499216-06-7

Basic information

• Product Name: 4-Phenyl-1H-pyrazole-3-carbaldehyde
• Synonyms: 4-Phenyl-1H-pyrazole-3-carbaldehyde
• CAS NO: 499216-06-7
• Molecular Formula: C₁₀H₈N₂O
• Molecular Weight: 172.18332
• Mol File: 499216-06-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Phenyl-1H-pyrazole-3-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenyl-1H-pyrazole-3-carbaldehyde(499216-06-7)
• EPA Substance Registry System: 4-Phenyl-1H-pyrazole-3-carbaldehyde(499216-06-7)

Safety Data

• Hazardous Substances Data: 499216-06-7(Hazardous Substances Data)

Upstream product

• 103-82-2 phenylacetic acid 
• 10199-68-5 4-phenyl-1H-pyrazole 
• 1313431-97-8 5-formyl-4-phenyl-1-(tetrahydropyran-2-yl)pyrazole 
• 583-11-9 N-(1-phenylethylidene)phenylhydrazine 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1068569-87-8 C₁₅H₁₃N₅ 
• 1313431-98-9 5-(dimethoxymethyl)-4-phenylpyrazole 
• 112758-37-9 diethyl 2,6-dimethyl-4-[3-phenyl-1H-pyrazol-4-yl]-1,4-dihydropyridine-3,5-dicarboxylate 
• 1338816-17-3 C₁₆H₂₁N₃ 
• 1338816-10-6 C₂₄H₂₇N₃O₂ 

Relevant articles and documents

NOVEL VIRAL REPLICATION INHIBITORS

The present invention relates to a series of novel compounds, methods to prevent or treat viral infections in animals by using the novel compounds and to said novel compounds for use as a medicine, more preferably for use as a medicine to treat or prevent viral infections, particularly infections with RNA viruses, more particularly infections with viruses belonging to the family of the Flaviviridae, and yet more particularly infections with the Dengue virus. The present invention furthermore relates to pharmaceutical compositions or combination preparations of the novel compounds, to the compositions or preparations for use as a medicine, more preferably for the prevention or treatment of viral infections. The invention also relates to processes for preparation of the compounds.

Synthesis of 3- and 5-formyl-4-phenyl-1H-pyrazoles: Promising head units for the generation of asymmetric imine ligands and mixed metal polynuclear complexes

Two synthetic methodologies are reported for the generation of 4-phenyl-1H-pyrazoles substituted at the 3- and/or 5-positions. Functionalisation of the 4-position of dimethyl-4-iodo-1-(tetrahydropyran-2-yl)- 3,5-pyrazolecarboxylate (10) to produce dimethyl-4-phenyl-1-(tetrahydropyran-2- yl)-3,5-pyrazolecarboxylate (14) was achieved by a C-C Suzuki-Miyaura cross coupling reaction in water. However, low yields for this reaction led us to develop a second methodology wherein functionalisation of N-(tetrahydropyran-2- yl)-4-phenylpyrazole (18), synthesised from inexpensive phenylacetic acid, with formyl or hydroxymethyl groups was achieved by lithiation methods. The resulting monoaldehydes, 4-phenyl-5-pyrazole carbaldehyde (20) and 5-formyl-3-(2′- tetrahydropyranyloxymethyl)-4-phenyl-1-(tetrahydropyran-2-yl)pyrazole (28), should facilitate access to new, asymmetric, imine ligands based on a 4-phenyl-1H-pyrazole moiety. This was proven by the successful synthesis of the heterometallic tetranuclear complex [FeII(NiIIL 2)3](BF4)2·solvents. Likewise, the alcohol isolated en route to 28, N-(tetrahydropyran-2-yl)-5- (hydroxymethyl)-4-phenylpyrazole (24), should facilitate access to new, asymmetric, amine ligands.