m-N,N-Dibenzylaminobenzoesaeure | 71275-34-8

• 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: m-N,N-Dibenzylaminobenzoesaeure
• 英文别名: 3-dibenzylamino-benzoic acid；3-Dibenzylamino-benzoesaeure；3-(Dibenzylamino)benzoic acid
• CAS: 71275-34-8
• 化学式: C₂₁H₁₉NO₂
• 分子量: 317.387
• InChiKey: IBSZLQZBTBGDHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  m-N,N-Dibenzylaminobenzoesaeure 在 盐酸 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 3-dibenzylaminobenzohydroxamate
  参考文献：
  名称：

  Structure-Based Design and Synthesis of Novel Inhibitors Targeting HDAC8 from Schistosoma mansoni for the Treatment of Schistosomiasis

  摘要：

  Schistosomiasis is a major neglected parasitic disease that affects more than 265 million people worldwide and for which the control strategy consists of mass treatment with the only available drug, praziquantel. In this study, a series of new benzohydroxamates were prepared as potent inhibitors of Schistosoma mansoni histone deacetylase 8 (smHDAC8). Crystallographic analysis provided insights into the: inhibition mode of smHDAC8 activity by these 3-amidobenzohydroxamates. The newly designed inhibitors were evaluated in screens for enzyme inhibitory activity against schistosome and human HDACs. Twenty-seven compounds were found to be active in the nanomolar range, and some of them showed selectivity toward smHDAC8 over the major human HDACs (I and 6). The active benzohydroxamates were additionally screened for lethality against the schistosome larval stage using a fluorescence-based assay. Four of these showed significant dose-dependent killing of the schistosome larvae and markedly impaired egg laying of adult worm pairs maintained in culture.

  DOI：

  10.1021/acs.jmedchem.5b01478
• 作为产物：
  描述：

  氯化苄 、 间氨基苯甲酸 在 乙醇 作用下， 生成 3-(benzylamino)benzoic acid 、 m-N,N-Dibenzylaminobenzoesaeure
  参考文献：
  名称：

  Lockemann; Rein, Chemische Berichte, 1947, vol. 80, p. 485,492

  摘要：

  DOI：

文献信息

• 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。
• A process for the production of aminophthalides and amino benzoic acids
  申请人：STERLING DRUG INC.

  公开号：EP0082394A2

  公开（公告）日：1983-06-29

  Process comprises the combination of the two steps of condensing Y-benzaldehyde with NR2R3-aniline and 3-NRR1- benzoic acid, under acidic conditions to produce 2-[Y-phenyl) (4-NR2R3-aminophenyl)methyl]-5-NRR1-aminobenzoic acid, and oxidizing said benzoic acid to produce 3-(Y-phenyl)-3-(4-NR2R3-aminophenyl)-6-NRR1-aminophthalide.

  工艺包括以下两个步骤的组合：在酸性条件下，将 Y-苯甲醛与 NR2R3-苯胺和 3-NRR1-苯甲酸缩合，生成 2-[Y-苯基)(4-NR2R3-氨基苯基)甲基]-5-NRR1-氨基苯甲酸；氧化所述苯甲酸，生成 3-(Y-苯基)-3-(4-NR2R3-氨基苯基)-6-NRR1-氨基邻苯二甲酸。
• PYRANONE COMPOUNDS USEFUL TO TREAT RETROVIRAL INFECTIONS
  申请人：PHARMACIA & UPJOHN COMPANY

  公开号：EP0758327B1

  公开（公告）日：2003-04-09
• ASCORBINSÄUREDERIVATE ALS OXIDATIONSFARBSTOFFKOMPONENTEN
  申请人：Merck Patent GmbH

  公开号：EP2640713B1

  公开（公告）日：2014-08-20
• US4399291A
  申请人：——

  公开号：US4399291A

  公开（公告）日：1983-08-16