3-(6-methoxy-1,3-benzothiazol-2-yl)-1-phenylurea

• ChemBase ID: 179796
• Molecular Formular: C15H13N3O2S
• Molecular Mass: 299.34762
• Monoisotopic Mass: 299.07284767
• SMILES: c1(nc2c(s1)cc(cc2)OC)NC(=O)Nc1ccccc1
• Canonical SMILES: COc1ccc2c(c1)sc(n2)NC(=O)Nc1ccccc1
• InChI: InChI=1S/C15H13N3O2S/c1-20-11-7-8-12-13(9-11)21-15(17-12)18-14(19)16-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)
• InChIKey: JHBWYQRKOUBPCA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(6-methoxy-1,3-benzothiazol-2-yl)-1-phenylurea
• IUPAC Traditional name: 3-(6-methoxy-1,3-benzothiazol-2-yl)-1-phenylurea
• Synonyms: Frenazole; Frentizole

Database IDs

• CAS Number: 26130-02-9
• PubChem SID: 164235706
• PubChem CID: 33334

CALCULATED PROPERTIES

• Molar Refractivity: 83.06 cm^3
• Polarizability: 31.900093 Å^3
• Polar Surface Area: 63.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 10.082083
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.7854486
• LogD (pH = 7.4): 3.7846026
• Log P: 3.7854598

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Immunoregulant

Product Information

• Application(s): Antiviral agent; Cytostatic

REFERENCES

• Paget, C.J. et al., J. Med. Chem., 1969, 12, 1016, (synth, pharmacol)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 12772