A tyrosinase inhibitor and building block
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N-Phenylthiourea

Item No. 30855

Technical Information
Formal Name
N-phenyl-thiourea
CAS Number
103-85-5
Synonyms
  • 1-Phenyl-2-thiourea
  • NSC 5779
  • Phenylthiocarbamide
  • Phenylthiourea
  • PTC
  • PTU
Molecular Formula
C7H8N2S
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:3): 0.25 mg/ml
λmax
265 nm
SMILES
NC(NC1=CC=CC=C1)=S
InChi Code
InChI=1S/C7H8N2S/c8-7(10)9-6-4-2-1-3-5-6/h1-5H,(H3,8,9,10)
InChi Key
FULZLIGZKMKICU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N-Phenylthiourea is a tyrosinase inhibitor (Ki = 0.21 μM in an enzyme assay using L-DOPA as a substrate) and building block.1,2 It increases the susceptibility of SK-MEL-188 melanoma cells in melanogenesis-inducing conditions to γ-radiation-induced cytotoxicity when used at a concentration of 0.01 μM.3 N-Phenylthiourea has been used as a precursor in the synthesis of compounds with antibacterial and antifungal activities.2 It has also been used as a genetic marker for taste because only some people detect it as a bitter taste.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ryanzanova, A.D., Alekseev, A.A., and Slepneva, I.A. The phenylthiourea is a competitive inhibitor of the enzymatic oxidation of DOPA by phenoloxidase. J. Enzyme Inhib. Med. Chem. 27(1), 78-83 (2012).

    2. Soni, B., Bhandari, A.A., Ranawat, M.S., et alSynthesis and antimicrobial activity of 2-substituted benzothiazole containing azomethine linkage. Pharmacophore 2(1), 24-33 (2011).

    3. Brożyna, A.A., VanMiddlesworth, L., and Slominski, A.T. Inhibition of melanogenesis as a radiation sensitizer for melanoma therapy. Int. J. Cancer 123(6), 1448-1456 (2008).

    4. Drewnowski, A., and Rock, C.L. The influence of genetic taste markers on food acceptance. Am. J. Clin. Nutr. 62(3), 506-511 (1995).