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3-Pyridinemethanol

CAS No.
100-55-0
Chemical Name:
3-Pyridinemethanol
Synonyms
NICOTINYL ALCOHOL;PYRIDIN-3-YLMETHANOL;3-(HYDROXYMETHYL)PYRIDINE;3-PYRIDYLCARBINOL;3-Pyridinylmethanol;3-PYRIDYLMETHANOL;Pyridyl-3-methanol;Nu-2121;RONICOL;Roniacol
CBNumber:
CB6384809
Molecular Formula:
C6H7NO
Molecular Weight:
109.13
MDL Number:
MFCD00006407
MOL File:
100-55-0.mol
MSDS File:
SDS
Last updated:2023-08-16 18:05:29

3-Pyridinemethanol Properties

Melting point -7 °C
Boiling point 154 °C/28 mmHg (lit.)
Density 1.124 g/mL at 25 °C (lit.)
vapor pressure 0.342Pa at 20℃
refractive index n20/D 1.545(lit.)
Flash point >230 °F
storage temp. Inert atmosphere,Room Temperature
solubility 1000mg/l
pka 13.68±0.10(Predicted)
form liquid (clear)
color clear light yellow
PH 7-8 (100g/l, H2O, 20℃)
Water Solubility soluble
Sensitive Hygroscopic
Merck 14,6527
BRN 107851
InChIKey MVQVNTPHUGQQHK-UHFFFAOYSA-N
LogP -0.11 at 25℃
CAS DataBase Reference 100-55-0(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 9TF312056Y
NIST Chemistry Reference Nicotinyl Alcohol(100-55-0)
EPA Substance Registry System 3-Pyridinemethanol (100-55-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
WGK Germany  3
RTECS  UT4690000
3-10-23
Hazard Note  Irritant
TSCA  Yes
HS Code  29333999
NFPA 704
1
2 0

3-Pyridinemethanol price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P66807 3-Pyridinemethanol 98% 100-55-0 1kg $578 2023-06-20 Buy
TCI Chemical P0555 3-Pyridinemethanol >98.0%(GC) 100-55-0 25mL $38 2024-03-01 Buy
TCI Chemical P0555 3-Pyridinemethanol >98.0%(GC) 100-55-0 500mL $439 2024-03-01 Buy
Alfa Aesar A10381 3-Pyridinemethanol, 98% 100-55-0 50g $43.65 2024-03-01 Buy
Alfa Aesar A10381 3-Pyridinemethanol, 98% 100-55-0 250g $157.65 2024-03-01 Buy
Product number Packaging Price Buy
P66807 1kg $578 Buy
P0555 25mL $38 Buy
P0555 500mL $439 Buy
A10381 50g $43.65 Buy
A10381 250g $157.65 Buy

3-Pyridinemethanol Chemical Properties,Uses,Production

Chemical Properties

CLEAR LIGHT YELLOW TO YELLOW LIQUID

Originator

Roniacol,Roche,US,1949

Uses

3-Pyridinemethanol is a useful synthetic intermediate. It can be used in the synthesis of histone deacetylase inhibitors. It can also be used to prepare (phenyl)(cyanopyrazinyl)urea derivatives as possible kinase-1 (Chk1) inhibitors.

Uses

3-Pyridinemethanol can be used as antineoplastic and used in the synthesis of histone deacetylase inhibitors.

Definition

ChEBI: 3-pyridinemethanol is a member of the class of pyridines that is pyridine which is substituted by a hydroxymethyl group at position 3. It has a role as a vasodilator agent and an antilipemic drug. It is a member of pyridines and an aromatic primary alcohol.

Manufacturing Process

The catalyst is prepared by suspending 5 kg of catalyst grade charcoal in 200 liters of water, in a pressure vessel, and adding thereto 25 liters of 4% (as Pd metal) aqueous palladous chloride. Air is displaced from the vessel and then hydrogen is passed into the aqueous mixture at a pressure of 3 to 5 psi, while stirring, until no further absorption is noted and the chloride is completely reduced to metal.
To the aqueous suspension of the palladized charcoal catalyst thus obtained are added 20.8 kg of 3-cyano-pyridine (96% purity); and then are added 70 liters of a hydrochloric acid solution prepared by diluting 30 liters of 36% HCl with 40 liters of water. This represents approximately 1.75 mols of HCl for each mol of 3-cyano-pyridine. The suspension is maintained at 10° to 15°C and stirred continuously while introducing a current of hydrogen at a pressure of 3 to 5 psi. When absorption of hydrogen ceases and the 3-cyanopyridine is completely reduced, the reaction mixture is filtered to remove the catalyst. The filter cake is washed with 40 liters of water in two equal portions, and the wash water is added to the filtrate.
The combined liquors, which comprise an aqueous hydrochloric acid solution of 3-aminomethyl-pyridine hydrochloride, are then heated to a temperature of 60° to 65°C, and ethyl nitrite gas is passed into the heated solution. The ethyl nitrite is generated by placing 20 liters of 90% ethyl alcohol in a suitable vessel, diluting with 200 liters of water, and, while stirring, adding to the dilute alcohol 18.3 kg of nitrosyl chloride at the rate of 2.25 kg per hour. (The process using methyl nitrite is carried out by substituting a stoichiometrically equivalent quantity of methyl alcohol for the ethyl alcohol.)
When all the ethyl nitrite has been added, the reaction mixture is refluxed for approximately one hour, then concentrated to dryness under reduced pressure (25 to 30 mm Hg) and at a maximum temperature of 70°C. The crystalline residue is dissolved in 35 liters of water and adjusted to a pH of 8 to 9 by addition (with cooling and stirring) of 11 to 12 kg of caustic soda. The sodium chloride formed is filtered off, and the filter cake is washed with 20 liters of normal butyl alcohol. This wash liquid is used for the first extraction of the product from the aqueous filtrate. The filtrate is then further extracted with four successive 20-liter portions of n-butyl alcohol.
All the extracts are combined and concentrated in vacuo (100°C/20 mm) to remove the n-butyl alcohol. The residue is submitted to fractionation under reduced pressure. The forerun (up to 112°C/2 to 3 mm) consists of a small amount of n-butyl alcohol and some 3-pyridylcarbinol. The main fraction, boiling at 112° to 114°C/2 to 3 mm, consists of 3-pyridylcarbinol.

