Doxazosin

Doxazosin
Clinical data
Pronunciation	/dɒkˈseɪzəsɪn/; dok-SAY-zə-sin OR; /ˌdɒksəˈzoʊsɪn/; DOK-sə-ZOH-sin
Trade names	Cardura, Carduran, others
AHFS/Drugs.com	Monograph
MedlinePlus	a693045
License data	US DailyMed: Doxazosin;
Routes of; administration	By mouth
Drug class	α1 blocker
ATC code	C02CA04 (WHO) ;
Legal status
Legal status	US: ℞-only;
Pharmacokinetic data
Bioavailability	65%
Protein binding	98%
Metabolism	Liver
Elimination half-life	22 hours
Identifiers
	IUPAC name (RS)-2-[4-(2,3-Dihydro-1,4-benzodioxine-2-carbonyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine;
CAS Number	74191-85-8 ;
PubChem CID	3157;
IUPHAR/BPS	7170;
DrugBank	DB00590 ;
ChemSpider	3045 ;
UNII	NW1291F1W8;
KEGG	D07874 ;
ChEBI	CHEBI:4708 ;
ChEMBL	ChEMBL707 ;
CompTox Dashboard (EPA)	DTXSID7022964 ;
ECHA InfoCard	100.128.642
Chemical and physical data
Formula	C23H25N5O5
Molar mass	451.483 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES O=C(N3CCN(c2nc1cc(OC)c(OC)cc1c(n2)N)CC3)C4Oc5c(OC4)cccc5;
	InChI InChI=1S/C23H25N5O5/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26) ; Key:RUZYUOTYCVRMRZ-UHFFFAOYSA-N ;
	(verify)

Doxazosin, sold under the brand name Cardura among others, is a medication used to treat symptoms of benign prostatic hyperplasia (enlarged prostate), hypertension (high blood pressure), and post-traumatic stress disorder (PTSD).^[1]^[2] For high blood pressure, it is a less preferred option.^[2] It is taken by mouth.^[2]

Common side effects include dizziness, sleepiness, swelling, nausea, shortness of breath, and abdominal pain.^[2] Severe side effects may include low blood pressure with standing, an irregular heart beat, and priapism.^[2]^[3] It is a selective α₁-adrenergic blocker in the quinazoline class of compounds.^[2]

Doxazosin was patented in 1977 and came into medical use in 1988.^[4] It is available as a generic medication.^[3] In 2022, it was the 180th most commonly prescribed medication in the United States, with more than 2 million prescriptions.^[5]^[6]

^ ^a ^b "Cardura- doxazosin mesylate tablet". DailyMed. Retrieved 18 June 2021.
^ ^a ^b ^c ^d ^e ^f "Doxazosin Mesylate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 17 March 2019.
^ ^a ^b British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 765. ISBN 9780857113382.
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 455. ISBN 9783527607495.
^ "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.
^ "Doxazosin Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.

[Cardura_FDA_label-1] "Cardura- doxazosin mesylate tablet". DailyMed. Retrieved 18 June 2021.

[AHFS2019-2] ^ ^a ^b ^c ^d ^e ^f "Doxazosin Mesylate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 17 March 2019.

[BNF76-3] British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 765. ISBN 9780857113382.

[4] Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 455. ISBN 9783527607495.

[5] "The Top 300 of 2022". ClinCalc. Archived from the original on 30 August 2024. Retrieved 30 August 2024.

[6] "Doxazosin Drug Usage Statistics, United States, 2013 - 2022". ClinCalc. Retrieved 30 August 2024.

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