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377910

Sigma-Aldrich

N4-Acetylcytosine

99%

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25 G
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$67.83

About This Item

Empirical Formula (Hill Notation):
C6H7N3O2
CAS Number:
14631-20-0
Molecular Weight:
153.14
Beilstein/REAXYS Number:
138451
MDL number:
MFCD00134466
UNSPSC Code:
12352100
PubChem Substance ID:
24863528
NACRES:
NA.22

$67.83

List Price$96.90Save 30%
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Available to ship onApril 15, 2025Details

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assay

99%

mp

>300 °C (lit.)

functional group

amide

SMILES string

CC(=O)NC1=NC(=O)NC=C1

InChI

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

Inchi Key

IJCKBIINTQEGLY-UHFFFAOYSA-N

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General description

Four stable conformers of N4-acetylcytosine, and the one of the stable form containing an intramoleuclar six-membered ring have been reported by theoretical calculations.The infrared and FT-Raman spectra of N4-acetylcytosine in the solid phase has been reported.[1]

Application

N4-Acetylcytosine may be used in the preparation of cytidine.[2] It may be used in the preparation of 1-(4-azido-4-deoxy-β-D-glucopyranosyl)cytosine.[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000316456
MKCV4693
0000316456
MKCQ6553
MKCN7839

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Synthesis and properties of N-(2, 3, 5-tri-O-acetyl-D-ribofuranosyl) maleimide.
Schwartz AL and Lerner LM.
The Journal of Organic Chemistry, 40(1), 24-28 (1975)
Dapeng Zhou et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 112, 139-145 (2013-05-15)
The infrared and FT-Raman spectra of N4-acetylcytosine in the solid phase have been recorded, and the molecular geometrical parameters were optimized using B3LYP and MP2 methods with 6-311++G(d,p) basis set. The theoretical calculations indicate the presence of four stable conformers
Nucleosides. 63. Synthetic studies on nucleoside antibiotics. 3. Total synthesis of 1-(4-amino-4-deoxy-beta-d-glucopyranosyluronic acid)cytosine, the nucleoside moiety of gougerotin.
K A Watanabe et al.
The Journal of organic chemistry, 35(1), 231-236 (1970-01-01)

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