5,5-dimethyl-2-[(3-methyl-4-phenyl-1H-pyrazol-5-ylamino)methylidene]cyclohexane-1,3-dione | 486993-32-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5,5-dimethyl-2-[(3-methyl-4-phenyl-1H-pyrazol-5-ylamino)methylidene]cyclohexane-1,3-dione
• 英文别名: 5,5-dimethyl-2-[[(5-methyl-4-phenyl-1H-pyrazol-3-yl)amino]methylidene]cyclohexane-1,3-dione
• CAS: 486993-32-2；890641-08-4
• 化学式: C₁₉H₂₁N₃O₂
• 分子量: 323.395
• InChiKey: KTPBZQGFLGDNSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  74.85
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5,5-dimethyl-2-[(3-methyl-4-phenyl-1H-pyrazol-5-ylamino)methylidene]cyclohexane-1,3-dione 在 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 以61%的产率得到2,8,8-trimethyl-3-phenyl-8,9-dihydro-7H-pyrazolo[1,5-a]quinazolin-6-one
  参考文献：
  名称：

  与5-氨基-4-苯基吡唑的三组分缩合

  摘要：

  3-甲基（或甲氧基甲基）-4-苯基-1 H-吡唑-5-胺与原甲酸三乙酯和含有活化亚甲基的羰基化合物或腈的三组分缩合反应（环己烷-1,3-二酮，乙酰乙酰苯胺，苯甲酰丙酮氰基乙酸乙酯，丙二腈，1 H-苯并咪唑-2-基乙腈）得到取代的吡唑并嘧啶和吡唑并喹唑啉。

  DOI：

  10.1134/s107042801003019x
• 作为产物：
  描述：

  5-甲基-4-苯基-2H-吡唑-3-胺 、 2-(ethoxymethylene)-5,5-dimethylcyclohexane-1,3-dione 以 乙醚 为溶剂， 以75%的产率得到5,5-dimethyl-2-[(3-methyl-4-phenyl-1H-pyrazol-5-ylamino)methylidene]cyclohexane-1,3-dione
  参考文献：
  名称：

  α-Amino azoles in the synthesis of heterocycles: VI. Synthesis and structure of cycloalkane-annulated pyrazolo[1,5-a]pyrimidines

  摘要：

  Reactions of 4-aryl-1H-pyrazol-5(3)-amines with 2-acylcycloakanones and 2-acyl-5,5-dimethylcyclohexane-1,3-diones led to the formation of regioisomeric 6,7,8,9-tetrahydropyrazolo[1,5-a]quinazoline, 5,6,7,8-tetrahydropyrazolo[5,1-b]quinazoline, and 7,8-dihydro-6H-cyclopenta[e]pyrazolo[1,5-a]pyrimidine derivatives. The product structure was determined by X-ray analysis and H-1 and C-13 NMR spectroscopy.

  DOI：

  10.1134/s1070428009090139

文献信息

• USE OF AMINOMETHYLENECYCLOHEXANE-1,3-DIONE COMPOUND
  申请人：WIGEN BIOMEDICINE TECHNOLOGY (SHANGHAI) CO., LTD.

  公开号：US20200170966A1

  公开（公告）日：2020-06-04

  The present invention relates to use of an aminomethylenecyclohexane-1,3-dione compound, more particularly to use of a compound shown in the following formula (I) or a pharmaceutically acceptable salt thereof alone or in combination with other drug in preparing a drug for regulating or treating a disease related to autophagy, especially mammalian ATG8 homologous proteins.

  本发明涉及使用氨甲基环己烷-1,3-二酮化合物，更具体地涉及使用以下式（I）所示的化合物或其药学上可接受的盐单独或与其他药物结合，用于制备用于调节或治疗与自噬相关的疾病，特别是哺乳动物ATG8同源蛋白的药物。
• Use of aminomethylenecyclohexane-1,3-dione compound
  申请人：WIGEN BIOMEDICINE TECHNOLOGY (SHANGHAI) CO., LTD.

  公开号：US11529321B2

  公开（公告）日：2022-12-20

  The present invention relates to use of an aminomethylenecyclohexane-1,3-dione compound, more particularly to use of a compound shown in the following formula (I) or a pharmaceutically acceptable salt thereof alone or in combination with other drug in preparing a drug for regulating or treating a disease related to autophagy, especially mammalian ATG8 homologous proteins.

  本发明涉及氨甲基环己烷-1,3-二酮化合物的用途，更具体地说，涉及下式(I)所示化合物或其药学上可接受的盐单独或与其他药物组合用于制备调节或治疗与自噬有关的疾病，特别是哺乳动物ATG8同源蛋白的药物。
• α-Amino azoles in the synthesis of heterocycles: VI. Synthesis and structure of cycloalkane-annulated pyrazolo[1,5-a]pyrimidines
  作者：A. A. Petrov、A. N. Kasatochkin、E. E. Emelina、Yu. V. Nelyubina、M. Yu. Antipin

  DOI：10.1134/s1070428009090139

  日期：2009.9

  Reactions of 4-aryl-1H-pyrazol-5(3)-amines with 2-acylcycloakanones and 2-acyl-5,5-dimethylcyclohexane-1,3-diones led to the formation of regioisomeric 6,7,8,9-tetrahydropyrazolo[1,5-a]quinazoline, 5,6,7,8-tetrahydropyrazolo[5,1-b]quinazoline, and 7,8-dihydro-6H-cyclopenta[e]pyrazolo[1,5-a]pyrimidine derivatives. The product structure was determined by X-ray analysis and H-1 and C-13 NMR spectroscopy.
• Three-component condensations with 5-amino-4-phenylpyrazole
  作者：D. V. Kryl’skii、Kh. S. Shikhaliev、A. S. Chuvashlev

  DOI：10.1134/s107042801003019x

  日期：2010.3

  3-methyl(or methoxymethyl)-4-phenyl-1H-pyrazol-5-amine with triethyl orthoformate and carbonyl compounds or nitriles containing an activated methylene group (cyclohexane-1,3-diones, acetoacetanilides, benzoylacetone, ethyl cyanoacetate, malononitrile, 1H-benzimidazol-2-ylacetonitrile) gave substituted pyrazolopyrimidines and pyrazoloquinazolines.

  3-甲基（或甲氧基甲基）-4-苯基-1 H-吡唑-5-胺与原甲酸三乙酯和含有活化亚甲基的羰基化合物或腈的三组分缩合反应（环己烷-1,3-二酮，乙酰乙酰苯胺，苯甲酰丙酮氰基乙酸乙酯，丙二腈，1 H-苯并咪唑-2-基乙腈）得到取代的吡唑并嘧啶和吡唑并喹唑啉。