51641-29-3

Usage

InChI:InChI=1/C18H18N4OS/c1-13-16(20-18(24)19-14-9-5-3-6-10-14)17(23)22(21(13)2)15-11-7-4-8-12-15/h3-12H,1-2H3,(H2,19,20,24)

Upstream product

• 83-07-8 4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 871122-28-0 N'-(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-N-phenyl-hydrazinecarboximidamide 
• 1268837-70-2 ethyl 1,6a-dimethyl-3,5-dioxo-2-phenyloctahydropyrrolo[3,2-c]pyrazole-6-carboxylate 
• 1268837-72-4 5-amino-1,6a-dimethyl-3-oxo-2-phenyl-1,2,3,3a,6,6ahexahydropyrrolo[3,2-c]pyrazole-6-carbonitrile 
• 1268837-64-4 C₂₁H₂₂N₄OS 
• 1268837-71-3 ethyl 5-amino-1,6a-dimethyl-3-oxo-2-phenyl-1,2,3,3a,6,6a-hexahydropyrrolo[3,2-c]pyrazole-6-carboxylate 
• 1268837-66-6 1,5-dimethyl-4-(4-oxo-3-phenyl-2-thioxoimidazolidin-1-yl)-2-phenyl-1,2-dihydro-3H-pyrazol-3-one 
• 1268837-69-9 ethyl 1,5,6a-trimethyl-3-oxo-2-phenyl-1,2,3,3a,4,6a-hexahydropyrrolo[3,2-c]pyrazole-6-carboxylate 
• 77500-98-2 4-(5-Cyclohexyl-3-phenyl-2-thioxo-[1,3,5]triazinan-1-yl)-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one 

Relevant academic research and scientific papers

Structural studies of N(4)-substituted thiosemicarbazones prepared from 4-formylantipyrine and a thiourea derived from 4-aminoantipyrine

Reaction of 4-formylantipyrine with N(4)-dimethylthiosemicarbazide and 3-piperidylthiosemicarbazide produces the N(4)-dimethylthiosemicarbazone (1), and the 3-piperidylthiosemicarbazone (2), respectively. Compound 1 is triclinic, space group P-1 with a =

Synthesis and antimicrobial activity of phenyl ureas and phenyl thioureas derived from 4-amino antipyrine

A series of antipyrine derivatives of substituted/unsubstituted phenyl ureas and phenyl thiourea were synthesized. These derivatives were evaluated for their antimicrobial activity against Salmonella typhi NCTC786 and Staphylococcus aureus ATCC3750 as bac

Reactions of 1,3-diphenyl-2-pyrazolin-5-one and 4-amino-1,5-dimethyl-2- phenyl-1H-pyrazol-3(2H)-one. Synthesis of some new pyrazoles and pyrazolones

1,3-Diphenyl-2-pyrazolin-5-one 1 was converted to 5-azido-4- formylpyrazolone 3 which is used as the key starting compounds of some new pyrazole derivatives 4-9. Also, 4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)- one 10 is coupled with some diazonium salts to give coloured products 11, and reacted with isocyanates and isothiocyanates to give pyrazolylurea and thiourea derivatives which are then reacted with organohalogen compounds under PTC conditions to give 13,14 while with some active methylene compounds yielded 15 via Michael 1,4-addition reaction.

Synthesis, phytotoxic, cytotoxic, acetylcholinesterase and butrylcholinesterase activities of N,N-diaryl unsymmetrically substituted thioureas

Fourteen N,N-diaryl unsymmetrically substituted thioureas were synthesised and their cytotoxic (in vitro), phytotoxic (in vitro), acetylcholinesterase and butrylcholinesterase activities were determined. Thiourea 16 exhibited high, and 1 and 3 showed significant phytotoxic activity. Thioureas 1, 3, 4, 6 and 10 showed significant activity and 2, 6 and 7 indicated moderate cytotoxic activities. Compound 12 exhibited butrylcholinesterase activity higher than a standard reference.

Antimicrobial activity and structural study of disubstituted Thiourea Derivatives

The antimicrobial activity of six N-phenyl- and fourteen N-benzoylthiourea derivatives were evaluated from their Minimal Inhibitory Concentration (MIC) values using the microdilution procedure against ten microorganisms. Most of the compounds exhibited selective activity against fungi and Gram-positive bacteria, which were very effectively inhibited by some of the tested thioureas. Additionally, SAR considerations and four novel X-ray diffraction structures of N-benzoylthioureas are included. Springer-Verlag 2007.

Structural studies of 4-aminoantipyrine derivatives

Reaction of 4-aminoantipyrine with acetylacetone, ethyl acetoacetate, benzoyl isothiocyanate, phenyl isothiocyanate, maleic anhydride and methoxymethylene Meldrum's acid afforded a series of new antipyrine derivatives. The antibacterial activity of the synthesized compounds against Micrococcus luteus ATCC 9341, Staphilococcus aureus ATCC 29737, and Escherichia coli ATCC 8739 was evaluated and the minimal inhibitory concentration determined. Modest activity was found only to the maleamic acid obtained from the reaction of 4-aminoantipyrine and maleic anhydride. 1H NMR investigation of this maleamic acid showed that it is slowly converted to the corresponding toxic maleimide. The structures of three derivatives were determined by X-ray diffraction analysis.

Synthesis of phenazone derivatives

Some new phenazone (antipyrin) derivatives 2-11 have been synthesised by acylation, alkylation, condensation and ring closure reactions of 4-aminophenazone 1. The structures of the products have been secured by elemental analyses and spectral data (IR, s

Synthesis of antifungal organomercurials in dry media

Mercurial derivatives of substituted thiobarbituric acid have been synthesised using dry media conditions under microwave irradiation.

Interactions between substituted thioureas and π-acceptors

Charge-transfer (CT) interactions between some N-aryl-N'-heterocyclic thioureas and both tetracyanoethylene (TCNE) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) were investigated spectroscopically. The formed CT complexes and the solvent effect on CT complexation are discussed. N-Aryl-N'-(2-pyridyl)-thioureas 1 a-d reacted with TCNE to give cyanothiourea derivatives 6, however in case of DDQ, the adducts 7 were obtained.