3-hydroxy-3-methylurea

• ChemBase ID: 173819
• Molecular Formular: C2H6N2O2
• Molecular Mass: 90.08124
• Monoisotopic Mass: 90.04292744
• SMILES: NC(=O)N(O)C
• Canonical SMILES: CN(C(=O)N)O
• InChI: InChI=1S/C2H6N2O2/c1-4(6)2(3)5/h6H,1H3,(H2,3,5)
• InChIKey: OCWOEDAIWSVHFT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-3-methylurea
• IUPAC Traditional name: 3-hydroxy-3-methylurea
• Synonyms: 1-Hydroxy-1-methylurea; 1-Methyl-1-hydroxyurea; 1-Methylhydroxyurea; NSC 529064; SQ 17589; N-Hydroxy-N-methylurea; 1-Methylhydroxyurea

Database IDs

• CAS Number: 7433-43-4
• PubChem SID: 164229729
• PubChem CID: 81934

CALCULATED PROPERTIES

• Acid pKa: 9.94066
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.1433553
• LogD (pH = 7.4): -1.1445831
• Log P: -1.1433395
• Molar Refractivity: 19.8039 cm^3
• Polarizability: 7.5398455 Å^3
• Polar Surface Area: 66.56 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M312915

1-Methylhydroxyurea is a methylated hydroxyurea with anticancer activity. 1-Methylhydroxyurea has been shown to inhibit the growth of tumors by impairing DNA replication, without interfering with continued RNA synthesis.

REFERENCES

• Hilf, R. et al.: Cancer Res., 26, 2286 (1966)
• Gale, G.R. et al.: Biochem. Pharmacol., 17, 235 (1966)
• Yu, R.J. et al.: J. INvest. Dermatol., 63, 279 (1966)