3-amino-4-(p-chlorophenyl)-6-methylpyrazolo[3,4-b]pyridine | 224320-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-amino-4-(p-chlorophenyl)-6-methylpyrazolo[3,4-b]pyridine
• 英文别名: 4-(4-chlorophenyl)-6-methyl-2H-pyrazolo[3,4-b]pyridin-3-amine
• CAS: 224320-85-8
• 化学式: C₁₃H₁₁ClN₄
• 分子量: 258.71
• InChiKey: QYUSTYCIGPBONK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-amino-4-(p-chlorophenyl)-6-methylpyrazolo[3,4-b]pyridine 在 哌啶 作用下， 以 乙醇 、 苯 为溶剂， 反应 6.0h， 生成 3-[4-(4-Chloro-phenyl)-6-methyl-1H-pyrazolo[3,4-b]pyridin-3-yl]-2-phenyl-thiazolidin-4-one
  参考文献：
  名称：

  Synthesis of Thiazole, Triazole, Pyrazolo[3,4-b]-Pyridinyl-3-Phenylthiourea, Aminopyrazolo[3,4-b]Pyridine Derivatives and Their Biological Evaluation

  摘要：

  The pyrazolopyridine derivatives la,b reacted with phenylisothiocyanate (2), nitrous acid and cinnamonitrile. derivatives 5a,b to afford the corresponded pyrazolo[3,4-b]-pyridinyl-3-phenylthiourea derivatives 3a,b, 3-diazotized aminopyrazolo[3,4-b]-pyridine derivatives 4a,b and Schiff bases 7a-d in a respective manner Compounds 3a,b, Jab and 7a-d were taken as the starting materials for the present study owing to the presence of more than one active site. Compounds 3a,b reacted with the halogen-containing reagents e.g. 11a,b, 13 and 15 to Five the corresponded thiazole derivatives 12a-d, 14a,b and 16a,b respectively. Compounds Ja,b coupled with the active hydrogen-containing reagents 17a-j to afford the corresponding 3-hydrazino derivatives 18a-t which could be cyclized to give the corresponding triazines 19a-t respectively. Compounds 7a-d reacted with thioglycolic acid (9) to give the corresponding thiazole derivative 10a-d in a good yield. The assigned structures of the newly synthesized compounds are based on their elemental analyses, IR, H-1 NMR and mass spectra. The biological activity of some of thee compounds was tested.

  DOI：

  10.1080/10426500008082396
• 作为产物：
  描述：

  4-氯肉桂酸甲酯 在 sodium methylate 、 一水合肼 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 15.0h， 生成 3-amino-4-(p-chlorophenyl)-6-methylpyrazolo[3,4-b]pyridine
  参考文献：
  名称：

  几种新型吡啶、噻吩并吡啶和吡啶并噻吩并吡唑衍生物的合成和抗菌评价

  摘要：

  硫氰基乙酰胺 (1) 与 α,β-不饱和酮 2a,b 的反应导致形成相应的新合成的 1(H)-吡啶硫酮衍生物 3a,b。化合物3a、b用作合成子用于制备2-S-烷基-、2-S-芳基、2-S-乙酰氨基吡啶、噻吩并[2,3-b]吡啶和吡唑并[3,4-b]吡啶衍生物通过与不同试剂的广泛反应。测试了一些新合成化合物的抗微生物活性。发现化合物 3a、11a、15a 和 19a、b 是最活跃的。

  DOI：

  10.1080/10426509908037022

文献信息

• SYNTHESIS AND ANTIMICROBIAL EVALUATION OF SEVERAL NEW PYRIDINE, THIENOPYRIDINE AND PYRIDOTHIENOPYRAZOLE DERIVATIVES
  作者：Fawzy A. Attaby、M. A. A. Elneairy、M. S. Elsayed

  DOI：10.1080/10426509908037022

  日期：1999.1.1

  The reaction of thiocyanoacetamide (1) with α,β-unsaturated ketones2a,b resulted in the formation of the corresponding newly synthesized 1(H)-pyridinethione derivatives3a,b. Compounds3a,b were used as synthons for the preparation of 2-S-alkyl-, 2-S-aryl, 2-S-acetamidopyridine, thieno[2,3-b]pyridine and pyrazolo[3,4-b]pyridine derivatives via a wide range of reactions with different reagents. The antimicrobial

  硫氰基乙酰胺 (1) 与 α,β-不饱和酮 2a,b 的反应导致形成相应的新合成的 1(H)-吡啶硫酮衍生物 3a,b。化合物3a、b用作合成子用于制备2-S-烷基-、2-S-芳基、2-S-乙酰氨基吡啶、噻吩并[2,3-b]吡啶和吡唑并[3,4-b]吡啶衍生物通过与不同试剂的广泛反应。测试了一些新合成化合物的抗微生物活性。发现化合物 3a、11a、15a 和 19a、b 是最活跃的。
• Synthesis of Thiazole, Triazole, Pyrazolo[3,4-b]-Pyridinyl-3-Phenylthiourea, Aminopyrazolo[3,4-b]Pyridine Derivatives and Their Biological Evaluation
  作者：Mohamed A.A. Elneairy、Fawzy A. Attaby、Mohamed S. Elsayed

  DOI：10.1080/10426500008082396

  日期：2000.1.1

  The pyrazolopyridine derivatives la,b reacted with phenylisothiocyanate (2), nitrous acid and cinnamonitrile. derivatives 5a,b to afford the corresponded pyrazolo[3,4-b]-pyridinyl-3-phenylthiourea derivatives 3a,b, 3-diazotized aminopyrazolo[3,4-b]-pyridine derivatives 4a,b and Schiff bases 7a-d in a respective manner Compounds 3a,b, Jab and 7a-d were taken as the starting materials for the present study owing to the presence of more than one active site. Compounds 3a,b reacted with the halogen-containing reagents e.g. 11a,b, 13 and 15 to Five the corresponded thiazole derivatives 12a-d, 14a,b and 16a,b respectively. Compounds Ja,b coupled with the active hydrogen-containing reagents 17a-j to afford the corresponding 3-hydrazino derivatives 18a-t which could be cyclized to give the corresponding triazines 19a-t respectively. Compounds 7a-d reacted with thioglycolic acid (9) to give the corresponding thiazole derivative 10a-d in a good yield. The assigned structures of the newly synthesized compounds are based on their elemental analyses, IR, H-1 NMR and mass spectra. The biological activity of some of thee compounds was tested.