176387-56-7

Basic information

• Product Name: 1H-Pyrazole-4-carboxaldehyde, 5-amino-1,3-diphenyl-
• CAS NO: 176387-56-7
• Molecular Formula: C16H13N3O
• Molecular Weight: 263.299
• Mol File: 176387-56-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole-4-carboxaldehyde, 5-amino-1,3-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxaldehyde, 5-amino-1,3-diphenyl-(176387-56-7)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxaldehyde, 5-amino-1,3-diphenyl-(176387-56-7)

Safety Data

• Hazardous Substances Data: 176387-56-7(Hazardous Substances Data)

Upstream product

• 5356-71-8 1,3-diphenyl-1H-pyrazol-5-amine 
• 67-68-5 dimethyl sulfoxide 
• 4845-49-2 1,3-diphenyl-5-oxo-4,5-dihydro-1H-pyrazole 
• 100-63-0 phenylhydrazine 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 77746-56-6 N′-(4-formyl-1,3-diphenyl-1H-pyrazol-5-yl)-N,N-dimethylmethanimidamide 
• 5499-67-2 5-chloro-1,3-diphenyl-1H-pyrazole-4-carboxaldehyde 

Downstream Products

• 176763-56-7 [Ni(C₃₆H₃₂N₈)] 
• 176763-50-1 [Ni(C₃₅H₃₀N₈)] 
• 176763-54-5 [Cu(C₃₅H₃₀N₈)] 
• 1268837-60-0 5-[(5-oxo-3-phenyl-4,5-dihydro-1H-pyrazol-4-yl)diazenyl]-1,3-diphenyl-1H-pyrazole-4-carbaldehyde 
• 1268837-57-5 5-[(2-hydroxylnaphthalen-1-yl)diazenyl]-1,3-diphenyl-1H-pyrazole-4-carbaldehyde 
• 1268837-56-4 5-[(5-oxo-3-phenyl-4,5-dihydro-1H-pyrazol-4-yl)diazenyl]-1,3-diphenyl-1H-pyrazole-4-carbaldehyde 
• 21487-45-6 1,3-diphenyl-4-formylpyrazole 
• 90012-56-9 4-nitroso-1,3-diphenyl-1H-pyrazol-5-amine 
• 1452871-60-1 C₂₀H₁₇ClN₄O 
• 1452871-58-7 C₁₉H₁₅ClN₄O 
• 179999-20-3 6-hydroxy-1,3-diphenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxamide 

Relevant articles and documents

Cu(I)/Fe(III) promoted dicarbonylation of aminopyrazole via oxidative C–H coupling with methyl ketones

Cu(I)/Fe(III) promoted C4-dicarbonylation of 5-aminopyrazole is developed. The strategy involved radical triggered direct oxidative coupling of 5-aminopyrazoles with methyl ketones using aerial oxygen as a source of oxygen in newly generated carbonyl group. CuI is used as catalyst and FeCl3·6H2O is used as additive and the reaction proceeded at 120 °C in DMSO for 9–12 h. It is found that use of Cu(II) catalyst gives the thiomethylated product by reacting with DMSO instead of oxidative coupling. A plausible mechanism is also given.

Chemoselective synthesis, antiproliferative activities, and SAR study of 1H-pyrazol-5-yl-N,N-dimethylformamidines and pyrazolyl-2-Azadienes

Chemoselective microwave-Assisted amidination was successfully developed to synthesize 1H-pyrazol-5-yl-N,N-dimethylformamidines and pyrazolyl-2-Azadienes. All of the starting materials and resulting products were tested against NCI-H226, NPC-TW01, and Jurkat cancer cells to evaluate their antiproliferative activities. 1H-Pyrazol-5-yl-N,N-dimethylformamidines 2b, 2c, and 2d were most potent with IC50 values in low micromolar range. The formyl group at C-4 position and the grafted amidinyl group in the main core of pyrazolic molecule were necessary for the inhibitory activity. Springer Science+Business Media, LLC 2011.

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.