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3-Pyridinemethanol

CAS No.
100-55-0
Chemical Name:
3-Pyridinemethanol
Synonyms
PYRIDIN-3-YLMETHANOL;NICOTINYL ALCOHOL;3-(HYDROXYMETHYL)PYRIDINE;3-PYRIDYLCARBINOL;3-PYRIDYLMETHANOL;NICOTINIC ALCOHOL;3-Pyridinylmethanol;Pyridyl-3-methanol;Nu-2121;RONICOL
CBNumber:
CB6384809
Molecular Formula:
C6H7NO
Molecular Weight:
109.13
MDL Number:
MFCD00006407
MOL File:
100-55-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 04:23:25
Product description Number Pack Size Price
3-Pyridinemethanol 98% P66807 1kg $578
3-Pyridinemethanol >98.0%(GC) P0555 25mL $27
3-Pyridinemethanol >98.0%(GC) P0555 500mL $316
3-Pyridinemethanol 426636 2.5g $403
3-Pyridinemethanol 426636 10g $496
More product size

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
Cosmetics Ingredients Functions TONIC
InChI 1S/C6H7NO/c8-5-6-2-1-3-7-4-6/h1-4,8H,5H2
InChIKey MVQVNTPHUGQQHK-UHFFFAOYSA-N
SMILES OCc1cccnc1
LogP -0.11 at 25℃
Surface tension 47.68 mN/m at 23°
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)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
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  TSCA listed
HS Code  29333999
Storage Class 10 - Combustible liquids
Hazard Classifications Eye Irrit. 2
REACH Registrations Active
NFPA 704
1
2 0

3-Pyridinemethanol price More Price(96)

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 $27 2026-04-30 Buy
TCI Chemical P0555 3-Pyridinemethanol >98.0%(GC) 100-55-0 500mL $316 2026-04-30 Buy
Usbiological 426636 3-Pyridinemethanol 100-55-0 2.5g $403 2026-06-03 Buy
Usbiological 426636 3-Pyridinemethanol 100-55-0 10g $496 2026-06-03 Buy
Product number Packaging Price Buy
P66807 1kg $578 Buy
P0555 25mL $27 Buy
P0555 500mL $316 Buy
426636 2.5g $403 Buy
426636 10g $496 Buy

3-Pyridinemethanol Chemical Properties,Uses,Production

Chemical Properties

CLEAR LIGHT YELLOW TO YELLOW LIQUID

Originator

Roniacol,Roche,US,1949

Uses

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

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.

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.

Application

3-Pyridinemethanol is a cholesterol-lowering agent with vasodilatory effects. It can be used to treat acroarterial spasm, acrocyanosis, frostbite, migraine, retinal vascular embolism, etc. As a precursor of bioactive compounds, it can be used to study vasodilation mechanisms and cholesterol regulation.

Preparation

Using 3-cyanopyridine as the raw material, palladium-carbon catalyst is used for reduction reaction in a hydrogen atmosphere to generate 3-aminomethylpyridine hydrochloride. 3-aminomethylpyridine hydrochloride is converted into 3-Pyridinemethanol by treatment with ethyl nitrite.

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

References

[1] Patent: CN107459480, 2017, A. Location in patent: Paragraph 0119-0120
[2] Journal of Organometallic Chemistry, 1982, vol. 224, # 1, p. 21 - 28
[3] ACS Catalysis, 2016, vol. 6, # 6, p. 3998 - 4002
[4] Journal of the Chemical Society, 1953, p. 3733,3736, 3737
[5] Journal of the American Chemical Society, 1951, vol. 73, p. 4925

614-18-6
100-55-0
Synthesis of 3-Pyridinemethanol from Ethyl nicotinate
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View Lastest Price from 3-Pyridinemethanol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Pyridinemethanol pictures 2026-06-24 3-Pyridinemethanol
100-55-0
$1.00 1KG 98.0% 500kgs/month WUHAN FORTUNA CHEMICAL CO., LTD
3-Pyridinemethanol pictures 2026-05-28 3-Pyridinemethanol
100-55-0
$10.00 1KG 99.% 10 ton Hebei Chuanghai Biotechnology Co,.LTD
3-Pyridinemethanol pictures 2026-05-11 3-Pyridinemethanol
100-55-0
98.90% 10g TargetMol Chemicals Inc.
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% 3-Pyridinylmethanol beta-Picolyl alcohol beta-picolylalcohol beta-Pyridinecarbinol beta-Pyridylcarbinol Niltuvin (free base) Nu-2121 Pyridine-3-carbinol Pyridyl-3-carbinol Pyridyl-3-methanol Pyridylcarbinol Pyridylmethanol RO-1-5155 Roniacol RONICOL RARECHEM AL BD 0185 PYRIDINE-3-METHANOL OMEGA-HYDROXY-3-PICOLINE TIMTEC-BB SBB004344 3-PICOLYL ALCOHOL 3-PYRIDYLCARBINOL 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-Pyridyl carbinal 3-Pyridinemethanol (8CI, 9CI, ACI) 3-Pyridinemethanol(biological) 3-pyridinyl alcohol Pyridine-3-methanol, 95% 3-(HYDROXYMETHYL)PYRIDINE 3-PYRIDYLMETHANOL NICOTINIC ALCOHOL NICOTINYL ALCOHOL PYRIDIN-3-YLMETHANOL 100-55-0 C6H7NO