13370-06-4

Basic information

• Product Name: 1,2-Dihydro-1,5-diphenyl-3H-pyrazol-3-one
• Synonyms: 1,2-Dihydro-1,5-diphenyl-3H-pyrazol-3-one
• CAS NO: 13370-06-4
• Molecular Formula: C₁₅H₁₂N₂O
• Molecular Weight: 236.27
• Mol File: 13370-06-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 255-256 °C
• Appearance: /
• Density: 1.230±0.06 g/cm3(Predicted)
• PKA: 7.65±0.70(Predicted)
• CAS DataBase Reference: 1,2-Dihydro-1,5-diphenyl-3H-pyrazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dihydro-1,5-diphenyl-3H-pyrazol-3-one(13370-06-4)
• EPA Substance Registry System: 1,2-Dihydro-1,5-diphenyl-3H-pyrazol-3-one(13370-06-4)

Safety Data

• Hazardous Substances Data: 13370-06-4(Hazardous Substances Data)

Usage

Type of compound

Pyrazolone derivative

Common uses

Organic synthesis and pharmaceutical research

Pharmacological activities

Anti-inflammatory
Analgesic
Antipyretic

Potential applications

Antioxidant
Treatment of various diseases

Importance

Significant compound in medicinal chemistry and drug development

Upstream product

• 27502-33-6 4-hydroxy-1,5-diphenyl-pyrazolidin-3-one 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 114-83-0 1-acetyl-2-phenylhydrazine 
• 116519-41-6 ethyl β-ethoxycinnamate 
• 100-63-0 phenylhydrazine 
• 5455-22-1 1,2-dibenzoyl-1-phenylhydrazine 
• 6118-95-2 1,5-diphenylpyrazolidin-3-one 
• 122928-74-9 1,5-diphenyl-2-thiobenzoyl-4-pyrazolin-3-one 
• 7719-12-2 phosphorus trichloride 
• 53067-56-4 5-methoxy-2,4,5-triphenyl-Δ²-1,3,4-thiadiazoline 
• 15083-26-8 4-benzylidene-1-phenyl-3,5-pyrazolidinedione 
• 1207432-09-4 ethyl 3-ethoxy-1,5-diphenyl-1H-pyrazole-4-carboxylate 
• 201230-82-2 carbon monoxide 

Downstream Products

• 6831-89-6 1,5-diphenyl-1H-pyrazole 
• 2515-61-9 1,5-Diphenyl-2-pyrazolin 
• 1036731-14-2 ethyl 2-(4-chloro-1,5-diphenyl-1H-pyrazol-3-yloxy)acetate 
• 1338378-24-7 2-(4-chloro-1,5-diphenyl-1H-pyrazol-3-yloxy)acetic acid 
• 1338378-10-1 4-chloro-1,5-diphenyl-1H-pyrazol-3-ol 
• 1338378-27-0 2-(4-chloro-1,5-diphenyl-1H-pyrazol-3-yloxy)-1-(2-thioxothiazolidin-3-yl)ethanone 
• 1338378-31-6 4-bromo-3-ethoxy-1,5-diphenyl-1H-pyrazole 
• 1338378-39-4 C₁₇H₁₅ClN₂O 
• 73457-62-2 2-(1,5-diphenyl-1H-pyrazol-3-yloxy)acetic acid 
• 1310875-55-8 2-(1,5-diphenyl-1H-pyrazol-3-yloxy)-1-(2-thioxothiazolidin-3-yl)ethanone 

Relevant articles and documents

N-triflyl-propiolamides: Preparation and transamidation reactions

N-Trifluoromethylsulfonyl-propiolamides have been prepared by two methods: a) N-triflation of secondary acetylenic carboxanilides, prepared in two steps from terminal alkynes, with triflic anhydride (Tf2O) and b) from terminal alkynes and an aryl or alkyl isocyanate followed by Tf2O in a consecutive one-pot reaction. The title compounds are bench-stable and insensitive to water and alcohols but amenable to transamidation reactions with a wide range of amine nucleophiles. Conversely, they are excellent reagents for the propynoylation of ammonia, primary and secondary amines, anilines, and hydrazines.

Synthesis, crystal structure, and fungicidal activity of novel 1,5-diaryl-1H-pyrazol-3-Oxy derivatives containing oxyacetic acid or oxy(2-thioxothiazolidin-3-yl)ethanone moieties

A series of novel 1,5-diaryl-1H-pyrazol-3-oxy derivatives containing oxyacetic acid or oxy(2-thioxothiazolidin-3-yl)ethanone moieties were prepared from methyl 3-arylacrylates via a serial of reactions included addition-cyclization, oxidation, substitution, hydrolysis, and condensation. Their structures were confirmed by 1H-NMR, 13C-NMR, IR, and elemental analysis. In addition, the crystal structure of the compound 2-(1,5-diphenyl-1H-pyrazol-3-yloxy)-1-(2-thioxothiazolidin-3-yl)ethanone was determined by single crystal X-ray diffraction analysis. Bioassay results indicated that the compound 2-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yloxy)- 1-(2-thioxo-thiazolidin-3-yl)ethanone exhibited moderate inhibitory activity against Gibberella zeae at the dosage of 10 μg mL-1.

Synthesis, crystal structure, and fungicidal activity of novel 1,5-Diaryl-1H-pyrazol-3-oxyacetate derivatives

A series of ethyl 2-(1,5-diaryl-1H-pyrazol-3-yloxy)acetate derivatives (5a-5i) have been efficiently synthesized by the reaction of 1,5-diaryl-1H-pyrazol-3-ols (4a-4i) with ethyl 2-bromoacetate. The structures of the newly synthesized compounds were characterized by 1H NMR spectra and elemental analysis, and the crystal structure of the compound ethyl 2-(5-(4-chlorophenyl)-1-phenyl-1H-pyrazol-3-yloxy)acetate (5c) was determined by single crystal X-ray diffraction analysis. The compound 5c belongs to triclinic system with space group P(-1), a = 5.8170(12) A, b = 11.804(2) A, c = 12.783(2) A, α = 83.89(2)°, β = 89.24(3)°, γ = 89.73(3)°, Formula weight: 356.80, Triclinic V = 872.7(3) A3, Dc = 1.358 mg/m3, Z = 2, F (000) = 372. Bioassay results indicated that the compound ethyl 2-(5-(4-fluorophenyl)-1- phenyl-1H-pyrazol-3-yloxy)acetate (5d) exhibited moderate inhibitory activity against Gibberella zeae at the dosage of 10 μg/mL.