ChemicalBook > CAS DataBase List > 3-Pyridinemethanol

3-Pyridinemethanol

Product Name
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
Formula Weight
109.13
MOL File
100-55-0.mol
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3-Pyridinemethanol Property

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)
NIST Chemistry Reference
Nicotinyl Alcohol(100-55-0)
EPA Substance Registry System
3-Pyridinemethanol (100-55-0)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
3
RTECS 
UT4690000
F 
3-10-23
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29333999
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P66807
Product name
3-Pyridinemethanol
Purity
98%
Packaging
1kg
Price
$578
Updated
2023/06/20
TCI Chemical
Product number
P0555
Product name
3-Pyridinemethanol
Purity
>98.0%(GC)
Packaging
25mL
Price
$38
Updated
2024/03/01
TCI Chemical
Product number
P0555
Product name
3-Pyridinemethanol
Purity
>98.0%(GC)
Packaging
500mL
Price
$439
Updated
2024/03/01
Alfa Aesar
Product number
A10381
Product name
3-Pyridinemethanol, 98%
Packaging
50g
Price
$43.65
Updated
2024/03/01
Alfa Aesar
Product number
A10381
Product name
3-Pyridinemethanol, 98%
Packaging
250g
Price
$157.65
Updated
2024/03/01
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3-Pyridinemethanol Chemical Properties,Usage,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

3-Pyridinemethanol Preparation Products And Raw materials

Raw materials

3-Cyanopyridine

Preparation Products

3-Pyridineethaneamine
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3-Pyridinemethanol Suppliers

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View Lastest Price from 3-Pyridinemethanol manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
3-Pyridinemethanol 100-55-0
Price
US $45.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-11-15
WUHAN FORTUNA CHEMICAL CO., LTD
Product
3-Pyridinemethanol 100-55-0
Price
US $1.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
500kgs/month
Release date
2021-06-10
Hebei Weibang Biotechnology Co., Ltd
Product
3-Pyridinemethanol 100-55-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-06

100-55-0, 3-PyridinemethanolRelated Search:

Chromium picolinate Tris(hydroxymethyl)nitromethane Sulfasalazine 3-Aminopyridine Pyridine 2-Chloro-3-cyanopyridine Ethyl acetate Methyl 6-methylnicotinate Pyridoxine Pyridoxal 5'-phosphate monohydrate 2,5-PYRIDINEDICARBOXYLIC ACID 6-Chloronicotinic acid Ethyl 2-methylnicotinate 2-Aminonicotinic acid 2,3-Pyridinedicarboxylic anhydride 4-Pyridylcarbinol 2-(Hydroxymethyl)pyridine Inositol nicotinate

  • 3-PYRIDYLMETHANOL
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  • 3-Hydroxymethyl pyridine (3-Pyridine methanol)
  • 3-(HYDROXYMETHYL)-PYRIDINE 97% (GC)
  • ω-hydroxy-3-picoline
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  • 3-HYDROXYMETHYL PYRIDINE PYRIDIN-3-YL-METHANOL
  • PYRIDINE-3-METHANOL (3-PYRIDYLCARBINOL)
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  • 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
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  • Pyridyl-3-methanol
  • Pyridylcarbinol
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  • RO-1-5155
  • Roniacol
  • RONICOL
  • RARECHEM AL BD 0185
  • PYRIDINE-3-METHANOL
  • PYRIDIN-3-YLMETHANOL
  • NICOTINIC ALCOHOL
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  • OMEGA-HYDROXY-3-PICOLINE
  • TIMTEC-BB SBB004344
  • 3-(HYDROXYMETHYL)PYRIDINE
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  • 3-Pyridinemethanol Vetec(TM) reagent grade, 98%
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  • 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
  • 100-55-0
  • C6H7NO
  • ALCOHOL