An anticancer agent and synthetic intermediate
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1-(3-Hydroxyphenyl)dihydropyrimidine-2,4(1H,3H)-dione

Item No. 46507

Technical Information
Formal Name
dihydro-1-(3-hydroxyphenyl)-2,4(1H,3H)-pyrimidinedione
CAS Number
1310680-01-3
Synonyms
  • Hydrouracil-3-PhOH
Molecular Formula
C10H10N2O3
Formula Weight
Purity
≥98%
A solid
SMILES
O=C1NC(CCN1C2=CC(O)=CC=C2)=O
InChi Code
InChI=1S/C10H10N2O3/c13-8-3-1-2-7(6-8)12-5-4-9(14)11-10(12)15/h1-3,6,13H,4-5H2,(H,11,14,15)
InChi Key
NUEWZBOGLYTCGZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    1-(3-Hydroxyphenyl)dihydropyrimidine-2,4(1H,3H)-dione is an anticancer agent and synthetic intermediate.1,2 It reduces the viability of cisplatin-resistant FaDu cells (IC50 = 9.9 µM).1 It is active against multidrug-resistant S. aureus and E. faecalis (MICs = 16 and 32 µg/ml) but not multidrug-resistant E. coli, K. pneumoniae, P. aeruginosa, or A. baumannii (MICs = >64 µg/ml for all). 1-(3-Hydroxyphenyl)dihydropyrimidine-2,4(1H,3H)-dione has been used in the synthesis of substituted naphthalenediones with antibacterial and antifungal activity.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kavaliauskas, P., Acevedo, W., Mickevičiūtė, E., et al. 3,3'-((3-Hydroxyphenyl)azanediyl)dipropionic acid derivatives as a promising scaffold against drug-resistant pathogens and chemotherapy-resistant cancer. Pathogens 14(5), 484 (2025).

    2. Voskienė, A., Sapijanskaitė, B., Mickevičius, V., et al. Synthesis, chemical properties, and antimicrobial activity of 2- and 2,3-substituted [(tetrahydro-2,4-dioxopyrimidin-1(2H)-yl)-phenoxy]naphthalene-1,4-diones. Monatsh Chem. 142, 529-537 (2011).