4-(4-hydroxyphenyl)-3,6,8-trimethyl-8,9-dihydro-1H-pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine-5,7(4H,6H)-dione | 1401557-61-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 4-(4-hydroxyphenyl)-3,6,8-trimethyl-8,9-dihydro-1H-pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine-5,7(4H,6H)-dione
• 英文别名: 4-(4-hydroxyphenyl)-3,6,8-trimethyl-8,9-dihydro-1H-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine-5,7(4H,6H)-dione；4-(4-hydroxyphenyl)-3,6,8-trimethyl-4,9-dihydro-2H-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine-5,7(6H,8H)-dione；8-(4-hydroxyphenyl)-6,11,13-trimethyl-2,4,5,11,13-pentazatricyclo[7.4.0.03,7]trideca-1(9),3,6-triene-10,12-dione
• CAS: 1401557-61-6
• 化学式: C₁₇H₁₇N₅O₃
• 分子量: 339.354
• InChiKey: LRHVHHAUJJPWON-UHFFFAOYSA-N

物化性质

• 沸点：
  571.7±60.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  102
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-二甲基巴比妥酸 、 乙酰乙酸乙酯 、 对羟基苯甲醛 在 hydrazine hydrate 、 zinc(II) oxide 、 ammonium acetate 作用下， 以 水 为溶剂， 生成 4-(4-hydroxyphenyl)-3,6,8-trimethyl-8,9-dihydro-1H-pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine-5,7(4H,6H)-dione
  参考文献：
  名称：

  吡唑基吡啶并[2,3-d]嘧啶二酮在水中的新型高效五组分合成：三重绿色合成

  摘要：

  吡唑并[4',3':5,6]吡啶并[2,3-d]嘧啶-二酮的新型一锅合成，通过五组分反应，涉及水合肼、乙酰乙酸乙酯和1,3-据报道，二甲基巴比妥酸是一种合适的芳基醛和乙酸铵，可通过水中的非均相和均相催化进行催化。

  DOI：

  10.3390/molecules21040441

文献信息

• Catalytic regioselective synthesis of pyrazole based pyrido[2,3-d]pyrimidine-diones and their biological evaluation
  作者：Shailesh P. Satasia、Piyush N. Kalaria、Dipak K. Raval

  DOI：10.1039/c3ob42132e

  日期：——

  A new type of biopolymer-based heterogeneous catalyst, cellulose supported acidic ionic liquid (Cell-IL), which was developed earlier in our lab, has been found to be very effective for the regioselective synthesis of pyrazole based pyrido[2,3-d]pyrimidine-diones. Its regioselectivity was confirmed by 1H NMR spectroscopy. All the newly synthesized compounds were characterized by LC-MS, 1H NMR, 13C NMR, IR spectroscopy and elemental analysis. The newly synthesized compounds were evaluated for their in vitro antimalarial activity against Plasmodium falciparum, in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv strain and also for their antibacterial activity against a panel of pathogenic strains of bacteria and fungi. Some of them exhibited excellent activity when compared with first line drugs.

  我们实验室早先开发的一种新型生物聚合物基异相催化剂--纤维素支撑的酸性离子液体（Cell-IL）被发现对吡唑基吡啶并[2,3-d]嘧啶二酮的区域选择性合成非常有效。1H NMR 光谱证实了它的区域选择性。所有新合成的化合物都通过 LC-MS、1H NMR、13C NMR、IR 光谱和元素分析进行了表征。对新合成的化合物进行了评估，以确定它们对恶性疟原虫的体外抗疟活性、对结核分枝杆菌 H37Rv 株的体外抗结核活性，以及对细菌和真菌致病菌株的抗菌活性。与一线药物相比，其中一些药物表现出卓越的活性。
• ZIF-8-incorporated nanoparticles of MgFe2O4 supported on graphene oxide: A ternary hybrid catalyst for the efficient synthesis of pyrazole-based pyrido[2,3-d]pyrimidine-diones
  作者：Mohammad Ali Ghasemzadeh、Boshra Mirhosseini-Eshkevari、Saleheh Sanaei-Rad

  DOI：10.1016/j.poly.2021.115588

  日期：2022.1
• A Novel and Efficient Five-Component Synthesis of Pyrazole Based Pyrido[2,3-d]pyrimidine-diones in Water: A Triply Green Synthesis
  作者：Majid Heravi、Mansoureh Daraie

  DOI：10.3390/molecules21040441

  日期：——

  A novel one pot synthesis of pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine-diones, via a five-component reaction, involving, hydrazine hydrate, ethyl acetoacetate, and 1,3-dimethyl barbituric acid, an appropriate aryl aldehydes and ammonium acetate catalyzed via both of heterogeneous and homogeneous catalysis in water, is reported.

  吡唑并[4',3':5,6]吡啶并[2,3-d]嘧啶-二酮的新型一锅合成，通过五组分反应，涉及水合肼、乙酰乙酸乙酯和1,3-据报道，二甲基巴比妥酸是一种合适的芳基醛和乙酸铵，可通过水中的非均相和均相催化进行催化。