N-(邻氯苯基)马来酸 | 1203-24-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 中文名称: N-(邻氯苯基)马来酸
• 中文别名: 1-(2-氯苯基)-吡咯-2,5-二酮
• 英文名称: N-(2-chlorophenyl)maleimide
• 英文别名: 1-(2-Chlorophenyl)-1H-pyrrole-2,5-dione；1-(2-chlorophenyl)pyrrole-2,5-dione
• CAS: 1203-24-3
• 化学式: C₁₀H₆ClNO₂
• mdl: MFCD00022562
• 分子量: 207.616
• InChiKey: KPQOXMCRYWDRSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn,Xi
• WGK Germany：
  3
• 海关编码：
  2925190090
• 危险类别：
  IRRITANT
• 安全说明：
  S22,S26,S36,S36/37/39
• 危险类别码：
  R22,R36/37/38

反应信息

• 作为反应物：
  描述：

  N-(邻氯苯基)马来酸 在 溴 作用下， 以 四氯化碳 为溶剂， 生成 C₁₀H₆Br₂ClNO₂
  参考文献：
  名称：

  Synthesis and biological evaluation of novel N-aryl maleimide derivatives clubbed with α-hydroxyphosphonates

  摘要：

  A series of novel molecules 5a-g containing N-aryl maleimide and α-hydroxyphosphonate moieties were synthesized. A distinct approach for high-yielding synthesis of α-hydroxyphosphonates has been discovered using various catalyst and solvents. The structures of the synthesized compounds were elucidated by IR, NMR, MS and CHN analysis. All the synthesized compounds were tested for qualitative (Zone of inhibition) and quantitative (MIC) antimicrobial activities against two pathogenic bacteria such as Bacillus subtilis (NCIM 2250) and Escherichia coli (ATCC 25922) and four pathogenic fungi such as Candida albicans (MTCC 277), Candida tropicalis (MTCC184), Aspergillus niger (MCIM 545) and Aspergillus clavatus (MTCC 132). The investigation of antimicrobial screening data revealed that most of the tested compounds are moderate to good microbial inhibitors.

  DOI：

  10.1016/j.ejmech.2014.06.053
• 作为产物：
  描述：

  N-(2-氯苯基)马来酰胺酸 在 sodium acetate 、 乙酸酐 作用下， 反应 0.5h， 生成 N-(邻氯苯基)马来酸
  参考文献：
  名称：

  N-取代的马来酰亚胺衍生物作为选择性甘油单酯脂肪酶抑制剂的合成及体外评价

  摘要：

  内源性大麻素2-花生四烯酸甘油酯（2-AG）在许多生理过程中起着重要作用，其作用通过甘油单酯脂肪酶（MGL）催化的酶促水解迅速终止。调节其内源水平可以提供治疗机会；然而，到目前为止，几乎没有描述选择性的MGL抑制剂。在这里，我们描述了N-取代的马来酰亚胺的合成及其对重组人脂肪酸酰胺水解酶（FAAH）和纯化人MGL的药理评价。先前已经描述了一些N-芳基马来酰亚胺（萨里奥（SM）；萨洛（OM）；Nevalainen，T .；Poso，A。莱蒂宁（JT）；贾文恩（T. Jarvinen）Niemi，R.大鼠小脑膜中2-花生四烯酸甘油水解酶中巯基敏感位点的表征。化学 生物学 2005年，12，649-656），为MGL抑制剂，以及沿着这些线路，我们提出一组新的马来酰亚胺衍生物的那显示出低微摩尔的IC 50和朝向MGL VS FAAH高选择性。然后，研究了结构活性关系，例如，1-biphenyl-4

  DOI：

  10.1021/jm900461w

文献信息

• QUENCHER
  申请人：Wako Pure Chemical Industries, Ltd.

