4394-72-3

Usage

Uses

Used in Pharmaceutical Industry:
4-METHYL-6-(2-METHYL-1-PROPEN-1-YL)-2H-PYRAN-2-ONE is used as an intermediate in the synthesis of 13-cis-Acitretin, a drug used for the treatment of severe psoriasis and other skin disorders. Its role in the synthesis process is crucial for the production of the final drug product, making it an essential component in the pharmaceutical manufacturing process.

Upstream product

• 83838-26-0 7,8-dihydro-4,7,7-trimethyl-2H,5H-pyrano<4,3-b>pyran-2,5-dione 
• 15649-56-6 (Z)-3-methyl-2-pentenedioic acid 
• 541-47-9 3-Methylbutenoic acid 
• 84346-76-9 4'-methoxyphenyl 3-methylbut-2-enoate 
• 14619-57-9 3,7-Dimethyl-5-oxo-octadien-(2,6)-saeure-⁽¹⁾-methylester 
• 924-50-5 Methyl 3,3-dimethylacrylate 
• 504-20-1 phorone 
• 124-38-9 carbon dioxide 

Downstream Products

• 504-20-1 phorone 
• 87424-82-6 (E)-2-Methyl-3-(4-methyl-2-oxo-2H-pyran-6-yl)propenal 
• 87424-86-0 6-<(1E,3E)-4-(4-Methoxy-2,3,6-trimethylphenyl)-2-methyl-1,3-butadien-1-yl>-4-methyl-2H-pyran-2-on 
• 93525-35-0 (2Z,4E,6E,8E)-3,7-Dimethyl-9-phenyl-5-(trimethylsiloxy)-2,4,6,8-nonatetraensaeure-methylester 
• 87424-85-9 4-Methyl-6-<(1E,3E)-2-methyl-4-(2,3,4-trimethylphenyl)-1,3-butadien-1-yl>-2H-pyran-2-on 
• 87424-83-7 4-Methyl-6-<(1E,3E)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3-butadien-1-yl>-2H-pyran-2-on 
• 87424-87-1 (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,3,4-trimethylphenyl)-2,4,6,8-nonatetraensaeure 
• 87424-84-8 4-Methyl-6-<(1E,3E)-2-methyl-4-phenyl-1,3-butadien-1-yl>-2H-pyran-2-on 
• 87480-41-9 (2Z,4E,6E,8E)-3,7-Dimethyl-9-phenyl-2,4,6,8-nonatetraensaeure 
• 69427-46-9 13-cis-Acitretin 
• 4759-48-2 13-cis-retinoic acid 

Relevant academic research and scientific papers

Carboxylative cyclization of substituted propenyl ketones using CO2: Transition-metal-free synthesis of Α-pyrones

Carbon dioxide is a green carboxylative reagent due to its non-toxic and renewable properties. Described herein is a carboxylative cyclization of substituted 1-propenyl ketones via γ-carboxylation using CO2, which provides an efficient, transit

Antifungal activity of 4-methyl-6-alkyl-2H-pyran-2-ones

A number of 4-methyl-6-alkyl-α-pyrones were synthesized and characterized on the basis of 1H NMR and mass spectroscopy. These compounds were tested in vitro against pathogenic fungi, namely, Sclerotium rolfsii Saccardo, Rhizoctonia bataticola (Taub.) Butler, Pythium aphanidermatum (Edson) Fitz., Macrophomina phaseolina (Tassi), Pythium debaryanum (Hesse), and Rhizoctonia solani Nees. Lower homologues were less effective, whereas compounds such as 4-methyl-6-butyl-α-pyrone, 4-methyl-6-pentyl-α-pyrone, 4-methyl-6-hexyl-α-pyrone, and 4-methyl-6-heptyl-α-pyrone were found effective against all of the test fungi. They inhibited mycelial growth by approximately 50% (ED50) at 15-50 μg/mL. 4-Methyl-6-hexyl-α- pyrone, which was found most effective, was tested against S. rolfsii in a greenhouse at 1, 5, and 10% concentrations. The 10% aqueous emulsion of 4-methyl-6-hexyl-α-pyrone suppressed disease development in tomato by 90-93% as compared with the untreated infested soil in the greenhouse after 35 days of treatment.