5-chloro-1-(3-chlorophenyl)-3-methyl-1H-pyrazole-4-carbaldehyde | 77509-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-chloro-1-(3-chlorophenyl)-3-methyl-1H-pyrazole-4-carbaldehyde
• 英文别名: 5-chloro-3-methyl-1-(m-chlorophenyl)pyrazol-4-yl-carboxaldehyde；5-chloro-1-(3-chlorophenyl)-3-methylpyrazole-4-carbaldehyde
• CAS: 77509-92-3
• 化学式: C₁₁H₈Cl₂N₂O
• mdl: MFCD03980997
• 分子量: 255.103
• InChiKey: YSHYNOWWLSEUKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  392.3±42.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 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：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  5-chloro-1-(3-chlorophenyl)-3-methyl-1H-pyrazole-4-carbaldehyde 在 哌啶 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-amino-4-(1-(3-chlorophenyl)-3-methyl-5-phenoxy-1H-pyrazol-4-yl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile
  参考文献：
  名称：

  Synthesis and in vitro antimicrobial screening of new pyrano[4,3-b]pyrane derivatives of 1H-pyrazole

  摘要：

  A new series of pyrano[4,3-b]pyrane 4a-1 bearing 1H-pyrazole has been synthesized by one pot base catalyzed cyclocondensation reaction of 1H-pyrazole-4-carbaldehyde 1a-1, malononitrile 2 and 4-hydroxy-6-methylpyrone 3. All the synthesized compounds were screened against six bacterial pathogens, namely B. subtilis, C. tetani, S. pneutnoniae, S. typhi, V cholerae, E. coli and antifungal activity against, two fungal pathogens, A. fumigatus and C. albicans using broth microdilution MIC method. Some of the compounds are found to be equipotent or more potent than that of commercial drugs, against most of employed strains. (C) 2011 Chetan B. Sangani. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2011.09.012
• 作为产物：
  描述：

  间氯苯肼 在 乙醇 、 溶剂黄146 、 三氯氧磷 作用下， 反应 4.0h， 生成 5-chloro-1-(3-chlorophenyl)-3-methyl-1H-pyrazole-4-carbaldehyde
  参考文献：
  名称：

  1H-吡唑的一些新4H-Chromene和喹啉衍生物的合成，表征和体外微生物学评估

  摘要：

  一个新的系列的第4 9个衍生物的ħ吡喃并[3,2- c ^ ]色和12个衍生物Ñ噻唑基-4- ħ -喹啉的1个ħ吡唑已由1的一锅碱催化环化缩合反应合成ħ -分别为吡唑-4-甲醛，丙二腈和4-羟基香豆素或β-烯胺酮。通过元素分析，FT-IR，1 H NMR，13 C NMR光谱数据对所有合成的化合物进行表征，然后针对一组致病性细菌和真菌菌株进一步筛选。

  DOI：

  10.1002/jhet.1038

文献信息

• Design and synthesis of pyrazolone-based compounds as potent blockers of SARS-CoV-2 viral entry into the host cells
  作者：Vincent A. Obakachi、Narva Deshwar Kushwaha、Babita Kushwaha、Mavela Cleopus Mahlalela、Suraj Raosaheb Shinde、Idowu Kehinde、Rajshekhar Karpoormath

  DOI：10.1016/j.molstruc.2021.130665

  日期：2021.10

  spike glycoprotein (S) mediates virus entry into cells via the human Angiotensin-converting enzyme 2 (hACE2) protein located on many cell types and tissues' outer surface. This study, therefore, aimed to design and synthesize novel pyrazolone-based compounds as potential inhibitors that would interrupt the interaction between the viral spike protein and the host cell receptor to prevent SARS-CoV 2 entrance

  SARS-CoV-2是在细胞质中复制的包膜正链RNA病毒。它依赖于它们的包膜与宿主细胞膜的融合以将其核衣壳递送到宿主细胞中。刺突糖蛋白（S）通过位于许多细胞类型和组织外表面的人类血管紧张素转化酶2（hACE2）蛋白介导病毒进入细胞。因此，本研究旨在设计和合成新型的基于吡唑啉酮的化合物，作为可能的抑制剂，这些化合物会中断病毒突波蛋白与宿主细胞受体之间的相互作用，从而阻止SARS-CoV 2进入细胞。设计并合成了一系列潜在的SARS-CoV-2抑制剂吡唑啉酮化合物。运用计算技术，评估了所设计化合物对刺突蛋白和hACE2的抑制潜力。硅内分析的结合自由能结果表明，三种化合物（7i，7k和8f）和六种化合物（7b，7h，7k，8d，8g和8h）显示出对SARS的更高和更好的结合高亲和力-CoV-2 Sgp和hACE-2分别与标准药物头孢哌酮（CFZ）和MLN-4760相比。此外，在结合抑制剂后对两种
• Synthesis and antimicrobial screening of pyrano[3,2-c]chromene derivatives of 1H-pyrazoles
  作者：Chetan Sangani、Divyesh Mungra、Manish Patel、Ranjan Patel

