CHEBI:8364 - prazosin

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ChEBI Name prazosin
ChEBI ID CHEBI:8364
Definition A member of the class of piperazines that is piperazine substituted by a furan-2-ylcarbonyl group and a 4-amino-6,7-dimethoxyquinazolin-2-yl group at positions 1 and 4 respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C19H21N5O4
Net Charge 0
Average Mass 383.40110
Monoisotopic Mass 383.159
InChI InChI=1S/C19H21N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h3-4,9-11H,5-8H2,1-2H3,(H2,20,21,22)
InChIKey IENZQIKPVFGBNW-UHFFFAOYSA-N
SMILES COc1cc2nc(nc(N)c2cc1OC)N1CCN(CC1)C(=O)c1ccco1
Roles Classification
Biological Role(s): alpha-adrenergic antagonist
An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
Any EC 3.4.21.* (serine endopeptidase) inhibitor that interferes with the action of prolyl oligopeptidase (EC 3.4.21.26).
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
alpha-adrenergic antagonist
An agent that binds to but does not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous alpha-adrenergic agonists. alpha-Adrenergic antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.
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ChEBI Ontology
Outgoing prazosin (CHEBI:8364) has role α-adrenergic antagonist (CHEBI:37890)
prazosin (CHEBI:8364) has role antihypertensive agent (CHEBI:35674)
prazosin (CHEBI:8364) has role EC 3.4.21.26 (prolyl oligopeptidase) inhibitor (CHEBI:76779)
prazosin (CHEBI:8364) is a aromatic ether (CHEBI:35618)
prazosin (CHEBI:8364) is a furans (CHEBI:24129)
prazosin (CHEBI:8364) is a monocarboxylic acid amide (CHEBI:29347)
prazosin (CHEBI:8364) is a piperazines (CHEBI:26144)
prazosin (CHEBI:8364) is a quinazolines (CHEBI:38530)
Incoming prazosin hydrochloride (CHEBI:8365) has part prazosin (CHEBI:8364)
IUPAC Name
2-[4-(2-furoyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine
INNs Sources
prazosin WHO MedNet
prazosina WHO MedNet
prazosine WHO MedNet
prazosinum WHO MedNet
Synonyms Sources
1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(2-furanylcarbonyl)piperazine ChemIDplus
2-(4-(2-Furoyl)piperazin-1-yl)-4-amino-6,7-dimethoxyquinazoline ChemIDplus
Database Links Databases
4209 DrugCentral
C07368 KEGG COMPOUND
D08411 KEGG DRUG
DB00457 DrugBank
GB1156973 Patent
HMDB0014600 HMDB
LSM-3079 LINCS
NL7206067 Patent
Prazosin Wikipedia
US3511836 Patent
View more database links
Registry Numbers Types Sources
19216-56-9 CAS Registry Number KEGG COMPOUND
19216-56-9 CAS Registry Number ChemIDplus
768345 Reaxys Registry Number Reaxys
768345 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
20825390 PubMed citation Europe PMC
Last Modified
22 February 2017