6632-05-9

Basic information

• Product Name: 1,2-Dihydro-2,5-diphenyl-3H-pyrazol-3-one
• Synonyms: 1,2-Dihydro-2,5-diphenyl-3H-pyrazol-3-one;2-phenyl-5-phenyl-pyrazol-3-one
• CAS NO: 6632-05-9
• Molecular Formula: C₁₅H₁₂N₂O
• Molecular Weight: 236.2686
• Mol File: 6632-05-9.mol

Chemical Properties

• Melting Point: 137-139 °C
• Boiling Point: 388.8°Cat760mmHg
• Flash Point: 188.9°C
• Appearance: /
• Density: 1.23g/cm³
• PKA: -0.74±0.40(Predicted)
• CAS DataBase Reference: 1,2-Dihydro-2,5-diphenyl-3H-pyrazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dihydro-2,5-diphenyl-3H-pyrazol-3-one(6632-05-9)
• EPA Substance Registry System: 1,2-Dihydro-2,5-diphenyl-3H-pyrazol-3-one(6632-05-9)

Safety Data

• Hazardous Substances Data: 6632-05-9(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Industry:
1,2-Dihydro-2,5-diphenyl-3H-pyrazol-3-one is used as a reactant in the synthesis of 1H-pyrazol-3(2H)-ones. These synthesized compounds are known to be potent and selective inhibitors of protein kinase R-like endoplasmic reticulum kinase (PERK). PERK is a key enzyme involved in the unfolded protein response (UPR), which is a cellular stress response pathway. Inhibiting PERK can have therapeutic implications in various diseases, including neurodegenerative disorders and certain types of cancer, where the UPR is dysregulated.
2. Used in Chemical Research:
As a member of the pyrazolone family, 1,2-Dihydro-2,5-diphenyl-3H-pyrazol-3-one can be utilized in chemical research for the development of new compounds with potential applications in various fields, such as pharmaceuticals, materials science, and agrochemicals. Its unique structure and reactivity make it a valuable building block for the synthesis of novel molecules with diverse properties and functions.
3. Used in Material Science:
1,2-Dihydro-2,5-diphenyl-3H-pyrazol-3-one may also find applications in material science, particularly in the development of new materials with specific properties. For instance, its incorporation into polymers or other materials could lead to the creation of materials with enhanced thermal stability, mechanical strength, or other desirable characteristics.

Upstream product

• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 100-63-0 phenylhydrazine 
• 637-44-5 phenylpropyolic acid 
• 126230-43-1 8-Chloro-4-phenyl-1,5-dihydro-benzo[b][1,4]diazepin-2-one 
• 80030-91-7 (E,Z)-5-Benzylidene-3-benzyl-2,4-dioxo-1,3-thiazolidine 
• 4369-55-5 3-phenyl-isoxazol-5-ylamine 
• 537-47-3 4-phenyl-semicarbazide 
• 80030-93-9 3-Benzyl-2,4-dioxo-5-<α-(2-phenylhydrazino)-benzyl>-tetrahydro-1,3-thiazole 
• 52028-95-2 β-amino-cinnamic acid amide 

Downstream Products

• 96071-05-5 4-(4-diethylamino-2-methyl-phenylimino)-2,5-diphenyl-2,4-dihydro-pyrazol-3-one 
• 24664-63-9 4-(4-ethoxy-anilinomethylene)-2,5-diphenyl-2,4-dihydro-pyrazol-3-one 
• 65699-61-8 4-(4-bromo-anilinomethylene)-2,5-diphenyl-2,4-dihydro-pyrazol-3-one 
• 55299-88-2 4-aminomethylene-2,5-diphenyl-2,4-dihydro-pyrazol-3-one 
• 15900-13-7 (3-oxo-2,5-diphenyl-2,3-dihydro-1H-pyrazol-4-yl)-(5-oxo-1,3-diphenyl-1,5-dihydro-pyrazol-4-ylidene)-methane 
• 118717-23-0 4-(4-diethylamino-phenylimino)-2,5-diphenyl-2,4-dihydro-pyrazol-3-one 
• 60759-61-7 1,3-diphenyl-4-hydroxyimino-5-pyrazolone 
• 77169-05-2 4,4-dibromo-1,3-diphenyl-2-pyrazolin-5-one 
• 4492-01-7 1,3-diphenyl-1H-pyrazole 
• 3271-81-6 hydrocinnamanilide 
• 6528-25-2 4-<2-Chlor-phenylhydrazono>-1,3-diphenyl-2-pyrazolin-5-on 
• 30020-86-1 1,3-diphenyl-4-methyl-1H,6H-pyrano<2,3-c>pyrazol-6-one 
• 112-16-3 n-dodecanoyl chloride 
• 6632-12-8 1-methyl-2,5-diphenyl-1,2-dihydro-3H-pyrazol-3-one 

