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
Beilstein/REAXYS Number:
115648
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
grade
purum
Quality Level
assay
≥98.0% S basis (elemental analysis)
form
crystals
mp
~330 °C (dec.) (lit.)
SMILES string
CC1=CC(=O)NC(=S)N1
InChI
1S/C5H6N2OS/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9)
InChI key
HWGBHCRJGXAGEU-UHFFFAOYSA-N
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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.
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Warning
hcodes
Hazard Classifications
Skin Sens. 1
wgk_germany
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)
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
Philippe Ratajczak et al.
Journal of applied physiology (Bethesda, Md. : 1985), 99(1), 244-251 (2005-02-19)
Caveolins modulate signaling pathways involved in cardiac development. Caveolin-1 exists in two isoforms: the beta-isoform derivates from an alternative translational start site that creates a protein truncated by 31 amino acids, mainly expressed in endothelial cells, whereas caveolin-3 is present
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