4-(2-aminosulfonylphenyl)benzylamine | 632338-96-6

• 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-(2-aminosulfonylphenyl)benzylamine
• 英文别名: 2-[4-(Aminomethyl)phenyl]benzenesulfonamide
• CAS: 632338-96-6
• 化学式: C₁₃H₁₄N₂O₂S
• 分子量: 262.332
• InChiKey: RDVSOQINETYEJN-UHFFFAOYSA-N

物化性质

• 沸点：
  497.0±55.0 °C(Predicted)
• 密度：
  1.288±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  94.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(2-aminosulfonylphenyl)benzylamine 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium carbonate 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 trans-1-(RS)-[4-(2-aminosulfonylphenyl)]-benzylaminocarbonyl-2-(SR)-[4-(2-trifluoromethylphenyl)]benzylaminocarbonylcyclopentane
  参考文献：
  名称：

  Novel cyclopentane dicarboxamide sodium channel blockers as a potential treatment for chronic pain

  摘要：

  A series of new voltage-gated sodium channel blockers were prepared based on the screening lead succinic diamide BPBTS. Replacement of the succinimide linker with the more rigid cyclic 1,2-trans-diamide linker was well tolerated. N-Methylation on the biphenylsulfonamide side of the amide moiety significantly reduced the clearance rate in rat pharmacokinetic studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.002
• 作为产物：
  描述：

  2-溴苯磺酰氯 在 四(三苯基膦)钯 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 偶氮二异丁腈 、 potassium carbonate 、 三苯基膦 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 溶剂黄146 、 二甲基亚砜 、 甲苯 为溶剂， 反应 67.5h， 生成 4-(2-aminosulfonylphenyl)benzylamine
  参考文献：
  名称：

  [EN] 1,2 DIAMIDO CYCLOALKYL SODIUM CHANNEL BLOCKERS
  [FR] COMPOSES 1,2 DIAMIDO CYCLOALKYLE BLOQUEURS DES CANAUX SODIQUES

  摘要：

  公开号：

  WO2003101381A3

文献信息

• Aminosulfonylbiphenyl derivatives
  申请人：——

  公开号：US20030135055A1

  公开（公告）日：2003-07-17

  The invention relates to compounds of the formula I 1 in which R 1 , R 2 , R 3 , R 4 , W, X and V have the meaning indicated in the text. The compounds act as inhibitors of factors Xa and VIIa and can therefore be employed for the control and prevention of thromboembolic disorders such as thrombosis, myocardial infarct, arteriosclerosis, inflammation, apoplexy, angina pectoris, restenosis after angioplasty and intermittent claudication.

  本发明涉及公式I1的化合物，其中R1、R2、R3、R4、W、X和V具有文本中指示的含义。这些化合物作为因子Xa和VIIa的抑制剂，因此可用于控制和预防血栓栓塞性疾病，如血栓形成、心肌梗死、动脉硬化、炎症、中风、心绞痛、血管成形术后再狭窄和间歇性跛行。
• Discovery of a novel class of isoxazoline voltage gated sodium channel blockers
  作者：Pengcheng P. Shao、Feng Ye、Ann E. Weber、Xiaohua Li、Kathryn A. Lyons、William H. Parsons、Maria L. Garcia、Birgit T. Priest、McHardy M. Smith、John P. Felix、Brande S. Williams、Gregory J. Kaczorowski、Erin McGowan、Catherine Abbadie、William J. Martin、Daniel R. McMasters、Ying-Duo Gao

  DOI：10.1016/j.bmcl.2009.07.125

  日期：2009.9

  Analogs of the previously reported voltage gated sodium channel blocker CDA54 were prepared in which one of the amide functions was replaced with aromatic and non-aromatic heterocycles. Replacement of the amide with an aromatic heterocycle resulted in significant loss of sodium channel blocking activity, while non-aromatic heterocycle replacements were well tolerated. (C) 2009 Elsevier Ltd. All rights reserved.
• [EN] 1,2 DIAMIDO CYCLOALKYL SODIUM CHANNEL BLOCKERS<br/>[FR] COMPOSES 1,2 DIAMIDO CYCLOALKYLE BLOQUEURS DES CANAUX SODIQUES
  申请人：——

  公开号：WO2003101381A3

  公开（公告）日：2004-02-12
• Novel cyclopentane dicarboxamide sodium channel blockers as a potential treatment for chronic pain
  作者：Pengchang P. Shao、Dong Ok、Michael H. Fisher、Maria L. Garcia、Gregory J. Kaczorowski、Chunshi Li、Kathryn A. Lyons、William J. Martin、Peter T. Meinke、Birgit T. Priest、McHardy M. Smith、Matthew J. Wyvratt、Feng Ye、William H. Parsons

  DOI：10.1016/j.bmcl.2005.02.002

  日期：2005.4

  A series of new voltage-gated sodium channel blockers were prepared based on the screening lead succinic diamide BPBTS. Replacement of the succinimide linker with the more rigid cyclic 1,2-trans-diamide linker was well tolerated. N-Methylation on the biphenylsulfonamide side of the amide moiety significantly reduced the clearance rate in rat pharmacokinetic studies. (c) 2005 Elsevier Ltd. All rights reserved.