首页> 外国专利> 5-Amino-4-formylcarbamoyl-pyrazoles - prepd. by cyclization of N-formyl-2-cyano-3-(N'-acyl-hydrazino)-acrylamides

5-Amino-4-formylcarbamoyl-pyrazoles - prepd. by cyclization of N-formyl-2-cyano-3-(N'-acyl-hydrazino)-acrylamides

机译:5-氨基-4-甲酰基氨基甲酰基-吡唑-制备。 N-甲酰基-2-氰基-3-(N'-酰基肼基)-丙烯酰胺的环化反应

摘要

Pyrazoles of formula (I), (where R3 is a residue -CX-Y-R4, -CX-Y-R4 or -CX-NR5 R6, in which R4 is H, 1-14C alkyl in which a methylene gp may be replaced by O, 3-6C cycloalkyl (alkyl or cycloalkyl opt. being substd. by a salt-forming basic gp), phenyl opt. substd. by 1-7C alkyl, 1-7 C alkoxy, 1-7 C alkylthio, 2-5 C alkoxycarbonyl, halogen, CF3, NO2 and/or CN, or (opt. substd. phenyl)-(1-6C alkyl); R5 and R6 are H, 1-7C alkyl in which a methylene gp. may be replaced by 0 or 3-6C cyclo-alkyl, or R5 + R6 is 2-5 C alkylene in which one or mor e methylene gps may be replaced by a hetero atom such as O or S or a group NR7, or R5 is H and R6 is an amino gp; X is S, NR7 or O; Y is O or S; and R7 is H or 1-7C alkyl) and their salts with acids (e.g. 1-propionyl-5-amino-4-formylcarbamoyl-pyrazole) may be prepd. by treating a cpd. of formula O=CH-NH-CO-C(CN)=CH-NH-NH-R3 (II) or its tautomer with an inert, O- or N-contg. organic solvent (pref. dioxan or ethanol), pref. at 20-150 degress C (esp. 60-120 degress C. (I) are cpds of low toxicity which inhibit the enzyme xanthine oxidase. When administered orally they give rise to a lowering of blood uric acid levels, and are therefor suitable for the treatment of gout. In addn., (I) are useful against coronary insufficiency and as antiarrhythmic agents.
机译:式(I)的吡唑,(其中R 3是-CX-Y-R 4,-CX-Y-R 4或-CX-NR 5 R 6残基,其中R 4是H,1-14C烷基,其中亚甲基gp可以是被O,3-6C环烷基(烷基或环烷基,优选被成盐的碱性gp取代),苯基被1-7C烷基,1-7 C烷氧基,1-7 C烷硫基,2取代-5 C烷氧基羰基,卤素,CF3,NO2和/或CN,或(最佳取代苯基)-(1-6C烷基); R5和R6为H,1-7C烷基,其中亚甲基gp。可被取代通过0或3-6C环烷基,或R5 + R6为2-5C亚烷基,其中一个或一个以上的亚甲基gps可以被杂原子如O或S或NR7基团取代,或R5为H和R 6是氨基gp; X是S,NR7或O; Y是O或S; R 7是H或1-7C烷基)及其与酸的盐(例如1-丙酰基-5-氨基-4-甲酰基氨基甲酰基-吡唑) )。通过处理cpd。式O = CH-NH-CO-C(CN)= CH-NH-NH-R 3(II)或其互变异构体,具有惰性,O-或N-连续的式。有机溶剂(优选二恶烷或乙醇),优选在摄氏20-150度(尤其是摄氏60-120度)时,是一种低毒的cpds,可抑制黄嘌呤氧化酶,口服时可降低血尿酸水平,因此适用于另外,(I)可用于治疗冠状动脉供血不足和抗心律不齐药。

著录项

  • 公开/公告号FR2242093A1

    专利类型

  • 公开/公告日1975-03-28

    原文格式PDF

  • 申请/专利权人 BYK GULDEN LOMBERG CHEMISCHEDT;

    申请/专利号FR19740029083

  • 发明设计人

    申请日1974-08-26

  • 分类号A61K31/415;C07D231/14;

  • 国家 FR

  • 入库时间 2022-08-23 03:46:50

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