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【结 构 式】

【药物名称】XC-386

【化学名称】3,4-Dimethylpyrano[2,3-c]pyrazol-6-one

【CA登记号】5203-98-5

【 分 子 式 】C8H8N2O2

【 分 子 量 】164.16516

【开发单位】China Medical College (Originator)

【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Antiplatelet Therapy, Coagulation Disorders Therapy, HEMATOLOGIC DRUGS, Non-Opioid Analgesics, Non-Steroidal Antiinflammatory Drugs

合成路线1

Hydrazine hydrate (I) is added dropwise under stirring to ethyl acetoacetate (II), which has been heated to 140 C, water and ethanol formed in the reaction are distilled off, and the mixture is heated at reflux. Upon completion of the reaction, the mixture is allowed to stand at room temperature, and the solid thus separated is collected and recrystallized from ethanol to obtain the title compound.

1 J Taiwan Pharm Assoc 1979, 31, 47-55.
2 Kuo, S.C.; et al.; Studies on heterocyclic compounds. 6. Synthesis and analgesic and antiinflammatory activities of 3,4-dimethylpyrano[2,3-c]pyrazol-6-one derivatives. J Med Chem 1984, 27, 4, 539.
3 Teng, C.M.; Kuo, S.C.; Wang, J.P.; XC-386. Drugs Fut 1985, 10, 9, 761.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 11819 ethyl acetoacetate; ethyl 3-oxobutanoate;Acetoacetic ester;Ethyl beta-ketobutyrate;ethyl 3-oxobutyrate 141-97-9 C6H10O3 详情 详情
(II) 27344 hydrazine 302-01-2 H4N2 详情 详情

合成路线2

Suspension of 3-methyl-2-pyrazolin-5-one (I) is added dropwise under stirring to ethyl acetoacetate (II), which has been heated to 140 C, water and ethanol formed in the reaction are distilled off, and the mixture is heated at reflux. Upon completion of the reaction, the mixture is allowed to stand at room temperature, and the solid thus separated is collected and recrystallized from ethanol to obtain the title compound.

1 J Taiwan Pharm Assoc 1979, 31, 47-55.
2 Kuo, S.C.; et al.; Studies on heterocyclic compounds. 6. Synthesis and analgesic and antiinflammatory activities of 3,4-dimethylpyrano[2,3-c]pyrazol-6-one derivatives. J Med Chem 1984, 27, 4, 539.
3 Teng, C.M.; Kuo, S.C.; Wang, J.P.; XC-386. Drugs Fut 1985, 10, 9, 761.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 27345 5-methyl-2,4-dihydro-3H-pyrazol-3-one 108-26-9 C4H6N2O 详情 详情
(II) 11819 ethyl acetoacetate; ethyl 3-oxobutanoate;Acetoacetic ester;Ethyl beta-ketobutyrate;ethyl 3-oxobutyrate 141-97-9 C6H10O3 详情 详情
Extended Information