3-bromo-5-methyl-N-methyl-aniline | 1369814-18-5

• 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: 3-bromo-5-methyl-N-methyl-aniline
• 英文别名: 3-Bromo-N,5-dimethylaniline；3-bromo-N,5-dimethylaniline
• CAS: 1369814-18-5
• 化学式: C₈H₁₀BrN
• 分子量: 200.078
• InChiKey: OFRZPBGDKKIZDE-UHFFFAOYSA-N

物化性质

• 沸点：
  266.2±28.0 °C(Predicted)
• 密度：
  1.415±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-[[2-(trifluoromethyl)phenyl]methyl]-4-piperidinecarboxamide 、 3-bromo-5-methyl-N-methyl-aniline 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以1%的产率得到1-[3-methyl-5-(methylamino)phenyl]-N-{[2-(trifluoromethyl)phenyl]methyl}piperidine-4-carboxamide
  参考文献：
  名称：

  Discovery of 1-(1,3,5-triazin-2-yl)piperidine-4-carboxamides as inhibitors of soluble epoxide hydrolase

  摘要：

  1-(1,3,5-Triazin-yl)piperidine-4-carboxamide inhibitors of soluble epoxide hydrolase were identified from high through-put screening using encoded library technology. The triazine heterocycle proved to be a critical functional group, essential for high potency and P450 selectivity. Phenyl group substitution was important for reducing clearance, and establishing good oral exposure. Based on this lead optimization work, 1-[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]-N-{[[4-bromo-2-(trifluoromethoxy)]-phenyl]methyl}-4-piperidinecarboxamide (27) was identified as a useful tool compound for in vivo investigation. Robust effects on a serum biomarker, 9, 10-epoxyoctadec-12(Z)-enoic acid (the epoxide derived from linoleic acid) were observed, which provided evidence of robust in vivo target engagement and the suitability of 27 as a tool compound for study in various disease models. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.04.019
• 作为产物：
  描述：

  3,5-二溴甲苯 、 甲胺 以 乙醇 为溶剂， 反应 48.0h， 以13%的产率得到3-bromo-5-methyl-N-methyl-aniline
  参考文献：
  名称：

  Discovery of 1-(1,3,5-triazin-2-yl)piperidine-4-carboxamides as inhibitors of soluble epoxide hydrolase

  摘要：

  1-(1,3,5-Triazin-yl)piperidine-4-carboxamide inhibitors of soluble epoxide hydrolase were identified from high through-put screening using encoded library technology. The triazine heterocycle proved to be a critical functional group, essential for high potency and P450 selectivity. Phenyl group substitution was important for reducing clearance, and establishing good oral exposure. Based on this lead optimization work, 1-[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]-N-{[[4-bromo-2-(trifluoromethoxy)]-phenyl]methyl}-4-piperidinecarboxamide (27) was identified as a useful tool compound for in vivo investigation. Robust effects on a serum biomarker, 9, 10-epoxyoctadec-12(Z)-enoic acid (the epoxide derived from linoleic acid) were observed, which provided evidence of robust in vivo target engagement and the suitability of 27 as a tool compound for study in various disease models. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.04.019

文献信息

• Inhibitors of 17Beta-Hydroxysteroid Dehydrogenases Type 1 and Type 2
  申请人：ELEXOPHARM GMBH

  公开号：US20160318895A1

  公开（公告）日：2016-11-03

  Provided herein are non-steroidal 17beta-hydroxysteroid dehydrogenase type 1 and type 2 (17β-HSD1 and 17β-HSD2) inhibitors, their production and use, especially for the treatment and for prophylaxis of hormone-related diseases.

  提供的是非甾体的17β-羟基类固醇脱氢酶1型和2型（17β-HSD1和17β-HSD2）抑制剂，它们的生产和应用，尤其是用于治疗和预防激素相关疾病。
• INHIBITORS OF 17BETA-HYDROXYSTEROID DEHYDROGENASES TYPE 1 AND TYPE 2
  申请人：Elexopharm GmbH

  公开号：EP3089969A2

  公开（公告）日：2016-11-09
• US9884839B2
  申请人：——

  公开号：US9884839B2

  公开（公告）日：2018-02-06
• Discovery of 1-(1,3,5-triazin-2-yl)piperidine-4-carboxamides as inhibitors of soluble epoxide hydrolase
  作者：Reema K. Thalji、Jeff J. McAtee、Svetlana Belyanskaya、Martin Brandt、Gregory D. Brown、Melissa H. Costell、Yun Ding、Jason W. Dodson、Steve H. Eisennagel、Rusty E. Fries、Jeffrey W. Gross、Mark R. Harpel、Dennis A. Holt、David I. Israel、Larry J. Jolivette、Daniel Krosky、Hu Li、Quinn Lu、Tracy Mandichak、Theresa Roethke、Christine G. Schnackenberg、Benjamin Schwartz、Lisa M. Shewchuk、Wensheng Xie、David J. Behm、Stephen A. Douglas、Ami L. Shaw、Joseph P. Marino

  DOI：10.1016/j.bmcl.2013.04.019

  日期：2013.6

  1-(1,3,5-Triazin-yl)piperidine-4-carboxamide inhibitors of soluble epoxide hydrolase were identified from high through-put screening using encoded library technology. The triazine heterocycle proved to be a critical functional group, essential for high potency and P450 selectivity. Phenyl group substitution was important for reducing clearance, and establishing good oral exposure. Based on this lead optimization work, 1-[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]-N-[[4-bromo-2-(trifluoromethoxy)]-phenyl]methyl}-4-piperidinecarboxamide (27) was identified as a useful tool compound for in vivo investigation. Robust effects on a serum biomarker, 9, 10-epoxyoctadec-12(Z)-enoic acid (the epoxide derived from linoleic acid) were observed, which provided evidence of robust in vivo target engagement and the suitability of 27 as a tool compound for study in various disease models. Published by Elsevier Ltd.