92687-12-2

Upstream product

• 542-05-2 acetonedicarboxylic acid 
• 100-52-7 benzaldehyde 
• 88083-77-6 6-methoxy-2-phenyl-2,3-dihydropyran-4-onen 
• 141-97-9 ethyl acetoacetate 
• 105-45-3 acetoacetic acid methyl ester 
• 98-88-4 benzoyl chloride 
• 53063-63-1 5-hydroxy-3-oxo-5-phenyl-valeric acid methyl ester 
• 1694-31-1 tert-butyl acetoacetate 
• 136801-74-6 2,2-dimethyl-6-(2-oxo-2-phenylethyl)-4H-1,3-dioxin-4-one 
• 136801-83-7 6-(2-hydroxy-2-phenylethyl)-2,2-dimethyl-4H-1,3-dioxin-4-one 

Downstream Products

• 1896-62-4 (E)-benzalacetone 
• 1722-63-0 4-phenylbut-3-en-2-one semicarbazone 
• 17298-18-9 4-methoxy-6-phenyl-5,6-dihydro-pyran-2-one 
• 664335-24-4 4-hydroxy-6-phenyl-3-(4-trifluoromethyl-benzyl)-5,6-dihydro-pyran-2-one 
• 664335-23-3 4-hydroxy-3-(4-methyl-benzyl)-6-phenyl-5,6-dihydro-pyran-2-one 
• 664335-25-5 3-(4-fluoro-benzyl)-4-hydroxy-6-phenyl-5,6-dihydro-pyran-2-one 
• 664335-22-2 3-benzyl-4-hydroxy-6-phenyl-5,6-dihydro-pyran-2-one 
• 1341233-98-4 3-ethyl-7-phenyl-2-propyl-7,8-dihydropyrano[4,3-b]pyran-5(2H)-one 
• 1020850-69-4 trifluoromethanesulfonic acid 6-oxo-2-phenyl-3,6-dihydro-2H-pyran-4-yl ester 

Relevant academic research and scientific papers

Preparation of 5-aryl-3-oxo-δ-lactones by the potassium carbonate-promoted condensation of aromatic aldehydes and ethyl acetoacetate in ethanol

5-Aryl-3-oxo-δ-lactones (6-aryl-dihydro-2H-pyran-2,4(3H)-diones) were prepared by the potassium carbonate-promoted condensation of aromatic aldehydes and ethyl acetoacetate in absolute ethanol. Benzaldehyde and substituted benzaldehydes bearing an alkoxy

Kavalactones and the endocannabinoid system: The plant-derived yangonin is a novel CB1 receptor ligand

To investigate the possible interactions between kavalactone-based molecules and proteins of the endocannabinoid system and provide novel and synthetically accessible structural scaffolds for the design of cannabinoid receptor ligands sharing pharmacologi

COMPOUND USED AS AUTOPHAGY REGULATOR, AND PREPARATION METHOD THEREFOR AND USES THEREOF

It is related to compounds used as autophagy modulators and a method for preparing and using the same, specifically providing a compound of general formula (I), or pharmaceutically acceptable salts thereof, which is a type of autophagy modulators, particularly mammalian ATG8 homologues modulators.

Investigation of the mechanism for the preparation of 6-phenyl-2,4- dioxotetrahydropyrans by the potassium carbonate promoted condensation between acetoacetate esters and benzaldehyde

Treatment of benzaldehyde and an acetoacetate ester with potassium carbonate in an alcohol solvent proceeds via γ-C-alkylation rather than α-C-alkylation resulting in the formation of 6-phenyl-2,4- dioxotetrahydropyran. Based upon results from deuterium e

Structure-activity relationship study of first selective inhibitor of excitatory amino acid transporter subtype 1: 2-Amino-4-(4-methoxyphenyl)-7- (naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4 H -chromene-3-carbonitrile (UCPH-101)

The excitatory amino acid transporters (EAATs) are expressed throughout the central nervous system, where they are responsible for the reuptake of the excitatory neurotransmitter (S)-glutamate (Glu).(1)Recently, we have reported the discovery of the first subtype selective EAAT1 inhibitor 2-amino-4-(4-methoxyphenyl)-7-(naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4H- chromene-3-carbonitrile (UCPH-101) (1b) and presented an introductory structure-activity relationship (SAR) study.(2)Here, we present a detailed SAR by the design, synthesis, and pharmacological evaluation of analogues 1g-1t. By comparison of potencies of 1b, 1h, and 1i versus 1j, it is evident that potency is largely influenced by the chemical nature of the R1 substituent. The study also demonstrates that any chemical change of the functional groups or a change to the parental scaffold results in the complete loss of inhibitory activity of the compounds at EAAT1. Finally, a bioavailability study of UCPH-101 determined the half-life to be 30 min in serum (rats) but also that it was not able to penetrate the blood-brain barrier to any significant degree.

Synthesis and evaluation of the molluscicidal activity of the 5,6-dimethyl-dihydro-pyran-2,4-dione and 6-substituted analogous

Five dihydro-piran-2,4-diones, including 5,6-dimethyl-dihydro-piran-2,4- dione one of the intermediates of the synthesis of caloverticilic acid, were synthesized and submitted to molluscicidal bioassay. The compound's yields varied from moderate to good (42%- 80%) and were achieved through the preparation of the dianion of ethyl acetoacetate, reaction with and aldehyde followed by hydrolysis of the ester (NaOH, H2O, 2 h, T.A.) and lactonization in acidic medium (HCl, 0°C). The 5,6-dimethyl-dihydro-piran-2, 4-dione and three analogous dihydro-piran-2,4-diones 6-substituted,-phenyl, (4-methoxy-phenyl), and -propenyl, showed significant activities against the Biomphalaria glabrata egg masses, while the analogous 6-(3,4-dimethoxy-phenyl) was inactive as molluscicide. This activity is reported for the first time, extending the range of biological activities of this group.

Synthesis of 3- and 5-alkyl-6-alkyl(aryl)tetrahydropyran-2,4-diones by the condensation of β-oxo acid esters with aldehydes and ketones

A method is proposed for obtaining 3- and 5-alkyl-6-alkyl(aryl)tetrahydropyran-2,4-diones based on the condensation of the dianion of alkyl(dialkyl)acetoacetic ester with aldehydes and ketones.

TWO LACTONE FORMATION REACTIONS FROM 1,3-DIOXIN-4-ONES HAVING HYDROXYALKYL GROUP AT THE 6-POSITION: DIFFERENCE IN RING OPENING AND CLOSURE

Two methods (A: ring opening to acylketenes followed by intramolecular ketene trapping and B: methoxide-mediated ring opening followed by cyclization of the hydroxy esters thus formed) have become available for the synthesis of lactones and/or cyclic ethers from 1,3-dioxin-4-ones having 1- 4-hydroxyalkyl group at the 6-position.Mechanism and scope of both methods have been clarified.

SYNTHESIS OF 3-OXO-δ-LACTONES VIA HETERO-DIELS-ALDER REACTIONS

The hetero-Diels-Alder reaction between aldehydes, 2, and bis-1,1-dimethoxy-3-trimethyl-1-siloxy-1,3-butadiene, 1, produces 2-methoxy-5,6-dihydro-γ-pyrones, 4, which are sunsequently hydrolyzed to afford substituted 3-oxo-δ-lactones, 5, in high yields, pr