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Doxazosin information


Doxazosin
Clinical data
Pronunciation/dɒkˈszəsɪn/
dok-SAY-zə-sin OR
/ˌdɒksəˈzsɪn/
DOK-sə-ZOH-sin
Trade namesCardura, Carduran, others
AHFS/Drugs.comMonograph
MedlinePlusa693045
License data
  • US DailyMed: Doxazosin
Routes of
administration
By mouth
ATC code
  • C02CA04 (WHO)
Legal status
Legal status
  • US: ℞-only[1]
Pharmacokinetic data
Bioavailability65%
Protein binding98%
MetabolismLiver
Elimination half-life22 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 checkY
PubChem CID
  • 3157
IUPHAR/BPS
  • 7170
DrugBank
  • DB00590 checkY
ChemSpider
  • 3045 checkY
UNII
  • NW1291F1W8
KEGG
  • D07874 checkY
ChEBI
  • CHEBI:4708 checkY
ChEMBL
  • ChEMBL707 checkY
CompTox Dashboard (EPA)
  • DTXSID7022964 Edit this at Wikidata
ECHA InfoCard100.128.642 Edit this at Wikidata
Chemical and physical data
FormulaC23H25N5O5
Molar mass451.483 g·mol−1
3D model (JSmol)
  • Interactive image
ChiralityRacemic 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) checkY
  • Key:RUZYUOTYCVRMRZ-UHFFFAOYSA-N checkY
  (verify)

Doxazosin, sold under the brand names Cardura among others, is a medication used to treat symptoms of benign prostatic hyperplasia (enlarged prostate) and hypertension (high blood pressure).[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 α1-selective 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 2021, it was the 195th most commonly prescribed medication in the United States, with more than 2 million prescriptions.[5][6]

A 2021 study associated doxazosin with decelerated biological aging in humans and confirmed its causal role in longevity in C. elegans.[7]

  1. ^ a b "Cardura- doxazosin mesylate tablet". DailyMed. Retrieved 18 June 2021.
  2. ^ a b c d e f "Doxazosin Mesylate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 17 March 2019.
  3. ^ a b 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 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  6. ^ "Doxazosin - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.
  7. ^ McIntyre RL, Rahman M, Vanapalli SA, Houtkooper RH, Janssens GE (2021). "Biological Age Prediction From Wearable Device Movement Data Identifies Nutritional and Pharmacological Interventions for Healthy Aging". Frontiers in Aging. 2: 708680. doi:10.3389/fragi.2021.708680. PMC 9261299. PMID 35822021.

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Doxazosin

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Alpha blocker

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Trazodone Selective α1-adrenergic receptor antagonists include: Alfuzosin Doxazosin Prazosin (inverse agonist) Tamsulosin Terazosin Silodosin Selective α2-adrenergic...

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Epididymitis

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medications have proven effective in treating chronic epididymitis, including doxazosin. Epididymitis makes up 1 in 144 visits for medical care (0.69 percent)...

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Benign prostatic hyperplasia

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are the most common choice for initial therapy. They include alfuzosin, doxazosin, silodosin, tamsulosin, terazosin, and naftopidil. They have a small to...

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Priapism

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alprostadil). Other medication groups reported are antihypertensives (e.g. Doxazosin), antipsychotics (e.g., chlorpromazine, clozapine), antidepressants (most...

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Rilmenidine

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labetalol) Buflomedil Bunazosin Corynanthine Dapiprazole Domesticine Doxazosin Ergolines (e.g., acetergamine, ergotamine, dihydroergotamine, lisuride...

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Antihypertensive drug

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(ALLHAT showed that doxazosin, an alpha-adrenergic receptor blocker, had a higher incidence of heart failure events, and the doxazosin arm of the study was...

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Tamsulosin

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while taking tamsulosin. Alpha blockers, including prazosin, terazosin, doxazosin, or tamsulosin, do not appear to affect all-cause mortality in heart failure...

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Orthostatic hypertension

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which have been successfully used for this condition are medications doxazosin, carvedilol, captopril, and propranolol hydrochloride. Treatment of coexisting...

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Vortioxetine

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labetalol) Buflomedil Bunazosin Corynanthine Dapiprazole Domesticine Doxazosin Ergolines (e.g., acetergamine, ergotamine, dihydroergotamine, lisuride...

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Vascular smooth muscle

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restore the normal blood pressure. Antagonists of alpha-1 receptors (doxazosin, prazosin) cause vasodilation (a decrease in vascular smooth muscle tone...

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Promethazine

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LSD

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Sympatholytic

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acting Guanethidine (Magnesium-ATPase inhibitor) Indoramin (α1 antagonist) Doxazosin (alpha blocker) Beta blockers Non-selective agents Alprenolol Bucindolol...

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Furosemide

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hydrochlorothiazide) Synergistic effects with other antihypertensives (e.g. doxazosin) Sucralfate Potentially hazardous interactions with other drugs: Analgesics:...

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Tizanidine

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labetalol) Buflomedil Bunazosin Corynanthine Dapiprazole Domesticine Doxazosin Ergolines (e.g., acetergamine, ergotamine, dihydroergotamine, lisuride...

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Adrenergic receptor

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(photoswitchable agonists) (Alpha-1 blockers) Acepromazine Alfuzosin Doxazosin Phenoxybenzamine Phentolamine Prazosin Tamsulosin Terazosin Trazodone...

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Salbutamol

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labetalol) Buflomedil Bunazosin Corynanthine Dapiprazole Domesticine Doxazosin Ergolines (e.g., acetergamine, ergotamine, dihydroergotamine, lisuride...

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Beta blocker

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Norepinephrine

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Quetiapine

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Aripiprazole

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Hydroxyzine

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Buspirone

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Risperidone

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Haloperidol

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Phenylephrine

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Amitriptyline

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