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HomeProduct name list4-Methylpyridin-2-amine

4-Methylpyridin-2-amine

Synonym(s):2-Amino-4-picoline

  • CAS NO.:695-34-1
  • Empirical Formula: C6H8N2
  • Molecular Weight: 108.14
  • MDL number: MFCD00149166
  • EINECS: 211-780-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-20 17:10:30
4-Methylpyridin-2-amine Structural

What is 4-Methylpyridin-2-amine?

Chemical properties

Light yellow to brown flakes

The Uses of 4-Methylpyridin-2-amine

Intermediate, medicine.

The Uses of 4-Methylpyridin-2-amine

2-Amino-4-methylpyridine has been used in the synthesis of 2-amino-4-methyl-pyridinium 2-hy-droxy-benzoate. It is potent inhibitor of NOS2 (iNOS) in vitro. It is used as pharmaceutical intermediate.

What are the applications of Application

2-Amino-4-methylpyridine is a potent inhibitor of NOS2 (iNOS)

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 4554, 2007 DOI: 10.1021/jo070189y

General Description

2-Amino-4-methylpyridine acts as ligand and forms methoxo-bridged copper(II) complexes.

Biochem/physiol Actions

2-Amino-4-methylpyridine inhibits the activity of inducible NO synthase isolated from mouse RAW 264.7 cells in vitro.

Synthesis

A mixture of 2-amino-3-chloro-4-methylpyridine 0.96 g (0. 0067πο1) and benzoic acid, 1.83 g (0.015 mol) was added, the copper powder was added, reacted at 150 ° C for 1 h, and the reaction solution was added to water, Adding the decolorizer, adjusting the pH of the filtered solution to pH 9, filtering and drying the filter cake to obtain 0.65 g of crude 4-Methylpyridin-2-amine as a yellow solid, the yield was 89.3percent. The crude 0.65g dissolved in dilute hydrochloric acid solution to the crude product completely dissolved to obtain a salt solution, adding ethyl acetate to the salt solution to extract the water phase, slowly adding sodium bicarbonate to the aqueous phase Solution to pH 9, the solid was completely precipitated, filtered, and the filtrate was washed with distilled water and dried in vacuo to give 0.53 g of 4-Methylpyridin-2-amine as a pale yellow solid.

Purification Methods

Crystallise it from EtOH or a 2:1 *benzene/acetone mixture, and dry it under vacuum as in the prevous entry. [Beilstein 22/9 V 325.]

Properties of 4-Methylpyridin-2-amine

Melting point: 96-99 °C (lit.)
Boiling point: 230 °C (lit.)
Density  1.0275 (estimate)
vapor pressure  3.71Pa at 25℃
refractive index  1.5560 (estimate)
Flash point: 118 °C
storage temp.  Keep in dark place,Inert atmosphere,Room temperature
solubility  DMF: freely soluble
pka pK1: 7.48(+1) (25°C)
form  Flakes
color  Slightly yellow to beige or brown
Water Solubility  SOLUBLE
Sensitive  Hygroscopic
Merck  14,466
BRN  107066
CAS DataBase Reference 695-34-1(CAS DataBase Reference)
NIST Chemistry Reference 2-Pyridinamine, 4-methyl-(695-34-1)
EPA Substance Registry System 2-Pyridinamine, 4-methyl- (695-34-1)

Safety information for 4-Methylpyridin-2-amine

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H373:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P314:Get medical advice/attention if you feel unwell.

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