2-{2'-(N,N-dimethylamino)ethyl}bromobenzene | 2410-47-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-{2'-(N,N-dimethylamino)ethyl}bromobenzene
• 英文别名: 1-Brom-2-<2-dimethylamino-aethyl>-benzol；N,N-Dimethyl-2-<2-brom-phenyl>-aethylamin；[2-(2-bromophenyl)ethyl]dimethylamine；N,N-Dimethyl-2-bromophenylethylamine；2-(2-bromophenyl)-N,N-dimethylethanamine
• CAS: 2410-47-1
• 化学式: C₁₀H₁₄BrN
• 分子量: 228.132
• InChiKey: CEQDOZNXFWUMTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-{2'-(N,N-dimethylamino)ethyl}bromobenzene 在 正丁基锂 、 次氯酸叔丁酯 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 为溶剂， 反应 18.17h， 生成 (S)-(-)-2-{2'-(N,N-dimethylamino)ethyl}diphenyl selenoxide
  参考文献：
  名称：

  分子内路易斯碱对旋光氧化硒外消旋化的稳定作用

  摘要：

  合成了 2-（甲基硫属元素甲基）二苯基氧化硒 1 和 2-{2'-（N，N-二甲氨基）乙基}苯基烷基（或芳基）氧化硒 2，预计通过分子内配位稳定外消旋化，并进行光学解析使用高效液相色谱法在光学活性柱上转化为它们的对映体。通过与硫类似物的比较，阐明了对映异构体的绝对构型与手性光学性质之间的关系。光学活性硒氧化物 1a 和 1b 外消旋的稳定性几乎等于 2-{(N,N-二甲氨基) 甲基}二苯基硒氧化物和甲基苯基硒氧化物的稳定性。发现光学活性硒氧化物 2 的外消旋速率比 2-{(N,N-二甲氨基) 甲基}苯基烷基（或芳基）硒氧化物更快。© 2007 Wiley Periodicals, Inc. 杂原子化学 18:301–311, 2007; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20299

  DOI：

  10.1002/hc.20299
• 作为产物：
  描述：

  2-溴苯乙醇 在 吡啶 作用下， 以 乙醇 为溶剂， 生成 2-{2'-(N,N-dimethylamino)ethyl}bromobenzene
  参考文献：
  名称：

  Bickelhaupt,F. et al., Chemische Berichte, 1965, vol. 98, p. 685 - 704

  摘要：

  DOI：

文献信息

• [EN] COMT INHIBITORS<br/>[FR] INHIBITEURS DE COMT
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014102233A1

  公开（公告）日：2014-07-03

  The present invention relates to compounds of formula (I), wherein the substituents are described in claim 1 and to the pharmaceutically acceptable salts thereof. These compounds inhibit the enzyme catechol-O-methyltransferase (COMT). The compounds may be used for the treatment of Parkinson's disease, depression, cognitive impairment and motor symptoms, resistant depression, cognitive impairment, mood and negative symptoms of schizophrenia.

  本发明涉及式(I)的化合物，其中取代基如权利要求1所述，并且其药学上可接受的盐。这些化合物抑制酶儿茶酚-O-甲基转移酶(COMT)。这些化合物可用于治疗帕金森病、抑郁症、认知障碍和运动症状、抗抑郁症、认知障碍、情绪和精神分裂症的消极症状。
• Substituted 2-dialkylaminoalkylbiphenyl derivatives
  申请人：——

  公开号：US20020198251A1

  公开（公告）日：2002-12-26

  Substituted 2-dialkylaminoalkylbiphenyl derivatives, processes for their preparation, pharmaceutical compositions comprising these compounds and methods using these compounds for the preparation of medicaments and for the treatment of diseases.

  取代的2-二烷基氨基烷基联苯衍生物，其制备方法，包含这些化合物的药物组合物，以及使用这些化合物制备药物和治疗疾病的方法。
• COMT INHIBITORS
  申请人：Hoffmann-La Roche Inc.

  公开号：US20160002177A1

  公开（公告）日：2016-01-07

  The present invention relates to compounds of formula wherein the substituents are described in claim 1 and to the pharmaceutically acceptable salts thereof. These compounds inhibit the enzyme catechol-O-methyltransferase (COMT). The compounds may be used for the treatment of Parkinson's disease, depression, cognitive impairment and motor symptoms, resistant depression, cognitive impairment, mood and negative symptoms of schizophrenia.

  本发明涉及式中所述的化合物，其中取代基在权利要求书1中描述，并且其药学上可接受的盐。这些化合物抑制酶儿茶酚-O-甲基转移酶（COMT）。这些化合物可用于治疗帕金森病、抑郁症、认知障碍和运动症状、难治性抑郁症、认知障碍、情绪和精神分裂症的负面症状。
• CuBr2 catalyzed alkynylation of tertiary methylamine with terminal alkyne using aqueous TBHP under mild conditions
  作者：Hui Yang、Zetian Sun、Huimin Chen、Fenghua Mao、Xiaoqing Li、Xiangsheng Xu

  DOI：10.1016/j.tetlet.2022.154136

  日期：2022.10

  A CuBr2 catalyzed alkynylation of tertiary methylamines with terminal alkynes has been developed. Compared with the recent alkenylations, which mostly focused on aromatic methylamines, this transformation shows good reactivity to aliphatic tertiary methylamines. The reaction proceeds under room temperature using aqueous TBHP without the requirement of an inert atmosphere.

  已经开发了一种 CuBr 2催化的叔甲胺与末端炔烃的炔基化反应。与最近主要集中在芳族甲胺的烯基化反应相比，这种转化对脂肪族叔甲胺表现出良好的反应性。反应在室温下使用 TBHP 水溶液进行，无需惰性气氛。
• Structure–activity correlations for β-phenethylamines at human trace amine receptor 1
  作者：Anita H. Lewin、Hernán A. Navarro、S. Wayne Mascarella

  DOI：10.1016/j.bmc.2008.06.009

  日期：2008.8

  A cell line in which RD-HGA16 cells were stably transfected with the hTAAR 1 receptor was created and utilized to carry out a systematic evaluation of a series of beta-phenethylamines. Fair agreement was observed with data obtained for aryl and ethylene chain substituted analogs in an AV12-664 cell line in which hemagglutinin-tagged hTAAR 1 was stably co-expressed with rat Gas. Analogs with multiple substituents as well as analogs with bulky groups were found to be partial agonists. Analogs in which the primary amino group was converted to a secondary or a tertiary amino group by N-methylation were also partial agonists. Comparative Molecular Field Analysis (CoMFA) using the potency data yielded a regression coefficient r(2) of 0.824. The steric field contribution to the model was 61% with the balance (39%) contributed by the electrostatic field. The collective results suggest that increasing steric bulk both at the amino nitrogen, particularly by N-dimethylation, and at the 4-position of the aromatic ring leads to low efficacy ligands. (C) 2008 Elsevier Ltd. All rights reserved.