methyl 1-(4-nitrophenyl)-1H-pyrazole-4-carboxylate | 70375-82-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 1-(4-nitrophenyl)-1H-pyrazole-4-carboxylate
• 英文别名: methyl 1-(4-nitrophenyl)pyrazole-4-carboxylate
• CAS: 70375-82-5
• 化学式: C₁₁H₉N₃O₄
• 分子量: 247.21
• InChiKey: OANFNQPCVBCUQG-UHFFFAOYSA-N

物化性质

• 熔点：
  168-170 °C
• 沸点：
  400.3±25.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  89.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 1-(4-nitrophenyl)-1H-pyrazole-4-carboxylate 在 盐酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 N-[(4-methoxyphenyl)methylideneamino]-1-(4-nitrophenyl)pyrazole-4-carboxamide
  参考文献：
  名称：

  Synthesis and leishmanicidal activities of 1-(4-X-phenyl)-N′-[(4-Y-phenyl)methylene]-1H-pyrazole-4-carbohydrazides

  摘要：

  1H-pyrazole-4-carbohydrazides were synthesized and their leishmanicidal in vitro activities and cytotoxic effects were investigated. The drugs prototypes of these new compounds (ketoconazole, benznidazole, allopurinol and pentamidine) were also tested. It was found that among all the 1H-pyrazole-4-carbohydrazides derivatives examined, the most active compounds were those with X = Br, Y = NO2 (27) and X = NO2, Y = Cl (15) derivatives which showed to be most effective on promastigotes forms of L. amazonensis than on L. chagasi and L. braziliensis species. When tested against murine peritoneal macrophages as mammalian host cell controls of toxicity, 1-(4-Br-phenyl)-N'-[(4-NO2-phenyl)methylene]-1H-pyrazole-4-carbohydrazides (27) (EC50 = 50 mu M 1(-1)) and 1-(4-NO2-phenyl)-N'-[(4-Cl-phenyl)methylene]-1H-pyrazole-4-carbohydrazides (15) EC50 = 80 mu M 1(-1))] was reasonably toxic. However, both compounds were less toxic than pentamidine and ketoconazole. These results provide new perspectives on the development of drugs with activities against Leishmania parasite. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.10.007
• 作为产物：
  描述：

  1-p-nitropenylpyrazole-4-carboxylic acid 在 氯化亚砜 作用下， 反应 2.5h， 生成 methyl 1-(4-nitrophenyl)-1H-pyrazole-4-carboxylate
  参考文献：
  名称：

  Synthesis and leishmanicidal activities of 1-(4-X-phenyl)-N′-[(4-Y-phenyl)methylene]-1H-pyrazole-4-carbohydrazides

  摘要：

  1H-pyrazole-4-carbohydrazides were synthesized and their leishmanicidal in vitro activities and cytotoxic effects were investigated. The drugs prototypes of these new compounds (ketoconazole, benznidazole, allopurinol and pentamidine) were also tested. It was found that among all the 1H-pyrazole-4-carbohydrazides derivatives examined, the most active compounds were those with X = Br, Y = NO2 (27) and X = NO2, Y = Cl (15) derivatives which showed to be most effective on promastigotes forms of L. amazonensis than on L. chagasi and L. braziliensis species. When tested against murine peritoneal macrophages as mammalian host cell controls of toxicity, 1-(4-Br-phenyl)-N'-[(4-NO2-phenyl)methylene]-1H-pyrazole-4-carbohydrazides (27) (EC50 = 50 mu M 1(-1)) and 1-(4-NO2-phenyl)-N'-[(4-Cl-phenyl)methylene]-1H-pyrazole-4-carbohydrazides (15) EC50 = 80 mu M 1(-1))] was reasonably toxic. However, both compounds were less toxic than pentamidine and ketoconazole. These results provide new perspectives on the development of drugs with activities against Leishmania parasite. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.10.007

文献信息

• Solvent-free and montmorillonite K10-catalyzed domino reactions for the synthesis of pyrazoles with alkynylester as a dual synthon
  作者：Sesuraj Babiola Annes、Rajendhiran Saritha、Saravanan Subramanian、Bhaskaran Shankar、Subburethinam Ramesh

