92687-12-2

Basic information

• Product Name: 2H-Pyran-2,4(3H)-dione, dihydro-6-phenyl-
• Synonyms: 6-phenyl-2,4-dioxotetrahydropyran;6-Phenyltetrahydropyran-2,4-dione;6-phenyl-dihydropyran-2,4-dione
• CAS NO: 92687-12-2
• Molecular Formula: C11H10O3
• Molecular Weight: 190.199
• Mol File: 92687-12-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 2H-Pyran-2,4(3H)-dione, dihydro-6-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2,4(3H)-dione, dihydro-6-phenyl-(92687-12-2)
• EPA Substance Registry System: 2H-Pyran-2,4(3H)-dione, dihydro-6-phenyl-(92687-12-2)

Safety Data

• Hazardous Substances Data: 92687-12-2(Hazardous Substances Data)

Upstream product

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

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 
• 1020850-69-4 trifluoromethanesulfonic acid 6-oxo-2-phenyl-3,6-dihydro-2H-pyran-4-yl ester 
• 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 

Relevant articles and documents

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

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.

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.