127838-58-8

Basic information

• Product Name: 2(1H)-Pyridinone,4-(hydroxymethyl)-(9CI)
• Synonyms: 2(1H)-Pyridinone,4-(hydroxymethyl)-(9CI);2-Hydroxypyridine-4-methanol;4-(Hydroxymethyl)-2(1H)-p...;4-(HydroxyMethyl)-2(1H)-pyridinone;4-(hydroxymethyl)-1,2-dihydropyridin-2-one;4-(Hydroxymethyl)pyridin-2(1H)-one;4-(Hydroxymethyl)pyridin-2-ol
• CAS NO: 127838-58-8
• Molecular Formula: C₆H₇NO₂
• Molecular Weight: 125.12528
• Product Categories: PYRIDINE
• Mol File: 127838-58-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 428.035 °C at 760 mmHg
• Flash Point: 212.668 °C
• Appearance: /
• Density: 1.225 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2(1H)-Pyridinone,4-(hydroxymethyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Pyridinone,4-(hydroxymethyl)-(9CI)(127838-58-8)
• EPA Substance Registry System: 2(1H)-Pyridinone,4-(hydroxymethyl)-(9CI)(127838-58-8)

Safety Data

• Hazardous Substances Data: 127838-58-8(Hazardous Substances Data)

Usage

General Description

2(1H)-Pyridinone, 4-(hydroxymethyl)-(9CI) is a chemical compound characterized by its inclusion of the pyridinone molecule, which is a heterocyclic aromatic organic compound - similar to benzene and pyridine - and contains a hydroxymethyl functional group. This chemical is referenced by the Chemical Abstracts Service (CAS) registry number under the 9th Collective Index (9CI). Details such as its physical and chemical properties, toxicity, safety/handling information, or specific uses are not easily accessible which suggests it may not be widely used or its use may be highly specific to certain industries or research applications.

Upstream product

• 89937-77-9 methyl 2-oxo-1,2-dihydropyridine-4-carboxylate 
• 7732-18-5 water 
• 22282-72-0 2-oxo-1,2-dihydropyridine-4-carboxylic acid 
• 22282-72-0 2-hydroxyisonicotinic acid 
• 89937-77-9 methyl 2-hydroxypyridine-4-carboxylate 
• 6313-54-8 2-chloroisonicotinic acid, 
• 3783-38-8 methyl isonicotinate N-oxide 

Downstream Products

• 105590-03-2 4-chloromethyl-pyridin-2-ol 
• 918299-71-5 {1-[3,4-bis(benzoyloxy)-5-(benzoyloxymethyl)tetrahydrofuran-2-yl]-2-oxo-1,2-dihydropyridin-4-yl}methylphosphonic acid dimethyl ester 
• 1570496-11-5 4-((5-methyl-3-(3-(4-(trifluoromethoxy)phenyl)-1,2,4-oxadiazol-5-yl)-1H-1,2,4-triazol-1-yl)methyl)pyridin-2(1H)-one 
• 1570496-12-6 4-[(5-methyl-3-{3-[4-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-yl}-1H-1,2,4-triazol-1-yl)methyl]-1-(2-methylpropyl)-1,2-dihydropyridin-2-one 
• 1570496-14-8 5-(1-((2-isobutoxypyridin-4-yl)methyl)-5-methyl-1H-1,2,4-triazol-3-yl)-3-(4-(trifluoromethoxy)phenyl)-1,2,4-oxadiazole 
• 1571023-18-1 1-{[2-(2-methoxyethoxy)pyridin-4-yl]methyl}-5-{3-[4-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-yl}-1,2-dihydropyridin-2-one 

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Synthesis of methylene- and difluoromethylenephosphonate analogues of uridine-4-phosphate and 3-deazauridine-4-phosphate

(Chemical Equation Presented) Cytidine triphosphate synthetase (CTPS) catalyzes the formation of cytidine triphosphate from glutamine, uridine-5′-triphosphate (UTP), and adenosine-5′-triphosphate. Inhibitors of CTPS are of interest because of their potential as therapeutic agents. One approach to potent enzyme inhibitors is to use analogues of high energy intermediates formed during the reaction. The CTPS reaction proceeds via the high energy intermediate UTP-4-phosphate (UTP-4-P). Four novel analogues of uridine-4-phosphate (U-4-P) and 3-deazauridine-4-phosphate (3-deazaU-4-P) were synthesized in which the labile phosphate ester oxygen was replaced with a methylene and difluoromethylene group. The methylene analogue of U-4-P, compound 1, was prepared by a reaction of the sodium salt of tert-butyl diethylphosphonoacetate with protected, 4-O-activated uridine followed by acetate deprotection and decarboxylation. It was found that this compound undergoes relatively facile dephosphonylation presumably via a metaphosphate intermediate. The difluoromethylene derivative, compound 2, was prepared by electrophilic fluorination of protected 1. This compound was stable and did not undergo dephosphonylation. Synthesis of the methylene analogue of 3-deazaU-4-P, compound 3, was achieved by ribosylation of protected 4-(phosphonomethyl)-2- hydroxypyridine. Electrophilic fluorination was also employed in the preparation of protected 4-(phospho-nodifluoromethyl)-2-hydroxypyridine which was used as the key building block in the synthesis of difluoro derivative 4. These compounds represent the first examples of a nucleoside in which the base has been chemically modified with a methylene or difluormethylenephosphonate group.