5-(3-bromopropoxy)indan | 78114-95-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-(3-bromopropoxy)indan
• 英文别名: 5-(3-bromopropoxy)indane；1H-Indene, 5-(3-bromopropoxy)-2,3-dihydro-；5-(3-bromopropoxy)-2,3-dihydro-1H-indene
• CAS: 78114-95-1
• 化学式: C₁₂H₁₅BrO
• 分子量: 255.155
• InChiKey: SAANSRGTBPGUIC-UHFFFAOYSA-N

物化性质

• 沸点：
  121 °C(Press: 1 Torr)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-(3-bromopropoxy)indan 、 MK 212盐酸盐 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-Chloro-6-[4-[3-[(2,3-dihydro-1H-indan-4-yl)oxy]propyl]-1-piperazinyl]pyrazine
  参考文献：
  名称：

  Polycyclic phenalkyl amines as psychotropic agents

  摘要：

  已公开的化合物如下所示：其中R.sup.1和R.sup.2分别独立地为氢、烷基或苯基，或者R.sup.1和R.sup.2一起表示--(CH.sub.2).sub.4 --或##STR2##，其中虚线表示可选的双键；R.sup.3为氢、烷基、烷氧基或卤素；Z为氧或--N(R.sup.6)，其中R.sup.6为氢或烷基；m为1-4；n为0-2；##STR3##其中R.sup.7为未取代或取代的苯基、2-吡啶基、2-嘧啶基、2-吡嗪基、3-吡啶啉基或二苯甲基，其中取代基选自烷基、烷氧基、卤素、氰基、硝基和三氟甲基；R.sup.8为氢、羟基、氰基、烷基、烷氧基、卤素或NHR.sup.9，其中R.sup.9为氢、烷基、苯基、甲苯基、二甲苯基、三甲基苯基、甲氧基苯基或卤苯基，但当Z为氧时，R.sup.7不是苯基或吡啶基；或其药用盐。这些化合物由于对多巴胺D-2受体和5-HT-1A受体的高亲和力，可用作治疗各种中枢神经系统疾病的抗精神病和抗焦虑药物，如偏执狂、精神分裂症、焦虑、睡眠障碍及相关问题。

  公开号：

  US05036070A1
• 作为产物：
  描述：

  5-茚醇 、 1,3-二溴丙烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 5-(3-bromopropoxy)indan
  参考文献：
  名称：

  （+/-）-2-（3-哌啶基）-1,2,3,4-四氢异喹啉是一类新型的特异性缓动性心脏病。

  摘要：

  制备了一系列（+/-）-2-（3-哌啶基）-1，2，3，4-四氢异喹啉，并在分离的豚鼠右心房和麻醉大鼠中检查了它们的心动过缓。对母体化合物1的苄基部分进行的修饰导致将化合物11e鉴定为有效的特定缓激药。

  DOI：

  10.1016/s0960-894x(03)00349-4

文献信息

• Piperazinylalkoxyindanes and acid addition salts thereof
  申请人：Mitsubishi Chemical Industries, Limited

  公开号：US04339580A1

  公开（公告）日：1982-07-13

  Piperazinylalkoxyindanes and their pharmaceutically acceptable acid addition salts which have anti-anxiety activity and are effective as sedatives.

  Piperazinylalkoxyindanes及其药学上可接受的酸盐，具有抗焦虑活性，并可作为镇静剂使用。
• Synthesis and Pharmacological Evaluation of 1-Oxo-2-(3-piperidyl)-1,2,3,4- tetrahydroisoquinolines and Related Analogues as a New Class of Specific Bradycardic Agents Possessing I_f Channel Inhibitory Activity
  作者：Hideki Kubota、Akio Kakefuda、Toshihiro Watanabe、Noe Ishii、Koichi Wada、Noriyuki Masuda、Shuichi Sakamoto、Shin-ichi Tsukamoto

  DOI：10.1021/jm0301742

  日期：2003.10.1

  A series of 1-oxo-2-(3-piperidyl)-1,2,3,4-tetrahydroisoquinolines and related analogues were prepared and evaluated for their bradycardic activities in isolated right atrium and in anesthetized rats. (+/-)-6,7-Dimethoxy-2-1-[3-(3,4-methylenedioxyphenoxy)propyl]-3-piperidyl}-1,2,3,4-tetrahydroisoquinoline (4) was chosen as a lead, and structural modifications were performed on the tetrahydroisoquinoline ring and the terminal aromatic ring. The modifications on the tetrahydroisoquinoline ring revealed that the 1-oxo-1,2,3,4-tetrahydroisoquinoline ring system was optimum structure for both in vitro potency and in vivo efficacy. Furthermore, methoxy, ethoxy, and methoxycarbonyl groups were identified as preferable substituents on the terminal aromatic ring. One of the 1-oxo-1,2,3,4-tetrahydroisoquinoline derivatives, (R)-10a, was further evaluated for its bradycardic activity and inhibitory activity against I-f currents. Compound (R)-10a demonstrated potent bradycardic activity in rats with minimal influence on blood pressure after oral administration. The compound also showed inhibition of I-f currents (IC50 = 0.32 muM) in guinea pig pacemaker cells.
• Synthesis and antianxiety activity of (.omega.-piperazinylalkoxy)indan derivatives
  作者：Ryoji Kikumoto、Akihiro Tobe、Harukazu Fukami、Mitsuo Egawa

  DOI：10.1021/jm00356a024

  日期：1983.2

  A series of (omega-piperazinylalkoxy)indan derivatives has been synthesized and screened for potential antianxiety activities. The effect of structural modification of these molecules on activities has been systemically examined. Antianxiety activity was displayed by 5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (2), 5-[3-[4-(4-fluorophenyl)-1-piperazinyl]-propoxy]indan (8), 6-fluoro-5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (33), and 6-methyl-5-[3-(4-phenyl-1-piperazinyl)propoxy]indan (42), as determined in antifighting and anti-morphine tests. These derivatives in antianxiety tests were equipotent or more potent than chlordiazepoxide with less muscle-relaxant effect. They also showed weak neuroleptic-like action.
• KIKUMOTO, GEDZI;TOBEH, AKIXIRO;FUKAMI, DZIITI;EHGAVA, MITSUO
  作者：KIKUMOTO, GEDZI、TOBEH, AKIXIRO、FUKAMI, DZIITI、EHGAVA, MITSUO

  DOI：——

  日期：——
• KIKUMOTO, RYOJI;TOBE, AKIHIRO;FUKAMI, HARUKAZU;EGAWA, MITSUO
  作者：KIKUMOTO, RYOJI、TOBE, AKIHIRO、FUKAMI, HARUKAZU、EGAWA, MITSUO

  DOI：——

  日期：——