3-(benzylamino)benzoic acid | 63760-14-5

• 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-(benzylamino)benzoic acid
• 英文别名: 3-benzylamino-benzoic acid；3-Benzylamino-benzoesaeure；m-Benzylaminobenzoesaeure
• CAS: 63760-14-5
• 化学式: C₁₄H₁₃NO₂
• mdl: MFCD03019271
• 分子量: 227.263
• InChiKey: RKALJCTZDXYJDQ-UHFFFAOYSA-N

物化性质

• 熔点：
  101-103 °C
• 沸点：
  428.6±28.0 °C(Predicted)
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(benzylamino)benzoic acid 在 ammonium formate 、 锌 作用下， 以 乙二醇 为溶剂， 反应 0.06h， 以80%的产率得到间氨基苯甲酸
  参考文献：
  名称：

  Conventional and Microwave Assisted Hydrogenolysis Using Zinc and Ammonium Formate

  摘要：

  The selective deprotection of several N-Bzl amino derivatives to the corresponding amines and the removal of S-Bzl and O-Bzl groups from the protected amino acids with ammonium formate and commercial zinc dust are reported. Many other reducible or hydrogenolysable substituents such as halogens, methoxy, phenol, ester, acid, ethene, and Boc groups are unaffected.

  DOI：

  10.1081/scc-120034165
• 作为产物：
  描述：

  m-benzylideneaminobenzoic acid 在 乙醇 、 铂 作用下， 生成 3-(benzylamino)benzoic acid
  参考文献：
  名称：

  Kinetics of the Catalytic Hydrogenation of Certain Schiff Bases¹

  摘要：

  DOI：

  10.1021/ja01100a040

文献信息

• Metal- and Base-Free Room-Temperature Amination of Organoboronic Acids with <i>N</i> -Alkyl Hydroxylamines
  作者：Hong-Bao Sun、Liang Gong、Yu-Biao Tian、Jin-Gui Wu、Xia Zhang、Jie Liu、Zhengyan Fu、Dawen Niu

  DOI：10.1002/anie.201802782

  日期：2018.7.20

  N‐alkyl hydroxylamines are effective reagents for the amination of organoboronic acids in the presence of trichloroacetonitrile. This amination reaction proceeds rapidly at room temperature and in the absence of added metal or base, it tolerates a remarkable range of functional groups, and it can be used in the late‐stage assembly of two complex units.

  我们发现，现成的N烷基羟胺是在三氯乙腈存在下胺化有机硼酸的有效试剂。该胺化反应在室温下快速进行，在不添加金属或碱的情况下，它可以耐受各种官能团，可用于两个复杂单元的后期组装。
• Cp*Rh(<scp>iii</scp>) catalyzed <i>ortho</i>-halogenation of <i>N</i>-nitrosoanilines by solvent-controlled regioselective C–H functionalization
  作者：Qiujun Peng、Jian Hu、Jiyou Huo、Hongshun Yuan、Lanting Xu、Xianhua Pan

  DOI：10.1039/c8ob00601f

  日期：——

  We present a novel, efficient, and regioselective method for the rhodium-catalyzed direct C–H ortho-halogenation of anilines that involves a removable N-nitroso directing group. This method featured mild reaction conditions, wide substrate scope, good functional group tolerance and satisfactory yields. To maintain the high ortho-regioselectivity and conversion, increasing the steric hindrance of the

  我们提出了一种新颖，有效和区域选择性的方法，用于铑催化苯胺的直接C–H邻位卤化反应，其中涉及可移动的N-亚硝基导向基团。该方法反应条件温和，底物范围宽，官能团耐受性好，收率令人满意。为了维持高邻位选择性和转化率，增加溶剂的空间位阻是至关重要的。初步的机理研究表明，C–H活化可能参与速率测定步骤。
• [EN] NOVEL POTASSIUM CHANNEL BLOCKERS<br/>[FR] NOUVEAUX BLOQUANTS DU CANAL POTASSIQUE
  申请人：XENTION LTD

