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D115207

Sigma-Aldrich

6-Methyluracil

97%

Synonym(s):

2,4-Dihydroxy-6-methylpyrimidine

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About This Item

Empirical Formula (Hill Notation):
C5H6N2O2
CAS Number:
626-48-2
Molecular Weight:
126.11
Beilstein:
115647
EC Number:
210-949-4
MDL number:
MFCD00006028
UNSPSC Code:
12352100
PubChem Substance ID:
24893364
NACRES:
NA.22

Assay

97%

form

powder

mp

318 °C (dec.) (lit.)

SMILES string

CC1=CC(=O)NC(=O)N1

InChI

1S/C5H6N2O2/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9)

InChI key

SHVCSCWHWMSGTE-UHFFFAOYSA-N

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Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H361

Precautionary Statements

P281

Hazard Classifications

Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV8308
MKCS8647
MKCR2028
MKCP1539
MKCN3526

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Zhiqiang Guo et al.
Bioorganic & medicinal chemistry letters, 13(19), 3311-3315 (2003-09-03)
The novel synthesis and SAR studies of 6-methyluracils as human GnRH receptor antagonists are discussed. Introduction of a small methyl substituent at the beta-position from N3 of the uracil improved the GnRH binding potency by 5- to 10-fold. The best
Adrian Häberli et al.
Nucleosides, nucleotides & nucleic acids, 22(5-8), 1187-1189 (2003-10-21)
We synthesized pyrrolidino-C-nucleosides, incorporated them into oligodeoxynucleotides and investigated their pairing properties. The thermal duplex and triplex stabilities were measured. While triplex formation is destabilized in the case of pyrrolidino-pseudo-U and -T, pyrrolidino-pseudo-iso-C leads to an increase of the Tm
Fabio C Tucci et al.
Bioorganic & medicinal chemistry letters, 13(19), 3317-3322 (2003-09-03)
A new class of small molecule GnRH antagonists, the 1-arylmethyl-3-(1-methyl-2-amino)ethyl-5-aryl-6-methyluracils, was designed and a novel stereoselective synthesis for these compounds was developed. The stereochemical integrities of key intermediates (S)-6 and (R)-6 were confirmed by a combination of X-ray crystallography and
Effect of tetraalkylammonium derivatives of 6-methyluracil on the endplate potentials of muscles of different functional types.
I V Kovyazina et al.
Doklady biological sciences : proceedings of the Academy of Sciences of the USSR, Biological sciences sections, 399, 458-460 (2005-02-19)
H Eshtiagh-Hosseini et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 78(5), 1392-1396 (2011-02-18)
This paper reports the hydrothermal synthesis, experimental and theoretical studies of a novel cocrystal compound in the 2:1 stoichiometric ratio of 6-methyluracil (6mu) and dipicolinic acid (pydcH(2)) formulated as [6mu](2)[pydcH(2)] (1), for the first time. DFT calculations were performed to
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