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69400

Sigma-Aldrich

6-Methyl-2-thiouracil

purum, ≥98.0% S basis (elemental analysis)

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Synonym(s):
Basethyrin, Methiocil, Thiothymin, 4-Hydroxy-2-mercapto 6-methylpyrimidine, MZU
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

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Synthesis and biological properties of novel, uracil-containing histone deacetylase inhibitors.
Mai A, et al.
Journal of Medicinal Chemistry, 49(20), 6046-6056 (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 investigation of S-aryl-S-DABO derivatives as HIV-1 inhibitors.
Mugnaini C, et al.
Bioorganic & Medicinal Chemistry Letters, 16(13), 3541-3544 (2006)
P Batjoens et al.
Journal of chromatography. A, 750(1-2), 127-132 (1996-10-25)
A more sensitive method was developed using the hyphenated technique of gas chromatography-mass spectrometry (GC-MS) supplementary to the official high-performance thin-layer chromatography (HPTLC) method. Even combined with less efficient extraction and clean-up methods, GC-MS is able to lower the detection
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

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