187812-31-3

Usage

Uses

Used in Pharmaceutical Industry:
1,1,1-Trifluoro-4-methoxy-4-(4-methylphenyl)-3-buten-2-one is used as an intermediate in the synthesis of Celecoxib impurities for the pharmaceutical industry. Its role in the production process is crucial for obtaining the desired drug with the required purity and efficacy.
As an intermediate, 1,1,1-Trifluoro-4-methoxy-4-(4-methylphenyl)-3-buten-2-one contributes to the development of Celecoxib, which is an important NSAID for managing pain and inflammation associated with various conditions. The compound's presence in the synthesis process ensures the production of high-quality Celecoxib, which can be used effectively to alleviate symptoms and improve patients' quality of life.

Upstream product

• 2270-90-8 2-Hydroxymethyl-2-<4-methyl-phenyl>-propan-1-ol 
• 407-25-0 trifluoroacetic anhydride 
• 53578-01-1 4-methylacetophenone dimethyl acetal 
• 122-00-9 para-methylacetophenone 

Downstream Products

• 868662-42-4 4-[5-hydroxy-3-(4-methylphenyl)-5-trifluoromethyl-4,5-dihydro-1H-pyrazol-1-yl]-7-chloroquinoline 
• 1362272-94-3 (E)-N'-(4-chlorobenzylidene)-[5-trifluoromethyl-5-hydroxy-3-(methylphenyl)-4,5-dihydro-1H-pyrazol-1-yl]carbohydrazide 
• 333765-70-1 7-trifluoromethyl-5-(4-methylphenyl)-1,2,4-triazolo[1,5-a]pyrimidine 
• 1558034-31-3 1,1,1-trifluoro-4-methoxy-4-p-tolylbut-3-en-2-ol 
• 1558034-32-4 1,1,1-trifluoro-4-methoxy-4-p-tolylbut-3-en-2-ol 
• 1283097-01-7 2-amino-5-trifluoromethyl-7-(4-methylphenyl)-1,8-naphthyridine 
• 1444031-18-8 3-(4-methylphenyl)-1-(pentafluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-5-hydroxy-1H-pyrazole 
• 515845-18-8 1-phenyl-5-(4-methylphenyl)-3-trifluoromethyl-1H-pyrazole 
• 626207-50-9 7-trifluoromethyl-2-methyl-5-(4-methylphenyl)-pyrazolo[1,5-a]pyrimidine 

Relevant academic research and scientific papers

Eco-friendly synthesis and antioxidant activity of new trifluoromethyl-substituted N-(pyrimidin-2-yl)benzo[d]thiazol-2-amines and some N-derivatives

Abstract: A convenient and environmentally benign procedure for the synthesis of a new series of trifluoromethyl-substituted N-(pyrimidin-2-yl)benzo[d]thiazol-2-amines by the cyclocondensation reaction of (benzo[d]thiazolyl)guanidine with either 4-alkoxy-4-alkyl(aryl/heteroaryl)-1,1,1-trifluoroalk-3-en-2-ones or 2,2,2-trifluoro-1-(2-methoxycyclohexen-1-en-1-yl)ethanone is described. The main reactions were performed in refluxing water as the solvent (8–24?h), without catalysts, and the corresponding new N-(pyrimidinyl)-1H-(benzo[d]thiazolyl)amines were obtained at a 60–88?% yield. Subsequently, some di(hetero)arylamines were derivatized to the respective tertiary amines via easy N-alkylation and N-alkenylation reactions at 55–82?% yields. Finally, the Lipinski parameters and the total antioxidant activity of the new series of secondary arylamines were also evaluated. Graphical abstract: [Figure not available: see fulltext.]

Investigation of quantitative structure-reactivity relationships in the aliphatic Claisen rearrangement of bis-vinyl ethers reveals a dipolar, dissociative mechanism

Kinetic investigations of substituent effects in the thermal rearrangement of bis-vinyl ether substrates are reported. Findings indicate that the influence of the various substituent patterns on the rate of rearrangement in these compounds differs from that documented in the literature for the analogous [3,3]-sigmatropic rearrangement of allyl vinyl ethers. In addition, the thermochemical data collected suggests the existence of a dissociative transition state with significant dipolar character. These findings provide a unique contribution to the already extensive body of literature dedicated to mechanistic investigation of the Claisen rearrangement of aliphatic allyl vinyl ethers.

General pathway for a convenient one-pot synthesis of trifluoromethyl- containing 2-amino-7-alkyl(aryl/heteroaryl)- 1,8-naphthyridines and fused cycloalkane analogues

A convenient and general method for the synthesis in 26-73% yields of a new series of 7-alkyl(aryl/heteroaryl)-2-amino-5-trifluoromethyl-1,8-naphthyridines from direct cyclocondensation reactions of 4-alkoxy-1,1,1-trifluoroalk-3-en-2- ones [CF3

Convergent procedure for the synthesis of trifluoromethyl-containing N-(pyridinyl-triazolyl)pyrimidin-2-amines

This study describes a simple and efficient procedure to synthesize a novel series of fourteen 4-substituted N-(5-pyridinyl-1H-1,2,4-triazol-3-yl)-6- (trifluoromethyl)pyrimidin-2-amines, where the 4-substituents are H, CH 3, C6H

Antimalarial activity of 4-(5-trifluoromethyl-1H-pyrazol-1-yl)-chloroquine analogues

The antimalarial activity of chloroquine-pyrazole analogues, synthesized from the reaction of 1,1,1-trifluoro-4-methoxy-3-alken-2-ones with 4-hydrazino-7-chloroquinoline, has been evaluated in vitro against a chloroquine resistant Plasmodium falciparum clone. Parasite growth in the presence of the test drugs was measured by incorporation of [3H]hypoxanthine in comparison to controls with no drugs. All but one of the eight (4,5-dihydropyrazol-1-yl) chloroquine 2 derivatives tested showed a significant activity in vitro, thus, are a promising new class of antimalarials. The three most active ones were also tested in vivo against Plasmodium berghei in mice. However, the (pyrazol-1-yl) chloroquine 3 derivatives were mostly inactive, suggesting that the aromatic functionality of the pyrazole ring was critical.

Cyclocondensation reaction of 4-aryl-4-methoxy-1,1,1-trifluoro-3-buten-2-ones with urea Synthesis of novel 6-aryl(5-methyl)-4-trifluoromethyl-2(1H)-pyrimidinones

The synthesis of a novel series of eleven 6-aryl(5-methyl)-4-trifluoromethyl-2(1H)-pyrimidinones, where aryl = Ph, 4-CH3Ph, 4-FPh, 4-ClPh, 4-BrPh, 4-OCH3Ph and alkyl = H, CH3, from the reaction of 4-aryl-4-methoxy-1,1,1-trifluoro-3-buten-2-ones with urea