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Merck

123080

2-Amino-4-methylpyridine

99%

Synonym(s):

2-Amino-4-picoline

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About This Item

Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
Molecular Weight:
108.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-780-9
Beilstein/REAXYS Number:
107066
MDL number:
Assay:
99%
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Product Name

2-Amino-4-methylpyridine, 99%

InChI key

ORLGLBZRQYOWNA-UHFFFAOYSA-N

InChI

1S/C6H8N2/c1-5-2-3-8-6(7)4-5/h2-4H,1H3,(H2,7,8)

SMILES string

Cc1ccnc(N)c1

assay

99%

bp

230 °C (lit.)

mp

96-99 °C (lit.)

solubility

DMF: freely soluble
H2O: freely soluble
aliphatic hydrocarbons: slightly soluble
coal tar bases: freely soluble
lower alcohols: freely soluble
petroleum ether: slightly soluble

Quality Level

Gene Information

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Application

2-Amino-4-methylpyridine has been used in the synthesis of 2-amino-4-methyl­pyridinium 2-hy­droxy­benzoate.

Biochem/physiol Actions

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

General description

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

pictograms

Skull and crossbonesCorrosion

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

244.4 °F - closed cup

flash_point_c

118 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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F Bergmann et al.
Archives internationales de pharmacodynamie et de therapie, 247(2), 275-282 (1980-10-01)
2-Amino-4-methylpyridine (2-AMP), when implanted into the ventral lateral thalamus of rats, does not cause stereotyped behavior. On the other hand, when compulsive biting and gnawing was evoked by thalamic implants of morphine (via stimulation of type 1 opiate receptors, which
M W Fryer et al.
General pharmacology, 29(4), 657-663 (1997-11-14)
1. The effects of 4-methyl-2-aminopyridine (4M2AP) and 4-aminopyridine (4AP) on spontaneous and evoked [3H]-noradrenaline overflow were compared in rabbit ear artery strips. The effects of 4M2AP on smooth muscle contractility were also investigated in isolated perfused ear arteries. 2. Both
W E Glover
European journal of pharmacology, 71(1), 21-31 (1981-04-24)
The effect of 4-aminopyridine (4AP) and 4-methyl-2-aminopyridine (4M2AP), 10(-3) M, was studied on isolated spontaneously beating right atria and electrically driven left atria of the rabbit and the cat. In the rabbit preparations, 4AP had a positive inotropic effect which
Synthesis, spectroscopic and magnetic properties of methoxo-bridged copper (II) complexes with 2-amino-4-methylpyridine as the ligand.
Komaei SA, et al.
Transition Metal Chemistry, 24(1), 104-107 (1999)
R Boer et al.
Molecular pharmacology, 58(5), 1026-1034 (2000-10-20)
We have investigated various nitric oxide (NO) synthase inhibitors for their affinity and selectivity toward the three human isoenzymes in radioligand binding experiments. Therefore, we developed the new radioligand [(3)H]2-amino-4-picoline to measure binding of these compounds to the three human

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