  公开号：WO2010023448A1

  公开（公告）日：2010-03-04

  The present invention provides a compound of formula (I) or its salts or pharmaceutically acceptable derivatives thereof wherein; X1 is selected from a group consisting of CH2, C(=O), C(=NH), NC(=O), R1 is selected from the group consisting of optionally substituted arylalkyl, and optionally substituted heteroarylalkyl R2 is selected from the group consisting of optionally substituted alkyl, optionally substituted aryl or heteroaryl or NR24R25, R3 is selected from the group consisting of hydrogen, halogen, hydroxyl, alkoxy, aryloxy, optionally substituted alkyl, optionally substituted amino, optionally substituted amino sulfonyl or nitrile; R4 is selected from the group consisting of optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted heterocycloalkyl, optionally substituted acyl, optionally substituted sulfonyl, optionally substituted sulfamoyl, optionally substituted aryl, optionally substituted arylalkyl, and optionally substituted heteroaryl R5 may be hydrogen, an optionally substituted alkyl, preferably CH3 or, NR4R5 may form an optionally substituted saturated or partially saturated 4-7 membered ring with the general formula (II). Wherein; X2 is C(=O), CH2, CH(R6) or C(R6)(R6), X3 is CH2, CH(R7), C(R7)(R7), NH, N(R8), O or S Each R6 independently represents optionally substituted amino, optionally substituted amino carbonyl, hydroxyl, optionally substituted acyl, optionally substituted alkoxy, optionally substituted aryloxy, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted arylalky, optionally substituted aryl or optionally substituted heteroaryl; Each R7 independently represents optionally substituted amino, optionally substituted amino carbonyl, hydroxyl, optionally substituted acyl, optionally substituted alkoxy, optionally substituted aryloxy, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted arylalky, optionally substituted aryl or optionally substituted heteroaryl R8 is optionally substituted acyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted arylalkyl, optionally substituted aryl or optionally substituted heteroaryl; R24 and R25 are the same or different and each represents hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted arylalkyl, optionally substituted aryl or optionally substituted heteroaryl, n = 1 or 2 m = 1, 2 or 3 With the proviso that when X1 is C=O and R5 is H then R4 is not (a) or (b) or (c). Where R4a, R5a and R6a are each independently H, C1-6alkyl, aryl, heteroaryl, cycloalkyl, or aryl-C1-6alkyl; R10a is H or C1-6alkyl; and R11a is C1-6alkyl or aryl-C1-6alkyl and when X1 is C=O or CH2 and R5 is H then R4 is not (d) Where q is 0 to 5, R3b is H, OH or alkoxy and R4b is NH2, phenyl or a C3-10 heterocycle. The compounds are useful as potassium ion channel inhibitors.