Relevant articles and documents

Synthesis, mechanism and efficient modulation of a fluorescence dye by photochromic pyrazolone with energy transfer in the crystalline state

A dual-responsive photochromic compound, 1,3-diphenyl-4-(3-chloro-4-pyridylformyl)-5-hydroxypyrazole 4-phenylsemicarbazone (1) based on a pyrazolone derivative with excellent reversible photochromic reactions in the crystalline state, was successfully synthesized. The new photochromic mechanism of 1 is attributed to isomerization between the enol form and keto form with proton transfer, which was confirmed by IR, XPS, crystal structure data and theoretical calculation. In order to achieve high-contrast fluorescence switch capability, two-component composite materials (TCCM) were prepared by co-aggregating. The emission intensity of fluorophore 9,10-diphenylanthracene (DPA) can be efficiently switched by the fluorescence resonance energy transfer (FRET) between the donor DPA and acceptor coloured 1 in TCCM. The fluorescence modulation ratio is found to be 79%, which is influenced by changing the content of DPA. This novel photoswitchable TCCM may have potential application as photoswitches.

Efficient Synthesis of Five Types of Heterocyclic Compounds via Intramolecular Elimination Using Ultrasound-Static Heating Technique

An experimental technique, ultrasound-static heating, has been developed for the efficient synthesis of heterocyclic compounds. The technique involves ultrasonic irradiation and static heating processes. First, the ultrasonic irradiation process is performed to form an intermediate of the heterocyclic compound under mild conditions and the subsequent static heating process (heating the intermediate under solvent-free conditions without stirring) produces the target heterocyclic compounds via intramolecular elimination.

PYRAZOLONE DERIVATIVE HAVING CYCLIC SIDE CHAIN

PROBLEM TO BE SOLVED: To provide a compound that has excellent inhibitory action on ATPase activity of TIP48/TIP49 complex and is therefore useful for the treatment of tumor, or a pharmacologically acceptable salt thereof. SOLUTION: The present invention provides a compound having a structure represented by general formula (I), its pharmacologically acceptable salt, or a pharmaceutical composition comprising the compound (where R1, R2, R3, R4, R5, R6, R7, W, and Z are as defined in the specifications). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Room-temperature direct alkenylation of 5-pyrazolones

A mild and efficient method for the direct alkenylation of 5-pyrazoles by Pd-catalyzed C-H bond activation is described. The reaction smoothly proceeds at room temperature to provide products in up to 92 % yield. Heterocycles containing the 5-pyrazolone moiety are synthesized by an oxidative Heck-type reaction. The direct alkenylation of 5-pyrazolones at room temperature through Pd-catalyzed C-H bond activation is described. Copyright

Organotin(IV) derivatives of novel β-diketones: Part V. Synthesis and characterization of di- and triorganotin(IV) derivatives of 4-acyl-5-pyrazolones modified in position 3 of the pyrazole. Crystal structure of (1,3-diphenyl-4-benzoyl-pyrazolon-5-ato)tri

The interaction between R3SnCl, (R3Sn)2O, R2SnO or R2SnCl2 acceptors (R = Me, nBu or Ph) and the two novel β-diketone proligands (LH = 1,3-diphenyl-4-R4(C=O)-pyrazol-5

RECYCLIZATION OF 4-METHYL(PHENYL)-2,3-DIHYDRO-1H-1,5-BENZODIAZEPIN-2-ONES

Depending on the reaction conditions, the hydrazinolysis of 4-(acetyl-methylene)-1,2,3,5-tetrahydro-1,5-benzodiazepin-2-one affords N-(2-aminophenyl)-5-methyl-3-pyrazolylacetamide or 2-benzimidazo-5-methyl-3-pyrazolylmethane.In the presence of phenylhydrazine, 3,4,5-trimethyl-1,5-benzodiazepine is recyclized to 3,4,5-trimethyl-1-phenyl-2-pyrazole.

Mechanisms of Heterocycle Ring Formation. Part 5. A Carbon-13 Nuclear Magnetic Resonance Study of Pyrazolinone Synthesis by the Reaction of β-Ketoesters with Substituted Hydrazines

The 16 reactions between each of four hydrazines and four β-ketoesters have been followed by 13C n.m.r. spectroscopy.Peaks were assigned to starting materials, intermediates, and products, and reaction mechanisms determined and rationalized.Most rections proceed by attack of the least hindered hydrazine nitrogen atom on the keto carbon group of the ketoester.Relative rates of nucleophilic attack determine the build-up of intermediate and in some cases the nature of the products formed.