N-(3-溴苯甲基)-N-乙基乙胺 | 27958-94-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(3-溴苯甲基)-N-乙基乙胺
• 英文名称: (3-Bromobenzyl)-diethylamine
• 英文别名: N-[(3-bromophenyl)methyl]-N-ethylethanamine
• CAS: 27958-94-7
• 化学式: C₁₁H₁₆BrN
• mdl: MFCD08276025
• 分子量: 242.159
• InChiKey: JWLUYLGYSHJTMQ-UHFFFAOYSA-N

物化性质

• 沸点：
  264.8±15.0 °C(Predicted)
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 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：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  丁炔二酸二甲酯 、 苯甲酸 、 N-(3-溴苯甲基)-N-乙基乙胺 以 二氯甲烷 为溶剂， 反应 14.0h， 以62%的产率得到3-bromobenzyl benzoate
  参考文献：
  名称：

  Dimethylbut-2-ynedioate mediated esterification of acids via sp3 C–N bond cleavage of benzylic tertiary amines

  摘要：

  A straightforward synthetic transformation of tertiary amines to the esterification of equimolar amounts of acids was demonstrated in this manuscript. The present protocol can be regarded as a straightforward synthetic transformation of tertiary amines to the esterification of equimolar amounts of acid. Moreover, the reaction is fundamentally new chemistry for the sp(3) C-N bond cleavage coupled with esterification. The esterification reaction conditions are very mild and functional group-tolerated, such as hydrosilanes, alcohols, phenol, and amino acids. A mechanism is proposed in which the tertiary amine reacts with dimethyl but-2-ynedioate to form zwitterionic salt, and then the zwitterionic intermediate subsequently accept hydrogen to assist the nucleophilic attack of oxygen atom of carboxyl group at the benzyl group of tertiary amine, while a separate reaction pathway leads to esterification. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.08.024
• 作为产物：
  描述：

  1-bromo-3-(diazomethyl)benzene 、 二乙胺 生成 3-溴甲基苯 、 3,3'-Dibrom-bibenzyl 、 1-(3-bromophenyl)-N-ethylpropan-2-amine 、 N-(3-溴苯甲基)-N-乙基乙胺
  参考文献：
  名称：

  Tomioka, Hideo; Tabayashi, Kazuo; Izava, Yasuji, Journal of the Chemical Society. Chemical communications, 1985, # 13, p. 906 - 907

  摘要：

  DOI：

文献信息

• N-(5-QUINOLIN-6-YL)PYRIDIN-3-YL) BENZSULFAMIDE DERIVATIVES, PREPARATION METHOD AND THERAPEUTIC USE THEREOF
  申请人：SECOND MILITARY MEDICAL UNIVERSITY, PLA

  公开号：US20160168118A1

  公开（公告）日：2016-06-16

  The present invention relates to the field of medical technology, and in particular, to a variety of substituted N-(5-(quinolin-6-yl)pyridin-3-yl) benzsulfamide derivatives represented by formula (1) (groups therein are as defined in the specification). The compounds according to the present invention have favorable anti-tumor activity against human lung cancer, colon cancer, liver cancer, breast cancer and glioblastoma multiforme, which contribute to development of highly effective, low toxic and high specific anti-tumor drugs, and have high value of development. The present invention also relates to a composition, preparation method and use thereof in the preparation of anti-tumor drugs.

  本发明涉及医学技术领域，特别是涉及一种由公式（1）所代表的多种取代的N-（5-（喹啉-6-基）吡啶-3-基）苯磺酰胺衍生物（其中该分组在说明书中定义）。本发明的化合物对人类肺癌、结肠癌、肝癌、乳腺癌和多形性胶质母细胞瘤具有良好的抗肿瘤活性，有助于开发高效、低毒和高特异性的抗肿瘤药物，并具有高的开发价值。本发明还涉及一种组合物、制备方法及其在制备抗肿瘤药物中的用途。
• 5-ALKYL/ALKENYL-3-CYANOPYRIDINES AS KINASE INHIBITORS
  申请人：Wyeth LLC

  公开号：EP2229377A1

  公开（公告）日：2010-09-22
• [EN] 5-ALKYL/ALKENYL-3-CYANOPYRIDINES AS KINASE INHIBITORS<br/>[FR] 5-ALKYL/ALCÉNYL-3-CYANOPYRIDINES EN TANT QU'INHIBITEURS DE KINASE
  申请人：WYETH CORP

  公开号：WO2009076602A1

  公开（公告）日：2009-06-18

  Described herein are compounds of formula I: wherein G is and pharmaceutically acceptable salts thereof, wherein J, X, R1, R2, R11, R12' and p are as defined herein. Also provided herein are methods of making the compounds of formula I, and methods of using these compounds for inhibiting or treating a pathological condition or disorder linked to or mediated by a protein kinase in a mammal.
• Tomioka, Hideo; Tabayashi, Kazuo; Izava, Yasuji, Journal of the Chemical Society. Chemical communications, 1985, # 13, p. 906 - 907
  作者：Tomioka, Hideo、Tabayashi, Kazuo、Izava, Yasuji

  DOI：——

  日期：——
• Dimethylbut-2-ynedioate mediated esterification of acids via sp3 C–N bond cleavage of benzylic tertiary amines
  作者：Hao Shen、Xing Lu、Ke-Zhi Jiang、Ke-Fang Yang、Yixin Lu、Zhan-Jiang Zheng、Guo-Qiao Lai、Li-Wen Xu

  DOI：10.1016/j.tet.2012.08.024

  日期：2012.10

  A straightforward synthetic transformation of tertiary amines to the esterification of equimolar amounts of acids was demonstrated in this manuscript. The present protocol can be regarded as a straightforward synthetic transformation of tertiary amines to the esterification of equimolar amounts of acid. Moreover, the reaction is fundamentally new chemistry for the sp(3) C-N bond cleavage coupled with esterification. The esterification reaction conditions are very mild and functional group-tolerated, such as hydrosilanes, alcohols, phenol, and amino acids. A mechanism is proposed in which the tertiary amine reacts with dimethyl but-2-ynedioate to form zwitterionic salt, and then the zwitterionic intermediate subsequently accept hydrogen to assist the nucleophilic attack of oxygen atom of carboxyl group at the benzyl group of tertiary amine, while a separate reaction pathway leads to esterification. (C) 2012 Elsevier Ltd. All rights reserved.