81437-82-3

Upstream product

• 109-77-3 malononitrile 
• 83-07-8 4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one 
• 95610-53-0 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-diazonium chloride 
• 61341-50-2 4-amino-1-methyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one 

Downstream Products

• 82315-75-1 7-Imino-1,7a-dimethyl-3-oxo-2-phenyl-2,3,7,7a-tetrahydro-1H-pyrazolo[4,3-c]pyridazine-6-carbonitrile 
• 82315-72-8 4-[N'-(3,5-Diamino-pyrazol-4-ylidene)-hydrazino]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 483276-35-3 4-((3,5-diamino-1H-pyrazol-4-yl)diazenyl)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one 
• 1402228-94-7 [4-amino-5-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-6-piperidin-1-yl-pyrimidin-2-yl]acetonitrile 
• 1402228-95-8 N-acetyl-N-[2-cyano-2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-1-piperidin-1-yl-vinyl]acetamide 
• 1402228-96-9 N-[2-cyano-2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-1-piperidin-1-yl-vinyl]formimidic acid ethyl ester 
• 1402228-98-1 4-(2,4-diamino-6-piperidin-1-yl-pyrimidin-5-ylazo)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 1402228-99-2 4-(5-amino-3-piperidin-1-yl-2H-[1,2,6]oxadiazin-4-ylazo)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one 
• 1402228-86-7 3-amino-2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-3-morpholin-4-yl-acrylonitrile 
• 1402228-87-8 3-amino-2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-3-[methyl-(2,3,4,5,6-pentahydroxy-hexyl)-amino]-acrylonitrile 
• 1402228-89-0 3-amino-2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-3-diphenylamino-acrylonitrile 
• 1402228-90-3 [1-amino-2-cyano-2-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-vinyl]-(4-chloro-phenyl)-amino]-aceticacid ethyl ester 
• 1402228-91-4 3-amino-2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-3-piperazin-1-yl-acrylonitrile 

Relevant academic research and scientific papers

Utility of enaminonitriles in heterocyclic synthesis: Synthesis of some new azepine, azocine, and pyrroldione derivatives

Reactions of enaminonitrile derivative 3 with a variety of reagents lead to the syntheses of novel 1,2,4- triazepin 7, 1,4-thiazepinone 9, oxazocines 13, 14, oxadiazocines 15, 16, and pyrroldiones 17-22 with the aim to explore the use of this exceptionally reactive enaminonitrile 3 in heterocyclic synthesis. Newly synthesized compounds were characterized by elemental analyses and spectral data (IR, 1H-NMR, 13C-NMR, and MS).

Derivational, Structural, and Biological Studies of Some New Pyrazolyl, Isoxazolyl, Pyrimidinyl, Pyridazinyl, and Pyridopyridazinyl from 4-Substituted Antipyrine

(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)carbono-hydrazonoyl dicyanide was used as a key intermediate for the synthesis of novel pyrazole, isoxazole, pyrimidine, and pyridazine derivatives. The newly synthesized compounds were characterize

Utility of enaminonitriles in heterocyclic synthesis: Synthesis of some new pyrazole, pyridine, and pyrimidine derivatives

The starting (1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl) carbonohydrazonoyl dicyanide (2) was used as key intermediate for the synthesis of 3-amino-2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylazo)-[3- substituted]-1-yl-acryloni

Ruthenium (III) and palladium (II) complexes of hydrazide and azo antipyrine dervatives and biological activity of complexes

RUTHENIUM (III) and palladium (II) complexes of cyanoacetic acid [1-(1,5- dirnethyl-3-oxo-2-phenyl-2,3-dihydro-1-4-pyrazol-4-yl)-meth-(E)-ylidene] hydrazide (HL1), cyanophenylazoacetic acid [1-(1,5 dimethyl 3 oxo 2phenyl 2,3-dihydro-1,4-pyrazol

4-Arylazo-3,5-diamino-1H-pyrazole CDK inhibitors: SAR study, crystal structure in complex with CDK2, selectivity, and cellular effects

In a routine screening of our small-molecule compound collection we recently identified 4-arylazo-3,5-diamino-1H-pyrazoles as a novel group of ATP antagonists with moderate potency against CDK2-cyclin E. A preliminary SAR study based on 35 analogues suggests ways in which the pharmacophore could be further optimized, for example, via substitutions in the 4-aryl ring. Enzyme kinetics studies with the lead compound and X-ray crystallography of an inhibitor-CDK2 complex demonstrated that its mode of inhibition is competitive. Functional kinase assays confirmed the selectivity toward CDKs, with a preference for CDK9-cyclin T1. The most potent inhibitor, 4-[(3,5-diamino-1H-pyrazol-4-yl) diazenyl]phenol 31b (CAN508), reduced the frequency of S-phase cells of the cancer cell line HT-29 in antiproliferation assays. Further observed cellular effects included decreased phosphorylation of the retinoblastoma protein and the C-terminal domain of RNA polymerase II, inhibition of mRNA synthesis, and induction of the tumor suppressor protein p53, all of which are consistent with inhibition of CDK9.

4-Azomalononitrile antipyrine complexes of some first row transition metals

Fe(III), Co(II), Ni(II) and Cu(II) complexes of 4-azomalononitrile antipyrine (L) have been prepared in ethanol solution and characterized by IR, electronic, and ESR spectra as well as magnetic susceptibilities and molar conductivities. The ligand behaves as a neutral bidentate one and the coordination takes place via the azomethine nitrogen and the carbonyl oxygen atom. Ligand field parameters have been calculated and structures are proposed.

Reactions with Heterocyclic Diazonium Salts: Novel Synthesis of Pyrazolopyridazines and of Pyrazolopyrazoles

Diazotised 4-amino-1,5-dimethyl-2-phenylpyrazol-3(2H)-one (1) coupled with active methylene nitriles to yield the corresponding cyanohydrazones (3a-c) and (11).Compounds (3a-c) afforded the 4-(3-aminopyrazol-4-ylidenehydrazino)-1,5-dimethyl-2-phenylpyrazo