  本发明提供了一种化合物的结构式(I)或其盐或药学上可接受的衍生物，其中; X1选自CH2，C(=O)，C(=NH)，NC(=O)，R1选自可选择的取代芳基烷基和可选择的取代杂环烷基；R2选自可选择的取代烷基，可选择的取代芳基或杂环芳基或NR24R25，R3选自氢，卤素，羟基，烷氧基，芳氧基，可选择的取代烷基，可选择的取代氨基，可选择的取代氨基磺酰基或腈基；R4选自可选择的取代烷基，可选择的取代环烷基，可选择的取代杂环烷基，可选择的取代酰基，可选择的取代磺酰基，可选择的取代磺胺基，可选择的取代芳基，可选择的取代芳基烷基和可选择的取代杂环烷基；R5可以是氢，可选择的取代烷基，优选CH3或，NR4R5可以形成一个带有通式(II)的可选择取代饱和或部分饱和的4-7成员环。其中; X2为C(=O)，CH2，CH(R6)或C(R6)(R6)，X3为CH2，CH(R7)，C(R7)(R7)，NH，N(R8)，O或S，每个R6独立表示可选择的取代氨基，可选择的取代氨基羰基，羟基，可选择的取代酰基，可选择的取代烷氧基，可选择的取代芳氧基，可选择的取代烷基，可选择的取代环烷基，可选择的取代芳基烷基，可选择的取代芳基或可选择的取代杂环基；每个R7独立表示可选择的取代氨基，可选择的取代氨基羰基，羟基，可选择的取代酰基，可选择的取代烷氧基，可选择的取代芳氧基，可选择的取代烷基，可选择的取代环烷基，可选择的取代芳基烷基，可选择的取代芳基或可选择的取代杂环基R8为可选择的取代酰基，可选择的取代烷基，可选择的取代环烷基，可选择的取代芳基烷基，可选择的取代芳基或可选择的取代杂环基；R24和R25相同或不同，每个都表示氢，可选择的取代烷基，可选择的取代环烷基，可选择的取代芳基烷基，可选择的取代芳基或可选择的取代杂环基，n=1或2，m=1、2或3，但当X1为C=O且R5为H时，则R4不是(a)或(b)或(c)。其中R4a，R5a和R6a各自独立地为H，C1-6烷基，芳基，杂环基，环烷基或芳基-C1-6烷基；R10a为H或C1-6烷基；R11a为C1-6烷基或芳基-C1-6烷基，当X1为C=O或CH2且R5为H时，则R4不是(d)。其中q为0至5，R3b为H，OH或烷氧基，R4b为NH2，苯基或C3-10杂环。这些化合物可用作钾离子通道抑制剂。
• Novel Potassium Channel Blockers
  申请人：Mulla Mushtaq

  公开号：US20100087428A1

  公开（公告）日：2010-04-08

  The present invention provides a compound of formula (I) or its salts or pharmaceutically acceptable derivatives thereof wherein; X 1 is selected from a group consisting of CH 2 , C(═O), C(═NH), NC(═O), R 1 is selected from the group consisting of optionally substituted arylalkyl, and optionally substituted heteroarylalkyl R 2 is selected from the group consisting of optionally substituted alkyl, optionally substituted aryl or heteroaryl or NR 24 R 25 R 3 is selected from the group consisting of hydrogen, halogen, hydroxyl, alkoxy, aryloxy, optionally substituted alkyl, optionally substituted amino, optionally substituted amino sulfonyl or nitrile; R 4 is selected from the group consisting of optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted heterocycloalkyl, optionally substituted acyl, optionally substituted sulfonyl, optionally substituted sulfamoyl, optionally substituted aryl, optionally substituted arylalkyl, and optionally substituted heteroaryl R 5 may be hydrogen, an optionally substituted alkyl, preferably CH 3 or, NR 4 R 5 may form an optionally substituted saturated or partially saturated 4-7 membered ring with the general formula (II). Wherein; X 2 is C(═O), CH 2 , CH(R 6 ) or C(R 6 )(R 6 ), X 3 is CH 2 , CH(R 7 ), C(R 7 )(R 7 ), NH, N(R 8 ), O or S Each R 6 independently represents optionally substituted amino, optionally substituted amino carbonyl, hydroxyl, optionally substituted acyl, optionally substituted alkoxy, optionally substituted aryloxy, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted arylalky, optionally substituted aryl or optionally substituted heteroaryl; Each R 7 independently represents optionally substituted amino, optionally substituted amino carbonyl, hydroxyl, optionally substituted acyl, optionally substituted alkoxy, optionally substituted aryloxy, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted arylalky, optionally substituted aryl or optionally substituted hetero aryl R 8 is optionally substituted acyl, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted arylalkyl, optionally substituted aryl or optionally substituted heteroaryl; R 24 and R 25 are the same or different and each represents hydrogen, optionally substituted alkyl, optionally substituted cycloalkyl, optionally substituted arylalkyl, optionally substituted aryl or optionally substituted heteroaryl, n=1 or 2 m=1, 2 or 3 With the proviso that when X 1 is C═O and R 5 is H then R 4 is not: Or Or Where R 4 a, R 5 a and R 6 a are each independently H, C 1-6 alkyl, aryl, heteroaryl, cycloalkyl, or aryl-C 1-6 alkyl; R 10 a is H or C 1-6 alkyl; and R 11 a is C 1-6 alkyl or aryl-C 1-6 alkyl and when X 1 is C═O or CH 2 and R 5 is H then R 4 is not: Where q is 0 to 5, R 3 b is H, OH or alkoxy and R 4 b is NH 2 , phenyl or a C 3-10 heterocycle. The compounds are useful as potassium ion channel inhibitors.

