Alfuzosin
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| Systematic (IUPAC) name |
| N-[3-[(4-amino-6,7-dimethoxy-quinazolin-2-yl)- methyl-amino]propyl] tetrahydrofuran- 2-carboxamide |
| Clinical data |
| Trade names |
Uroxatral |
| AHFS/Drugs.com |
monograph |
| MedlinePlus |
a604002 |
| Pregnancy cat. |
B2(AU) B(US) |
| Legal status |
POM (UK) ℞-only (US) |
| Routes |
Oral |
| Pharmacokinetic data |
| Bioavailability |
49% |
| Protein binding |
82%-90% |
| Metabolism |
Hepatic (CYP3A4-mediated) |
| Half-life |
10 hours |
| Excretion |
Fecal (69%) and renal (24%) |
| Identifiers |
| CAS number |
81403-80-7 Y |
| ATC code |
G04CA01 |
| PubChem |
CID 2092 |
| DrugBank |
APRD00490 |
| ChemSpider |
2008 Y |
| UNII |
90347YTW5F Y |
| KEGG |
D07124 Y |
| ChEBI |
CHEBI:51141 Y |
| ChEMBL |
CHEMBL709 Y |
| Chemical data |
| Formula |
C19H27N5O4 |
| Mol. mass |
389.449 g/mol |
| SMILES |
eMolecules & PubChem |
- InChI=1S/C19H27N5O4/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)
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Key:WNMJYKCGWZFFKR-UHFFFAOYSA-N Y
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Alfuzosin (INN, provided as the hydrochloride salt) is an α1 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.
Alfuzosin is marketed in the United States by Sanofi Aventis under the brand name Uroxatral and elsewhere under the tradename Xatral , and in Egypt under name of Prostetrol. Alfuzosin was approved by the FDA for treatment of BPH in June 2003.
[edit] Side effects
The most common side effects are dizziness (due to postural hypotension), upper respiratory tract infection, headache, and fatigue. Anxity
[edit] Contraindications
Alfuzosin should be used with caution in patients with severe renal insufficiency, and should not be prescribed to patients with a known history of QT prolongation who are taking medications known to prolong the QT interval.
[edit] External links
| v · d · eAdrenergics |
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| Receptor ligands |
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Agonists: 5-FNE • 6-FNE • Amidephrine • Anisodamine • Anisodine • Cirazoline • Dipivefrine • Dopamine • Ephedrine • Epinephrine (Adrenaline) • Etilefrine • Ethylnorepinephrine • Indanidine • Levonordefrin • Metaraminol • Methoxamine • Methyldopa • Midodrine • Naphazoline • Norepinephrine (Noradrenaline) • Octopamine • Oxymetazoline • Phenylephrine • Phenylpropanolamine • Pseudoephedrine • Synephrine • Tetrahydrozoline
Antagonists: Abanoquil • Adimolol • Ajmalicine • Alfuzosin • Amosulalol • Arotinolol • Atiprosin • Benoxathian • Buflomedil • Bunazosin • Carvedilol • CI-926 • Corynanthine • Dapiprazole • DL-017 • Domesticine • Doxazosin • Eugenodilol • Fenspiride • GYKI-12,743 • GYKI-16,084 • Indoramin • Ketanserin • L-765,314 • Labetalol • Mephendioxan • Metazosin • Monatepil • Moxisylyte (Thymoxamine) • Naftopidil • Nantenine • Neldazosin • Nicergoline • Niguldipine • Pelanserin • Phendioxan • Phenoxybenzamine • Phentolamine • Piperoxan • Prazosin • Quinazosin • Ritanserin • RS-97,078 • SGB-1,534 • Silodosin • SL-89.0591 • Spiperone • Talipexole • Tamsulosin • Terazosin • Tibalosin • Tiodazosin • Tipentosin • Tolazoline • Trimazosin • Upidosin • Urapidil • Zolertine
* Note that many TCAs, TeCAs, antipsychotics, ergolines, and some piperazines like buspirone, trazodone, nefazodone, etoperidone, and mepiprazole all antagonize α1-adrenergic receptors as well, which contributes to their side effects such as orthostatic hypotension.
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