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123080

Sigma-Aldrich

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:
695-34-1
Molecular Weight:
108.14
Beilstein/REAXYS Number:
107066
EC Number:
211-780-9
MDL number:
MFCD00006321
UNSPSC Code:
12352100
PubChem Substance ID:
24847520
NACRES:
NA.22

Quality Level

100

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

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

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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

Skull and crossbonesCorrosion
GHS06,GHS05

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCP8780
MKCP2289
MKCM7416
MKCM5639
MKCM1591

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W S Faraci et al.
British journal of pharmacology, 119(6), 1101-1108 (1996-11-01)
1. The ability of 2-amino-4-methylpyridine to inhibit the catalytic activity of the inducible NO synthase (NOS II) enzyme was characterized in vitro and in vivo. 2. In vitro, 2-amino-4-methylpyridine inhibited NOS II activity derived from mouse RAW 264.7 cells with
Ravil R Petrov et al.
Bioorganic & medicinal chemistry letters, 16(18), 4946-4950 (2006-07-11)
An enkephalin analogue coupled to 'aminofentanyl' has been synthesized and tested for biological activities at the mu and delta opioid receptors. Aminofentanyl which represents a structural derivative of fentanyl has been synthesized by acylation of 1-(2-phenethyl)-4-(N-anilino)piperidine with phthaloyl protected beta-alaninyl
Sherif Y Saad et al.
Chemotherapy, 48(6), 309-315 (2003-04-04)
Nitric oxide (NO) has been shown to play a role in maintaining normal renal function. However, the role of NO in cisplatin (CDDP)-induced nephrotoxicity is still unclear. The aim of the present work was to examine the effect of the
Eun-Ae Jo et al.
Chemical communications (Cambridge, England), (44)(44), 5779-5781 (2008-11-15)
The hydroacylation of methanol with alkenes was developed using a catalytic system consisting of Rh(I), 2-amino-4-picoline and benzoic acid; the reaction is speculated to occur by the initial N-methylation of 2-amino-4-picoline with methanol, and the subsequent dehydrogenation of the resulting
Somnath Ray Choudhury et al.
Dalton transactions (Cambridge, England : 2003), (37)(37), 7617-7624 (2009-09-18)
The crystal lattice of the three isostructural compounds , (C(6)H(8)N(2)H)(2)[M(C(3)H(2)O(4))(2)(H(2)O)(2)].4H(2)O (C(6)H(8)N(2)H = protonated 2-amino-4-picoline, M = Ni/Co/Mn, C(3)H(4)O(4) = malonate dianion; hereafter, malonate) is formed by supramolecular 2D layers. Hydrogen-bonding, pi...pi and lone pair...pi interactions play crucial role in organizing
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