4-imino-1,5-diphenyl-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-d]pyrimidine-6-thione | 141212-95-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-imino-1,5-diphenyl-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-d]pyrimidine-6-thione
• 英文别名: 4-imino-1,5-diphenyl-4,5-dihydropyrazolo[3,4-d]pyrimidine-6(7H)-thione；4-imino-1,5-diphenylpyrazolo[3,4-d]pyrimidine-6(7H)-thione；4-imino-1,5-diphenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidine-6(7H)-thione
• CAS: 141212-95-5
• 化学式: C₁₇H₁₃N₅S
• 分子量: 319.39
• InChiKey: PTTJPYIDSCTNIJ-UHFFFAOYSA-N

物化性质

• 熔点：
  227 °C(Solv: ethanol (64-17-5))
• 沸点：
  493.4±37.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.39
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-imino-1,5-diphenyl-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-d]pyrimidine-6-thione 在 氢氧化钾 、 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 反应 25.0h， 生成 8-ethyl-1,5-diphenyl-1H-pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidin-4(5H)-imine
  参考文献：
  名称：

  A New Approach to the Synthesis of Fused Pyrazoles: The Synthesis of New Pyrazolo [4,3-e][1,2,4]triazolo-[4,3-a]pyrimidine-4(5H)-imines

  摘要：

  A new route for the synthesis of pyrazolo[4,3-e][1,2,4] triazolo[4,3-a] pyrimidine4(5H)-imines has been delineated through heterocyclization of suitably functionalized pyrazoles with phenylisothiocyanate followed by methylation, nucleophilic displacement with hydrazine, and finally cyclocondensation with orthoesters.

  DOI：

  10.1080/10426500601160462
• 作为产物：
  描述：

  1-(4-cyano-2-phenylpyrazol-3-yl)-3-phenylthiourea 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-imino-1,5-diphenyl-1,4,5,7-tetrahydro-6H-pyrazolo[3,4-d]pyrimidine-6-thione
  参考文献：
  名称：

  Jyothikumari; Rajasekharan; Dhevendran, Journal of the Indian Chemical Society, 1991, vol. 68, # 10, p. 578 - 580

  摘要：

  DOI：

文献信息

• PYRIMIDINE DERIVATIVES AND ANALOGS, PREPARATION METHOD AND USE THEREOF
  申请人：Xu Lifeng

  公开号：US20120178915A1

  公开（公告）日：2012-07-12

  This invention relates with the arylheterocycle-fused pyrimidines, derivatives and analogs of formula I: or stereoisomers, tautoers, prodrugs, pharmaceutically acceptable salts, complex salts or solvates thereof, wherein: A-cycle is of 3-8 saturated or unsaturated arylheterocycles or aliheterocyclic, containing 1-4 heteroatoms, B-cycle 5-8 member saturated or unsaturated heterocycle containing 1-4 heteroatoms; X 1 , X 2 , X 3 , X 4 are, independently at each occurrence, C, O, S, Se, N and P elements; R 1 , R 2 , R 3 is a substituent containing alicyclic group, arylcycle group, heterocyclic group, adamantane alkyl, adamantane heterocycle, adamantane analogs, sugar group, hydroxyl group, amino acid group or a combination of the above substituents. This invention also relates with their preparative methods and applications.

  该发明涉及与芳基杂环融合的嘧啶类化合物、衍生物和类似物的公式I：或其立体异构体、互变异构体、前药、药学上可接受的盐、复盐或溶剂化合物，其中：A环是由3-8个饱和或不饱和的芳基杂环或芳杂环组成，含有1-4个杂原子，B环是由5-8个成员的饱和或不饱和杂环组成，含有1-4个杂原子；X1、X2、X3、X4在每次出现时独立地是C、O、S、Se、N和P元素；R1、R2、R3是含有脂环基团、芳环基团、杂环基团、金刚烷烷基、金刚烷杂环、金刚烷类似物、糖基、羟基、氨基酸基团或上述基团的组合的取代基。该发明还涉及它们的制备方法和应用。
• Microwave-Assisted Synthesis of Substituted Pyrazoles and Pyrazolo [3, 4-<i>d</i>]thiopyrimidines
  作者：Majid M. Heravi、Navabeh Nami、Nasim Seifi、Hossein A. Oskooie、Rahim Hekmatshoar