  DOI：10.2478/s11532-011-0041-7

  日期：2011.8.1

  A new series of twenty four derivatives of pyrano[3,2-c]chromene IVa-x bearing 1H-pyrazole were synthesized by a one pot, base-catalyzed cyclocondensation reaction of 1H-pyrazole-4-carbaldehyde Ia-l, malononitrile II and 4-hydroxycoumarin IIIa-b. All the synthesized compounds were characterized by elemental analysis, FT-IR, 1H NMR and 13C NMR spectral data. All the synthesized compounds were screened against six bacterial pathogens, namely B. subtilis, C. tetani, S. pneumoniae, S. typhi, V. cholerae, E. coli and for antifungal activity against two fungal pathogens, A. fumigatus and C. albicans using the broth microdilution MIC method. Some of the compounds were found to be equipotent or more potent than commercial drugs against most of employed strains, as evident from the screening data.

  摘要：通过一锅法，以1H-吡唑-4-甲醛 Ia-l、丙二腈 II 和 4-羟基香豆素 IIIa-b 为原料，通过碱催化的环缩合反应合成了一系列新的带有1H-吡唑的吡喃[3,2-c]色素 IVa-x 衍生物。所有合成的化合物均通过元素分析、傅立叶变换红外光谱、质子核磁共振和碳-13核磁共振谱数据进行了表征。所有合成的化合物均对六种细菌病原体进行了筛选，包括枯草芽孢杆菌、气性破伤风杆菌、肺炎链球菌、伤寒沙门氏菌、霍乱弧菌、大肠杆菌，以及对两种真菌病原体，曲霉和白念珠菌，进行了抗真菌活性测试，使用了微量肉汤稀释最小抑制浓度（MIC）方法。一些化合物被发现对大多数菌株具有与商业药物相当或更强的作用，这一点可以从筛选数据中看出。
• Imidazolylethoxymethyl derivatives of pyrazole
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04248881A1

  公开（公告）日：1981-02-03

  Compounds are provided having the structure ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and each may be hydrogen, lower alkyl, phenyl-lower alkyl, phenyl, substituted phenyl wherein the phenyl group bears one halogen, hydroxy, lower alkyl, lower alkylthio, cyano or nitro group; R.sup.3 is halogen; and R.sup.4 and R.sup.5 may be the same or different and each may be hydrogen, hydroxy, lower alkoxy, lower alkylthio or halogen. These compounds as well as acid addition salts thereof are useful as antimicrobial agents.

  提供具有结构##STR1##的化合物，其中R.sup.1和R.sup.2可以相同也可以不同，每个可以是氢、较低的烷基、苯基-较低的烷基、苯基、取代苯基，其中苯基上带有一个卤素、羟基、较低的烷基、较低的硫代烷基、氰基或硝基基团；R.sup.3是卤素；R.sup.4和R.sup.5可以相同也可以不同，每个可以是氢、羟基、较低的烷氧基、较低的硫代烷基或卤素。这些化合物以及它们的酸盐加合物可用作抗微生物药剂。
• 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 and Antiviral Activities of Pyrazole Derivatives Containing an Oxime Moiety
  作者：Guiping Ouyang、Xue-Jian Cai、Zhuo Chen、Bao-An Song、Pinaki S. Bhadury、Song Yang、Lin-Hong Jin、Wei Xue、De-Yu Hu、Song Zeng

  DOI：10.1021/jf802489e

  日期：2008.11.12

  Target compounds 4a-n were obtained by the reaction of 1-substituted phenyl-3-methyl-5-substituted phenylthio-4-pyrazolaidoximes (3) with chloromethylated heterocyclic compounds (CICH2-R-3) under reflux conditions in ethanol. Subsequently, the oxidation of 4a-e with KMnO4 in HOAc at room temperature afforded eight new compounds, 5a-h. The synthesized compounds were characterized by physical constants, and the structures of the title compounds were confirmed by IR, H-1 NMR, C-13 NMR, and elemental analysis. The bioassay revealed that the compounds possessed antiviral activities. It was found that title compounds 4a and 4g had the same inactivation effects against TMV (EC50 = 58.7 and 65.3 mu g/mL) as the commercial product Ningnanmycin (EC50 = 52.7 mu g/mL). To the best of our knowledge, this is the first report on the antiviral activity of pyrazole derivatives containing an oxime moiety.