4-(3-carboxyacryloylamino)benzoic acid | 36847-93-5

• 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: 4-(3-carboxyacryloylamino)benzoic acid
• 英文别名: 4-(3-Carboxyprop-2-enamido)benzoic acid；4-(3-carboxyprop-2-enoylamino)benzoic acid
• CAS: 36847-93-5
• 化学式: C₁₁H₉NO₅
• mdl: MFCD00437613
• 分子量: 235.196
• InChiKey: KDCFOKATFSLHQS-UHFFFAOYSA-N

物化性质

• 熔点：
  225-226 °C(Solv: methanol (67-56-1))
• 沸点：
  564.7±50.0 °C(Predicted)
• 密度：
  1.504±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(3-carboxyacryloylamino)benzoic acid 在 sodium acetate 、 乙酸酐 、 三乙胺 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 10.0h， 生成 N,N'-diacetyl-N'-[4-(2,5-dioxo-2,5-dihydropyrrol-1-yl)benzoyl]hydrazine carboxylic acid tert-butyl ester
  参考文献：
  名称：

  [EN] AMINOBENZOIC ACID DERIVATIVES FOR USE AS ANTI-INFLAMMATORY AGENTS, ANTI-METASTATIC AGENTS AND/OR ANTICANCER AGENTS
  [FR] DÉRIVÉS D'ACIDE AMINOBENZOÏQUE DESTINÉS À ÊTRE UTILISÉS EN TANT QU'AGENTS ANTI-INFLAMMATOIRES, AGENTS ANTI-MÉTASTATIQUES ET/OU AGENTS ANTICANCÉREUX

  摘要：

  提供的化合物的化学式为（IF），其中R2和R11可以代表各种不同的可能性。这些化合物可以作为抗癌剂、抗炎剂、抗增殖剂和/或抗转移剂而有用。

  公开号：

  WO2020077459A1
• 作为产物：
  描述：

  马来酸酐 、 对氨基苯甲酸 以 丙酮 为溶剂， 反应 4.0h， 以85%的产率得到4-(3-carboxyacryloylamino)benzoic acid
  参考文献：
  名称：

  基于对氨基苯甲酸固化的基于环氧树脂和马来酰亚胺树脂的混合热固性塑料的热电性能

  摘要：

  根据热和电性能，对两种基于马来酰亚胺和双酚A二缩水甘油醚（DGEBA）对氨基苯甲酸固化的热固性体系进行了表征。通过同时在热重/傅里叶变换红外/质谱（TG / FT-IR / MS）分析中在高达600°C的氮气氛中进行热重分析来进行热表征。在热降解的第一阶段，整体动力学参数[活化能（E a）和指数前因子（log A 1（s -1））]是使用弗里德曼（Friedman）的等转换方法计算的。能量变化以及热分析差曲线的形状表明热分解过程发生在多个阶段。通过同时TG / FT-IR / MS耦合技术进行析出气体分析。还进行了介电弛豫谱表征。

  DOI：

  10.1002/kin.21310

文献信息

• USE OF HISTONE ACETYLTRANSFERASE INHIBITORS AS NOVEL ANTI-CANCER THERAPIES
  申请人：Alani Rhoda Myra

  公开号：US20130142887A1

  公开（公告）日：2013-06-06

  The present invention provides methods for treating cancer comprising inhibiting the activity of p300/CBP histone acetyltransferase (HAT). Also provided are p300/CBP HAT inhibitors for treating a subject having cancer. In addition, the present invention includes biomarkers for p300/CBP HAT inhibition, which are used to i) monitor the effectiveness of cancer therapy, and ii) identify anti-cancer agents for use in combination therapy.

  本发明提供了用于治疗癌症的方法，包括抑制p300/CBP组蛋白乙酰转移酶（HAT）的活性。同时，本发明还提供了用于治疗患有癌症的受试者的p300/CBP HAT抑制剂。此外，本发明包括用于p300/CBP HAT抑制的生物标志物，用于i）监测癌症治疗的有效性，和ii）识别用于联合治疗的抗癌剂。
• Method and composition for diene rubber treatment
  申请人：MONSANTO COMPANY

  公开号：EP0080451A1

  公开（公告）日：1983-06-01

  Improved tack, green strength or non-black filler interaction capability are realized in a treated diene rubber. The method of treating diene rubberto achieve the improvements is shown, together with a composition in which maleamic acid or derivatives of maleamic acid are combined with sulfur or an organic sulfur compound capable of generating a thiyl radical.

