trans-2-Amino-1-<3.4.-dimethoxy-phenyl>-cyclopropan | 110826-24-9

• 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: trans-2-Amino-1-<3.4.-dimethoxy-phenyl>-cyclopropan
• 英文别名: (1R,2S)-2-(3,4-Dimethoxyphenyl)cyclopropanamine；(1R,2S)-2-(3,4-dimethoxyphenyl)cyclopropan-1-amine
• CAS: 110826-24-9
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: XHUGSONRPJURKN-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-2-Amino-1-<3.4.-dimethoxy-phenyl>-cyclopropan 、 4-氯-3-氰基-6,7-二甲氧基喹啉 在 吡啶盐酸盐 作用下， 以 乙二醇乙醚 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and structure–activity relationship of 4-(2-aryl-cyclopropylamino)-quinoline-3-carbonitriles as EGFR tyrosine kinase inhibitors

  摘要：

  Synthesis and structure-activity relationship of a series of 4-(2-aryl-cyclopropylamino)-quinoline-3-carbonitrile derivatives as EGFR inhibitors is described. Compounds 29 and 30 showed potent in vitro inhibitory activity in the enzymatic assay as well as in the functional cellular assay. They are moderately selective against other types of tyrosine kinases. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.07.071
• 作为产物：
  描述：

  3-(3,4-二甲氧基苯甲酰)丙酸 在 盐酸 、 氢氧化钾 、 potassium tert-butylate 作用下， 以 乙醇 、 叔丁醇 、 苯 为溶剂， 生成 trans-2-Amino-1-<3.4.-dimethoxy-phenyl>-cyclopropan
  参考文献：
  名称：

  Kaiser,C. et al., Journal of medicinal and pharmaceutical chemistry, 1962, vol. 5, p. 1243 - 1265

  摘要：

  DOI：

文献信息

• CYCLOPROPYLAMINES AS LSD1 INHIBITORS
  申请人：GlaxoSmithKline Intellectual Property (No.2) Limited

  公开号：US20140371176A1

  公开（公告）日：2014-12-18

  This invention relates to the use of cyclopropylamine derivatives for the modulation, notably the inhibition of the activity of Lysine-specific demethylase 1 (LSD1). Suitably, the present invention relates to the use of cyclopropylamines in the treatment of cancer.

  本发明涉及使用环丙胺衍生物来调节，特别是抑制赖氨酸特异性去甲基化酶1（LSD1）的活性。适当地，本发明涉及使用环丙胺衍生物治疗癌症。
• Cyclopropylamines as LSD1 inhibitors
  申请人：GlaxoSmithKline Intellectual Property (No.2) Limited

  公开号：US10064854B2

  公开（公告）日：2018-09-04

  This invention relates to the use of cyclopropylamine derivatives for the modulation, notably the inhibition of the activity of Lysine-specific demethylase 1 (LSD1). Suitably, the present invention relates to the use of cyclopropylamines in the treatment of cancer.

  本发明涉及使用环丙胺衍生物来调节，特别是抑制赖氨酸特异性去甲基化酶 1（LSD1）的活性。因此，本发明涉及环丙胺在癌症治疗中的应用。
• N,N-Dialkylated monophenolic trans-2-phenylcyclopropylamines: novel central 5-hydroxytryptamine-receptor agonists
  作者：Lars Erik Arvidsson、Anette M. Johansson、Uli Hacksell、J. Lars G. Nilsson、Kjell Svensson、Stephan Hjorth、Tor Magnusson、Arvid Carlsson、Per Lindberg

  DOI：10.1021/jm00396a014

  日期：1988.1

  N,N-Dialkylated monophenolic derivatives of trans-2-phenylcyclopropylamine were synthesized and tested for central 5-hydroxytryptamine (5-HT) and dopamine (DA) receptor stimulating activity by use of a biochemical test method in rats. A hydroxy substituent in the 2- or 3-position of the phenyl ring was required for 5-HT-receptor stimulation. N,N-Diethyl or N,N-di-n-propyl substitution gave the most potent 5-HT-receptor agonists. The 4-hydroxy and 3,4-dihydroxy derivatives of trans-2-phenyl-N,N-di-n-propylcyclopropylamine were inactive at central DA and 5-HT receptors. In contrast, the corresponding 3-hydroxy derivative 18 and some of its derivatives weakly affected both DA and NE synthesis. Two of the most potent 5-HT-receptor agonists, trans-2-(2-hydroxyphenyl)-N,N-di-n-propylcyclopropylamine (8) and the 3-hydroxy isomer 18 were resolved into the enantiomers. The 1R,2S enantiomers of 8 and 18 displayed 5-HT activity, while the 1S,2R enantiomers were inactive. Compound (1R,2S)-18, but not (1R,2S)-8, weakly affected rat brain DA and NE synthesis.
• TRIAZOLO[4,5-d]PYRIMIDINE DERIVATIVES AS ANTI-THROMBOTIC AGENTS
  申请人：AstraZeneca AB

  公开号：EP0996621B1

  公开（公告）日：2003-10-01
• US6251910B1
  申请人：——

  公开号：US6251910B1

  公开（公告）日：2001-06-26