2-amino-5-bromo-6-phenyl-1,4-dihydropyrimidin-4-one

• ChemBase ID: 163079
• Molecular Formular: C10H8BrN3O
• Molecular Mass: 266.09402
• Monoisotopic Mass: 264.98507389
• SMILES: c1(c([nH]c(nc1=O)N)c1ccccc1)Br
• Canonical SMILES: O=c1nc(N)[nH]c(c1Br)c1ccccc1
• InChI: InChI=1S/C10H8BrN3O/c11-7-8(6-4-2-1-3-5-6)13-10(12)14-9(7)15/h1-5H,(H3,12,13,14,15)
• InChIKey: CIUUIPMOFZIWIZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-bromo-6-phenyl-1,4-dihydropyrimidin-4-one
• IUPAC Traditional name: bropirimine
• Synonyms: 2-Amino-5-bromo-6-phenyl-4(3H)-pyrimidinone; 5-Bromo-6-phenylisocytosine; 2-Amino-5-bromo-6-phenyl-4-pyrimidinol; 2-Amino-5-bromo-6-phenyl-4-pyrimidinone; 5-Bromo-2,3-dihydro-2-imino-6-phenyl-4(1H)-pyrimidinone; NSC 149027; PNU 54461; U 54461; U 54461S; 2-amino-5-bromo-6-phenyl-4(1H)-pyrimidinone; Bropirimine; 2-Amino-5-bromo-4-hydroxy-6-phenylpyrimidine

Database IDs

• CAS Number: 56741-95-8
• MDL Number: MFCD00813905
• PubChem SID: 162257214
• PubChem CID: 65457

CALCULATED PROPERTIES

• Acid pKa: 12.484033
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.99693185
• LogD (pH = 7.4): 0.99692875
• Log P: 0.99693197
• Molar Refractivity: 61.2409 cm^3
• Polarizability: 22.646528 Å^3
• Polar Surface Area: 67.48 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - B689250

Bropirimine is an orally active immunostimulant; anticancer agent. Bropirimine is an interferon inducer that is a potentially useful in the the treatment of superficial bladder cancer (transitional cell carcinoma). Studies suggest that Bropirimine has dir

REFERENCES

• Akaza, H. et al.: Eur. Urol., 34, 107 (1998)
• Tei, Y. et al.: Anticancer Res., 22, 1667 (1998)
• Kassouf, W. et al.: Exp. Rev. Anticancer Ther., 4, 1037 (1998)