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

• ChemBase ID: 72670
• Molecular Formular: C19H28ClN5O4
• Molecular Mass: 425.90972
• Monoisotopic Mass: 425.18298208
• SMILES: c1(c(cc2c(c1)c(nc(n2)N(CCCNC(=O)C1CCCO1)C)N)OC)OC.Cl
• Canonical SMILES: COc1cc2nc(nc(c2cc1OC)N)N(CCCNC(=O)C1CCCO1)C.Cl
• InChI: InChI=1S/C19H27N5O4.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;/h10-11,14H,4-9H2,1-3H3,(H,21,25)(H2,20,22,23);1H
• InChIKey: YTNKWDJILNVLGX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[(4-amino-6,7-dimethoxyquinazolin-2-yl)(methyl)amino]propyl}oxolane-2-carboxamide hydrochloride
• IUPAC Traditional name: alfuzosin hydrochloride
• Synonyms: N-(3-((4-Amino-6,7-dimethoxy-2-quinazolinyl)methylamino)propyl)tetrahydro-2-furancarboxamide hydrochloride; Uroxatral hydrochloride; Alfuzosin hydrochloride; Uroxatral; Alfuzosin HCl; N-[3-[(4-Amino-6,7-dimethoxy-2-quinazolynyl)methylamino]propyl]tetrahydro-2-furancarboxamide; Alfoten; SL 77-499-10; SL 77499-10; Urion; Xatral; Alfuzosin Hydrochloride

Database IDs

• CAS Number: 81403-68-1
• MDL Number: MFCD00879135
• PubChem SID: 162037591
• PubChem CID: 71764

CALCULATED PROPERTIES

• Acid pKa: 14.639695
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.34812674
• LogD (pH = 7.4): 0.936928
• Log P: 1.1875362
• Molar Refractivity: 107.1141 cm^3
• Polarizability: 41.11549 Å^3
• Polar Surface Area: 111.83 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: insoluble; Methanol; Water
• Apperance: solid; White to Off-White Solid
• Melting Point: 227-228°C (dec.)

Safety Information

• Storage Condition: -20°C; -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: adrenergic receptor

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: HCL
• Empirical Formula (Hill Notation): C19H27N5O4 · HCl

DETAILS

Selleck Chemicals - S1409

Research Area: Bladder dysfunction
Biological Activity:
Alfuzosin(Uroxatral) is an alpha1 receptor antagonist used to treat benign prostatic hyperplasia (BPH). It works by relaxing the muscles in the prostate and bladder neck, making it easier to urinate. [2]

Sigma Aldrich - A0232

Biochem/physiol Actions
Alfuzosin hydrochloride is an alpha-adrenergic blocker used to treat benign prostatic hyperplasia (BPH). It works by relaxing the muscles in the prostate and bladder neck, making it easier to urinate.

Toronto Research Chemicals - A532000

α1-Adrenoceptor antagonist structurally similar to Prozosin. Antihypertensive. Used in treatment of benign prostatic hypertrophy.

REFERENCES

• http://www.rxlist.com/uroxatral-drug.htm
• Ramage, A.G., et al.: Eur. J. Pharmacol., 129, 307 (1986)
• Deering, A.H.,: Brit. J. Clin. Pharmacol., 25, 417 (1986)
• Priolo, L.D., et al.: Eur. J. Clin. Pharmacol., 35, 25 (1986)