An antithyroid agent and a melanoma seeker
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Isomer(s)
169524-Thiouracil
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2-Thiouracil

Item No. 34747

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3-dihydro-2-thioxo-4(1H)-pyrimidinone
CAS Number
141-90-2
Synonyms
  • Antagothyroil
  • NSC 19473
  • NSC 290412
  • NSC 290413
  • NSC 290414
Molecular Formula
C4H4N2OS
Formula Weight
128.2
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml
λmax
273 nm
SMILES
O=C1C=CNC(N1)=S
InChi Code
InChI=1S/C4H4N2OS/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
InChi Key
ZEMGGZBWXRYJHK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    2-Thiouracil is an antithyroid agent and a melanoma seeker.1,2 In vivo, 2-thiouracil (2.5 mg/animal per day) reduces sodium iodide-induced increases in thyroid weight in a mouse model of goiter.1 2-Thiouracil preferentially accumulates into tumor cell melanin in a mouse model of melanoma.2 It also inhibits neuronal nitric oxide synthase (nNOS; Ki = 20 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Itikawa, A., Kawada, J., and Ito, Y. Iodide goiter in the mouse. Endocrinol. Jpn. 14(4), 333-341 (1967).

    2. Palumbo, A., Napolitano, A., De Martino, L., et al. Specific incorporation of 2-thiouracil into biological melanins. Biochim. Biophys. Acta 1200(3), 271-276 (1994).

    3. Palumbo, A., d'Ischia, M., and Cioffi, F.A. 2-thiouracil is a selective inhibitor of neuronal nitric oxide synthase antagonising tetrahydrobiopterin-dependent enzyme activation and dimerisation. FEBS Lett. 485(2-3), 109-112 (2000).