6270-44-6

Usage

Preparation

Preparation by reaction of propionyl chloride with resorcinol dimethyl ether in ethyl ether at 0° in the presence of aluminium chloride.

InChI:InChI=1/C10H12O3/c1-3-9(11)8-5-4-7(13-2)6-10(8)12/h4-6,12H,3H2,1-2H3

Upstream product

• 5792-36-9 2',4'-dihydroxypropiophenone 
• 77-78-1 dimethyl sulfate 
• 108-46-3 recorcinol 
• 74-88-4 methyl iodide 
• 150-19-6 O-methylresorcine 
• 123-38-6 propionaldehyde 
• 79-03-8 propionyl chloride 
• 124300-16-9 (R,S)-3-hydroxy-1-(2-hydroxy-4-methoxyphenyl)-2-methylpropan-1-one 
• 5751-52-0 7-methoxy-4H-chromen-4-one 

Downstream Products

• 18651-16-6 3-methyl-7-methoxy-2-phenyl-4H-benzopyran-4-one 
• 412017-83-5 1-(2-benzoyloxy-4-methoxy-phenyl)-propan-1-one 
• 124300-16-9 (R,S)-3-hydroxy-1-(2-hydroxy-4-methoxyphenyl)-2-methylpropan-1-one 
• 124300-15-8 bis(4-hydroxy-2-methoxy-5-propionylphenyl)-methane 
• 372486-20-9 (+/-)-3-hydroxymethyl-7-methoxy-3-methylchroman-4-one 
• 138548-51-3 3-methyl-7-methoxy-8-chloromethylhomoflavone 
• 138548-52-4 2-Benzyl-8-dimethylaminomethyl-7-methoxy-3-methyl-chromen-4-one 
• 138548-53-5 2-Benzyl-8-diethylaminomethyl-7-methoxy-3-methyl-chromen-4-one 
• 138548-54-6 2-Benzyl-7-methoxy-3-methyl-8-pyrrolidin-1-ylmethyl-chromen-4-one 
• 138548-55-7 2-Benzyl-7-methoxy-3-methyl-8-piperidin-1-ylmethyl-chromen-4-one 
• 138548-56-8 2-Benzyl-7-methoxy-3-methyl-8-morpholin-4-ylmethyl-chromen-4-one 
• 139374-25-7 (7-methoxy-3-methyl-4-oxo-2-styryl-4H-1-benzopyran-8-yl)-acetic acid 
• 139374-29-1 ethyl (7-methoxy-3-methyl-2-styrylchroman-8-yl)acetate 
• 139374-28-0 (2-(4-Carboxystyryl)-7-Methoxy-3-Methyl-4-Oxo-4H-1-Benzopyran-8-Yl)-Acetic Acid 

Relevant academic research and scientific papers

Synthesis of 2-acylphenol and flavene derivatives from the ruthenium-catalyzed oxidative c-h acylation of phenols with aldehydes

The cationic ruthenium hydride complex [(C6H6)(PCy3)(CO)RuH]+BF4- has been found to be an effective catalyst for the oxidative C-H coupling reaction of phenols with aldehydes to give 2-acylphenol compounds. The coupling of phenols with α,β-unsaturated aldehydes selectively gives the flavene derivatives. The catalytic method mediates direct oxidative C-H coupling of phenol and aldehyde substrates without using any metal oxidants or forming wasteful byproducts. A cationic ruthenium hydride complex catalyzes the oxidative C-H coupling of phenols with aldehydes to form 2-acylphenol and flavene derivatives.

Synthesis of chromone carboxamide derivatives with antioxidative and calpain inhibitory properties

The overactivation of μ-calpain can cause serious cell damage in several diseases. Furthermore, cell death in a number of neurodegenerative disorders is linked to the overproduction of reactive oxygen species. Therefore, antioxidants and μ-calpain inhibit

Lead optimization providing a series of flavone derivatives as potent nonsteroidal inhibitors of the cytochrome P450 aromatase enzyme

Following our SAR studies on aromatase inhibitors, new compounds were designed by appropriately modifying the structure of flavone 1 using our previously reported CoMFA model. While the introduction of substituents on the 2-phenyl ring alone did not cause

Indole derivative having piperidine ring

The present invention relates to a compound represented by the following formula, a pharmacologically acceptable salt thereof, or a use thereof as a pharmaceutical: wherein R1 and R2 are substituents adjacent to each other, and together with two carbon atoms to each of which they attach, form a 5- to 7-membered non-aromatic carbocyclic group or the like, which may be substituted by 1 to 4 substituents selected from (1) an oxo group, (2) a hydroxyl group, and the like; R3 represents a hydrogen atom or the like; and R6 represents a hydrogen atom or the like. It is an object of the present invention to discover an agent for treating or preventing lower urinary tract symptoms, and particularly symptoms regarding urinary storage, which has a superior strength of binding to a 5-HT1A receptor and an antagonism to the receptor.

Synthesis and lipase-mediated stereoselective deacetylation of (±)-3-acetoxymethyl-3-alkyl-7-methoxychroman-4-ones

Six (±)-3-acetoxymethyl-3-alkyl-7-methoxychroman-4-ones have been synthesized in four steps starting with the coupling of resorcinol with corresponding aliphatic acid leading to the formation of 2,4-dihydroxyphenyl alkyl ketones, which upon monomethylation and hydroxymethylation, followed by acetylation afforded the racemic acetoxymethylated compounds in 17-30% overall yields. Candida rugosa lipase-catalyzed deacetylation of (±)-3-acetoxymethylchromanones in diisopropyl ether exhibited fairly moderate enantioselectivity.

A New Synthesis of 3-Methylchromanones from 2-Hydroxypropiophenones

The reaction of 2-hydroxy-3,4-dimethoxypropiophenone (1b) with ethoxymethyl chloride in the presence of K2CO3 and acetone yields only α-hydroxymethyl derivative (3b), whereas 2-hydroxy-4-methoxypropiophenone (1a) gives 3a and the coupled product 2.Similarly 2,4-dihydroxypropiophenone (5) and 2,3,4-trihydroxypropiophenone (1a) yield the α-hydroxymethyl derivatives (7 and 14) and the coupled products (8 and 13).However, 2-hydroxy-4,6-dimethoxypropiophenone (18) affords only the coupled product (19).Compounds 3a, b on reaction with 2percent aq. ethanolic sodium carbonate give the corresponding 3-methylchromanones (4a and 4b).A similar reaction of 7 and 14 eventually affords the corresponding chromanone (10 and 17) in overall 10percent yields.

THE BIRCH REDUCTION OF SOME OXYGEN HETEROCYCLES

On reduction with lithium-ammonia the chromone derivatives 1-5 and the aurone 6 gave by reductive ring opening the corresponding 2-hydroxyacetophenone derivatives 7-11.