Alfuzosin hydrochloride

Alfuzosin hydrochloride is an α1 adrenergic receptor antagonist used to treat benign prostatic hyperplasia (BPH).Target: α1 adrenergic receptorAlfuzosin, a new quinazoline derivative, acts as a selective and competitive antagonist of alpha 1-adrenoceptor-mediated contraction of prostatic, prostatic capsule, bladder base and proximal urethral smooth muscle, thereby reducing the tone of these structures. Consequently, urethral pressure and resistance, bladder outlet resistance, bladder ins

Preparation of anhydrous Alfuzosin hydrochloride: Alfuzosin base (5g, 0.013mol) is charged to a flask and ethanol (110ml) added. The mixture is refluxed for 15 min. and the solid dissolved. Activated charcoal is added to this solution and the suspension is stirred for lOmin., filtered and washed with 5ml hot ethanol. The filtrate is cooled down to 20-25EXAMPLE 4 [00121] Preparation of Alfuzosin Hydrochloride[00122] Alfuzosin (50.0 g) was suspended in isopropyl alcohol (500.0 ml).Hydrochloric acid in isopropyl alcohol (5-10percent, 100.0 ml) was added to the suspension at EPO [00136] Preparation of Alfuzosin Hydrochloride Anhydrous Polymorph[00137] Alfuzosin (50 g) was suspended in a mixture of ethyl acetate (250 ml) and isopropyl acetate (250 ml). Hydrochloric acid in methanol (5-10percent, 150 ml) was added to the suspension at room temperature. The suspension was stirred at the same temperature EPO EXAMPLE 8; [00124] Preparation of Alfuzosin Hydrochloride[00125] Alfuzosin (50 g) was suspended in a mixture of ethanol (200.0 ml) and methanol (50 ml). Hydrochloric acid in isopropyl alcohol (5-10percent, 100 ml) was added to the suspension at room temperature. The suspension was stirred at same temperature for about 45 to about 60 minutes. The product was isolated by filtration, washed with ethanol (50 ml). The wet product was dried at a temperature ranging from about 50EXAMPLE 3 6 The N-methyl-3-amino-tetrahydrofurancarboxamide 56g (0.30mol) and 2-chloro-4-amino-6, 7-dimethoxyquinazoline 72.2g (0.30mol) in an organic solvent isoamyl alcohol, the mixture was refluxed for 10 hours, cooled and filtered, and the organic solvent was evaporated. The solid was crystallised from diethyl ether and then recrystallization from a mixed solvent, alfuzosin hydrochloride 84.5 g was obtained, the yield was 66percent, and the purity was 97percent.261.4 g (1.40 mol) of N- (3-methylaminopropyl) -2-tetrahydrofurancarboxamide and336.9 g (1.40 mol) of 2-chloro-4-amino-6, 7-dimethoxyquinazoline In the presence of isoamyl alcohol, Stirred at reflux for 6 hours, cooled and filtered, Isoamyl alcohol was removed by rotary evaporation, the solid was dispersed with acetone, Then recrystallized from ethanol-ether, Obtained aloezosin hydrochloride 390.3g, The yield of this step is 65.5percent.

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

Molecular Weight:425.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:8
Exact Mass:425.1829821
Monoisotopic Mass:425.1829821
Topological Polar Surface Area:112
Heavy Atom Count:29
Complexity:511
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes