Structure via PubChem · Public domain (PubChem)
prazosin
Sign in to saveAlso known as CP-12299-1, prazosine, 1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)piperazine, 2-[4-(2-furoyl)piperazin-1-yl]-4-amino-6,7-dimethoxyquinazoline
Prazosin, sold under the brand name Minipress among others, is a medication used to treat high blood pressure, symptoms of an enlarged prostate, and nightmares related to post-traumatic stress disorder (PTSD). It is an α1 blocker. It is a less preferred treatment of high blood pressure. Other uses may include heart failure and Raynaud syndrome. It is taken by mouth.
Chemical data
- Formula
- C19H21N5O4
- Molecular weight
- 383.4 g/mol
- IUPAC name
- [4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(furan-2-yl)methanone
- SMILES
- COC1=C(C=C2C(=C1)C(=NC(=N2)N3CCN(CC3)C(=O)C4=CC=CO4)N)OC
- InChIKey
- IENZQIKPVFGBNW-UHFFFAOYSA-N
- XLogP
- 2
- Polar surface area
- 107 Ų
- H-bond donors
- 1
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Research
14,333 papers- Prazosin in the treatment of PTSD.Journal of psychiatric practice · 2014
- [Prazosin].Giornale italiano di cardiologia · 1979
- Factors impacting prazosin efficacy for nightmares and insomnia in PTSD patients - a systematic review and meta-regression analysis.Progress in neuro-psychopharmacology & biological psychiatry · 2025
- Clinical pharmacokinetics of prazosin.Clinical pharmacokinetics · 1980
- Clinical pharmacokinetics of prazosin--1985.Clinical pharmacokinetics · 1985
via PubMed
Wikidata facts
- Mass
- 383.159
Show 5 more facts
- chemical formula
- C₁₉H₂₁N₅O₄
- Commons category
- Prazosin
- canonical SMILES
- COC1=C(C=C2C(=C1)C(=NC(=N2)N3CCN(CC3)C(=O)C4=CC=CO4)N)OC
- World Health Organisation international non-proprietary name
- prazosin
- defined daily dose
- 5
via Wikidata · CC0
~6 min read
Article
7 sectionsContents
- Medical uses
- Adverse effects
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Research
- References
Prazosin, sold under the brand name Minipress among others, is a medication used to treat high blood pressure, symptoms of an enlarged prostate, and nightmares related to post-traumatic stress disorder (PTSD). It is an α1 blocker. It is a less preferred treatment of high blood pressure. Other uses may include heart failure and Raynaud syndrome. It is taken by mouth.
Common side effects include dizziness, sleepiness, nausea, and heart palpitations. Serious side effects may include low blood pressure with standing and depression. Prazosin is a non-selective inverse agonist of the α1-adrenergic receptors. It works to decrease blood pressure by dilating blood vessels and helps with an enlarged prostate by relaxing the outflow of the bladder. How it works in PTSD is not entirely clear.