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123080

Sigma-Aldrich

2-Amino-4-methylpyridine

99%

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Synonym(s):
2-Amino-4-picoline
Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
Molecular Weight:
108.14
Beilstein/REAXYS Number:
107066
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

SMILES string

Cc1ccnc(N)c1

InChI

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

InChI key

ORLGLBZRQYOWNA-UHFFFAOYSA-N

Gene Information

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This Item
109835239615131490
2-Amino-4-methylpyridine 99%

123080

2-Amino-4-methylpyridine

2-Methylpyridine 98%

109835

2-Methylpyridine

4-Methylpyridine 99%

239615

4-Methylpyridine

4-Methylpyridine 98%

131490

4-Methylpyridine

solubility

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

solubility

H2O: freely soluble, alcohol: miscible, diethyl ether: miscible

solubility

alcohol: soluble(lit.), diethyl ether: soluble(lit.), water: soluble(lit.)

solubility

-

bp

230 °C (lit.)

bp

128-129 °C (lit.)

bp

145 °C (lit.)

bp

145 °C (lit.)

mp

96-99 °C (lit.)

mp

−70 °C (lit.)

mp

2.4 °C (lit.)

mp

2.4 °C (lit.)

Gene Information

human ... NOS1(4842), NOS2(4843), NOS3(4846)
rat ... Nos1(24598)

Gene Information

-

Gene Information

-

Gene Information

-

General description

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

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.

pictograms

CorrosionSkull and crossbones

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_germany

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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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)
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
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
N Kiloh et al.
European journal of pharmacology, 70(1), 53-57 (1981-03-05)
4-Methyl-2-aminopyridine (4M2AP) increased responses of isolated rat diaphragm and chick biventer cervicis nerve-muscle preparations to nerve stimulation but depressed responses to direct stimulation. Responses to acetylcholine were also increased while responses to carbachol were depressed. When tested after inhibition of
Madhukar Hemamalini et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 8), o2151-o2152 (2010-01-01)
The asymmetric unit of the title mol-ecular salt, C(6)H(9)N(2) (+)·C(7)H(5)O(3) (-), contains two cations and two anions. Both the salicylate anions contain an intra-molecular O-H⋯O hydrogen bond, which generates an S(6) ring. Both the 2-amino-4-methyl-pyridine mol-ecules are protonated at their

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