(4,5-dihydro-1H-benzo[g]indazol-3-ylmethyl)-trimethylammonium iodide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (4,5-dihydro-1H-benzo[g]indazol-3-ylmethyl)-trimethylammonium iodide
• 英文别名: 4,5-dihydro-2H-benzo[g]indazol-3-ylmethyl(trimethyl)azanium;iodide
• 化学式: C₁₅H₂₀N₃*I
• 分子量: 369.248
• InChiKey: FOELERPDVIBSEM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.61
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(piperazin-1-yl)quinoline 、 (4,5-dihydro-1H-benzo[g]indazol-3-ylmethyl)-trimethylammonium iodide 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以9%的产率得到3-(4-isoquinolin-3-yl-piperazin-1-ylmethyl)-4,5-dihydro-1H-benzo[g]indazole
  参考文献：
  名称：

  Substituted pyrazoles as novel selective ligands for the human dopamine D 4 receptor

  摘要：

  Two novel series of 3-(heterocyclylmethyl)pyrazoles have been synthesised and evaluated as ligands for the human dopamine D-4 receptor. Compounds in series I (exemplified by 8k) have a phenyl ring joined to the 4-position of the pyrazole while those in series II (exemplified by 15j) have a 5-phenyl ring linked by a saturated chain to the 4-position of the pyrazole. Both series supplied compounds with excellent affinity for the human D-4 and good selectivity over other dopamine receptors. Excellent selectivity over calcium, sodium, and potassium ion channels was also achieved. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00134-5
• 作为产物：
  描述：

  (4,5-dihydro-1H-benzo[g]indazol-3-ylmethyl)-methylamine 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 乙醚 、 乙醇 为溶剂， 反应 25.5h， 生成 (4,5-dihydro-1H-benzo[g]indazol-3-ylmethyl)-trimethylammonium iodide
  参考文献：
  名称：

  Substituted pyrazoles as novel selective ligands for the human dopamine D 4 receptor

  摘要：

  Two novel series of 3-(heterocyclylmethyl)pyrazoles have been synthesised and evaluated as ligands for the human dopamine D-4 receptor. Compounds in series I (exemplified by 8k) have a phenyl ring joined to the 4-position of the pyrazole while those in series II (exemplified by 15j) have a 5-phenyl ring linked by a saturated chain to the 4-position of the pyrazole. Both series supplied compounds with excellent affinity for the human D-4 and good selectivity over other dopamine receptors. Excellent selectivity over calcium, sodium, and potassium ion channels was also achieved. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00134-5

文献信息

• Fused tricyclic heteroaromatic derivatives as dopamine receptor subtype
  申请人：Merck, Sharp & Dohme, Ltd.

  公开号：US05686480A1

  公开（公告）日：1997-11-11

  A class of fused tricyclic heteroaromatic compounds of formula (I), or a salt thereof or a prodrug thereof containing a fused pyrazole ring are ligands for dopamine receptor subtypes within the body and are therefore of use in the treatment and/or prevention of disorders of the dopamine system, such as schizophrenia.

  一类融合的三环杂芳化合物，化学式为（I），或其盐或前药，其中包含一个融合的吡唑环，是体内多巴胺受体亚型的配体，因此可用于治疗和/或预防多巴胺系统紊乱，如精神分裂症。
• [EN] FUSED TRICYCLIC HETEROAROMATIC DERIVATIVES AS DOPAMINE RECEPTOR SUBTYPE LIGANDS<br/>[FR] DERIVES HETEROAROMATIQUES TRICYCLIQUES FUSIONNES UTILISES EN TANT QUE LIGANDS DE SOUS-TYPES DE RECEPTEUR DE LA DOPAMINE
  申请人：MERCK SHARP & DOHME LIMITED

  公开号：WO1995007262A1

  公开（公告）日：1995-03-16

  (EN) A class of fused tricyclic heteroaromatic compounds of formula (I), or a salt thereof or a prodrug thereof containing a fused pyrazole ring are ligands for dopamine receptor subtypes within the body and are therefore of use in the treatment and/or prevention of disorders of the dopamine system, such as schizophrenia.(FR) Une classe de composés hétéroaromatiques tricycliques fusionnés de formule (I) ou un de leurs sel ou promédicaments, contenant un cycle pyrazole fusionné, sont des ligands de sous-types de récepteur de la dopamine dans le corps, et s'avèrent donc utiles dans le traitement et/ou la prévention des troubles du système dopaminergique, comme la schizophrénie.

  一类具有式(I)的熔融三环杂芳香化合物，或其盐或前药，其中含有融合的吡唑环，是体内多巴胺受体亚型的配体，因此可用于治疗和/或预防多巴胺系统的疾病，如精神分裂症。
• FUSED TRICYCLIC HETEROAROMATIC DERIVATIVES AS DOPAMINE RECEPTOR SUBTYPE LIGANDS
  申请人：MERCK SHARP & DOHME LTD.

  公开号：EP0717733A1

  公开（公告）日：1996-06-26
• US5686480A
  申请人：——

  公开号：US5686480A

  公开（公告）日：1997-11-11
• Substituted pyrazoles as novel selective ligands for the human dopamine D 4 receptor
  作者：Sylvie Bourrain、Ian Collins、Joseph G. Neduvelil、Michael Rowley、Paul D. Leeson、Smita Patel、Shil Patel、Frances Emms、Rosemarie Marwood、Kerry L. Chapman、Alan E. Fletcher、Graham A. Showell

  DOI：10.1016/s0968-0896(98)00134-5

  日期：1998.10

  Two novel series of 3-(heterocyclylmethyl)pyrazoles have been synthesised and evaluated as ligands for the human dopamine D-4 receptor. Compounds in series I (exemplified by 8k) have a phenyl ring joined to the 4-position of the pyrazole while those in series II (exemplified by 15j) have a 5-phenyl ring linked by a saturated chain to the 4-position of the pyrazole. Both series supplied compounds with excellent affinity for the human D-4 and good selectivity over other dopamine receptors. Excellent selectivity over calcium, sodium, and potassium ion channels was also achieved. (C) 1998 Elsevier Science Ltd. All rights reserved.