Food – Wikipedia

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Structural formula
(RS)-Alfuzosin Structural Formula V2.svg
Simplified structural formula without stereochemistry
General
Freiname Alfuzosin
other names
  • ( RS )-Tetrahydro-2-furancarbonsäure-3-[(4-amino-6,7-dimethoxy-2-chinazolinyl)-methyl-amino]propylamid
  • ( RS )- N -[3-[(4-Amino-6,7-dimethoxychinazolin-2-yl)(methyl)amino]tetrahydrofuran-2-carboxamid
Mash formula
External identifiers/databases
Drug
ATC-Code

G04 CA01

Active ingredient class
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Alphablocker

Mechanism

a first -Adrenoreceptor antagonist

Characteristics
Molar masses
  • 389.45 g · mol −1 (Alfuzosin)
  • 425.9 g · mol −1 (Alfuzosin·HCl)
Aggregate state

fest

Melting point

225 ° C (hydrochloride) [first]

p K S -Value

8.13 [first]

safety instructions
Toxicological data
As far as possible and common, SI units are used. Unless otherwise noted, the data provided applies to standard conditions.

Alfuzosin Is a drug from the group of α first -Adrenoreceptor antagonist (alphablocker), which is used in the treatment of a benign prostate hyperplasia (BPH). The chiral connection is derived from the Chinese. It was patented in 1979 and 1982 as an antihypertonic by Synthélabo (today Sanofi). [first]

application areas [ Edit | Edit the source text ]

The drug is used to treat the symptoms of benign prostate hyperplasia. It has no influence on the size of the prostate.

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Contraindications (contraindications) [ Edit | Edit the source text ]

In the presence of severe liver sufficiency or orthostatic hypotension (low blood pressure), the administration is contraindicated, as well as treatment with other alpha blockers. [3]

Unwanted effects (side effects) [ Edit | Edit the source text ]

Possible side effects include fatigue, dizziness, headache, flu symptoms and hypotone dysregulation. [3]

As an antagonist, alfuzosin selectively binds to postsynaptic α first -Drenoreceptors and thus relaxes the smooth muscles of prostate and urethra. This increases urinary flow and makes micturition easier. The bioavailability is 64% and the plasmhale dumpling time is 4 to 6 hours. The maximum plasma concentration is reached after 90 minutes. [3]

Alfuzosin contains a stereo center and is therefore a chiral. There are two enantiomeric shapes ( R )-form and ( S )-Shape. However, only the racemat [(( RS ) -Alfuzosin], i.e. a 1: 1 mixture from the ( R ) -Enantiomer and the ( S )-Enantiomer: [4]

Enantiomeres from Alfuzosin
Strukturformel des (R)-Enantiomers
( R )-Alfuzosin
Strukturformel des (S)-Enantiomers
( S )-Alfuzosin

Alfunar (d), [5] Fuzocim (CH), Urion (D), UroXatral (D), Xatral (CH)

  1. a b c Entry to Alfuzosin . In: Römpp Online. Georg Thieme Verlag, accessed on September 9, 2014.
  2. a b c d data sheet Alfuzosin hydrochloride at Sigma-Aldrich, accessed on May 31, 2022 ( PDF ).
  3. a b c Michael C. Truß, Christian G. Stief, Stefan Machtens, Till Wagner, Udo Jonas: Pharmacotherapy in urology. 2nd, completely revised edition. Springer, Heidelberg 2005, ISBN 3-540-23449-7, p. 302 ff.
  4. Red List Service GmbH (ed.): Red List 2017 – Drugs for Germany (including EU registrations and certain medical devices) . Rote List Service GmbH, Frankfurt/Main, 2017, ed. 57, p. 159, ISBN 978-3-946057-10-9.
  5. Red List 2017, Verlag Rote List Service GmbH, Frankfurt am Main, ISBN 978-3-946057-10-9, p. 159.

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