74169-52-1

Upstream product

• 19735-89-8 3-methyl-1-phenylpyrazolin-5(4H)-one 
• 141-97-9 ethyl acetoacetate 
• 100-63-0 phenylhydrazine 
• 89-25-8 edaravone 
• 74529-10-5 N'-phenyl-2-piperidylacetohydrazide 
• 626-34-6 ethyl aminocrotonate 

Downstream Products

• 89-25-8 edaravone 
• 85094-37-7 5-Chloro-3,4-dimethyl-1-phenyl-1H-pyrano[2,3-c]pyrazol-6-one 
• 74169-59-8 5-Bromo-3,4-dimethyl-1-phenyl-1H-pyrano[2,3-c]pyrazol-6-one 
• 85094-23-1 3,4-Dimethyl-5-nitro-1-phenyl-1H-pyrano[2,3-c]pyrazol-6-one 
• 85094-24-2 3,4-Dimethyl-5-nitro-1-(4-nitro-phenyl)-1H-pyrano[2,3-c]pyrazol-6-one 
• 1410076-37-7 7-(2-aminoethyl)-3,4-dimethyl-1-phenyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one 

Relevant academic research and scientific papers

Synthesis, pharmacological evaluation and molecular docking of pyranopyrazole-linked 1,4-dihydropyridines as potent positive inotropes

Abstract: 1,4-Dihydropyridines are well-known calcium channel blockers, but variations in the substituents attached to the ring have resulted in their role reversal making them calcium channel activators in some cases. We describe the microwave-assisted e

Condensation of N-3-substituted 5-pyrazolones with esters of β-keto acids. Synthesis of pyrano[2,3-c]pyrazol-6-ones

N-Substituted 5-pryazolones undergo thermal condensation with esters of β-keto acids, losing water and alcohol molecules, to form N-substituted pyrano[2,3-c]pyrazol-6-ones. The pyran ring in these products is readily cleaved by the action of alkali to give the corresponding salts of unsaturated acids. 2006 Springer Science+Business Media, Inc.

Facile synthesis of pyrano[2,3-c]pyrazol-6-one derivatives under microwave irradiation in solvent-free conditions

A series of substituted 1H,6H-pyrano[2,3-c]pyrazol-6-one derivatives were synthesized from one-pot cyclocondensation of hydrazine derivatives or 1H-pyrazol-5-one derivatives with various β-keto esters under solvent-free conditions using microwave irradiation in short time with good to excellent yields. Copyright Taylor & Francis LLC.

ETUDE DE LA REACTIVITE DU 3-AMINO-2-BUTENOATE D'ETHYLE VIS-A-VIS D'AZOLINE-5-ONES.

Various 1,3-disubstituted pyrazolin-5-ones, 3-phenylisoxazolin-5-one and 2-phenyloxazolin-5-one react with ethyl 3-amino-2-butenoate to yield compounds resulting from the elimination of ammonia between the precursors; subsequent intramolecular cyclization

ETUDE COMPARATIVE DE LA REACTIVITE DE L'ACETOACETATE D'ETHYLE ET DU 3-AMINOCROTONATE D'ETHYLE VIS-A-VIS DE COMPOSES PYRAZOLONIQUES

1-phenyl-3-methylpyrazolin-5-one, 1,5-dimethylpyrazolin-3-one and 1-phenyl-pyrazolidin-3,5-dione react with ethyl acetoacetate to yield pyrano pyrazole-6-ones.Starting from 1-phenyl-3-aminopyrazolin-5-one or from 1-methyl-5-aminopyrazolin-3-one, pyrazolo pyridin-6-ones are obtained.When ethyl 3-aminocrotonate instead of ethyl acetoacetate is used, the course of these reactions remains the same in most cases but yields are always higher.

Pyranopyrazoles. II (1). Synthesis and Reactions of 1H,6H-Pyranopyrazol-6-ones

Various 1H,6H-pyranopyrazol-6-ones (III-XXIII) were obtained from β-keto esters and 1H-pyrazol-5-ones or hydrazines.Nitrations, chlorinations and brominations of these pyranopyrazoles were also carried out giving the corresponding derivatives (XXIV-LXIV).The pyrone ring is the more reactive one by the addition-elimination route.

Reactions of 2-Piperidylacetohydrazides with Ethyl Acetoacetate or Acetylenic Acid Esters. Formation of 3,4-Dimethylpyranopyrazol(6)ones and Perhydropyrazolopyridopyrimidin-2,5-diones

2-Piperidylacetohydrazides (I-III) were reacted with ethyl acetoacetate (EA), methyl tetrolate (MT), and ethyl phenylpropiolate (EP) with the aim of obtaining tricyclic heterocycles (IV).The desired compounds were produced when the following hydrazides and esters were heated under reflux in ethanol: II and EA, III and MT, II and EP.Interestingly, when 2-piperidylacatohydrazide (I) and its N'-phenyl derivative (III) were reacted with EA, or MT and with EA, respectively, they afforded 3,4-dimethylpyranopyrazol(6)ones (Va and Vb) with the expulsion of ethyl 2-piperidylacetate (VII).The mechanism of formation of Va and Vb is discussed.Keywords- 2-piperidylacetohydrazides; ethyl acetoacetate; methyl tetrolate; ethyl phenylpropiolate; pyranopyrazolones; pyrazolopyrimidopyrimidine derivatives; expulsion of piperidylacetyl group; perhydro-pyrazolopyrimidopyridin-2,11-diones