20928-63-6

Basic information

• Product Name: 2-Hydroxy-3-methoxypyridine
• Synonyms: 2(1H)-Pyridinone, 3-methoxy-;3-Methoxy-2-pyridinol;2-HYDROXY-3-METHOXYPYRIDINE;3-METHOXY-2(1H)-PYRIDONE;3-METHOXYPYRIDIN-2-OL;3-methoxy-2-pyridone;3-METHOXYPYRIDIN-2-ONE ;3-METHOXY-(1H)-PYRIDONE
• CAS NO: 20928-63-6
• Molecular Formula: C₆H₇NO₂
• Molecular Weight: 125.13
• EINECS: 244-116-1
• Product Categories: PYRIDINE;C6;Heterocyclic Building Blocks;Pyridines
• Mol File: 20928-63-6.mol

Chemical Properties

• Melting Point: 115-117 °C(lit.)
• Boiling Point: 217.5 °C at 760 mmHg
• Flash Point: 107.7 °C
• Appearance: White to brown/Powder or Crystalline Powder
• Density: 1.15 g/cm³
• Vapor Pressure: 3.41E-05mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: Inert atmosphere,Room Temperature
• BRN: 1447118
• CAS DataBase Reference: 2-Hydroxy-3-methoxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-3-methoxypyridine(20928-63-6)
• EPA Substance Registry System: 2-Hydroxy-3-methoxypyridine(20928-63-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 20928-63-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-3-methoxypyridine is used as a key intermediate in the synthesis of azabenzoisocoumarins through double ipso substitutions. These azabenzoisocoumarins are important compounds with potential applications in the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Hydroxy-3-methoxypyridine is utilized as a starting reagent during the total synthesis of cepabactin, a β-lactam antibiotic. This antibiotic is known for its broad-spectrum activity against various Gram-negative and Gram-positive bacteria, making it a valuable compound in the development of new antibiotics to combat antibiotic-resistant infections.
Overall, 2-Hydroxy-3-methoxypyridine plays a crucial role in the synthesis of various compounds with potential applications in the pharmaceutical and chemical industries, contributing to the development of new drugs and therapeutic agents.

InChI:InChI=1/C6H7NO2/c1-9-5-3-2-4-7-6(5)8/h2-4H,1H3,(H,7,8)

Upstream product

• 16867-04-2 dihydroxypyridine 
• 77-78-1 dimethyl sulfate 
• 84719-32-4 3-Hydroxy-2(1H)-pyridinone 

Downstream Products

• 52605-96-6 2-chloro-3-methoxypyridine 
• 141667-29-0 3-Methoxy-1-(toluene-4-sulfonyl)-1H-pyridin-2-one 
• 252980-61-3 3-methoxy-2-trimethylsiloxypyridine 
• 880098-46-4 1-(2-benzyloxyethyl)-3-methoxypyridin-2(1H)-one 
• 138652-45-6 1-(chlorodimethylsilylmethyl)-3-methoxy-2-pyridone 
• 19365-01-6 1-methyl-3-hydroxy-2(1H)-pyridinone 
• 90037-19-7 1-ethyl-3-hydroxy-2(1H)-pyridinone 
• 90037-20-0 3-hydroxy-1-propylpyrid-2-one 
• 116407-52-4 1-Butyl-3-hydroxy-1H-pyridin-2-one 
• 141667-33-6 5-endo-(hydroxymethyl)-4-methoxy-2-(4'-methylbenzensulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene 
• 141667-35-8 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxaldehyde 
• 141667-37-0 5-endo-acetyl-4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene 
• 141667-36-9 methyl 4-methoxy-2-(4'-methylbenzenesulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5-endo-carboxylate 
• 141667-38-1 4-(benzyloxy)-5-endo-(hydroxymethyl)-2-(4'-methylbenzensulfonyl)-3-oxo-2-azabicyclo<2.2.2>oct-7-ene 

Relevant articles and documents

6-HETEROARYLOXY BENZIMIDAZOLES AND AZABENZIMIDAZOLES AS JAK2 INHIBITORS

The present disclosure provides 6-heteroaryloxy benzimidazole and azabenzimidazole compounds and compositions thereof useful for inhibiting JAK2.

Exploration of zinc-binding groups for the design of inhibitors for the oxytocinase subfamily of M1 aminopeptidases

The oxytocinase subfamily of M1 aminopeptidases consists of three members, ERAP1, ERAP2 and IRAP that play several important biological roles, including key functions in the generation of antigenic peptides that drive human immune responses. They represent emerging targets for pharmacological manipulation of the immune system, albeit lack of selective inhibitors is hampering these efforts. Most of the previously explored small-molecule binders target the active site of the enzymes via strong interactions with the catalytic zinc(II) atom and, while achieving increased potency, they suffer in selectivity. Continuing our earlier efforts on weaker zinc(II) binding groups (ZBG), like the 3,4-diaminobenzoic acid derivatives (DABA), we herein synthesized and biochemically evaluated analogues of nine potentially weak ZBGs, based on differential substitutions of functionalized pyridinone- and pyridinethione-scaffolds, nicotinic-, isonicotinic-, aminobenzoic- and hydrazinobenzoic-acids. Crystallographic analysis of two analogues in complex with a metalloprotease (MMP-12) revealed unexpected binding topologies, consistent with the observed affinities. Our results suggest that the potency of the compounds as inhibitors of ERAP1, ERAP2 and IRAP is primarily driven by the occupation of active-site specificity pockets and their proper orientation within the enzymes.

NOVEL MICROBIOCIDES

Compounds of the formula (I) in which the substituents are as defined in claim 1 are suitable for use as microbiocides.

Practical syntheses of B disaccharide and linear B type 2 trisaccharide - Non-primate epitope markers recognized by human anti-α-Gal antibodies causing hyperacute rejection of xenotransplants

Synthetic protocols are presented for the elaboration of Galα1→3GalOR and Galα1→3Galβ1→4GlcNAcOR di- and trisaccharides that use a common Gal donor/acceptor unit, and are potentially adaptable to scale-up.