1199-60-6

Basic information

• Product Name: 4H-Pyran-2-carboxylic acid, 5-methoxy-4-oxo-
• Synonyms: 4H-Pyran-2-carboxylic acid, 5-methoxy-4-oxo-
• CAS NO: 1199-60-6
• Molecular Formula: C₇H₆O₅
• Molecular Weight: 170.12
• Mol File: 1199-60-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 282 °C
• Boiling Point: 398.0±42.0 °C(Predicted)
• Appearance: /
• Density: 1.45±0.1 g/cm3(Predicted)
• PKA: 1.70±0.20(Predicted)
• CAS DataBase Reference: 4H-Pyran-2-carboxylic acid, 5-methoxy-4-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-Pyran-2-carboxylic acid, 5-methoxy-4-oxo-(1199-60-6)
• EPA Substance Registry System: 4H-Pyran-2-carboxylic acid, 5-methoxy-4-oxo-(1199-60-6)

Safety Data

• Hazardous Substances Data: 1199-60-6(Hazardous Substances Data)

Usage

Chemical compound

4H-Pyran-2-carboxylic acid, 5-methoxy-4-oxo-

Upstream product

• 501-30-4 5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one 
• 74-88-4 methyl iodide 
• 35438-43-8 5-methoxy-4H-pyran-4-one-2-carboxaldehyde 
• 499-78-5 comenic acid 
• 77-78-1 dimethyl sulfate 
• 6269-25-6 2-Hydroxymethyl-5-methoxy-4H-pyran-4-on 

Downstream Products

• 353460-76-1 5-methoxy-1-methyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid 
• 1394231-88-9 N-(2-(tert-butyldiphenylsiloxy)ethyl)-6-(2-(6-chloroquinolin-2-yl)thiazol-4-yl)-5-methoxy-1-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-79-8 (2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-N-methyl-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-80-1 (2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-N,6-dimethyl-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-81-2 (2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-82-3 3-bromo-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-N-methyl-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-83-4 (2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-84-5 (2-(tert-butyldiphenylsilyloxy)ethyl)-6-iodo-5-methoxy-N-methyl-3-(methylthio)-4-oxo-1,4-dihydropyridine-2-carboxamide 
• 1394231-78-7 (2-(tert-butyldiphenylsilyloxy)ethyl)-5-methoxy-4-oxo-4H-pyran-2-carboxamide 
• 857433-67-1 methyl 4-chloro-5-methoxypyridine-2-carboxylate 
• 5878-19-3 Methoxyacetone 
• 144-62-7 oxalic acid 
• 50700-60-2 3-methoxy-4(1H)-pyridone 
• 1193-64-2 3-methoxy-4H-pyran-4-one 

Relevant articles and documents

Rational design, synthesis and biological evaluation of novel multitargeting anti-AD iron chelators with potent MAO-B inhibitory and antioxidant activity

A series of (3-hydroxypyridin-4-one)-coumarin hybrids were developed and investigated as potential multitargeting candidates for the treatment of Alzheimer's disease (AD) through the incorporation of iron-chelating and monoamine oxidase B (MAO-B) inhibition. This combination endowed the hybrids with good capacity to inhibit MAO-B as well as excellent iron-chelating effects. The pFe3+ values of the compounds were ranging from 16.91 to 20.16, comparable to more potent than the reference drug deferiprone (DFP). Among them, compound 18d exhibited the most promising activity against MAO-B, with an IC50 value of 87.9 nM. Moreover, compound 18d exerted favorable antioxidant activity, significantly reversed the amyloid-β1-42 (Aβ1-42) induced PC12 cell damage. More importantly, 18d remarkably ameliorated the cognitive dysfunction in a scopolamine-induced mice AD model. In brief, a series of hybrids with potential anti-AD effect were successfully obtained, indicating that the design of iron chelators with MAO-B inhibitory and antioxidant activities is an attractive strategy against AD progression.

6-MEMBERED HETEROCYCLIC DERIVATIVE AND PHARMACEUTICAL COMPOSITION COMPRISING SAME

A compound represented by Formula (I): wherein or the like Y1 is O or the like; Z1 is C(R4) or N; Z2a is C(R5a) or the like; Z3a is C(R6) or the like; R4, R5a and R6 are each independently a hydrogen atom or the like; R1 is substituted or unsubstituted aromatic carbocyclyl or the like; R2a, R2b, R2c and R2d are each independently a hydrogen atom or the like; X is N(R7a) or the like; R7a is a hydrogen atom or the like; R3 is or the like Ring B is a 6-membered aromatic carbocycle or the like; R9a and R10a are each independently halogen or the like; n is an integer from 1 to 5; m is an integer from 0 to 4; and p1 is an integer from 0 to 3, or a pharmaceutically acceptable salt thereof.

Systematic comparison of the mono-, dimethyl-and trimethyl 3-hydroxy-4(1H)-pyridones-Attempted optimization of the orally active iron chelator, deferiprone

A range of close analogues of deferiprone have been synthesised. The group includes mono-, di-and trimethyl-3-hydroxy-4(1H)-pyridones. These compounds were found to possess similar pFe3+ values to that of deferiprone, with the exception of the 2.5-dimethylated derivatives. Surprisingly the NHcontaining hydroxy-4(1H)-pyridones were found to be marginally more lipophilic than the corresponding N-Me containing analogues. This same group are also metabolised less efficiently by Phase 1 hydroxylating enzymes than the corresponding N-Me analogues. As result of this study, three compounds have been identified for further investigation centred on neutropenia and agranulocytosis.