7189-06-2

Basic information

• Product Name: (1,3-diphenyl-1H-pyrazol-4-yl)(phenyl)methanone
• Synonyms: (1,3-diphenyl-1H-pyrazol-4-yl)(phenyl)methanone
• CAS NO: 7189-06-2
• Molecular Formula: C₂₂H₁₆N₂O
• Molecular Weight: 324.37524
• Mol File: 7189-06-2.mol

Chemical Properties

• Boiling Point: 540.4°Cat760mmHg
• Flash Point: 280.6°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 9.56E-12mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: (1,3-diphenyl-1H-pyrazol-4-yl)(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (1,3-diphenyl-1H-pyrazol-4-yl)(phenyl)methanone(7189-06-2)
• EPA Substance Registry System: (1,3-diphenyl-1H-pyrazol-4-yl)(phenyl)methanone(7189-06-2)

Safety Data

• Hazardous Substances Data: 7189-06-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(1,3-diphenyl-1H-pyrazol-4-yl)(phenyl)methanone is used as a key intermediate in organic synthesis for the development of various chemical compounds. Its unique structure allows for versatile reactions and the formation of a wide range of products.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (1,3-diphenyl-1H-pyrazol-4-yl)(phenyl)methanone is used as a starting material for the design and synthesis of new drugs. Its potential biological activities and interesting chemical properties make it a valuable target for medicinal chemistry and drug discovery efforts.
Used in Medicinal Chemistry:
(1,3-diphenyl-1H-pyrazol-4-yl)(phenyl)methanone is employed as a building block in medicinal chemistry for the creation of novel therapeutic agents. Its unique structure and potential interactions with biological targets make it a promising candidate for the development of new pharmaceuticals.
Used in Drug Discovery:
In the field of drug discovery, (1,3-diphenyl-1H-pyrazol-4-yl)(phenyl)methanone is utilized for the identification and optimization of lead compounds. Its unique chemical properties and potential biological activities contribute to the advancement of new drug candidates for various therapeutic applications.

InChI:InChI=1/C22H16N2O/c25-22(18-12-6-2-7-13-18)20-16-24(19-14-8-3-9-15-19)23-21(20)17-10-4-1-5-11-17/h1-16H

Upstream product

• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 59-88-1 phenylhydrazine hydrochloride 
• 100-52-7 benzaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 40278-32-8 4-hydroxymethyl-1H-1,3-diphenylpyrazole 
• 583-11-9 N-(1-phenylethylidene)phenylhydrazine 
• 98-86-2 acetophenone 
• 21487-45-6 1,3-diphenyl-4-formylpyrazole 
• 66003-76-7 Diphenyliodonium triflate 
• 14290-11-0 1-phenyl-2-(1-phenylpropylidene)hydrazine 
• 93-55-0 1-phenyl-propan-1-one 
• 100-63-0 phenylhydrazine 
• 768-03-6 Phenyl vinyl ketone 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 

Relevant articles and documents

DMSO as a C1 Source for [2 + 2 + 1] Pyrazole Ring Construction via Metal-Free Annulation with Enaminones and Hydrazines

A cascade reaction between enaminones, hydrazines, and dimethyl sulfoxide (DMSO) for the synthesis of 1,4-disubstituted pyrazoles catalyzed by molecular iodine in the presence of Selectfluor has been realized. DMSO plays a dual role as the C1 source and the reaction medium. In addition, the synthesis of 1,3,4-trisubstituted pyrazoles using aldehydes as alternative C1 building blocks has also been achieved.

