4'-biphenylmethyl-(4-thiomorpholin-4-ylmethyl-phenyl)amine | 210686-42-3

• 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: 4'-biphenylmethyl-(4-thiomorpholin-4-ylmethyl-phenyl)amine
• 英文别名: N-[(4-phenylphenyl)methyl]-4-(thiomorpholinomethyl)aniline；N-[(4-phenylphenyl)methyl]-4-(thiomorpholin-4-ylmethyl)aniline
• CAS: 210686-42-3
• 化学式: C₂₄H₂₆N₂S
• 分子量: 374.55
• InChiKey: FBNUXMMOVSDLKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙醛 、 4'-biphenylmethyl-(4-thiomorpholin-4-ylmethyl-phenyl)amine 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 0.67h， 以82%的产率得到N-[4-(1,1'-biphenylyl)methyl]-N-ethyl-4-(4-thiomorpholinylmethyl)benzenamine
  参考文献：
  名称：

  Mai, Antonello; Sbardella, Gianluca; Artico, Marino, Medicinal Chemistry Research, 1999, vol. 9, # 3, p. 149 - 161

  摘要：

  DOI：
• 作为产物：
  描述：

  [1-Biphenyl-4-yl-meth-(E)-ylidene]-(4-thiomorpholin-4-ylmethyl-phenyl)-amine 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以90%的产率得到4'-biphenylmethyl-(4-thiomorpholin-4-ylmethyl-phenyl)amine
  参考文献：
  名称：

  Antimycobacterial activity of new ortho-, meta- and para-toluidine derivatives

  摘要：

  Novel toluidine derivatives are described. Some of them showed an interesting in vitro activity against Mycobacterium tuberculosis, M. smegmatis, M. marinum, M. gordonae, and M. avium. Some of them were more active than Streptomycin and Isoniazid, which were used as controls, against M. avium and M. gordonae. In particular, we confirm the good activity of biphenyl derivatives. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00084-1

文献信息

• An Oxidation-Labile Traceless Linker for Solid-Phase Synthesis
  作者：Frank Stieber、Uwe Grether、Herbert Waldmann

  DOI：10.1002/(sici)1521-3773(19990419)38:8<1073::aid-anie1073>3.0.co;2-y

  日期：1999.4.19

  Traceless release of biaryls, acetylenes, alkenes, heterocycles, thioethers, and secondary amines from different solid supports can be achieved under very mild conditions by using a hydrazide group. This group, which is converted into an acyl diazene by oxidation and subsequently cleaved by a nucleophile (see scheme), is thus an attractive new linker for solid-phase synthesis and combinatorial chemistry

  通过使用酰肼基团，可以在非常温和的条件下从不同的固体载体上无痕地释放联芳基，乙炔，烯烃，杂环，硫醚和仲胺。因此，该基团通过氧化转化为酰基二氮烯，然后被亲核试剂裂解（参见方案），因此是固相合成和组合化学的一个有吸引力的新连接基。
• Multistep Solid-Phase Synthesis of an Antibiotic and Receptor Tyrosine Kinase Inhibitors Using the Traceless Phenylhydrazide Linker
  作者：Frank Stieber、Uwe Grether、Ralph Mazitschek、Natascha Soric、Athanassios Giannis、Herbert Waldmann

  DOI：10.1002/chem.200304821

  日期：2003.7.21

  traceless linker for solid-phase chemistry. This linker technology was used to develop a multistep solid-phase synthesis of an antibiotic that is active against Mycobacterium tuberculosis. Furthermore, we describe an efficient method for the traceless synthesis of 2-aminothiazoles that display dual inhibitory activity against the receptor tyrosine kinases VEGFR-2 and Tie-2. The synthesis method proceeds

  酰肼基团是用于固相化学的可氧化裂解的无痕连接基。该接头技术用于开发对结核分枝杆菌有活性的抗生素的多步固相合成。此外，我们描述了一种有效的方法，用于无痕合成2-氨基噻唑，对受体酪氨酸激酶VEGFR-2和Tie-2具有双重抑制活性。该合成方法在固相上进行了9个步骤，应该可以使用更大的2-氨基噻唑文库，可以从中开发出一类新型的抗血管生成药物。
• N-[4-(1,1′-biphenyl)methyl]-4-(4-thiomorpholinylmethyl) benzenamines as non-oxazolidinone analogues of antimycobacterial U-100480
  作者：Marino Artico、Antonello Mai、Gianluca Sbardella、Silvio Massa、Giorgio Lampis、Delia Deidda、Raffaello Pompei

  DOI：10.1016/s0960-894x(98)00248-0

  日期：1998.6

  Thiomorpholine analogues of U-100480 with the biphenylmethyl group replacing the acetamidomethyloxazolidinone moiety have been synthesized and tested as antimycobacterial agents together with various related derivatives. Some biphenyl derivatives were endowed with high activity against Mycobacterium tuberculosis and other non-tuberculous mycobacteria. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Antimycobacterial activity of new ortho-, meta- and para-toluidine derivatives
  作者：Mariangela Biava、Rossella Fioravanti、Giulio Cesare Porretta、Giancarlo Sleiter、Delia Deidda、Giorgio Lampis、Raffaello Pompei

  DOI：10.1016/s0014-827x(99)00084-1

  日期：1999.11

  Novel toluidine derivatives are described. Some of them showed an interesting in vitro activity against Mycobacterium tuberculosis, M. smegmatis, M. marinum, M. gordonae, and M. avium. Some of them were more active than Streptomycin and Isoniazid, which were used as controls, against M. avium and M. gordonae. In particular, we confirm the good activity of biphenyl derivatives. (C) 1999 Elsevier Science S.A. All rights reserved.
• Mai, Antonello; Sbardella, Gianluca; Artico, Marino, Medicinal Chemistry Research, 1999, vol. 9, # 3, p. 149 - 161
  作者：Mai, Antonello、Sbardella, Gianluca、Artico, Marino、Massa, Silvio、Lampis, Giorgio、Deidda, Delia、Pompeit, Raffaello

  DOI：——

  日期：——