  本发明提供了式（I）的化合物或其盐或药学上可接受的衍生物，其中： X1选择自群组，所述群组由CH2，C（═O），C（═NH），NC（═O）组成， R1选择自群组，所述群组由可选取代的芳基烷基和可选取代的杂芳基烷基组成， R2选择自群组，所述群组由可选取代的烷基，可选取代的芳基或杂芳基或NR24R25组成， R3选择自群组，所述群组由氢，卤素，羟基，烷氧基，芳氧基，可选取代的烷基，可选取代的氨基，可选取代的氨基磺酰基或腈组成； R4选择自群组，所述群组由可选取代的烷基，可选取代的环烷基，可选取代的杂环烷基，可选取代的酰基，可选取代的磺酰基，可选取代的磺酰胺基，可选取代的芳基，可选取代的芳基烷基和可选取代的杂芳基组成， R5可以是氢，可选取代的烷基，优选CH3或NR4R5可以形成具有一般式（II）的可选取代的饱和或部分饱和的4-7成员环： 其中，X2为C（═O），CH2，CH（R6）或C（R6）（R6）， X3为CH2，CH（R7），C（R7）（R7），NH，N（R8），O或S， 每个R6独立地表示可选取代的氨基，可选取代的氨基羰基，羟基，可选取代的酰基，可选取代的烷氧基，可选取代的芳氧基，可选取代的烷基，可选取代的环烷基，可选取代的芳基烷基，可选取代的芳基或可选取代的杂芳基； 每个R7独立地表示可选取代的氨基，可选取代的氨基羰基，羟基，可选取代的酰基，可选取代的烷氧基，可选取代的芳氧基，可选取代的烷基，可选取代的环烷基，可选取代的芳基烷基，可选取代的芳基或可选取代的杂芳基； R8为可选取代的酰基，可选取代的烷基，可选取代的环烷基，可选取代的芳基烷基，可选取代的芳基或可选取代的杂芳基； R24和R25相同或不同，每个表示氢，可选取代的烷基，可选取代的环烷基，可选取代的芳基烷基，可选取代的芳基或可选取代的杂芳基， n为1或2， m为1，2或3， 但是当X1为C═O且R5为H时，则R4不为： 或 其中，R4a，R5a和R6a各自独立地为H，C1-6烷基，芳基，杂芳基，环烷基或芳基-C1-6烷基； R10a为H或C1-6烷基； R11a为C1-6烷基或芳基-C1-6烷基， 当X1为C═O或CH2且R5为H时，则R4不为： 其中，q为0至5， R3b为H，OH或烷氧基， R4b为NH2，苯基或C3-10杂环。这些化合物可用作钾离子通道抑制剂。
• COMPOUNDS, COMPOSITIONS AND METHODS FOR TREATING OR PREVENTING PNEUMOVIRUS INFECTION AND ASSOCIATED DISEASES
  申请人：Nitz Theodore J.

  公开号：US20120183498A1

  公开（公告）日：2012-07-19

  Compounds, compositions and methods are provided for the prophylaxis and treatment of infections caused by viruses of the Pneumovirinae subfamily of Paramyxoviridae and diseases associated with such infection.

  本发明提供了用于预防和治疗由Pneumovirinae亚科Paramyxoviridae病毒引起的感染以及与此类感染相关的疾病的化合物、组合物和方法。