1-溴-3-(2 5-二甲基苯氧基)-丙烷 | 3245-55-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-溴-3-(2 5-二甲基苯氧基)-丙烷
• 中文别名: 1-溴-3-(25-二甲基苯氧基)-丙烷
• 英文名称: 3-(2,5-dimethylphenoxy)propyl bromide
• 英文别名: 1-(3-Brom-propoxy)-2,5-dimethyl-benzol；2-(3-Bromopropoxy)-1,4-dimethylbenzene
• CAS: 3245-55-4
• 化学式: C₁₁H₁₅BrO
• mdl: MFCD00078661
• 分子量: 243.143
• InChiKey: DRFYEIPEKLGMKO-UHFFFAOYSA-N

物化性质

• 沸点：
  304.3±30.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿、二甲基亚砜

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  2-氨基-1-丁醇 、 1-溴-3-(2 5-二甲基苯氧基)-丙烷 在 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 R,S-2-[3-(2,5-dimethylphenoxy)propyl]aminobutan-1-ol
  参考文献：
  名称：

  Waszkielewicz, Anna Maria; Gunia-Krzyzak, Agnieszka; Cegł A, Marek, Acta poloniae pharmaceutica, 2015, vol. 72, # 1, p. 89 - 99

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-二甲基苯酚 在 sodium n-propoxide 、 三溴化磷 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 50.0h， 生成 1-溴-3-(2 5-二甲基苯氧基)-丙烷
  参考文献：
  名称：

  Waszkielewicz, Anna Maria; Gunia-Krzyzak, Agnieszka; Cegł A, Marek, Acta poloniae pharmaceutica, 2015, vol. 72, # 1, p. 89 - 99

  摘要：

  DOI：

文献信息

• Selectivity in Alkylation of Phenols with 1-Bromo-3-chloropropane Using Phase-Transfer Catalysis
  作者：E. Reinholz、A. Becker、B. Hagenbruch、S. Schäfer、A. Schmitt

  DOI：10.1055/s-1990-27096

  日期：——

  The use of various phase-transfer catalysts in the alkylation of phenol and substituted phenols with 1-bromo-3-chloropropane was investigated. When a quarternary ammonium salt of the general formula R′4N+ X-, where R′ = alkyl with a minimum chain length of 4 was used, a mixture of 1-aryloxy-3-chloropropane and 1-aryloxy-3-bromopropane resulted. The effect of counterion, added potassium bromide, and catalysts other than quarternary ammonium salts were assessed for the halopropylation of 2,5-dimethylphenol.

  研究了在1-溴-3-氯丙烷与酚及其取代酚的烷基化反应中使用各种相转移催化剂的情况。当使用一般式为R′4N+ X-的季铵盐时，其中R′为最小链长为4的烷基，结果得到1-芳氧-3-氯丙烷和1-芳氧-3-溴丙烷的混合物。评估了对2,5-二甲基酚进行卤丙基化反应时，反离子、添加的溴化钾以及其他催化剂（除了季铵盐）的影响。
• Inhibitors of histone deacetylase
  申请人：Stokes Elizabeth Elaine Sophie

  公开号：US20050222410A1

  公开（公告）日：2005-10-06

  The invention concerns a compound of the formula (I); wherein Ring A is heterocyclyl; m is 0-4 and each R 1 is a group such as hydroxy, halo, trifluoromethyl and cyano; Ring B is ring such as thienyl, thiadiazolyl, thiazolyl, pyrimidyl, pyrazinyl, pyridazinyl and pyridyl; R 2 is halo and n is 0-2; and each R 4 is a group such as hydroxy, halo, trifluoromethyl and cyano; p is 0-4; and R 3 is amino or hydroxy; or pharmaceutically-acceptable salts or in-vivo-hydrolysable ester or amide thereof; processes for their preparation, pharmaceutical compositions containing them and their use in the treatment of diseases or medical conditions mediated by histone deacetylase.

  本发明涉及式(I)的化合物；其中环A是杂环基；m为0-4，每个R1为羟基、卤素、三氟甲基和氰基等基团；环B是噻吩基、噻二唑基、噻唑基、嘧啶基、吡嗪基、吡啶并嘧啶基和吡啶基等环基；R2为卤素，n为0-2；每个R4为羟基、卤素、三氟甲基和氰基等基团；p为0-4；R3为氨基或羟基；或其药学上可接受的盐或体内可水解的酯或酰胺；其制备方法、含有它们的制药组合物以及它们在治疗组织脱乙酰化酶介导的疾病或医学状况中的应用。
• Improved process for preparing 5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoic acid
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0226161A1

  公开（公告）日：1987-06-24

  An improved two-step process for preparing 5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoic acid (gemfibrozil) which regularly affords gembibrozil in overall yields in excess of 80% comprises reacting an alkali metal salt of a lower alkyl ester of 2-methylpropanoic acid with 1,3-dibromopropane or 1-bromo-3-chloropropane in a polar aprotic solvent such as tetrahydrofuran, and then reacting the intermediate thus formed with an alkali metal salt of 2,5-dimethylphenol in a mixed toluene/dimethylsulfoxide solvent system.

  一种改进的两步法制备 5-(2,5-二甲基苯氧基)-2,2-二甲基戊酸（吉非罗齐），其总产率经常超过 80%，包括将 2-甲基丙酸低级烷基酯的碱金属盐与 1、3-二溴丙烷或 1-溴-3-氯丙烷在极性非丙烷溶剂（如四氢呋喃）中反应，然后将生成的中间体与 2,5-二甲基苯酚的碱金属盐在甲苯/二甲亚砜混合溶剂体系中反应。
• Some Cardiovascular Effects of a Series of Aryloxyalkylamines. I
  作者：J. Augstein、W. C. Austin、R. J. Boscott、S. M. Green、C. R. Worthing

  DOI：10.1021/jm00327a017

  日期：1965.5
• Synthesis and Evaluation of Antidepressant-like Activity of Some 4-Substituted 1-(2-methoxyphenyl)Piperazine Derivatives
  作者：Anna M. Waszkielewicz、Karolina Pytka、Anna Rapacz、Elżbieta Wełna、Monika Jarzyna、Grzegorz Satała、Andrzej Bojarski、Jacek Sapa、Paweł Żmudzki、Barbara Filipek、Henryk Marona

  DOI：10.1111/cbdd.12394

  日期：2015.3

  A series of new derivatives of N‐(2‐methoxyphenyl)piperazine have been synthesized for their affinity toward serotonergic receptors and for their potential antidepressant‐like activity. They have been evaluated toward receptors 5‐HT1A, 5‐HT6, and 5‐HT7, as well as in vivo in the tail suspension, locomotor activity, and motor co‐ordination tests. All the tested compounds proved very good affinities toward 5‐HT1A and 5‐HT7 receptors. The most promising compound was 1‐[(2‐chloro‐6‐methylphenoxy)ethoxyethyl]‐4‐(2‐methoxyphenyl)piperazine hydrochloride, exhibiting affinity toward receptors Ki <1 nm (5‐HT1A) and Ki = 34 nm (5‐HT7). Antidepressant‐like activity (tail suspension test) was observed at 2.5 mg/kg b.w. (mice, i.p.), and the effect was stronger than that observed for imipramine (5 mg/kg b.w.). Sedative activity was observed at ED50 (locomotor test, mice, i.p.) = 17.5 mg/kg b.w. and neurotoxicity was observed at TD50 (rotarod, mice, i.p.) = 53.2 mg/kg b.w.