1,3,5-三甲基-4-亚硝基-1H-吡唑 | 7171-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1,3,5-三甲基-4-亚硝基-1H-吡唑
• 英文名称: 1,3,5-trimethyl-4-nitrosopyrazole
• 英文别名: 4-Nitroso-1,3,5-trimethyl-pyrazol
• CAS: 7171-70-2
• 化学式: C₆H₉N₃O
• 分子量: 139.157
• InChiKey: JBPHKIGSCXZTPN-UHFFFAOYSA-N

物化性质

• 熔点：
  80-81 °C
• 沸点：
  256.3±40.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,5-三甲基-4-亚硝基-1H-吡唑 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以79%的产率得到4-hydroxyamino-1,3,5-trimethylpyrazole
  参考文献：
  名称：

  吡唑和吡唑鎓盐与复杂的金属氢化物和有机金属试剂的反应。吡唑啉和吡唑烷的合成

  摘要：

  2-吡唑啉-4-肟是通过4-亚硝基和4-硝基吡唑与复杂的金属氢化物和有机金属试剂的反应合成的。此外，4-硝基吡唑鎓四氟硼酸盐是有机锂和格氏试剂的反应性底物，从而导致新的和高度取代的4-硝基-3-吡唑啉和4-硝基吡唑烷。3-吡唑啉的形成是区域选择性的，并且当可能存在非对映异构体吡唑烷时，仅获得最稳定的3,4-反式和/或4,5-反式异构体。

  DOI：

  10.1016/s0040-4020(97)00514-0
• 作为产物：
  描述：

  甲基肼硫酸盐 在 水 、 sodium carbonate 作用下， 生成 1,3,5-三甲基-4-亚硝基-1H-吡唑
  参考文献：
  名称：

  McNew; Sundholm, 1949, vol. 39, p. 721,723, 725

  摘要：

  DOI：

文献信息

• Studies in nitrosopyrazoles. Part 1. Preparative and spectroscopic studies of some 3,5-dialkyl-4-nitrosopyrazoles
  作者：Mailer Cameron、Brian G. Gowenlock、Alan S. F. Boyd

  DOI：10.1039/p29960002271

  日期：——

  The preparations of a number of 3,5-disubstituted- and 1,3,5-trisubstituted-4-nitrosopyrazoles are described and a range of physical properties of these compounds are measured. Comparison is made with some 2,6-disubstituted nitrosobenzenes and it is shown from 13C NMR spectroscopy that the effects of substitution by flanking tert-butyl groups are moderated in the case of the pyrazoles from those in

  描述了许多3,5-二取代-和1,3,5-三取代-4-亚硝基吡唑的制备，并测量了这些化合物的一系列物理性质。与某些2,6-二取代的亚硝基苯进行了比较，从13 C NMR光谱显示，在吡唑与芳族C 6环中的吡唑相比，由于叔丁基的影响，缓和了侧翼叔丁基的取代作用。减少空间位阻。还表明，当1，3，5-取代的-4-亚硝基吡唑的NO侧基之一是叔丁基或苯基时，其空间效应是明显的，而在相应的情况下则没有这种效应。异丁基。
• Experimental standard molar enthalpies of formation of crystalline 3,5-dimethylpyrazole, 3,5-dimethyl-4-nitrosopyrazole, 1,3,5-trimethyl-4-nitrosopyrazole, and 3,5-dimethyl-1-phenyl-4-nitrosopyrazole
  作者：Maria D.M.C. Ribeiro da Silva、Susana C.C. Ferreira、Ivone A.P. Rodrigues、Luís C.M. da Silva、William E. Acree Jr、Siddharth Pandey、Lindsay E. Roy

  DOI：10.1006/jcht.2000.0768

  日期：2001.10

  The standard (po = 0.1 MPa) molar enthalpies of combustion in oxygen, at T = 298.15 K, for crystalline 3,5-dimethylpyrazole (Me2Pyr), 3,5-dimethyl-4-nitrosopyrazole (Me2PyrNO), 1,3,5-trimethyl-4-nitrosopyrazole (Me3PyrNO), and 3,5-dimethyl-1-phenyl-4-nitrosopyrazole (Me2PhPyrNO) were measured by static-bomb calorimetry. These values were used to derive the standard molar enthalpies of formation of the

