N-{3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino]propyl}furan-2-carboxamide hydrochloride

• ChemBase ID: 178269
• Molecular Formular: C19H24ClN5O4
• Molecular Mass: 421.87796
• Monoisotopic Mass: 421.15168195
• SMILES: c1c(c(cc2c1nc(nc2N)N(CCCNC(=O)c1occc1)C)OC)OC.Cl
• Canonical SMILES: COc1cc2nc(nc(c2cc1OC)N)N(CCCNC(=O)c1ccco1)C.Cl
• InChI: InChI=1S/C19H23N5O4.ClH/c1-24(8-5-7-21-18(25)14-6-4-9-28-14)19-22-13-11-16(27-3)15(26-2)10-12(13)17(20)23-19;/h4,6,9-11H,5,7-8H2,1-3H3,(H,21,25)(H2,20,22,23);1H
• InChIKey: LYASKMMJFCEPIG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino]propyl}furan-2-carboxamide hydrochloride
• IUPAC Traditional name: N-{3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino]propyl}furan-2-carboxamide hydrochloride
• Synonyms: N-[3-[(4-Amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]-2-furancarboxamide Hydrochloride; Alfuzosin Impurity A; 2,3,4,5-Tetradehydro Alfuzosin Hydrochloride

Database IDs

• CAS Number: 98902-29-5
• PubChem SID: 164234179
• PubChem CID: 13544735

CALCULATED PROPERTIES

• LogD (pH = 7.4): 1.4077168
• Log P: 1.6583251
• Molar Refractivity: 106.4358 cm^3
• Polarizability: 40.04015 Å^3
• Polar Surface Area: 115.74 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 14.029591
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 0.12266214

DETAILS

Toronto Research Chemicals - T291430

An impurity of the α1-adrenoceptor antagonist Alfuzosin (A532010) with antihypertensive activity.

REFERENCES

• Manoury, P.M. et al.: J. Med. Chem., 29, 19 (1986)