644-46-2

Basic information

• Product Name: Allo Maltol
• Synonyms: Allo Maltol;2-Methyl-5-hydroxy-(4H)-pyran-4-one;2-Methyl-5-hydroxy-1,4-pyrone;3-Hydroxy-6-Methyl-4-pyrone;5-Hydroxy-2-Methyl-γ-pyrone;NSC 166902;α-Deoxykojic Acid
• CAS NO: 644-46-2
• Molecular Formula: C₆H₆O₃
• Molecular Weight: 126.11004
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 644-46-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 166 °C
• Boiling Point: 285.5 °C at 760 mmHg
• Flash Point: 127.7 °C
• Appearance: /
• Density: 1.348 g/cm³
• Vapor Pressure: 0.000318mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: Refrigerator
• Solubility: Acetone (Slightly), DMSO (Sparingly), Methanol (Slightly)
• PKA: 8.32±0.10(Predicted)
• CAS DataBase Reference: Allo Maltol(CAS DataBase Reference)
• NIST Chemistry Reference: Allo Maltol(644-46-2)
• EPA Substance Registry System: Allo Maltol(644-46-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 644-46-2(Hazardous Substances Data)

Usage

Chemical Properties

N/A

Uses

The esters of 5-hydroxy-2-methyl-4H-pyran-4-one

InChI:InChI=1/C6H6O3/c1-4-2-5(7)6(8)3-9-4/h2-3,8H,1H3

Upstream product

• 705-31-7 4-trifluoromethylphenylacetylene 
• 141972-04-5 5-hydroxy-4-methoxy-2-methylpyrylium trifluoromethanesulfonate 
• 536-74-3 phenylacetylene 
• 7560-69-2 1-cyclohexyl-2-propyn-1-one 
• 7559-81-1 chlorokojic acid 
• 67-64-1 acetone 
• 540-72-7 sodium thiocyanide 

Downstream Products

• 96583-59-4 5-(3,5-dinitro-benzoyloxy)-2-methyl-pyran-4-one 
• 1147104-02-6 2-((4-fluorophenyl)-hydroxy-methyl)-3-hydroxy-6-methyl-pyran-4(1H)-one 
• 1147104-01-5 2-((4-nitrophenyl)-hydroxy-methyl)-3-hydroxy-6-methyl-pyran-4(1H)-one 
• 1147104-04-8 2-((3,4,5-trimethoxyphenyl)-hydroxy-methyl)-3-hydroxy-6-methyl-pyran-4(1H)-one 
• 22639-19-6 2-(hydroxy-phenyl-methyl)-3-hydroxy-6-methyl-pyran-4(1H)-one 
• 1147104-03-7 2-((3-fluorophenyl)-hydroxy-methyl)-3-hydroxy-6-methyl-pyran-4(1H)-one 
• 1226646-03-2 2-{[4-(4-chlorophenyl)-3,6-dihydropyridin-1(2H)-yl]methyl}-3-hydroxy-6-methyl-4H-pyran-4-one 
• 1226645-93-7 3-hydroxy-2-[(4-hydroxy-4-phenylpiperidin-1-yl)methyl]-6-methyl-4H-pyran-4-one 
• 1226645-99-3 1-[(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)methyl]-4-phenylpiperdine-4-carbonitrile 
• 1226646-00-9 2-[(4-acetyl-4-phenylpiperidin-1yl)methyl]-3-hydroxy-6-methyl-4H-pyran-4-one 
• 1226645-97-1 2-{[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]methyl}-3-hydroxy-6-methyl-4H-pyran-4-one 
• 1226645-95-9 2-{[4-(4-bromophenyl)-4-hydroxypiperidin-1-yl]methyl}-3-hydroxy-6-methyl-4H-pyran-4-one 
• 216579-62-3 2-(1′-methoxypropyl)-3-benzyloxy-6-methyl-pyran-4(1H)-one 
• 1395786-88-5 3-benzyloxy-1-ethyl-2-hydroxymethyl-6-methyl-1H-pyridin-4(1H)-one 

Relevant articles and documents

Traceless solid-phase α-hydroxytropolone synthesis

α-Hydroxytropolones are established inhibitors of several therapeutically relevant binuclear metalloenzymes, and thus lead drug targets for various human diseases. We have leveraged a recently-disclosed three-component oxidopyrylium cycloaddition in the first solid-phase synthesis of α-hydroxytropolones. We also showed that, while minor impurities exist after cleavage and aqueous wash, the semi-crude products display activity in HIV RT-associated RNaseH enzymatic and cell-based assays consistent with pure molecules made in solution phase. These proof-of-principle studies demonstrate the feasibility of solid-phase α-hydroxytropolone synthesis and its potential to serve as a powerful platform for α-hydroxytropolone-based drug discovery and development.