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Merck
CN

69400

6-Methyl-2-thiouracil

purum, ≥98.0% S basis (elemental analysis)

Synonym(s):

Basethyrin, Methiocil, Thiothymin, 4-Hydroxy-2-mercapto 6-methylpyrimidine, MZU

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About This Item

Empirical Formula (Hill Notation):
C5H6N2OS
CAS Number:
Molecular Weight:
142.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-252-3
Beilstein/REAXYS Number:
115648
MDL number:
Assay:
≥98.0% S basis (elemental analysis)
Form:
crystals
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InChI key

HWGBHCRJGXAGEU-UHFFFAOYSA-N

InChI

1S/C5H6N2OS/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9)

SMILES string

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

grade

purum

assay

≥98.0% S basis (elemental analysis)

form

crystals

mp

~330 °C (dec.) (lit.)

Quality Level

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General description

6-Methyl-2-thiouracil possesses antithyroid activity.

Application

6-Methyl-2-thiouracil can be used in:
  • Synthesis of luminescent gold(I) thiouracilate complexes as emissive materials.
  • Synthesis of uracil-containing histone deacetylase inhibitors.
  • Synthesis of S-dihydro-alkylthio-benzyl-oxopyrimidines (S-DABOs) based anti-HIV agents.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Synthesis and biological investigation of S-aryl-S-DABO derivatives as HIV-1 inhibitors.
Mugnaini C, et al.
Bioorganic & Medicinal Chemistry Letters, 16(13), 3541-3544 (2006)
Antithyroid Drugs and their Analogues Protect Against Peroxynitrite-Mediated Protein Tyrosine Nitration-A Mechanistic Study.
Bhabak KP and Mugesh G
Chemistry?A European Journal , 16(4), 1175-1185 (2010)
Synthesis and biological properties of novel, uracil-containing histone deacetylase inhibitors.
Mai A, et al.
Journal of Medicinal Chemistry, 49(20), 6046-6056 (2006)
F R Lima et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 21(6), 2028-2038 (2001-03-14)
The postnatal development of rat microglia is marked by an important increase in the number of microglial cells and the growth of their ramified processes. We studied the role of thyroid hormone in microglial development. The distribution and morphology of
S Nishida et al.
FEBS letters, 416(1), 69-71 (1997-11-22)
Alterations in the superoxide dismutase (SOD) content of thyroid tissues occurring in association with thyroid dysfunction have been reported. In this study, the Mn-SOD content was found to increase in thyroid tissues of rats administered thyroid stimulating hormone (TSH) and

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