  在经过处理的二烯烃橡胶中，粘性、生坯强度或非黑色填料相互作用能力都得到了改善。 图中展示了为实现上述改善而对二烯烃橡胶进行处理的方法，以及马来酰胺酸或马来酰胺酸衍生物与硫或能够生成硫基的有机硫化合物结合的组合物。
• Compounds with electron donor and electron acceptor functionality
  申请人：National Starch and Chemical Investment Holding Corporation

  公开号：EP1156036A2

  公开（公告）日：2001-11-21

  Compounds containing both electron donor and electron acceptor functionality are suitable for use in adhesives. The electron donor group is a carbon to carbon double bond attached to an aromatic ring and conjugated with the unsaturation in the ring. The electron acceptor group is a maleimide, acrylate, fumarate or maleate.

  同时含有电子供体和电子受体功能的化合物适用于粘合剂。电子供体基团是与芳香环相连的碳对碳双键，并与芳香环中的不饱和度共轭。电子受体基团是马来酰亚胺、丙烯酸酯、富马酸酯或马来酸酯。
• Microwave-assisted synthesis and structure–activity relationships of neuroactive pyrazolo[3,4-b]pyrrolo[3,4-d]pyridine derivatives
  作者：Nailton M. Nascimento-Júnior、Thaiana C.F. Mendes、Daniella M. Leal、Claudia Maria N. Corrêa、Roberto T. Sudo、Gisele Zapata-Sudo、Eliezer J. Barreiro、Carlos A.M. Fraga

  DOI：10.1016/j.bmcl.2009.11.038

  日期：2010.1

  We described herein the optimization of the synthetic methodology exploited to obtain the pyrazolo[3,4-b]pyrrolo[3,4-d]pyridine sedative prototype 1a and novel analogues designed by successive molecular simplifications. By applying microwave irradiation during the hetero Diels-Alder key-step to obtain the heterotricyclic scaffold, under solvent-free conditions, we were able to obtain the desired compounds in drastically shorter times and better yields. Additionally, in vivo evaluation of the sedative effects of these heterocyclic derivatives showed that 1a and the novel structurally-related analogue 1e were the most efficient compounds to impair the locomotor activity in mice at the dose of 10 mu mol/kg. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and evaluation of novel 4-[(3H,3aH,6aH)-3-phenyl)-4,6-dioxo-2-phenyldihydro-2H-pyrrolo[3,4-d]isoxazol-5(3H,6H,6aH)-yl]benzoic acid derivatives as potent acetylcholinesterase inhibitors and anti-amnestic agents
  作者：Preet Anand、Baldev Singh

  DOI：10.1016/j.bmc.2011.05.027

  日期：2012.1

  The present study was designed to synthesize and evaluate pyrrolo-isoxazole benzoic acid derivatives as potential acetylcholinesterase (AChE) inhibitors for the management of Alzheimer's disease. The synthesis of pyrrolo-isoxazole benzoic acid derivatives involved ring opening cyclization of p-aminobenzoic acid with maleic anhydride to yield maleanilic acid, which in turn afforded N-arylmaleimide via ring closed cyclization. Azomethine-N-oxides were obtained by condensation of N-arylhydroxylamine with differently substituted benzaldehydes followed by refluxing of N-arylmaleimide with differently substituted azomethine-N-oxides to pyrrolo-isoxazole benzoic acid derivatives as cis- and trans-stereoisomers. The synthesized compounds were evaluated in vitro for AChE inhibitory activity in rat brain homogenate with donepezil as standard AChE inhibitor. Thereafter, the most potent test compound was evaluated for in vitro butyrylcholinesterase inhibitory activity and in vivo memory evaluation in scopolamine (0.4 mg/kg)-induced amnesia in mice by employing Morris water maze test. All pyrrolo-isoxazole benzoic acid derivatives demonstrated potent AChE inhibitory activity. Most of compounds exhibited similar activity to donepezil and four of them (7h, 7i, 8i, and 8h, IC50 = 19.1 +/- 3 1.9-17.5 +/- 1.5 nM) displayed higher inhibitory activity as compared to donepezil (21.5 +/- 3.2 nM) with compound 8ia (IC50 = 17.5 +/- 1.5 nM) being the most active one. The test compound 8ia also ameliorated scopolamine-induced amnesia in mice in terms of restoration of time spent in target quadrant (TSTQ) and escape latency time (ELT). It may be concluded that pyrrolo-isoxazole benzoic acid derivatives may be employed as potential AChE inhibitors. (C) 2011 Published by Elsevier Ltd.