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69400

Sigma-Aldrich

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:
56-04-2
Molecular Weight:
142.18
Beilstein:
115648
EC Number:
200-252-3
MDL number:
MFCD00006040
UNSPSC Code:
12352100
PubChem Substance ID:
329761639
NACRES:
NA.22
Pricing and availability is not currently available.

grade

purum

Quality Level

300

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.[1]

Application

6-Methyl-2-thiouracil can be used in:
  • Synthesis of luminescent gold(I) thiouracilate complexes as emissive materials.[2]
  • Synthesis of uracil-containing histone deacetylase inhibitors.[3]
  • Synthesis of S-dihydro-alkylthio-benzyl-oxopyrimidines (S-DABOs) based anti-HIV agents.[3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

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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Certificates of Analysis (COA)

Lot/Batch Number
BCBV1917
BCBS9703V
BCBS3283V
BCBS3282V
BCBS2229V

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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
A Tohei et al.
The Journal of veterinary medical science, 60(4), 439-446 (1998-05-21)
The effect of hypothyroidism on adrenals and gonads in adult female rats was investigated throughout the estrous cycle. Hypothyroidism was induced by administration of 4-Methyl-2-Thiouracil (Thiouracil) in the drinking water. The weight of ovaries and adrenals, and the plasma levels
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