  公开号：US20170342031A1

  公开（公告）日：2017-11-30

  A quencher is disclosed having a compound represented by the following general formula (1): wherein R 5 each independently represent a halogen atom, an alkyl group, an alkoxy group, an alkylthio group, an amino group having a substituent or not having a substituent, a hydroxy group, an aryl group, an aryloxy group, or an arylalkyl group; R 6 represents a group having a polymerizable unsaturated group, a hydroxy group, or the like; Y 1 represents an oxygen atom, or the like; An − represents an anion; Ar 1 represents a specific ring structure; * and ** represent binding positions; Ar 2 represents a benzene ring, a naphthalene ring, or an anthracene ring; n 1 represents a specific integer; and the following structure (1-10) in the general formula (1) is an asymmetric structure; (wherein R 5 , Y 1 , Ar 1 , Ar 2 , n 1 , * and ** are the same as described above.).

  一种淬灭剂被公开，该淬灭剂具有以下一般公式(1)表示的化合物： 其中R5各自独立代表一个卤素原子、一个烷基团、一个烷氧基团、一个烷硫基团、一个带有或不带有取代基的氨基团、一个羟基、一个芳基团、一个芳氧基团或一个芳烷基团；R6代表一个具有可聚合不饱和基团、一个羟基或类似基团的集团；Y1代表一个氧原子或类似；An代表一个阴离子；Ar1代表一个特定的环结构；*和**代表结合位置；Ar2代表一个苯环、一个萘环或一个蒽环；n1代表一个特定的整数； 并且一般公式(1)中的以下结构(1-10)是一个不对称结构； (其中R5、Y1、Ar1、Ar2、n1、*和**与上述描述相同)。
• Design and synthesis of a novel DNA-encoded chemical library using Diels-Alder cycloadditions
  作者：Fabian Buller、Luca Mannocci、Yixin Zhang、Christoph E. Dumelin、Jörg Scheuermann、Dario Neri

  DOI：10.1016/j.bmcl.2008.07.038

  日期：2008.11

  DNA-encoded chemical libraries are increasingly being employed for the identification of binding molecules to protein targets of pharmaceutical relevance. Here, we describe the synthesis and characterization of a DNA-encoded chemical library, consisting of 4000 compounds generated by Diels-Alder cycloaddition reactions. The compounds were encoded with unique DNA fragments which were generated through

  DNA编码的化学文库正越来越多地用于鉴定与药物相关的蛋白质靶标的结合分子。在这里，我们描述了由Diels-Alder环加成反应生成的4000种化合物组成的DNA编码化学文库的合成和表征。这些化合物编码有独特的DNA片段，这些片段是通过逐步组装过程生成的，并用作可扩增的条形码，用于鉴定和相对定量文库成员。
• Direct Experimental Evidence for Halogen-Aryl π Interactions in Solution from Molecular Torsion Balances
  作者：Han Sun、André Horatscheck、Vera Martos、Max Bartetzko、Ulrike Uhrig、Dieter Lentz、Peter Schmieder、Marc Nazaré

  DOI：10.1002/anie.201700520

  日期：2017.6.1

  dissected halogen–aryl π interactions experimentally using a bicyclic N-arylimide based molecular torsion balances system, which is based on the influence of the non-bonded interaction on the equilibria between folded and unfolded states. Through comparison of balances modulated by higher halogens with fluorine balances, we determined the magnitude of the halogen–aryl π interactions in our unimolecular

  我们使用基于双环N-芳基酰亚胺的分子扭转平衡系统实验性地分析了卤素-芳基π相互作用，该系统基于非键相互作用对折叠状态和未折叠状态之间的平衡的影响。通过比较高级卤素调节的平衡与氟平衡，我们确定了我们单分子体系中卤素-芳基π相互作用的幅度大于-5.0 kJ mol -1，这与生物分子体系中估计的幅度相当。我们的研究提供了溶液中卤素-芳基π相互作用的直接实验证据，到目前为止，该相互作用仅在固态下才得以揭示，并通过量子力学计算从理论上进行了评估。
• Compound having silsesquioxane skeleton and its polymer
  申请人：Inagaki Jyun-ichi