  DOI：10.1039/d0gc00162g

  日期：——

  4-trisubstituted and 1,4-disubstituted pyrazole derivatives. The reaction proceeded via nucleophilic attack of enamine from an intermediate on the β-carbon of an amino acrylate. Experimental outcomes clearly revealed that organic solvents had an adverse effect upon pyrazole formation, and that an oxidative condition in the presence of the reusable clay favored formation of the 1,3,4-trisubstituted pyrazole. The clay

  具有高度区域选择性，无溶剂和蒙脱土K10粘土催化的多米诺骨牌工艺与空前的闭环C-C键形成反应被描述用于合成新的1,3,4-三取代和1,4-类二取代吡唑衍生物。该反应通过烯胺的中间体的亲核攻击从氨基丙烯酸酯的β-碳上进行。实验结果清楚地表明，有机溶剂对吡唑的形成有不利影响，并且在可重复使用的粘土存在下的氧化条件有利于1,3,4-三取代的吡唑的形成。在N-溴琥珀酰亚胺催化剂存在下，粘土在高温下热解后得到1，4-二取代的吡唑。
• Molecular docking and pharmacological/toxicological assessment of a new compound designed from celecoxib and paracetamol by molecular hybridization
  作者：Daiany P. B. da Silva、Iziara F. Florentino、Dayane M. da Silva、Roberta C. Lino、Carina S. Cardoso、Lorrane K. S. Moreira、Géssica A. Vasconcelos、Daniela C. Vinhal、Anna C. D. Cardoso、Bianca Villavicencio、Hugo Verli、Boniek G. Vaz、Luciano M. Lião、Luiz C. da Cunha、Ricardo Menegatti、Elson A. Costa

  DOI：10.1007/s10787-018-0516-7

  日期：2018.10

  effective and safe anti-inflammatory and analgesic drugs. This research aimed to design, synthesize and carry out a pharmacological/toxicological investigation of LQFM-102, which was designed from celecoxib and paracetamol by molecular hybridization. To evaluate the analgesic effect of this compound, we performed formalin-induced pain, hot plate and tail flick tests. The anti-inflammatory effect of LQFM-102

  非甾体类抗炎药在世界范围内普遍使用。然而，它们具有若干不利影响，表明需要开发新的，更有效和安全的抗炎和止痛药。这项研究旨在设计，合成和进行LQFM-102的药理/毒理学研究，该研究是由塞来昔布和扑热息痛通过分子杂交设计的。为了评估该化合物的镇痛作用，我们进行了福尔马林引起的疼痛，热板和甩尾试验。在角叉菜胶诱发的爪水肿和胸膜炎试验中评估了LQFM-102的抗炎作用。还分析了指示毒性的生化标志物AST，ALT，GSH，尿素和肌酐，以及长期服用LQFM-102后的胃病变指数。此外，通过分子对接评价了LQFM-102与COX酶的相互作用。在所有实验方案中，以与LQFM-102等摩尔的剂量将塞来昔布或扑热息痛用作阳性对照。LQFM-102在测试的两个阶段均减轻了福尔马林引起的疼痛。但是，该化合物在热板和甩尾试验中并未增加对热刺激的潜伏期，表明该效应涉及外周机制。此外，LQFM-102减少爪水肿，多形
• Cyclic hexapeptides with antimicrobial activity
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US06232290B1

  公开（公告）日：2001-05-15

  This invention relates to new polypeptide compounds represented by general formula (I), wherein R1, R2, R3 and R4 are as defined in the description or a salt thereof which has antimicrobial activities (especially, antifungal activities), inhibitory activity on &bgr;-1,3-glucan synthase, to process for preparation thereof, to a pharmaceutical composition comprising the same, and to a method for prophylactic and/or therapeutic treatment of infectious diseases including Pneumocystis carinii infection (e.g. Pneumocystis carinii pneumonia) in a human being or an animal.

  本发明涉及新的多肽化合物，其通式表示为（I），其中R1、R2、R3和R4如描述中所定义，或其盐，具有抗微生物活性（特别是抗真菌活性），对β-1,3-葡聚糖合酶的抑制活性，以及其制备方法、包括该化合物的制药组合物，以及用于治疗和/或预防包括人类或动物的肺孢子菌感染（例如肺孢子菌性肺炎）的传染病的方法。
• ANTIFUNGAL CYCLOHEXAPEPTIDES
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP1053247A1

  公开（公告）日：2000-11-22
• US6232290B1
  申请人：——

  公开号：US6232290B1

  公开（公告）日：2001-05-15