  DOI：10.1080/10426500500269646

  日期：2006.3.1

  triethyl orthoformate or orthoacetate in N, N-dimethylacetamide under microwave irradiation. In a similar manner, substituted pyrazoles were synthesized from the reaction of ethyl (ethoxymethylene)cyanoacetate and ethoxymethylene malononitrile with phenylhydrazine. These pyrazoles were converted to pyrazolo[3, 4-d]thiopyrimidines upon treatment with arylisothiocyanate and thiourea under microwave irradiation

  由丙二腈或氰基乙酸乙酯与原甲酸三乙酯或原乙酸三乙酯在微波照射下在N,N-二甲基乙酰胺中反应合成(乙氧基亚甲基)氰基乙酸乙酯和乙氧基亚甲基丙二腈。以类似的方式，由（乙氧基亚甲基）氰基乙酸乙酯和乙氧基亚甲基丙二腈与苯肼反应合成取代的吡唑。在微波辐射下用芳基异硫氰酸酯和硫脲处理后，这些吡唑转化为吡唑并[3, 4-d]硫代嘧啶。
• Dysprosium(III) Ion-Selective Electrochemical Sensor Based on 6-Hydrazino-1,5-diphenyl-6,7-dihydropyrazolo[3,4-d]pyrimidine-4(5H)-imine
  作者：Hassan Ali Zamani、Mohammad Reza Ganjali、Nasim Seifi

  DOI：10.1135/cccc20071189

  日期：——

  A Dy(III) ion-selective electrode based on 6-hydrazino-1,5-diphenyl-6,7-dihydropyrazolo[3,4-d]pyrimidine-4(5H)-imine (HDDPI) as an excellent sensing material was developed. The sensor exhibits a Nernstian behavior (a slope of 19.6 ± 0.3 mV per decade) over a wide concentration range (from 1.0 × 10^-1 to 8.0 × 10^-7 M Dy) with a detection limit of 4.2 × 10^-7 M. The sensor response is independent of pH of the solution in the pH range 3.5-8.3. The sensor possesses the advantages of short conditioning time, fast response time (<10 s) and in particular, good selectivity and sensitivity to the dysprosium ion in the presence of a variety of cations, including alkali, alkaline earth, transition and heavy metal ions. The sensor also showed a great enhancement in selectivity coefficients for dysprosium ions, in comparison with the formerly mentioned dysprosium sensors. The electrode can be used for at least 10 weeks without any considerable divergence in the potentials. The proposed electrode was successfully used as an indicator electrode in potentiometric titration of Dy(III) ions with EDTA. The membrane sensor was also used in the determination of concentration of F^- ions in some mouth washing solutions and in the Dy³⁺ recovery from solution.

  基于6-肼基-1,5-二苯基-6,7-二氢吡唑[3,4-d]嘧啶-4(5H)-亚胺（HDDPI）作为优良的感受材料，开发了一种Dy（III）离子选择性电极。传感器在广泛浓度范围内（从1.0×10^-1到8.0×10^-7 M Dy）表现出Nernstian行为（每十年19.6±0.3 mV的斜率），检测限为4.2×10^-7 M。在pH 3.5-8.3的范围内，传感器响应不受溶液pH值的影响。该传感器具有短的调节时间，快速响应时间（<10 s）以及在存在各种阳离子（包括碱金属、碱土金属、过渡和重金属离子）的情况下对镝离子的良好选择性和灵敏度的优点。与以前的镝传感器相比，该传感器对镝离子的选择性系数也有很大的提高。该电极可以在至少10周内使用，电位没有明显的偏差。该电极成功地用作EDTA滴定中Dy（III）离子的指示电极。膜传感器还用于测定一些漱口液中F-离子的浓度和Dy3+从溶液中的回收。
• [EN] PYRIMIDINE DERIVATIVES AND ANALOGS, PREPARATION METHOD AND USE THEREOF<br/>[FR] DÉRIVÉS ET ANALOGUES DE PYRIMIDINE, LEUR PROCÉDÉ DE PRÉPARATION ET LEUR UTILISATION
  申请人：LIAONING LIFENG SCIENT & TECHNOLOGY DEV COMPANY LTD

  公开号：WO2011035518A1

  公开（公告）日：2011-03-31

  Pyrimidine derivatives and analogs, their pharmaceutically acceptable salts, processes for preparing them, pharmaceutical compositions comprising them, and their use in manufacture of medicaments for treating inflammatory and infectious diseases induced by bacteria and/or fungi are disclosed.