4-nitrophenyl-5-chloro-3-methyl-1H-pyrazole-4-carbaldehyde | 24392-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-nitrophenyl-5-chloro-3-methyl-1H-pyrazole-4-carbaldehyde
• 英文别名: 5-chloro-3-methyl-1-(4-nitro-phenyl)-1H-pyrazole-4-carbaldehyde；1-(4-Nitro-phenyl)-5-chlor-4-formyl-3-methyl-pyrazol；5-Chloro-3-methyl-1-(4-nitrophenyl)-1h-pyrazole-4-carbaldehyde；5-chloro-3-methyl-1-(4-nitrophenyl)pyrazole-4-carbaldehyde
• CAS: 24392-05-0
• 化学式: C₁₁H₈ClN₃O₃
• mdl: MFCD11540913
• 分子量: 265.656
• InChiKey: HYODRIIYSNPSQO-UHFFFAOYSA-N

物化性质

• 沸点：
  439.0±45.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  80.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-nitrophenyl-5-chloro-3-methyl-1H-pyrazole-4-carbaldehyde 以 benzine 、 溶剂黄146 为溶剂， 反应 18.0h， 生成 2-(5-chloro-3-methyl-1-(4-nitrophenyl)-1H-pyrazol-4-yl)-3-(5-methylisoxazol-3-yl)thiazolidin-4-one
  参考文献：
  名称：

  新型异恶唑/吡唑衍生物的合成及抗癌评价

  摘要：

  使关键中间体3-氨基-5-甲基异恶唑（ 1 ）在不同条件下与邻苯二甲酸酐和/或马来酸酐反应以产生不同的异恶唑产物。通过 1 与不同醛的反应获得的 席夫碱 9a – c 与巯基乙酸缩合，得到相应的噻唑烷丁-4-酮衍生物 10a ， b。 此外，席夫碱 9a ， c 与各种仲胺的缩合生成相应的5-取代的吡唑衍生物 11a - d ， 分别。使用阿霉素作为标准药物，评估了一些新合成的化合物对Panc-1和Caco-2细胞系的抗癌活性。大多数测试的衍生物对Panc-1癌细胞具有较高的细胞毒性，但对Caco-2细胞却具有中等至弱的活性。

  DOI：

  10.1007/s11164-015-2091-5
• 作为产物：
  描述：

  4-硝基苯肼 在 溶剂黄146 、 三氯氧磷 作用下， 生成 4-nitrophenyl-5-chloro-3-methyl-1H-pyrazole-4-carbaldehyde
  参考文献：
  名称：

  Design, synthesis and molecular docking study of novel quinoxalin-2(1H)-ones as anti-tumor active agents with inhibition of tyrosine kinase receptor and studying their cyclooxygenase-2 activity

  摘要：

  On continuation to our work, new quinoxalin-2(1H)-ones were synthesized to study their cytotoxic effect against HepG-2 and MCF-7 with their effect on the human tyrosine kinase (TRK). Compounds 12, 18, 15, 13,11a, 20 and 16, respectively, were found to be more potent than cisplatin against HepG2 and selective to TRK. Also, compounds 12, 18, 20, 13, 14, and 22, respectively, exhibited decidedly activity against MCF-7 and selectivity against human TRK compared to cisplatin. A molecular docking study was also performed to gain comprehensive understanding into plausible binding modes and to conclude the structure activity relationships of the synthesized compounds. Moreover, anti-inflammatory activity was studied. Compounds 12, 15, 18 and 22 were found to be potent and selective against COX-2. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.08.048

文献信息

• Microwave-Assisted Synthesis of Ethyl 1,3-Disubstituted-1,6-dihydropyrrolo[2,3-c]pyrazole-5-carboxylates
  作者：Lijun Gu、Xiangguang Li

  DOI：10.1002/jhet.1115

  日期：2013.3

  A novel series of ethyl 1,3‐disubstituted‐1,6‐dihydropyrrolo[2,3‐c]pyrazole‐5‐carboxylates can be rapidly and efficiently synthesized in excellent yields by condensing a variety of 1,3‐substituted‐4‐formyl‐5‐chloropyrazole with ethyl isocyanoacetate in the presence of 1‐methyl‐3‐butylimidazolium hydroxide under microwave irradiation. The simple experimental procedure, DMSO‐free condition, short period

  通过缩合各种1,3-取代的-4--羟基化合物，可以快速有效地合成一系列新颖的1,3-二取代的-1,6-二氢吡咯并[2,3-c]吡唑-5-羧酸乙酯。在微波辐射下，在1-甲基-3-丁基咪唑鎓氢氧化物存在下，将甲酰基-5-氯吡唑与异氰基乙酸乙酯混合。简单的实验程序，无DMSO的条件，短的转化时间和优异的收率是本方法的优势。新型化合物的结构已通过IR，1 H NMR，13 C NMR，MALDI-TOF MS和元素分析得到证实。
• A general route to thiolato ligands via t-butyl sulphides
  作者：Jan Becher、Hans Toftlund、Preben H. Olesen

  DOI：10.1039/c39830000740

  日期：——

  It is demonstrated that t-butyl sulphides are versatile intermediates in the preparation of new mono- and bi-nucleating thiolato ligands; the properties of some copper complexes of such ligands are discussed.

  事实证明，叔丁基硫化物是制备新的单核和双核硫代巯基配体的通用中间体。讨论了这种配体的一些铜配合物的性质。
• Synthesis and Biological Activity of Myricetin Derivatives Containing Pyrazole Piperazine Amide
  作者：Fang Liu、Xiao Cao、Tao Zhang、Li Xing、Zhiling Sun、Wei Zeng、Hui Xin、Wei Xue

  DOI：10.3390/ijms241310442

  日期：——

  In this paper, a series of derivatives were synthesized by introducing the pharmacophore pyrazole ring and piperazine ring into the structure of the natural product myricetin through an amide bond. The structures were determined using carbon spectrum and hydrogen spectrum high-resolution mass spectrometry. Biological activities of those compounds against bacteria, including Xac (Xanthomonas axonopodis

  本文通过酰胺键将药效基团吡唑环和哌嗪环引入天然产物杨梅素结构中，合成了一系列衍生物。使用碳谱和氢谱高分辨率质谱测定结构。测试了这些化合物针对细菌的生物活性，包括 Xac（Xanthomonas axonopodis pv. Citri）、Psa（Pseudomonas syringae pv. Actinidiae）和 Xoo（Xanthomonas oryzae pv. Oryzae）。值得注意的是，D6 对 Xoo 表现出显着的生物活性，EC50 值为 18.8 μg/mL，高于对照药物噻二唑铜 (EC50 = 52.9 μg/mL) 和双噻唑 (EC50 = 69.1 μg/mL)。此外，还评估了目标化合物对十种植物病原真菌的抗真菌活性。他们之中，D1 对拟茎点霉表现出优异的抑制活性。EC50 值为 16.9 μg/mL，优于对照剂嘧菌酯 (EC50 = 50.7 μg/mL) 和氟吡菌酰胺
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Synthesis of derivatives of thieno[2,3-c]pyrazole and thieno[2,3-d]thiazoline
  作者：I. Ya. Kvitko

  DOI：10.1007/bf00470298

  日期：——