This invention relates to compounds of the formula 1 wherein J, M, G, m, X, R 1 , R 2 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , Y, n, z, and R 11 are defined as in the specification, pharmaceutical compositions containing them and their use in the treatment of central nervous system and other disorders.

  本发明涉及式1的化合物，其中J、M、G、m、X、R1、R2、R4、R5、R6、R7、R8、R9、Y、n、z和R11如规范中所定义，包含它们的药物组合物以及它们在中枢神经系统和其他疾病的治疗中的应用。
• HETEROCYCLIC SUBSTITUTED INDANE DERIVATIVES AND RELATED COMPOUNDS FOR THE TREATMENT OF SCHIZOPHRENIA
  申请人：Warner-Lambert Company LLC

  公开号：EP1697334A1

  公开（公告）日：2006-09-06