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:
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Sens. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis and biological properties of novel, uracil-containing histone deacetylase inhibitors.
Mai A, et al.
Journal of Medicinal Chemistry, 49(20), 6046-6056 (2006)
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)
D Matthias et al.
Atherosclerosis, 122(2), 201-216 (1996-05-01)
Following oral administration of methionine in high doses to normotensive (NR) and spontaneously hypertensive (SHR) rats, its degradation product, homocysteine (HC), which is markedly elevated in serum, exerts an angiotoxic action directed to the aorta. This is accompanied by considerable
A M Attia et al.
Nucleosides & nucleotides, 18(10), 2307-2315 (2000-01-05)
N3-beta-D-glucopyranosyl, galactopyranosyl and xylopyranosyl 6-methyl-2-methylthiouracil and their 5-bromo derivatives have been synthesized by coupling an alpha-acetobromosugar with the corresponding thiouracil. The new modified thiouridine analogues were evaluated for their inhibitory activity against Human Immunodeficiency Virus (HIV) replication in MT-4 cells
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