2-苯基-喹啉-3-基胺 | 36710-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2-苯基-喹啉-3-基胺
• 英文名称: 2-phenyl-quinolin-3-ylamine
• 英文别名: 3-amino-2-phenylquinoline；2-phenylquinolin-3-amine；2-phenyl-[3]quinolylamine；2-Phenyl-[3]chinolylamin；2-phenyl-3-quinolinamine；2-Amino-3-phenylchinolin
• CAS: 36710-53-9
• 化学式: C₁₅H₁₂N₂
• 分子量: 220.274
• InChiKey: VGVQEVOWRYJFDG-UHFFFAOYSA-N

物化性质

• 熔点：
  116 °C
• 沸点：
  223-225 °C(Press: 3 Torr)
• 密度：
  1.194±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-苯基-喹啉-3-基胺 在 硫酸 、 sodium nitrite 作用下， 生成 3-bromo-2-phenylquinoline
  参考文献：
  名称：

  John, Journal fur praktische Chemie (Leipzig 1954), 1931, vol. <2> 131, p. 346,347

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲酰硝基甲烷 在 乙醇 、 铁粉 、 溶剂黄146 作用下， 生成 2-苯基-喹啉-3-基胺
  参考文献：
  名称：

  Synthesis of 3-Amino- and 3-Nitro-2-arylquinolines¹

  摘要：

  DOI：

  10.1021/ja01563a063

文献信息

• Modular Synthesis of Polysubstituted Quinolin-3-amines by Oxidative Cyclization of 2-(2-Isocyanophenyl)acetonitriles with Organoboron Reagents
  作者：Shihui Wang、Jian Xu、Qiuling Song

  DOI：10.1021/acs.orglett.1c02373

  日期：2021.9.3

  quinolin-3-amines. 2-(2-Isocyanophenyl)acetonitriles and organoboron reagents are suitable substrates for this reaction. The remarkable advantages of this protocol are the practical method, mild approach, high reaction efficiency, and good compatibility of functional groups, providing straightforward access to functional quinoline derivatives.

  多取代的 quinolin-3-amines 是重要的结构基序，因为它们具有广泛的生物活性和多功能的转化能力。但是，它们不容易访问。我们公开了一种使用 Mn(III) 乙酸盐作为温和的单电子氧化剂的协议，促进了构建多取代喹啉-3-胺的自由基过程。2-(2-异氰基苯基)乙腈和有机硼试剂是该反应的合适底物。该协议的显着优点是方法实用、方法温和、反应效率高、官能团兼容性好，为获得功能性喹啉衍生物提供了直接途径。
• [EN] INHIBITORS OF TRKA KINASE<br/>[FR] INHIBITEURS DE TRKA KINASE
  申请人：GVK BIOSCIENCES PRIVATE LTD

  公开号：WO2016116900A1

  公开（公告）日：2016-07-28

  The present invention is directed to the compounds of Formula I which are inhibitors of tropomyosin-related kinase A (TrkA): Formula (I) or steroisomers, tautomers or a pharmaceutically acceptable salts, metabolites, isotopes, solvates or prodrugs thereof, wherein, Ra, Rb, Rc, Rd, R1, R2, L and Het-Ar are as defined herein. These compounds can be used for the preventive and/or therapeutic treatment of diseases or disorders associated with abnormal activities of nerve growth factor (NGF) receptor TrkA such as Pain, inflammation or an inflammatory diseases, Cancer, atherosclerosis, restenosis, thrombosis, Neurodegenerative diseases, Erectile Dysfunction (ED), Skin disorders, Autoimmune disease like Multiple sclerosis, Sjögren's syndrome, endometriosis, diabetic peripheral neuropathy, prostatitis, Infectious diseases, diseases related to an imbalance of the regulation of bone remodeling, endometriosis, pelvic pain syndrome and diseases resulting from abnormal tissue remodelling and fibrotic disorders; or a disease, disorder, injury, or malfunction relating to dysmyelination or demyelination.

