84921-03-9

Upstream product

• 950-81-2 4-formyl-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one 
• 109-77-3 malononitrile 

Downstream Products

• 120131-39-7 6-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-imino-4-thiophen-2-yl-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 112906-25-9 2-[(E)-3-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-1-thiophen-2-yl-allylidene]-malononitrile 
• 120131-40-0 6-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-imino-4-phenyl-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 120131-37-5 2-[(E)-3-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-1-(4-nitro-phenyl)-allylidene]-malononitrile 
• 1003321-56-9 4-[(3,5-diamino-1,5-dihydro-4H-pyrazol-4-ylidene)methyl]-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one 
• 120131-41-1 6-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-oxo-4-thiophen-2-yl-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 120131-42-2 6-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-2-oxo-4-phenyl-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 84921-06-2 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbaldehyde-phenylhydrazone 
• 84921-05-1 C₂₄H₂₄N₆O₂ 
• 120131-38-6 2-[(E)-3-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-1-(3-nitro-phenyl)-allylidene]-malononitrile 
• 120131-36-4 2-[(E)-3-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-1-phenyl-allylidene]-malononitrile 

Relevant academic research and scientific papers

Synthesis, biological evaluation, and molecular modeling of nitrile-containing compounds: Exploring multiple activities as anti-Alzheimer agents

Based on the monoamine oxidase (MAO) inhibition properties of aminoheterocycles with a carbonitrile group we have carried out a systematic exploration to discover new classes of carbonitriles endowed with dual MAO and AChE inhibitory activities, and Aβ anti-aggregating properties. Eighty-three nitrile-containing compounds, 13 of which are new, were synthesized and evaluated. in vitro screening revealed that 31, a new compound, presented the best lead for trifunctional inhibition against MAO A (0.34 μM), MAO B (0.26 μM), and AChE (52 μM), while 32 exhibited a lead for selective MAO A (0.12 μM) inhibition coupled to AChE (48 μM) inhibition. Computational analysis revealed that the malononitrile group can find an advantageous position with the aromatic cleft and FAD of MAO A or MAO B. However, the total binding energy can be handicapped by an internal penalty caused by twisting of the ligand molecule and subsequent disruption of the conjugation (32 in MAO B compared to the conjugated 31). Conjugation is also important for AChE as well as the hydrophilic character of malononitrile that allows this group to be in close contact with the aqueous environment as seen for 83. Although the effect of 31 and 32 against Aβ1–42, was very weak, the effect of 63 and 65, and of the new compound 75, indicated that these compounds were able to disaggregate Aβ1–42 fibrils. The most effective was 63, a (phenylhydrazinylidene)propanedinitrile derivative that also inhibited MAO A (1.65 μM), making it a potential lead for Alzheimer's disease application.

Rapid and efficient synthesis of 4-substituted pyrazol-5-one under microwave irradiation in solvent-free conditions

New heterocyclic compounds containing pyrazol-5-one coupled with benzimidazole, benzothiazole, benzoxazole, quinoline, naphthyridin, and pyrazole were synthesized. Comparative investigations to synthesize these interesting classes of heterocyclic compounds through conventional heating or under microwave-irradiation conditions were presented. Synthesized compounds 1a, 2a, 4k, 3a, c, 5a, b, 6b, 7a, b, d, 8a, and 9a were evaluated for their antitumor activity. Some of these compounds exhibited promising antitumor activity.

Reactions with 3-pyrazolin-5-ones: synthesis of some 4-substituted 2,3-dimethyl-1-phenyl-3-pyrazolin-5-ones

4-Acetylantipyrine (1) was condensed with aromatic or heterocyclic aldehydes to yield the cinnamoylidene derivatives 4a-d. Compound 4b was converted into the pyrazolinylantipyrine derivative 9 by hydrazine hydrate. 4-(Chloroacetyl)antipyrine (2) reacted w