brand name

Roniacol (HoffmannLaRoche).

Therapeutic Function

Vasodilator

Synthesis Reference(s)

The Journal of Organic Chemistry, 28, p. 3261, 1963 DOI: 10.1021/jo01046a538
Synthesis, p. 55, 1987

General Description

3-Pyridinemethanol, an aromatic primary alcohol, is the key moiety of many bio-active and industrially important compounds.

Flammability and Explosibility

Not classified

614-18-6
100-55-0
Synthesis of 3-Pyridinemethanol from Ethyl nicotinate
Global( 440)Suppliers
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View Lastest Price from 3-Pyridinemethanol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Nicotinyl alcohol pictures 2024-01-11 Nicotinyl alcohol
100-55-0
US $122.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
3-Pyridinemethanol pictures 2023-08-16 3-Pyridinemethanol
100-55-0
US $10.00 / kg 1kg 99% 1000tons Henan Bao Enluo International TradeCo.,LTD
3-Pyridinemethanol pictures 2023-07-05 3-Pyridinemethanol
100-55-0
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
3-PYRIDINEMETHANOL 3-Hydroxymethyl pyridine (3-Pyridine methanol) 3-(HYDROXYMETHYL)-PYRIDINE 97% (GC) ω-hydroxy-3-picoline 3-(HYDROXYMETHYL)PYRIDINE 98% 3-HYDROXYMETHYL PYRIDINE PYRIDIN-3-YL-METHANOL PYRIDINE-3-METHANOL (3-PYRIDYLCARBINOL) PHYSICALANDCHEMICALPROPERTIES ω-Hydroxy-3-picoline, 3-(Hydroxymethyl)pyridine, 3-Pyridyl carbinol 3-(Hydroxymethyl)pyridine,98% 3-(HydroxyMethyl)pyridine, 98% 100GR 3-(HydroxyMethyl)pyridine, 98% 5GR 3-Pyridinemethanol,ω-Hydroxy-3-picoline, 3-(Hydroxymethyl)pyridine, 3-Pyridyl carbinol 3-(Hydroxymethyl)pyridine Nicotinyl Alcohol 3-PYRIDYLMETHANOL FOR SYNTHESIS (Pyridin-3-yl)methanol, Nicotinyl alcohol 3-PyridineMethanol 98% beta-Picolyl alcohol beta-picolylalcohol beta-Pyridinecarbinol beta-Pyridylcarbinol Niltuvin (free base) Nu-2121 Pyridine-3-carbinol Pyridyl-3-carbinol Pyridylcarbinol Pyridylmethanol RO-1-5155 Roniacol RONICOL RARECHEM AL BD 0185 PYRIDINE-3-METHANOL NICOTINIC ALCOHOL OMEGA-HYDROXY-3-PICOLINE TIMTEC-BB SBB004344 3-PICOLYL ALCOHOL 3-Pyridinemethanol Vetec(TM) reagent grade, 98% 3-Pyridinemethanol> pyridin-3-ylmethanol hydrochloride 3-Pyridinemethanol 100-55-0 3-Hydroxymethyl pyridine (Pyridine-3-methanol) AI3 11684 AI311684 AI3-11684 3-PYRIDYLMETHANOL 3-Pyridinylmethanol Pyridyl-3-methanol PYRIDIN-3-YLMETHANOL NICOTINYL ALCOHOL 3-(HYDROXYMETHYL)PYRIDINE 3-PYRIDYLCARBINOL 3-Pyridyl carbinal 3-Pyridinemethanol (8CI, 9CI, ACI) 3-Pyridinemethanol(biological) 3-pyridinyl alcohol 100-55-0 C6H7NO ALCOHOL