(3'-methoxybiphenyl-2-yl)methanamine | 946726-86-9

• 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: (3'-methoxybiphenyl-2-yl)methanamine
• 英文别名: 2-(3’-methoxyphenyl)benzylamine；(3'-Methoxy[1,1'-biphenyl]-2-yl)methanamine；[2-(3-methoxyphenyl)phenyl]methanamine
• CAS: 946726-86-9
• 化学式: C₁₄H₁₅NO
• 分子量: 213.279
• InChiKey: XBKCWOTWIUGAPY-UHFFFAOYSA-N

物化性质

• 沸点：
  366.7±30.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  (3'-methoxybiphenyl-2-yl)methanamine 在 碘苯二乙酸 、 碘 、 三乙胺 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 2-methoxyphenanthridine
  参考文献：
  名称：

  通过碘支持的分子内CH胺化和在可见光下的氧化反应合成菲啶。

  摘要：

  在这里，我们报告了在温和的条件下从2-biarylmethanamines无金属和经济的步骤合成菲啶。该反应包括碘在空气和良性可见光下的分子内CH–H胺化和5,6-二氢菲啶的氧化。机制研究表明，可见光在这两个步骤中都起着关键作用。

  DOI：

  10.1021/acs.joc.0c01390
• 作为产物：
  描述：

  2-碘氰基苯 在 aluminum (III) chloride 、 lithium aluminium tetrahydride 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 (3'-methoxybiphenyl-2-yl)methanamine
  参考文献：
  名称：

  Novel N-biphenyl-2-ylmethyl 2-methoxyphenylpiperazinylalkanamides as 5-HT7R antagonists for the treatment of depression

  摘要：

  5-HT7 receptor (5-HT7R) is a promising target for the treatment of depression and neuropathic pain. 5-HT7R antagonists exhibited antidepressant effects, while the agonists produced strong anti-hyperalgesic effects. In our efforts to discover selective 5-HT7R antagonists or agonists, N-biphenylylmethyl 2-methoxyphenylpiperazinylalkanamides 1 were designed, synthesized, and biologically evaluated against 5-HT7R. Among the synthesized compounds, N-2'-chlorobiphenylylmethyl 2-methoxyphenylpiperazinylpentanamide 1-8 showed the best binding affinity with a Ki value of 8.69nM and it was verified as a novel antagonist according to functional assays. The compound 1-8 was very selective over 5-HT1DR, 5-HT2AR, 5-HT3R, 5-HT5AR and 5-HT6R and moderately selective over 5-HT1AR, 5-HT1BR and 5-HT2CR. The novel 5-HT7R antagonist 1-8 exhibited an antidepressant effect at a dose of 25mg/kg in the forced swimming test in mice and showed a U-shaped dose-response curve which typically appears in 5-HT7R antagonists such as SB-269970 and lurasidone.

  DOI：

  10.1016/j.bmc.2014.07.026

文献信息

• Synthesis of highly substituted fluorenones via metal-free TBHP-promoted oxidative cyclization of 2-(aminomethyl)biphenyls. Application to the total synthesis of nobilone
  作者：Ilya A P Jourjine、Lukas Zeisel、Jürgen Krauß、Franz Bracher

  DOI：10.3762/bjoc.17.181

  日期：——

  Highly substituted fluorenones are readily prepared in mostly fair to good yields via metal- and additive-free TBHP-promoted cross-dehydrogenative coupling (CDC) of readily accessible N-methyl-2-(aminomethyl)biphenyls and 2-(aminomethyl)biphenyls. This methodology is compatible with numerous functional groups (methoxy, cyano, nitro, chloro, and SEM and TBS-protective groups for phenols) and was further

  通过不含金属和添加剂的 TBHP 促进的易于获得的N-甲基-2-(氨甲基)联苯和 2-(氨甲基)联苯的交叉脱氢偶联 (CDC)，可以轻松制备高度取代的芴酮，收率基本上相当到良好。该方法与多种官能团（甲氧基、氰基、硝基、氯以及苯酚的 SEM 和 TBS 保护基团）兼容，并进一步用于天然产物诺比隆的首次全合成。
• [EN] PYRIMIDINE AMIDE COMPOUNDS<br/>[FR] COMPOSÉS PYRIMIDINE AMIDE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2012123467A1

  公开（公告）日：2012-09-20

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of inflammatory diseases and disorders such as, for example, asthma and COPD.

  本文提供的化合物为式(I)的化合物及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物对于治疗炎症性疾病和紊乱，例如哮喘和慢性阻塞性肺病（COPD）等，具有实用性。
• PYRIMIDINE AMIDE COMPOUNDS
  申请人：Gillespie Paul

  公开号：US20120270875A1

  公开（公告）日：2012-10-25

  Provided herein are compounds of the formula (I): as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of inflammatory diseases and disorders such as, for example, asthma and COPD.

  本文提供的化合物为公式(I)的化合物及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物对于治疗炎症性疾病和障碍，例如哮喘和COPD等，是有用的。
• 10.1021/acs.orglett.4c01968
  作者：Dong, Sifan、Cai, Xinghao、Ma, Chen、Li, Haolong、Kang, Ying、Feng, Juan、Fan, Shiming、Liu, Shouxin

  DOI：10.1021/acs.orglett.4c01968

  日期：——

  We developed a new transient directing group, N-(2-benzoyl-4-chlorophenyl)-1,1,1-trifluoromethanesulfonamide, which can facilitate the γ-monoarylation of free amines containing symmetric γ-C–H bonds. A variety of amines containing symmetric and identical γ-C(sp3)–H and γ-C(sp2)–H reacted with a diverse range of aryl and heteroaryl iodides to provide γ-monoarylated products exclusively.

  我们开发了一种新的瞬时导向基团N- (2-苯甲酰基-4-氯苯基)-1,1,1-三氟甲磺酰胺，它可以促进含有对称γ-C-H键的游离胺的γ-单芳基化。含有对称且相同的 γ-C(sp 3 )-H 和 γ-C(sp 2 )-H 的各种胺与各种芳基和杂芳基碘化物反应，专门提供 γ-单芳基化产物。
• The identification a novel, selective, non-steroidal, functional glucocorticoid receptor antagonist
  作者：Joseph Rimland、Angela Dunne、Suchete S. Hunjan、Rosemary Sasse、Iain Uings、Dino Montanari、Matilde Caivano、Poonam Shah、David Standing、David Gray、David Brown、William Cairns、Ryan Trump、Paul W. Smith、Nicolas Bertheleme、Pier D’Alessandro、Sheraz Gul、Mythily Vimal、David N. Smith、Stephen P. Watson

  DOI：10.1016/j.bmcl.2010.01.133

  日期：2010.4

  The identification of novel, potent, non-steroidal/small molecule functional GR antagonist GSK1564023A selective over PR is described. Associated structure-activity relationships and the process of optimisation of an initial HTS hit are also described. (C) 2010 Elsevier Ltd. All rights reserved.