  公开号：US20050009982A1

  公开（公告）日：2005-01-13

  The present invention relates to a compound represented by Formula (1) and a polymer obtained using the compound: wherein R 1 is phenyl which may have substituents, Q 1 is hydrogen, halogen, alkyl having 1 to 10 carbon atoms, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclohexenyl or phenyl in which optional hydrogen may be replaced by halogen or alkyl having 1 to 5 carbon atoms, and Q 2 is a group represented by Formula (2) wherein the code < represents a bonding point with silicon, l, m, n and p are independently 0, 1, 2 or 3, A 1 to A 4 are independently a single bond, 1,4-cyclohexylene, 1,4-cyclohexenylene, a condensed ring group having 6 to 10 carbon atoms which is a divalent group, or 1,4-phenylene, Z 0 to Z 3 are independently a single bond, —CH═CR—, —C≡C—, —COO—, —OCO—, or alkylene having 1 to 20 carbon atoms, and Z 4 is a single bond, —CH═CH—, —C≡C—, —COO—, —OCO—, or alkylene having 1 to 20 carbon atoms. And Y 1 in Formula (1) is the group defined in Claim 1.

  本发明涉及一种由式（1）表示的化合物和使用该化合物获得的聚合物：其中R1是苯基，可能具有取代基；Q1是氢、卤素、具有1至10个碳原子的烷基、环丙基、环丁基、环戊基、环己基、环己烯基或苯基，其中可选的氢原子可被卤素或具有1至5个碳原子的烷基取代；Q2是由式（2）表示的基团，其中代码<表示与硅的连接点，l、m、n和p独立地为0、1、2或3，A1至A4独立地为单键、1,4-环己亚基、1,4-环己烯亚基、具有6至10个碳原子的缩合环基团，为二价基团，或1,4-苯亚基，Z0至Z3独立地为单键、—CH═CR—、—C≡C—、—COO—、—OCO—或具有1至20个碳原子的烷基，Z4为单键、—CH═CH—、—C≡C—、—COO—、—OCO—或具有1至20个碳原子的烷基。式（1）中的Y1是权利要求1中定义的基团。
• The discovery, design and synthesis of potent agonists of adenylyl cyclase type 2 by virtual screening combining biological evaluation
  作者：Guowei Xu、Yaqing Yang、Yanming Yang、Gao Song、Shanshan Li、Jiajun Zhang、Weimin Yang、Liang-Liang Wang、Zhiying Weng、Zhili Zuo

  DOI：10.1016/j.ejmech.2020.112115

  日期：2020.4

  target for many diseases, however, up to now, there is no AC2-selective agonist reported. In this research, docking-based virtual screening with the combination of cell-based biological assays have been performed for discovering novel potent and selective AC2 agonists. Virtual screening disclosed a novel hit compound 8 as an AC2 agonist with EC50 value of 8.10 μM on recombinant human hAC2 + HEK293 cells

  腺苷酸环化酶（AC）在三磷酸腺苷（ATP）转化为第二信使环单磷酸腺苷（cAMP）的过程中起关键作用。研究表明2型腺苷酸环化酶（AC2）是许多疾病的潜在药物靶标，但是，到目前为止，尚无AC2选择性激动剂的报道。在这项研究中，已经进行了基于对接的虚拟筛选与基于细胞的生物学检测相结合，以发现新型有效的和选择性的AC2激动剂。虚拟筛选揭示了一种新型的命中化合物8，作为AC2激动剂，在重组人hAC2 + HEK293细胞上的EC50值为8.10μM。在重组AC2细胞上进一步研究了基于化合物8衍生物的SAR（结构活性关系），发现化合物73是最具活性的激动剂，EC50为90 nM，它比报道的激动剂福斯高林强160倍，并且可以选择性激活AC2以抑制白介素6的表达。新型AC2选择性激动剂的发现将为研究AC2的生理功能提供一种新颖的化学探针。

表征谱图