51641-29-3

Basic information

• Product Name: 3-Antipyrinyl-1-phenylthiourea
• Synonyms: 3-Antipyrinyl-1-phenylthiourea;(Z)-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-N-phenylcarbamimidothioic acid;1-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-3-phenylthiourea
• CAS NO: 51641-29-3
• Molecular Formula: C₁₈H₁₈N₄OS
• Molecular Weight: 338.43
• Mol File: 51641-29-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 458.7°C at 760 mmHg
• Flash Point: 231.2°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 1.34E-08mmHg at 25°C
• Refractive Index: 1.711
• CAS DataBase Reference: 3-Antipyrinyl-1-phenylthiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Antipyrinyl-1-phenylthiourea(51641-29-3)
• EPA Substance Registry System: 3-Antipyrinyl-1-phenylthiourea(51641-29-3)

Safety Data

• Hazardous Substances Data: 51641-29-3(Hazardous Substances Data)

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

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

Relevant articles and documents

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 =

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.

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.