doxazosin   Click here for help

GtoPdb Ligand ID: 7170

Synonyms: Cardura® | UK-3327427
Approved drug
doxazosin is an approved drug (FDA (1990))
Compound class: Synthetic organic
Comment: Doxazosin blocks α1-adrenoceptors.
Marketed formulations may contain doxazosin mesylate (PubChem CID 62978).
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View more information in the IUPHAR Pharmacology Education Project: doxazosin

2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 113
Molecular weight 451.19
XLogP 3.44
No. Lipinski's rules broken 0
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Canonical SMILES COc1cc2nc([nH]c(=N)c2cc1OC)N1CCN(CC1)C(=O)C1COc2c(O1)cccc2
Isomeric SMILES COc1cc2nc([nH]c(=N)c2cc1OC)N1CCN(CC1)C(=O)C1COc2c(O1)cccc2
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)
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Summary of Clinical Use Click here for help
Used to treat hypertension and to improve urination in patients with benign prostatic hyperplasia.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
As an antagonist of α1-adrenoceptors, doxazosin treatment causes smooth muscle relaxation in the peripheral vasculature and prostate gland by preventing the normal vasoconstriction response to catecholamines. See the DrugBank link for further details.
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