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guanadrel
A 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blocking agent formerly used (generally as the sulfate salt) for the management of hypertension, it has been largely superseded by other drugs less likely to cause orthostatic hypotension (dizzy spells on standing up or stretching).


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more general categories    information about this item
03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 pharmacological uses [CHEBI:52210] (736) 
 neurotransmitter agent [CHEBI:35942] (471) 
 adrenergic agent [CHEBI:37962] (143) 
 adrenergic antagonist [CHEBI:37887] (75) 
 guanadrel [CHEBI:5555] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antihypertensive agent [CHEBI:35674] (104) 
 guanadrel [CHEBI:5555] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 guanidines [CHEBI:24436] (80) 
 guanadrel [CHEBI:5555] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 acetal [CHEBI:59769] (62) 
 ketal [CHEBI:59777] (29) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 acetal [CHEBI:59769] (62) 
 ketal [CHEBI:59777] (29) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 guanidines [CHEBI:24436] (80) 
 guanadrel [CHEBI:5555] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 acetal [CHEBI:59769] (62) 
 ketal [CHEBI:59777] (29) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 spiro compound [CHEBI:33599] (78) 
 oxaspiro compound [CHEBI:37948] (63) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 cyclic ketal [CHEBI:59779] (29) 
 spiroketal [CHEBI:72600] (15) 
 guanadrel [CHEBI:5555] (1)
ChEBI Compound Accession Identifier  [CHEBI:5555]
ChEBI Compound Description  A 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).
ChEBI Compound Identification Number  5555
ChEBI InChI Value  InChI=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)
ChEBI InChIKey Value  HPBNRIOWIXYZFK-UHFFFAOYSA-N
ChEBI Compound Name  guanadrel
ChEBI SMILES Value  NC(=N)NCC1COC2(CCCCC2)O1
ChEBI Substance ID  53801300
ChEBI URL  ChEBI:5555
ChemSpider ID  NS
Ontomatica Chemical Accession Key (OnChAKey)  HPBNRIOWIXYZFK_UHFFFAOYSA_N_000_000000
PubChem Compound ID  38521