N-(4-羧基-3-羟基苯)顺丁烯二酰亚胺 | 19232-43-0

• 物质功能分类: 有机原料 - 氨基化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-羧基-3-羟基苯)顺丁烯二酰亚胺
• 中文别名: N-(4-羧基-3-羟基苯基)马来酰亚胺
• 英文名称: N-(4-Carboxy-3-hydroxyphenyl)-maleimid
• 英文别名: N-(4-carboxy-3-hydroxyphenyl)maleimide；4-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-hydroxy-benzoic acid；4-(2,5-dioxopyrrol-1-yl)-2-hydroxybenzoic acid
• CAS: 19232-43-0
• 化学式: C₁₁H₇NO₅
• mdl: MFCD00022571
• 分子量: 233.18
• InChiKey: SMSVFCGGVBWUJL-UHFFFAOYSA-N

物化性质

• 熔点：
  141-144 °C
• 沸点：
  505.1±45.0 °C(Predicted)
• 密度：
  1.651±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：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2925190090

反应信息

• 作为反应物：
  描述：

  2-巯基乙醇 、 N-(4-羧基-3-羟基苯)顺丁烯二酰亚胺 生成 2-hydroxy-4-[3-(2-hydroxyethylsulfanyl)-2,5-dioxopyrrolidin-1-yl]benzoic acid
  参考文献：
  名称：

  SCHRAES, M.;GOOYER, C.;VELTHORST, N. H., ANAL. CHEM., 62,(1990) N8, C. 2051-2053

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(3-hydroxy-4-methoxycarbonylphenyl)maleimide 在 盐酸 、 水 作用下， 以 溶剂黄146 为溶剂， 反应 8.0h， 以79%的产率得到N-(4-羧基-3-羟基苯)顺丁烯二酰亚胺
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of N-Carboxyphenylpyrrole Derivatives as Potent HIV Fusion Inhibitors Targeting gp41

  摘要：

  On the basis of the structures of small-molecule hits targeting the HIV-1 gp41, N-(4-carboxy-3-hydi-oxy)plieiiyl-2,5-dimethylpyl-role (2, NB-2), and N-(3-carboxy-4-chloro)phenylpyrrole (A(1), NB-64), 42 N-carboxyphenylpyrrole derivatives in two categories (A and B series) were designed and synthesized. We found that I I compounds exhibited promising anti-HIV-1 activity at micromolar level and their antiviral activity was correlated with their inhibitory activity on gp41 six-helix bundle formation, suggesting that these compounds block HIV fusion and entry by disrupting gp41 core formation. The structure-activity relationship and molecular docking analysis revealed that the carboxyl group Could interact with either Arg579 or Lys574 to form salt bridges and two methyl groups on the pyrrole ring were favorable for interaction with the residues in gp41 pocket. The most active compound, N-(3-carboxy-4-hydroxy)phenyl-2,5-dimethylpyrrole (A(12)), partially occupied the deep hydrophobic pocket, suggesting that enlarging the molecular size of A(12) could improve its binding affinity and anti-HIV-1 activity for further development as a small-molecule HIV fusion and entry inhibitor.

  DOI：

  10.1021/jm800869t

文献信息

• [EN] METHOD FOR THE SYNTHESIS OF ANTHRACYCLINE-PEPTIDE CONJUGATES<br/>[FR] MÉTHODE DE SYNTHÈSE DE CONJUGUÉS ANTHRACYCLINE-PEPTIDE
  申请人：UNIV CATHOLIQUE LOUVAIN

  公开号：WO2004011033A1

  公开（公告）日：2004-02-05

  The present invention relates to a method for the preparation of a compound of formula (I) or pharmaceutically acceptable salts thereof and intermediates thereof, comprising the steps of: a) halogenating a compound of formula (II), resulting in compound of formula (IIa), b) reacting a compound of formula (IIa) at its 14 position with the thiol moiety of a peptide of formula (III), optionally in the presence of a suitable linker, to obtain said compound of formula (I), wherein R1 represents OH, NH2 or NH-peptide; R2 represents H or -CO-peptide; R3 represents OCH3, OH or H; R4 represents H, or COCF3; R5 represents OH, O-tetrahydropyranyl or H; R6 represents OH or H; R7 represents H, OH, OCO(CH2)3CH3 or OCOCH(OC2H5)2; R8 represents OH or H; R9 represents OH or H; R10 represents a halogen and L is an optional suitable linker arm.

  本发明涉及一种制备式(I)化合物或其药学上可接受的盐及其中间体的方法，包括以下步骤：a)卤代式(II)化合物，得到式(IIa)化合物，b)在式(III)肽的巯基上，在适当的连接剂的存在下，将式(IIa)化合物在其14位反应，得到所述式(I)化合物，其中R1代表OH，NH2或NH-肽；R2代表H或-CO-肽；R3代表OCH3，OH或H；R4代表H或COCF3；R5代表OH，O-四氢吡喃基或H；R6代表OH或H；R7代表H，OH，OCO(CH2)3CH3或OCOCH(OC2H5)2；R8代表OH或H；R9代表OH或H；R10代表卤素，L是可选的适当连接剂臂。
• Bioactive sensors
  申请人：Eichler Jutta

  公开号：US20050153357A1

  公开（公告）日：2005-07-14

  The present invention relates to sensors for the detection of molecular interactions between immobilized ligands and non-immobilized interaction partners (receptors). These surfaces use novel ligand-anchor conjugates which allow highly specific interaction with suitable interaction partners. Furthermore the invention relates to methods of providing the sensing surface and in particular methods of synthesising the ligand-anchor conjugates (LAC).

