6,7-dimethoxyquinazoline-2,4-diamine

• ChemBase ID: 167497
• Molecular Formular: C10H12N4O2
• Molecular Mass: 220.22788
• Monoisotopic Mass: 220.09602564
• SMILES: c1(c(cc2c(c1)nc(nc2N)N)OC)OC
• Canonical SMILES: COc1cc2nc(N)nc(c2cc1OC)N
• InChI: InChI=1S/C10H12N4O2/c1-15-7-3-5-6(4-8(7)16-2)13-10(12)14-9(5)11/h3-4H,1-2H3,(H4,11,12,13,14)
• InChIKey: ZCIPYVXKMWNKLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-dimethoxyquinazoline-2,4-diamine
• IUPAC Traditional name: 6,7-dimethoxyquinazoline-2,4-diamine
• Synonyms: 2,4-Diamino-6,7-dimethoxyquinazoline; 6,7-Dimethoxy-2,4-quinazolinediamine

Database IDs

• CAS Number: 60547-96-8
• PubChem SID: 162261630
• PubChem CID: 4122435

CALCULATED PROPERTIES

• Acid pKa: 17.683392
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.95796895
• LogD (pH = 7.4): 0.2905536
• Log P: 0.72511166
• Molar Refractivity: 61.3872 cm^3
• Polarizability: 23.351343 Å^3
• Polar Surface Area: 96.28 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Hot DMSO
• Apperance: Tan Solid
• Melting Point: >250°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D446600

A metabolite of Terazosin (T105000) and a minor metabolite of Prazosin (P702325). Displays high affinity for the α1-Adrenoceptors, important in the treatment of hypertension

REFERENCES

• Althuis, T., et al.: J. Med. Chem., 20, 146 (1977)
• Kaye, B., et al.: Brit. J. Clin. Pharmacol., 21, 19S (1977)
• Erve, J., et al.: Drug Metab. Disposition, 35, 908 (1977)