Alfuzosin

Source: Wikipedia, the free encyclopedia.

Alfuzosin
Clinical data
Pronunciation/ælˈfjuːzoʊsɪn/ al-FEW-zoh-sin
Trade namesUroxatral, others
AHFS/Drugs.comMonograph
MedlinePlusa64002
License data
Pregnancy
category
  • AU: B2
Routes of
administration		By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability49%
Protein binding82–90%
MetabolismLiver (CYP3A4-mediated)
Elimination half-life10 hours
ExcretionFeces (69%) and Urine (24%)
Identifiers
  • (RS)-N-[3-[(4-Amino-6,7-dimethoxy-quinazolin-2-yl)- methyl-amino]propyl] tetrahydrofuran- 2-carboxamide
JSmol)
  • O=C(NCCCN(c2nc1cc(OC)c(OC)cc1c(n2)N)C)C3OCCC3
  • 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) checkY
  • Key:WNMJYKCGWZFFKR-UHFFFAOYSA-N checkY
  (verify)

Alfuzosin, sold under the brand name Uroxatral among others, is a medication of the α1 blocker class. It is used to treat benign prostatic hyperplasia (BPH).[1]

As an

bladder
neck, making urination easier.

Alfuzosin was patented in 1978 and approved for medical use in 1988.[2] It was approved in the US for benign prostatic hyperplasia in 2003. In 2020, it was the 336th-most commonly prescribed medication in the United States, with more than 700 thousand prescriptions.[3][4]

Side effects

The most common side effects are

fatigue, and abdominal disturbances. Side effects include stomach pain, heartburn, and congested nose.[5] Adverse effects of alfuzosin are similar to that of tamsulosin but with 70% lower rate of retrograde ejaculation.[6]

Chemistry

Alfuzosin contains a

racemate, (RS)-alfuzosin, a 1:1 mixture of the (R)- and (S)- forms.[7]

Enantiomers of alfuzosin
CAS number
: 123739-69-5 		Strukturformel des (S)-Enantiomers
CAS number.: 123739-70-8

It is provided as the hydrochloride salt.

Society and culture

Brand names

It is sold under the brand names Alfosoft, Uroxatral,[8] Xatral, Prostetrol,[9] and Alfural.[10].[unreliable source?]

References

  1. PMID 27476124
    .
  2. ISBN 9783527607495
    .
  3. ^ "The Top 300 of 2020". ClinCalc. Retrieved 7 October 2022.
  4. ^ "Alfuzosin - Drug Usage Statistics". ClinCalc. Retrieved 7 October 2022.
  5. ^ "Alfuzosin". MedlinePlus. United States National Library of Medicine. 15 April 2016.
  6. PMID 26244843. This article incorporates text available under the CC BY 4.0
    license.
  7. ISBN 978-3-946057-10-9
    .
  8. ^ "Alfuzosin (Oral Route) Description and Brand Names - Mayo Clinic". www.mayoclinic.org. Retrieved 21 September 2022.
  9. ^ "Prostetrol 10mg 30 tablet". royalph.com. Retrieved 21 September 2022.
  10. ^ "Γαληνός - Φάρμακο - ALFURAL". www.galinos.gr (in Greek). Retrieved 21 September 2022.
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