14766-43-9

Basic information

• Product Name: 1-Phenyl-4-methylpyrazole
• Synonyms: 1-Phenyl-4-methylpyrazole;4-methyl-1-phenyl-1H-Pyrazole
• CAS NO: 14766-43-9
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.2
• Mol File: 14766-43-9.mol

Chemical Properties

• Boiling Point: 262.9 °C at 760 mmHg
• Flash Point: 112.8 °C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 0.0173mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 1-Phenyl-4-methylpyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenyl-4-methylpyrazole(14766-43-9)
• EPA Substance Registry System: 1-Phenyl-4-methylpyrazole(14766-43-9)

Safety Data

• Hazardous Substances Data: 14766-43-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-Phenyl-4-methylpyrazole is used as an inhibitor of the enzyme aromatase for its potential role in the treatment of hormone-dependent cancers. By inhibiting aromatase, it can reduce the synthesis of estrogen, which is often involved in the growth and progression of certain types of cancer.
Used in Cancer Treatment:
1-Phenyl-4-methylpyrazole is used as a potential therapeutic agent for the treatment of hormone-dependent cancers. Its ability to inhibit aromatase makes it a candidate for targeting the estrogen synthesis pathway, which is crucial for the growth of some cancer cells.
Used in Cosmetics Industry:
1-Phenyl-4-methylpyrazole is used as an ingredient in sunscreen formulations for its ability to absorb ultraviolet radiation. This property makes it a potential candidate for developing effective sun protection products to prevent skin damage caused by UV exposure.
Used in Research and Development:
1-Phenyl-4-methylpyrazole is used as a subject of research in various fields, including pharmacology, oncology, and dermatology. Its potential applications in cancer treatment and sunscreen formulations make it an important compound for further investigation and development.

InChI:InChI=1/C10H10N2/c1-9-7-11-12(8-9)10-5-3-2-4-6-10/h2-8H,1H3

Upstream product

• 241798-67-4 4-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid 
• 98958-40-8 3-ethoxy-2-ethoxymethyl-3-methoxy-propylamine 
• 100-63-0 phenylhydrazine 
• 10602-37-6 1,1,3,3-tetraethoxy-2-methyl-propane 
• 7554-65-6 4-methyl-1H-pyrazole 
• 591-50-4 iodobenzene 
• 135659-89-1 1-(4-methyl-1-phenyl-1H-pyrazol-3-yl)ethanone 
• 102017-38-9 1-(4-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-ethanone phenylhydrazone 
• 1126-00-7 1-phenylpyrazole 
• 62-53-3 aniline 
• 70583-58-3 1-acetyl-4-methyl-1H-pyrazole 
• 98-80-6 phenylboronic acid 
• 39567-92-5 1,1,3,3-tetramethoxy-2-methyl-propane 
• 71-43-2 benzene 

Downstream Products

• 1134-50-5 4-carboxy-1-phenylpyrazole 
• 13808-73-6 4-methyl-1-(4-nitrophenyl)-1H-pyrazole 
• 150587-23-8 (E)-2-methyl-3-(N-phenylamino)propenenitrile 
• 806632-06-4 4-(4-methyl-1H-pyrazol-1-yl)aniline 
• 1621514-53-1 1-(2-allylphenyl)-4-methyl-1H-pyrazole 

Relevant articles and documents

New Pt(II) complex with extra pure green emission for OLED application: synthesis, crystal structure and spectral properties

New (2-(4-methylpyrazol-1-yl)phenyl) platinum(II) (dibenzoylmethane) Pt(mpp)(dbm) complex based on 4-methylpyrazole was synthesized using a simple scheme. Its crystal structure, spectral and electrochemical properties were studied. The extra pure green (CIE chromacity coordinates X = 0.1419, Y = 0.7444) electroluminescence for OLED structures was obtained.

Phototransposition chemistry of 1-Phenylpyrazole. Experimental and computational studies

Photophysical and photochemical properties of 1-phenylpyrazole and 3-,4-, and 5-methyl-1-phenylpyrazoles have been investigated. INDO/S calculations agree with experimental measurements which show that the S1 and T1 states of these c

Unveiling Potent Photooxidation Behavior of Catalytic Photoreductants

We describe a photocatalytic system that reveals latent photooxidant behavior from one of the most reducing conventional photoredox catalysts, N-phenylphenothiazine (PTH). This aerobic photochemical reaction engages difficult to oxidize feedstocks, such as benzene, in C(sp2)-N coupling reactions through direct oxidation. Mechanistic studies are consistent with activation of PTH via photooxidation and with Lewis acid cocatalysts scavenging inhibitors inextricably formed in this process.

Exploiting Synergistic Catalysis for an Ambient Temperature Photocycloaddition to Pyrazoles

Sydnone-based cycloaddition reactions are a versatile platform for pyrazole synthesis, however they operate under harsh conditions (high temperature and long reaction times). Herein we report a strategy that addresses this limitation utilizing the synergistic combination of organocatalysis and visible-light photocatalysis. This new approach proceeds under ambient conditions and with excellent levels of regiocontrol. Mechanistic studies suggest that photoactivation of sydnones, rather than enamines, is key to the successful implementation of this process.

Copper-catalyzed C–N cross-coupling of arylboronic acids with N-acylpyrazoles

A copper-catalyzed C–N bond forming reaction of arylboronic acids and N-acylpyrazoles was developed. This procedure used N-acetyl protected pyrazoles as starting material instead of free pyrazoles (NH). The reaction worked under neutral conditions and did not require any base or ligand. The reaction showed good functional group tolerance.

Copper-catalyzed arylation of nitrogen heterocycles from anilines under ligand-free conditions

The arylation of pyrazole and derivatives can be achieved by coupling arenediazonium species (formed in situ from anilines) by using a catalytic system that employs low-toxicity and inexpensive copper metal under very mild and ligand-free conditions (T = 20 ° C). From other nitrogen heterocycles, the presence of an additive (NBu4I) significantly improves the efficiency of the catalytic system. These results represent the first examples of C-N bond formation from arenediazonium species.

Mild conditions for copper-catalysed N-arylation of pyrazoles

Copper-catalysed N-arylation of pyrazoles with aryl or heteroaryl bromides or iodides, which can include functional substituents, was performed under the mildest conditions yet described, with excellent yields and selectivity, by the use as catalyst of a combination of cuprous oxide with a set of inexpensive, chelating oxime-type ligands not previously known to promote such reactions. Other original bi-, tri- or tetradentate ligands providing nitrogen and/or oxygen as chelating atoms were also successfully tested in this type of arylation. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).