  本发明涉及用于检测固定配体和非固定相互作用伙伴（受体）之间分子相互作用的传感器。这些表面使用新型配体锚定物结合物，可以与适当的相互作用伙伴高度特异性地相互作用。此外，本发明涉及提供传感表面的方法，特别是合成配体锚定物结合物（LAC）的方法。
• VERY SMALL CHEMICAL DEVICE AND FLOW RATE ADJUSTING METHOD THEREFOR
  申请人：KAWAMURA INSTITUTE OF CHEMICAL RESEARCH

  公开号：EP1327474A1

  公开（公告）日：2003-07-16

  There is provided a micro chemical device with a valve function for which the pressure resistance is high and the channel cross-sectional area does not depend on the fluid pressure, and which furthermore enables the suppression of the adsorption of biological matter and yet is easy to produce, as well as a flow regulation method using such a device. This has a valve function, in which a member (B) is bonded to a member (A) with a groove in the surface thereof, via the surface of the member (A) in which the groove is formed, a capillary type channel of width from 1 to 1000 µm and height from 1 to 1000 µm is formed by the groove of the member (A) and the member (B) at the bonding surface between the member (A) and the member (B), a cavity section is formed partway along the channel and the width of this cavity section is from 0.5 to 100 fold the width of the capillary type channel and the ratio of maximum height/maximum width for the cavity section is no more than 1, and either one of the member (A) and the member (B) is formed from a soft material with a tensile modulus of elasticity within a range from 0.1 MPa to 700 MPa, at least within the portion which corresponds with the position of the cavity section, wherein by selectively compressing the cavity section from the external surface of the member (A) and/or the member (B), the volume of the cavity section can be reduced in a reversible manner.

  本发明提供了一种具有阀门功能的微型化学装置，其抗压性能高，通道横截面积不依赖于流体压力，而且能够抑制生物物质的吸附，但易于生产，还提供了使用这种装置的流量调节方法。该装置具有阀门功能，其中一个构件（B）通过构件（A）表面的凹槽与构件（A）粘合，在构件（A）和构件（B）之间的粘合面上，构件（A）和构件（B）的凹槽形成一个宽度为 1 至 1000 微米、高度为 1 至 1000 微米的毛细管型通道，沿通道的部分位置形成一个空腔部分，该空腔部分的宽度为构件（A）和构件（B）粘合面宽度的 0.5至100倍的毛细管型通道宽度，且空腔部分的最大高度/最大宽度之比不大于1，构件（A）和构件（B）中的任一构件由拉伸弹性模量在0.其中，通过从构件（A）和/或构件（B）的外表面选择性地压缩空腔部分，可以以可逆的方式减小空腔部分的体积。
• A lithographic printing plate precursor
  申请人：Agfa Graphics N.V.

  公开号：EP2489512A1

  公开（公告）日：2012-08-22

  A positive-working lithographic printing plate precursor which comprises on a support having a hydrophilic surface or which is provided with a hydrophilic layer, a heat and/or light-sensitive coating comprising an infrared absorbing agent and a binder including a monomeric unit including a salicyclic acid group and a monomeric unit including a sulfonamide group.

  一种正向工作平版印刷板前体，它包括在具有亲水表面或提供亲水层的支撑物上的热敏和/或光敏涂层，该涂层由红外线吸收剂和粘合剂组成，粘合剂包括包括水杨酸基团的单体单元和包括磺酰胺基团的单体单元。
• METHOD FOR DETECTING FLUORESCENCE OR ABSORBANCE, METHOD FOR SUPPRESSING BACKGROUND, METHOD FOR MEASURING ADP, METHOD FOR MEASURING ACTIVITY OF ADP-SYNTHESIZING ENZYME, AND METHOD FOR MEASURING ACTIVITY OF GLUCOSYLTRANSFERASE
  申请人：The University of Tokyo

  公开号：EP3072975A1

  公开（公告）日：2016-09-28

  In a method for detecting fluorescence or absorbance of the present invention, a diaphorase causes reduction from resazurin to resorufin in the presence of an SH reagent and NADH or NADPH, and the resulting fluorescence intensity or absorbance is measured. A method for measuring ADP of the present invention includes a 2-1 process in which glucose is reacted with ADP and an ADP-dependent hexokinase, a 2-2 process in which the glucose-6-phosphate obtained in the 2-1 process is reacted with NAD or NADP and glucose-6-phosphate dehydrogenase, and a 2-3 process in which resazurin is reacted with the NADH or NADPH obtained in the 2-2 process and a diaphorase in the presence of an SH reagent, and the resulting fluorescence intensity or absorbance is measured.

  在本发明的一种检测荧光或吸光率的方法中，二磷酸酶在SH试剂和NADH或NADPH存在的情况下使还原藜芦苷还原为藜芦苷，并测量由此产生的荧光强度或吸光率。本发明的一种测量 ADP 的方法包括 2-1 过程，其中葡萄糖与 ADP 和依赖 ADP 的己糖激酶反应；2-2 过程，其中在 2-1 过程中得到的葡萄糖-6-磷酸与 NAD 或 NADP 和葡萄糖-6-磷酸脱氢酶反应、以及 2-3 过程，在此过程中，在 SH 试剂存在下，利马唑啉与 2-2 过程中获得的 NADH 或 NADPH 和二磷酸盐酶反应，并测量由此产生的荧光强度或吸光率。