Antispasmodic and antimicrobial activities of pyrazole-containing ferrocenyl alkanols versus their phenyl analogs, and the entry point to potential multitarget treatment for inflammatory bowel diseases

Inflammatory bowel diseases (IBM), such as Crohn's disease, and their common complications represent a global health challenge. Many pyrazole derivatives, such as the spasmolytic drug metamizole, have already found their place among the frequently used th

The use of enaminones and enamines as effective synthons for MSA-catalyzed regioselective synthesis of 1,3,4-tri- And 1,3,4,5-tetrasubstituted pyrazoles

In the present work, an efficient regioselective synthesis of 1,3,4-tri- and 1,3,4,5-tetrasubstituted pyrazoles via a methanesulfonic acid (MSA)-catalyzed reaction of hydrazones with enaminones or enamines is reported. Mechanistically, the formation of the title compounds involves the [2+3] cycloaddition of hydrazones with enaminones or enamines followed by aromatization with acid and oxygen. This convenient method under mild conditions with various hydrazones, enaminones, and enamines was well-tolerated to afford products in good to excellent yields. Compared with the literature methods, this strategy has advantages such as materials that are available economically, metal-free catalysis, excellent regioselectivity, and high efficiency.

Copper-Catalyzed Synthesis of Substituted 4-Acylpyrazole Derivatives through a Cascade Transformation from N-Propargylic Sulfonylhydrazones and Diaryliodonium Salts

A concise strategy for the synthesis of substituted 4-acylpyrazole derivatives from N-propargylic sulfonylhydrazones and diaryliodonium salts has been developed. The pyrazole derivatives are formed through a five-step cascade sequence that includes intramolecular cyclization, hydroxylation, elimination, copper-catalyzed aerobic oxidation, and intramolecular rearrangement.

Method for synthesizing 4-acyl pyrazole compound from non-cyclic ketone hydrazone

The invention discloses a method for synthesizing a 4-acyl pyrazole compound from non-cyclic ketone hydrazine, and belongs to the technical field of organic synthesis. The technical scheme of the invention is characterized in that the method for synthesizing the 4-acyl pyrazole compound from the non-cyclic ketone hydrazine specifically comprises the following steps: dissolving an alpha,beta-saturated ketone compound in a solvent; adding a catalyst, a ligand and an oxidizing agent in sequence; stirring for reacting at the temperature of 100 to 140 DEG C in a nitrogen atmosphere; then, adding the non-cyclic ketone hydrazine into a reaction system; continually reacting at the temperature of 100 to 140 DEG C in an air atmosphere to obtain the 4-acyl pyrazole compound. By adopting the method, the alpha,beta-saturated ketone compound and the non-cyclic ketone hydrazine are subjected to a one-pot multi-step serial reaction under the catalysis of a copper salt to obtain the 4-acyl pyrazole compound; the method has the advantages of easiness and convenience in operation, mild conditions and wide substrate application range, and the suitable for industrial production.

Synthesis of 4-Acylpyrazoles from Saturated Ketones and Hydrazones Featured with Multiple C(sp3)-H Bond Functionalization and C-C Bond Cleavage and Reorganization

In this paper, an efficient and convenient one-pot synthesis of diversely substituted 4-acylpyrazole derivatives via copper-catalyzed one-pot cascade reactions of saturated ketones with hydrazones is reported. Mechanistically, the formation of the title compounds involves the in situ formation of an enone intermediate through the dehydrogenation of a saturated ketone and the [2 + 3] cyclization of the enone with hydrazone followed by an aromatization-driven C-C bond cleavage and reorganization. To our knowledge, this is the first example in which the biologically and pharmaceutically important yet otherwise difficult-to-obtain 4-acylpyrazole derivatives are directly prepared from saturated ketones and hydrazones featured with multiple aliphatic C-H bond functionalization and C-C bond cleavage and reorganization. Compared with literature methods, this novel process has advantages such as simple and economical starting materials, a sustainable oxidant, excellent regioselectivity, and good efficiency.

1,3-Dipolar Cycloadditions of Some Nitrilimines and Nitrile Oxides to 3,-N,N-dimethylamino-1-oxopropene Derivatives

An efficient route for the synthesis of some novel pyrazoles 8a-j, 13a-e, 18a,b, isoxazoles 26a-g, pyrazolo[3,4-d]pyridazines 9a-d and isoxazolo[3,4-d]pyridazines 27a-d via 1,3-dipolar cycloaddition reactions is reported.