109205-68-7

Basic information

• Product Name: 5-(hydroxymethyl) pyridin-2(1H)-one
• Synonyms: 5-(hydroxymethyl) pyridin-2(1H)-one;2-Hydroxy-5-Hydroxymethyl Pyridine;2-Hydroxy-5-pyridine methanol;2(1H)-Pyridinone,5-(hydroxymethyl)-(9CI);2-HYDROXY-5-PYRIDINEMETHANOL(2-HYDROXY-5-HYDROXYMETHYLPYRIDINE);5-(HydroxyMethyl)-2(1H)-pyridinone;5-(hydroxyMethyl)-1,2-dihydropyridin-2-one;2(1H)-Pyridinone, 5-(hydroxyMethyl)-
• CAS NO: 109205-68-7
• Molecular Formula: C₆H₇NO₂
• Molecular Weight: 125.12528
• Product Categories: PYRIDINE
• Mol File: 109205-68-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 428.035 °C at 760 mmHg
• Flash Point: 212.668 °C
• Appearance: /
• Density: 1.225 g/cm³
• Vapor Pressure: 4.03E-09mmHg at 25°C
• Refractive Index: 1.538
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 11.56±0.10(Predicted)
• CAS DataBase Reference: 5-(hydroxymethyl) pyridin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(hydroxymethyl) pyridin-2(1H)-one(109205-68-7)
• EPA Substance Registry System: 5-(hydroxymethyl) pyridin-2(1H)-one(109205-68-7)

Safety Data

• Hazardous Substances Data: 109205-68-7(Hazardous Substances Data)

Usage

General Description

5-(hydroxymethyl) pyridin-2(1H)-one, also known as vitamin B6, is a water-soluble vitamin that is essential for various bodily functions, including metabolism, immune system function, and nervous system health. It is involved in the production of neurotransmitters such as serotonin and dopamine, as well as in the formation of hemoglobin, which carries oxygen in the blood. Vitamin B6 also plays a key role in maintaining healthy skin, hair, and eyes. It can be found in a variety of foods, including poultry, fish, bananas, and potatoes, and is also available as a dietary supplement. Deficiency of vitamin B6 can lead to symptoms such as anemia, depression, and weakened immune function, while excessive intake can cause nerve damage and sensory neuropathy.

InChI:InChI=1/C6H7NO2/c8-4-5-1-2-6(9)7-3-5/h1-3,8H,4H2,(H,7,9)

Upstream product

• 18617-50-0 ethyl 6-hydroxypyridine-3-carboxylate 
• 5006-66-6 6-hydroxy-3-pyridinecarboxylic acid 
• 66171-50-4 methyl 6-hydroxynicotinate 
• 106984-91-2 6-oxo-1,6-dihydropyridine-3-carbaldehyde 
• 66171-50-4 6-oxo-1,6-dihydropyridin-3-carboxylic acid methyl ester 

Downstream Products

• 366448-37-5 5-bromomethyl-2-pyridone 
• 1375098-07-9 (6-(difluoromethoxy)pyridin-3-yl)methanol 
• 70258-18-3 2-chloro-5-(chloromethyl)pyridine 

Relevant articles and documents

Tri- and difluoromethoxylated N-based heterocycles ? Synthesis and insecticidal activity of novel F3CO- and F2HCO-analogues of Imidacloprid and Thiacloprid

The preparation of F3CO- and F2HCO-analogues of Imidacloprid and Thiacloprid and the evaluation of their biological activity have been performed. For this purpose, a first synthetic approach allowed the preparation of a desired F3CO-containing key intermediate. To allow a facile access to the second F2HCO-containing key intermediate, the difluoromethylation of hydroxylated N-based heterocycles has been developed using difluoromethyl triflate (a liquid non-ODS reagent) under air in aqueous conditions and with very short reaction time. The broad diversity of compatible heterocycles includes a large series of substituted hydroxy-pyridines, but also ?pyrazoles, ?pyrazine, ?pyridazine, and ?quinolines. The couplings of both key intermediates with the required 4,5-dihydro-N-nitro-1H-imidazol-2-amine and [N(Z)]-N-2-thiazolidinylidene-cyanamide were successfully achieved using literature conditions. This work enables the preparation of valuable building blocks, which could lead to the discovery of new bioactive entities.

Novel pyridones and their use as modulators of serine hydrolase enzymes

This invention relates to a compound of formula I: or a pharmaceutically acceptable salt thereof; in which preferably R3, R4 and R6 are each hydrogen; X is C═O or CH2; and R7 and R8 are each independently selected from the group consisting of hydrogen, (C1-C12)alkyl, (C3-C8)cycloalkyl and (C1-C2)alkyl(C6-C14)aryl; or R7 and R8 when taken together form a (C2-C7)alkylene group; or —NR7R8 together forms a (C2-C14)heterocyclic or substituted (C2-C14)heterocyclic. Such compounds modulate the activity of serine hydrolases and can be used in pharmaceutical compositions for the treatment of Alzheimer's disease.

Preparation of 2-chloro-5-chloromethylpyridine

A process for the preparation of 2-chloro-5-chloromethyl-pyridine of the formula STR1 which comprises reacting nicotinic acid of the formula STR2 with phosphorus pentachloride to produce 3-trichloromethylpyridine of the formula STR3 reacting the 3-trichloromethylpyridine in a 2nd step with an alkali metal alkoxide of the formula in which R represents alkyl and M represaents an alkali metal cation, to produce a pyridine ether acetal of the formula STR4 reacting the pyridine ether acetal in a 3rd step with dilute aqueous acid to produce pyridone aldehyde of the formula STR5 hydrogenating the pyridone aldehyde in a 4th step with molecular hydrogen in the presence of a hydrogenation catalyst to produce the pyridylmethanol compound of the formula STR6 and reducing the pyridylmethanol compound in a 5th step with a chlorinating agent.