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A50606

Sigma-Aldrich

6-Aminouracil

97%

Synonym(s):

4-Amino-2,6-dihydroxypyrimidine, 6-Amino-2,4-pyrimidinediol

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About This Item

Empirical Formula (Hill Notation):
C4H5N3O2
CAS Number:
873-83-6
Molecular Weight:
127.10
Beilstein/REAXYS Number:
120491
EC Number:
212-854-3
MDL number:
MFCD00006071
UNSPSC Code:
12352100
PubChem Substance ID:
24890937
NACRES:
NA.22

assay

97%

form

powder

mp

≥360 °C (lit.)

SMILES string

Nc1cc(O)nc(O)n1

InChI

1S/C4H5N3O2/c5-2-1-3(8)7-4(9)6-2/h1H,(H4,5,6,7,8,9)

InChI key

LNDZXOWGUAIUBG-UHFFFAOYSA-N

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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)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P M Tarantino et al.
Journal of medicinal chemistry, 42(11), 2035-2040 (1999-06-04)
6-Anilinouracils (6-AUs) are dGTP analogues which selectively inhibit the DNA polymerase III of Bacillus subtilis and other Gram-positive bacteria. To enhance the potential of the 6-AUs as antimicrobial agents, a structure-activity relationship was developed involving substitutions of the uracil N3
María-Jesús Pérez-Pérez et al.
Mini reviews in medicinal chemistry, 5(12), 1113-1123 (2005-12-27)
Thymidine Phosphorylase (TPase) catalyses the reversible phosphorolysis of pyrimidine 2'-deoxynucleosides to 2-deoxyribose-1-phosphate and their respective pyrimidine bases, including the phosphorolysis of nucleoside analogues with important antiviral or anticancer properties. Moreover, TPase, identified also as the angiogenic platelet-derived endothelial cell growth
H Sladowska et al.
Acta poloniae pharmaceutica, 53(1), 39-46 (1996-01-01)
Synthesis of 6-substituted 2,4-dioxo-1,2,3,4,5,6,7,8-octahydropyrimido[4,5-d]pyrimidines [III-VI] obtained by cyclocondensation of 1-phenyl-6-aminouracil with formaline and the primary amines is described. Compounds III, V, VI in the Mannich reaction with secondary cyclic amines yield the corresponding 3-substituted N-aminomethyl derivatives VII-X. Some of them
Christine Gersch et al.
Nucleosides, nucleotides & nucleic acids, 27(8), 967-978 (2008-08-13)
The 1980 identification of nitric oxide (NO) as an endothelial cell-derived relaxing factor resulted in an unprecedented biomedical research of NO and established NO as one of the most important cardiovascular, nervous and immune system regulatory molecule. A reduction in
Kyung Mee Kim et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(1-2), 65-70 (2008-12-17)
Uric acid (UA) can be directly converted to allantoin enzymatically by uricase in most mammals except humans or by reaction with superoxide. UA can react directly with nitric oxide to generate 6-aminouracil and with peroxynitrite to yield triuret; both of
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