53764-99-1

Basic information

• Product Name: 4,4,4-TRIFLUORO-1-(3-METHYLPHENYL)-1,3-BUTANEDIONE
• Synonyms: 4,4,4-TRIFLUORO-1-(3-METHYLPHENYL)-1,3-BUTANEDIONE;4,4,4-trifluoro-1-(M-tolyl)butane-1,3-dione;Moxifloxacin impurity 14
• CAS NO: 53764-99-1
• Molecular Formula: C₁₁H₉F₃O₂
• Molecular Weight: 230.184
• Mol File: 53764-99-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 270.2°C at 760 mmHg
• Flash Point: 94.2°C
• Appearance: /
• Density: 1.252g/cm³
• Vapor Pressure: 0.00695mmHg at 25°C
• Refractive Index: 1.465
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 5.73±0.23(Predicted)
• CAS DataBase Reference: 4,4,4-TRIFLUORO-1-(3-METHYLPHENYL)-1,3-BUTANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,4-TRIFLUORO-1-(3-METHYLPHENYL)-1,3-BUTANEDIONE(53764-99-1)
• EPA Substance Registry System: 4,4,4-TRIFLUORO-1-(3-METHYLPHENYL)-1,3-BUTANEDIONE(53764-99-1)

Safety Data

• Hazardous Substances Data: 53764-99-1(Hazardous Substances Data)

Usage

Description

4,4,4-Trifluoro-1-(3-methylphenyl)-1,3-butanedione is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its trifluoromethyl groups and a 3-methylphenyl moiety, which contribute to its reactivity and potential applications in the pharmaceutical industry.

Uses

Used in Pharmaceutical Synthesis:
4,4,4-Trifluoro-1-(3-methylphenyl)-1,3-butanedione is used as an intermediate in the synthesis of 4-Desmethyl-3-methyl Celecoxib (D293040). 4,4,4-TRIFLUORO-1-(3-METHYLPHENYL)-1,3-BUTANEDIONE is a meta positional isomer of Celecoxib (C251000), which is a selective inhibitor of human cyclooxygenase-2. The synthesis of 4-Desmethyl-3-methyl Celecoxib is important for the development of new anti-inflammatory and analgesic drugs.
Used in the Production of USP Celecoxib Related Compound A:
4,4,4-Trifluoro-1-(3-methylphenyl)-1,3-butanedione is also utilized in the production of USP Celecoxib Related Compound A, which is a reference substance used for the quality control and standardization of Celecoxib in the pharmaceutical industry. 4,4,4-TRIFLUORO-1-(3-METHYLPHENYL)-1,3-BUTANEDIONE plays a vital role in ensuring the safety, efficacy, and quality of Celecoxib-based medications.

InChI:InChI=1/C11H9F3O2/c1-7-3-2-4-8(5-7)9(15)6-10(16)11(12,13)14/h2-5H,6H2,1H3

Upstream product

• 400-38-4 isopropyl Trifluoroacetate 
• 585-74-0 3-Methylacetophenone 
• 383-63-1 ethyl trifluoroacetate, 

Downstream Products

• 26974-15-2 5-(4-methylbenzene)-3-(trifluoromethyl)-1H-pyrazole 
• 50562-05-5 2,2-difluoro-1-(3-methylphenyl)ethan-1-one 

Relevant articles and documents

Synthesis and Spectral Characterization of Impurities of a COX-2 Selective Drug, Celecoxib

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One-pot synthesis of difluoromethyl ketones by a difluorination/fragmentation process

Difluoromethyl ketones are an under-studied class of ketones which have great potential as useful building blocks for materials and drug design. Here we report a simple and convenient synthesis of this class of compounds via a one-pot difluorination/fragm

Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors

Several chemical modifications in the N1-benzenesulfonamide ring of celecoxib are presented. The series with a hydroxymethyl group adjacent to the sulfonamide was found to be the most potent modification that yielded many compounds selectively active against COX-2 enzyme in vitro.