  本发明涉及式I的化合物，该化合物是Tropomyosin-related kinase A（TrkA）的抑制剂：式（I）或其立体异构体、互变异构体或药学上可接受的盐、代谢物、同位素、溶剂合物或前药，其中，Ra、Rb、Rc、Rd、R1、R2、L和Het-Ar如本文所定义。这些化合物可用于预防和/或治疗与神经生长因子（NGF）受体TrkA的异常活动相关的疾病或障碍，如疼痛、炎症或炎症性疾病、癌症、动脉粥样硬化、再狭窄、血栓形成、神经退行性疾病、勃起功能障碍（ED）、皮肤疾病、多发性硬化、干燥综合征、子宫内膜异位症、糖尿病周围神经病变、前列腺炎、传染病、与骨重塑调节失衡相关的疾病、子宫内膜异位症、盆腔疼痛综合征以及由异常组织重塑和纤维化疾病引起的疾病；或与失髓鞘形成或脱髓鞘相关的疾病、障碍、损伤或功能障碍。
• 3-SUBSTITUTED QUINOLINIUM AND 7H-INDOLO[2,3-c]QUINOLINIUM SALTS AS NEW ANTIINFECTIVES
  申请人：Ablordeppey Seth Y.

  公开号：US20120165369A1

  公开（公告）日：2012-06-28

  The present invention relates to quinolinium antiinfective agents in which the qunolinium nucleus is fused to an indole ring or the qunolinium nucleus is linked to a cyclic structure through an opened indole or a benzothiophene or benzofuran ring. The compound is further substituted with various substituent groups. The compounds are represented by formula (I), (II) and (III): Pharmaceutical compositions and methods of use are also included.

  本发明涉及喹啉类抗感染剂，其中喹啉核与吲哚环融合，或者喹啉核通过打开的吲哚或苯硫醚或苯并呋喃环与一个环状结构连接。该化合物进一步被各种取代基取代。这些化合物由化学式(I)、(II)和(III)表示。还包括药物组合物和使用方法。
• Modular Synthesis of Phenanthridine Derivatives by Oxidative Cyclization of 2-Isocyanobiphenyls with Organoboron Reagents
  作者：Mamoru Tobisu、Keika Koh、Takayuki Furukawa、Naoto Chatani

  DOI：10.1002/anie.201206115

  日期：2012.11.5

  Where HAS you been? A manganese‐mediated annulation of 2‐isocyanobiaryls with organoboronic acids is developed for the synthesis of a broad range of phenanthridine derivatives (see scheme). Mechanistic studies indicate that the reaction proceeds by the intramolecular homolytic aromatic substitution (HAS) of an imidoyl radical intermediate.

  你去哪了 开发了锰介导的2-异氰基联芳基与有机硼酸的环合反应，用于合成广泛的菲啶衍生物（请参见方案）。机理研究表明，该反应通过亚氨基自由基中间体的分子内均溶芳族取代（HAS）进行。
• First Synthesis of Benzopyridoiodolium Salts and Twofold Buchwald-Hartwig Amination for the Total Synthesis of Quindoline
  作者：Heiner Detert、Julien Letessier

  DOI：10.1055/s-0031-1289652

  日期：2012.1

  The first synthesis of cyclic benzopyridoiodolium salts is described. These hypervalent iodine intermediates are used in an efficient strategy for the construction of the δ-carboline core. This novel approach involves a twofold palladium-catalyzed Buchwald-Hartwig reaction between these unprecedented reagents and a primary amine. Our methodology successfully provides the expected N-substituted δ-carboline

  描述了环状苯并吡啶鎓盐的第一合成。这些高价碘中间体被用于构建δ-咔啉核的有效策略中。这种新颖的方法涉及这些前所未有的试剂和伯胺之间的钯催化的双重Buchwald-Hartwig反应。我们的方法成功地提供了预期的N-取代的δ-咔啉核，并有效地应用于喹啉的全合成。 生物碱-胺化-杂环-碘-全合成