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290084

Sigma-Aldrich

2-Amino-4-methyl-3-nitropyridine

98%

Synonym(s):

2-Amino-3-nitro-4-picoline

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About This Item

Empirical Formula (Hill Notation):
C6H7N3O2
CAS Number:
6635-86-5
Molecular Weight:
153.14
Beilstein/REAXYS Number:
139111
MDL number:
MFCD00006315
UNSPSC Code:
12352100
PubChem Substance ID:
24857424
NACRES:
NA.22

assay

98%

mp

136-140 °C (lit.)

SMILES string

Cc1ccnc(N)c1[N+]([O-])=O

InChI

1S/C6H7N3O2/c1-4-2-3-8-6(7)5(4)9(10)11/h2-3H,1H3,(H2,7,8)

InChI key

IKMZGACFMXZAAT-UHFFFAOYSA-N

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General description

The crystal structure of 2-amino-4-methyl-3-nitropyridine was elucidated.

Application

2-Amino-4-methyl-3-nitropyridine was used in the synthesis of 2-amino-5-hydroxy-4-methyl-3-nitropyridine, 2-amino-4-hydroxymethyl-3-nitropyridine and 2-amino-4-methyl-3-nitropyridine-1-oxide by undergoing biotransformation by Cunninghamella elegans ATCC 26269.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Thomas Tully et al.
Journal of industrial microbiology & biotechnology, 39(12), 1789-1799 (2012-08-29)
Biotransformation of the highly substituted pyridine derivative 2-amino-4-methyl-3-nitropyridine by Cunninghamella elegans ATCC 26269 yielded three products each with a molecular weight of 169 Da which were identified as 2-amino-5-hydroxy-4-methyl-3-nitropyridine, 2-amino-4-hydroxymethyl-3-nitropyridine, and 2-amino-4-methyl-3-nitropyridine-1-oxide. Biotransformation by Streptomyces antibioticus ATCC 14890 gave two different
I Bryndal et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 96, 952-962 (2012-09-04)
The crystal structures of 2-amino-4-methyl-3-nitropyridine (I), 2-amino-4-methyl-3,5-dinitropyridine (II) and 2-amino-4-methyl-5-nitropyridine (III) have been determined. The compounds crystallize in the monoclinic P2(1)/n, triclinic P-1 and monoclinic C2/c space groups, respectively. These structures are stabilized by a combination of N-H···N and N-H···O

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