EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:5555 - guanadrel

ChEBI IDCHEBI:5555
ChEBI Nameguanadrel
Stars
DefinitionA spiroketal resulting from the formal condensation of the keto group of cyclohexanone with the hydroxy groups of 1-(2,3-dihydroxypropyl)guanidine. A postganglionic adrenergic blocking agent formerly used (generally as the sulfate salt) for the management of hypertension, it has been largely superseded by other drugs less likely to cause orthostatic hypotension (dizzy spells on standing up or stretching).
Last Modified8 October 2024
DownloadsMolfile
FormulaC10H19N3O2
Net Charge0
Average Mass213.281
Monoisotopic Mass213.14773
SMILESN=C(N)NCC1COC2(CCCCC2)O1
InChIInChI=1S/C10H19N3O2/c11-9(12)13-6-8-7-14-10(15-8)4-2-1-3-5-10/h8H,1-7H2,(H4,11,12,13)
InChIKeyHPBNRIOWIXYZFK-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Role:
adrenergic antagonist  An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists.
Applications:
adrenergic antagonist  An agent that binds to but does not activate adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
guanadrel (CHEBI:5555) has role adrenergic antagonist (CHEBI:37887)
guanadrel (CHEBI:5555) has role antihypertensive agent (CHEBI:35674)
guanadrel (CHEBI:5555) is a guanidines (CHEBI:24436)
guanadrel (CHEBI:5555) is a spiroketal (CHEBI:72600)
guanadrel (CHEBI:5555) is conjugate base of guanadrel(1+) (CHEBI:72602)
Incoming Relation(s)
guanadrel(1+) (CHEBI:72602) is conjugate acid of guanadrel (CHEBI:5555)
IUPAC Name 
1-(1,4-dioxaspiro[4.5]dec-2-ylmethyl)guanidine
INNs  Source
guanadrelChemIDplus
guanadrelumChemIDplus
guanadrelWHO MedNet
guanadrelWHO MedNet
Synonym  Source
GuanadrelKEGG COMPOUND
Manual XrefsDatabases
C07035KEGG COMPOUND
DB00226DrugBank
US3547951Patent
GuanadrelWikipedia
D08029KEGG DRUG
HMDB0014371HMDB
1339DrugCentral
Registry NumbersSources
Reaxys:8325419Reaxys
CAS:40580-59-4KEGG COMPOUND
CAS:40580-59-4ChemIDplus
Citations