CHEBI:8364 - prazosin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C19H21N5O4
Net Charge 0
Average Mass 383.40110
Monoisotopic Mass 383.15935
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.
View more via ChEBI Ontology
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
Manual Xrefs 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