76322-25-3

Usage

Uses

Used in the Food Industry:
6-Methoxy-3-chromanone is used as a flavoring agent for its characteristic sweet smell, enhancing the taste and aroma of various food products.
Used in the Pharmaceutical Industry:
6-Methoxy-3-chromanone is studied for its potential pharmaceutical properties, such as antioxidant and anti-inflammatory effects, indicating its use as a therapeutic agent for various health conditions.
Used in the Cosmetic Industry:
Due to its pleasant aroma and potential health benefits, 6-Methoxy-3-chromanone may be utilized in the formulation of cosmetic products, contributing to their scent and possibly offering additional benefits to skin health.
Used in the Fragrance Industry:
6-Methoxy-3-chromanone's sweet odor makes it a candidate for use in the creation of fragrances, adding a unique scent profile to perfumes, colognes, and other scented products.

InChI:InChI=1/C10H10O3/c1-12-9-2-3-10-7(5-9)4-8(11)6-13-10/h2-3,5H,4,6H2,1H3

Upstream product

• 57543-62-1 3-caboxy-6-methoxy-2H-1-benzopyran 
• 115997-74-5 6-Methoxy-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene 
• 76322-20-8 ethyl(2-ethoxycarbonylmethoxy-5-methoxyphenyl)acetate 
• 150-76-5 4-methoxy-phenol 
• 17061-86-8 1-methoxy-4-(2-propynyloxy)benzene 
• 858847-30-0 (2-Carboxymethoxy-5-methoxy-phenyl)-acetic acid 
• 76322-12-8 (2-ethoxycarbonylmethoxy-5-methoxyphenyl)hydroxyacetonitrile 
• 76322-07-1 2-ethoxycarbonylmethoxy-5-methoxybenzaldehyde 
• 57543-71-2 6-methoxy-2H-chromene-3-carbonitrile 
• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 

Relevant academic research and scientific papers

Rapid access to chroman-3-ones through gold-catalyzed oxidation of propargyl aryl ethers

The two-step: Chroman-3-ones are important intermediates for organic synthesis and medicinal chemistry. However, their syntheses require multiple steps and are not efficient. By using gold-catalyzed alkyne oxidation, this versatile heterocycle can be prepared in only two steps from readily available phenols and with mostly high efficiencies (see scheme).

PHOTOCHEMICAL BEHAVIOUR OF 3,4-EPOXYPRECOCENE-I AND RELATED EPOXYCHROMANS

A systematic study of photochemical behaviour of 3,4-epoxyprecocene-I and related epoxychromans was undertaken.Upon irradiation in acetone or cyclohexane, 3,4-epoxyprecocene-I 1 was found to undergo photoisomerisation to the corresponding 3-chromanone 2.In contrast, the photochemical behaviour of analogous 3,4-dihydro-3,4-epoxy-2H-1-benzopyrans 3 was found to be dependent upon the nature of solvent.Irradiation of 3 in cyclohexane led to photodecarbonylation leading to the formation of 2,3-dihydrobenzofurans 4, whereas irradiation in acetone resulted in the formation of chromanones 5.

6- and 8-Hydroxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyrans. Dopamine Agonists with Autoreceptor Selectivity

The dopamine agonist profiles of 3,4-duhydro-3-(3-dipropylamino)-2H-1-benzopyran-6- and 8-ol (4 and 5, respectively) were examined.Both 4 and 5 exhibited greater relative affinity for receptors labeled with the dopamine agonist ligand propylnorapomorphine than for those labeled with the dopamine antagonist ligand haloperidol.Both compounds attenuated the simulation of brain dopamine synthesis caused by γ-butyrolactone (GBL) and decreased the firing rate of substantia nigra dopamine neurons in rats.This profile of activity, together with the ability of the dopamine antagonist haloperidol to reverse the inhibition of dopamine neuronal firing, indicate that both compounds are brain dopamine agonists.

CERTAIN BENZO-(PYRANO AND THIOPYRANO)-PYRIDINES, USEFUL AS CNS AGENTS

Disclosed are the compounds of formula I STR1 wherein X represents oxygen or sulfur; ring A is unsubstituted or substituted by one to three identical or different substituents selected from hydroxy, hydroxy-lower alkyl, etherified hydroxy, etherified hydroxy-lower alkyl, acyloxy, acyloxy-lower alkyl, halogen, lower alkyl, trifluoromethyl, amino, mono-and di-lower alkylamino and acylamino; or ring A is substituted by one lower alkylenedioxy; R represents hydrogen, lower alkyl or aryl-lower alkyl; R 1 represents hydrogen, lower alkyl, lower alkylthio-lower alkyl, amino, acylamino, (amino, mono-or di-lower alkylamino)-lower alkyl, carboxy, lower alkoxycarbonyl, carbamoyl or mono-or di-lower alkylcarbamoyl; R 2 to R 5 represent hydrogen or lower alkyl; the dehydro derivatives thereof with a double bond at the 1, 2-position, or at the 1,10b-position in which case R 5 is absent; or a pharmaceutically acceptable salt thereof; methods for their synthesis; pharmaceutical compositions thereof; and use thereof as psychactive agents for the treatment of central nervous system disorders.