2538-52-5

Basic information

• Product Name: 1,3-Diphenyl-2-pyrazoline
• Synonyms: 1,3-Diphenyl-2-pyrazoline;4,5-Dihydro-1,3-diphenyl-1H-pyrazole
• CAS NO: 2538-52-5
• Molecular Formula: C₁₅H₁₄N₂
• Molecular Weight: 222.29
• Mol File: 2538-52-5.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 351.9°Cat760mmHg
• Flash Point: 166.6°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 3.98E-05mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 1,3-Diphenyl-2-pyrazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Diphenyl-2-pyrazoline(2538-52-5)
• EPA Substance Registry System: 1,3-Diphenyl-2-pyrazoline(2538-52-5)

Safety Data

• Hazardous Substances Data: 2538-52-5(Hazardous Substances Data)

Usage

General Description

1,3-Diphenyl-2-pyrazoline is a chemical compound with the molecular formula C15H12N2. It is an organic compound that belongs to the class of pyrazolines, which are five-membered heterocyclic compounds containing two nitrogen atoms. 1,3-Diphenyl-2-pyrazoline is a yellow crystalline solid that is used as a reactant in the synthesis of various pharmaceuticals and agrochemicals. It is also known for its use as a fluorescent probe for the detection of free radicals in biological systems. Additionally, 1,3-Diphenyl-2-pyrazoline has been studied for its potential antioxidant and cytotoxic properties, making it a subject of interest in the field of medicinal chemistry and drug development.

InChI:InChI=1/C15H14N2/c1-3-7-13(8-4-1)15-11-12-17(16-15)14-9-5-2-6-10-14/h1-10H,11-12H2

Upstream product

• 110-86-1 pyridine 
• 936-53-8 1-phenyl-4,5-dihydro-1H-pyrazole 
• 100-34-5 benzene diazonium chloride 
• 936-59-4 3-chloropropiophenone 
• 5409-66-5 3-benzoyl-4-hydroxy-1-methyl-4-phenylpiperidine 
• 59-88-1 phenylhydrazine hydrochloride 
• 2298-49-9 N-methyl-3-oxo-N-(3-oxo-3-phenylpropyl)-3-phenylpropan-1-aminium chloride 
• 100-63-0 phenylhydrazine 
• 2983-48-4 1-phenyl-3-(phenylamino)propan-1-one 
• 21918-05-8 3-(N-nitroso-N-phenylamino)-1-phenylpropane-1-one 
• 879-72-1 3-(dimethylamino)propiophenone hydrochloride 
• 62-53-3 aniline 
• 89530-34-7 1-phenyl-3-trimethylsilylprop-2-yn-1-ol 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 

Downstream Products

• 105257-97-4 3-phenyl-1-(4-phenylazo-phenyl)-4,5-dihydro-1H-pyrazole 
• 137117-01-2 N-<4'-(3-phenylpyrazol-1-yl)biphenyl-4-yl>acetamide 
• 137117-00-1 N-<4'-(3-phenyl-4,5-dihydropyrazol-1-yl)biphenyl-4-yl>acetamide 
• 83428-92-6 1,1'-(4,4'-biphenylene)bis<3-phenyl-2-pyrazoline> 
• 137116-98-4 1-phenyl-3-<4'-(3-phenyl-4,5-dihydropyrazol-1-yl)biphenyl-4-yl>aminopropan-1-one 
• 79913-09-0 4-Phenyl-2-[4-(3-phenyl-4,5-dihydro-pyrazol-1-yl)-phenyl]-[1,3]dithiol-1-ylium; iodide 
• 105257-96-3 (4-Methoxy-phenyl)-[4-(3-phenyl-4,5-dihydro-pyrazol-1-yl)-phenyl]-diazene 
• 105257-98-5 (4-Nitro-phenyl)-[4-(3-phenyl-4,5-dihydro-pyrazol-1-yl)-phenyl]-diazene 

Relevant articles and documents

Utility of Ketonic Mannich Bases in Synthesis of Some New Functionalized 2-Pyrazolines

The styryl ketonic Mannich base 2 has been used as a precursor in the synthesis of 2-pyrazolines having a basic side chain at C-3 and a phenolic Mannich base at C-5. Treatment of the bis(styryl ketonic bases) 6a and 8a with phenylhydrazine affords the bis(3-functionalized 2-pyrazolines) 7 and 9. The transamination between the styryl keto base 10 and 4-aminoantipyrine leads to 12, which reacts with piperazine to give 13. N-Nitrosation of the sec-Mannich bases 15a–d followed by reductive cyclization affords 2-pyrazolines 17a–d. The keto base 14b has been used for the synthesis of 2-pyrazolines having a phenolic Mannich base at C-3 and its reaction with 3,5-dimethyl-1H-pyrazole affords 23. The alkylation of 3-methyl-1-phenyl-2-pyrazolin-5-one with the bis(Mannich base) 25 was investigated.

A novel methodology for synthesis of dihydropyrazole derivatives as potential anticancer agents

A novel, simple, and efficient method for the synthesis of 4,5-dihydropyrazole derivatives has been developed. The reaction proceeded through the base-induced isomerization of easily accessible propargyl alcohols followed by cyclization of α,β-unsaturated hydrazones. Furthermore, selected compounds 3ab and 3ac exhibited good activities against Bel-7404 (human hepatoma cancer), HepG2 (human liver cancer), NCI-H460 (human lung cancer) and SKOV3 (human ovarian cancer) cell lines with IC50 in the range of 22-46 μmol L-1.

Mannich bases as synthetic intermediates: Alkylation of amines and diamines with bis-ketonic Mannich bases

The bis-ketonic Mannich base, N,N-bis(β-benzoylethyl)methylamine hydrochloride (1) reacts with primary arylamines and diamines to give ketonic sec-arylamines 3a-e and 4. The piperidines 7a-c were obtained from 1 and primary alkylamines, whereas the 1,4-diazepine derivative 10 was obtained from 1 and ethylenediamine. Treatment of the bis-base l,4-di[β-(N-morpholino) propionyl]benzene bis(hydrochloride) (11) with primary arylamines gave the corresponding bis-(sec-arylamines) 12a - b, whereas its reaction with o-phenylenediamine afforded the bis[1,5-benzodiazepine] ring system 14. The synthesis of the diazacyclophane ring system 15 has been achieved by treating 11 with piperazine. Attempted synthesis of 4-aza-[7]-paracyclophane (16) from 11 and benzylamine led to 17. The reaction of 1 or 11 with phenylhydrazine gave the 2-pyrazolines 18 and 19. Treatment of 3 or 4 with phenylhydrazine and formaldehyde afforded the 2H-1,2,4-triazepines 20a-c and the bis[2H-1,2,4-triazepine] ring system 21.