7-bromo-6-chloro-3,4-dihydroquinazolin-4-one

• ChemBase ID: 68233
• Molecular Formular: C8H4BrClN2O
• Molecular Mass: 259.48716
• Monoisotopic Mass: 257.91955244
• SMILES: n1c[nH]c(=O)c2cc(c(cc12)Br)Cl
• Canonical SMILES: Brc1cc2nc[nH]c(=O)c2cc1Cl
• InChI: InChI=1S/C8H4BrClN2O/c9-5-2-7-4(1-6(5)10)8(13)12-3-11-7/h1-3H,(H,11,12,13)
• InChIKey: RFCXXKWROOFQSI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-bromo-6-chloro-3,4-dihydroquinazolin-4-one
• IUPAC Traditional name: 7-bromo-6-chloro-3H-quinazolin-4-one
• Synonyms: 7-Bromo-6-chloro-4(3H)-quinazolinone; 7-Bromo-6-chloro-4(1H)-quinazolinone

Database IDs

• CAS Number: 17518-98-8
• MDL Number: MFCD10000555
• PubChem SID: 162033965
• PubChem CID: 12905621

CALCULATED PROPERTIES

• Acid pKa: 10.165464
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.0971932
• LogD (pH = 7.4): 2.0968874
• Log P: 2.0975392
• Molar Refractivity: 55.327 cm^3
• Polarizability: 19.913437 Å^3
• Polar Surface Area: 41.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - B682405

7-Bromo-6-chloro-4(3H)-quinazolinone is an important intermediate in the manufacturing of the anticoccidial drug (coccidiostat) halofuginone (Tempostatin).

REFERENCES

• Trager, W., et al.: Science, 193, 673 (1976)
• Chien, P., et al.: J. Med. Chem., 13, 867 (1976)
• Zhu, S., et al.: Bioorg. Med. Chem. Lett., 16, 1854 (1976)