  摘要 晶体 3,5-二甲基吡唑 (Me2Pyr)、3,5-二甲基-4-亚硝基吡唑 (Me2PyrNO)、1,3、 5-三甲基-4-亚硝基吡唑 (Me3PyrNO) 和 3,5-二甲基-1-苯基-4-亚硝基吡唑 (Me2PhPyrNO) 通过静态弹量热法进行测量。这些值用于推导出结晶化合物形成的标准摩尔焓。这四种化合物的标准摩尔升华焓是通过微量热法测量的。获得的实验结果使我们能够推导出本工作中涉及的单体化合物在气态下的标准摩尔生成焓值。这些最后的值与先前获得的一些芳族亚硝基衍生物的结果进行了比较讨论。
• Substituted pyrimidine compounds, compositions and medicinal applications thereof
  申请人：JUBILANT BIOSYS LIMITED

  公开号：US10273224B2

  公开（公告）日：2019-04-30

  The present disclosure relates to pyrimidine compounds of formula (I), their stereoisomers, tautomers, pharmaceutically acceptable salts, polymorphs, solvates, and hydrates thereof. The present disclosure also relates to process of preparation of these pyrimidine compounds, and to pharmaceutical compositions containing them. The compounds of the present disclosure are useful in the treatment, prevention or suppression of diseases and disorders mediated by epidermal growth factor receptor (EGFR) family kinases.

  本公开涉及式（I）的嘧啶化合物、其立体异构体、同系物、药学上可接受的盐、多晶型物、溶液和水合物。本公开还涉及这些嘧啶化合物的制备工艺以及含有这些化合物的药物组合物。本公开的化合物可用于治疗、预防或抑制由表皮生长因子受体（EGFR）家族激酶介导的疾病和紊乱。
• Reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media: A general method for the synthesis of 1-aryl(heteroaryl)-3,3-disubstituted triazene 1-oxides
  作者：S. G. Zlotin、O. V. Prokshits、N. F. Karpenko、Yu. A. Strelenko、O. A. Luk'yanov

  DOI：10.1007/bf00864338

  日期：1992.8

  We have worked out a method for the synthesis of 1,3,3-trisubstituted triazene 1-oxides based upon reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media. Obtained are a broad range of triazene 1-oxides, among which hitherto unknown compounds of the series of pyrazole and 3,3-dialkyltriazene 1-oxides that contain functional groups at the alkyl part of the molecule. We propose a reaction scheme which includes in situ formation of diazenium cations and reaction of them with nitroso compounds that are present in the system. By means of PMR, C-13, and N-14 NMR spectroscopy, and mass spectroscopy, it has been shown that in all the prepared compounds the oxidated nitrogen atom is at the N1 position of the triazene N-oxide group.
• Synthesis and in vitro antimicrobial activities of new (cyano-NNO-azoxy)pyrazole derivatives
  作者：Donatella Boschi、Stefano Guglielmo、Stefania Aiello、Giulia Morace、Elisa Borghi、Roberta Fruttero

  DOI：10.1016/j.bmcl.2011.03.101

  日期：2011.6

  The antibacterial and antifungal activity of a series of products, in which the 1,5-dimethyl-4-(cyano-NNO-azoxy)pyrazol-3-yl and 1,3-dimethyl-4-(cyano-NNO-azoxy)pyrazol-5-yl moieties were linked to pyridine, pyrazole, isoxazole, thiophene and the furan ring, were examined. No molecule displayed activity against the Gram-negative bacteria tested. Conversely, some compounds displayed activity against two Staphylococcus aureus strains, including the methicillin resistant strain. All compounds displayed interesting antifungal activity, the most active compound of the series being the thiophene derivative 7a. This compound's activity against Candida krusei and Candida glabrata (MIC = 0.25 and 0.5 mu g/mL, respectively), two fungal species resistant to azoles, is noteworthy. The presence of the cyano function appeared essential for activity. (C) 2011 Elsevier Ltd. All rights reserved.