| Identification | Back Directory | [Name]
GUANABENZ | [CAS]
5051-62-7 | [Synonyms]
Rexitene
GUANABENZ
nsc-68982
Callosum benzyl
GUANABENZ USP/EP/BP
Guanabenz
(WY 8678)
1-(2,6-DICHLOROBENZYLIDENEAMINO)GUANIDINE
n-(2,6-dichlorobenzylidene)amino]guanidine
n-(2,6-dichlorobenzylidene)-n’-amidinohydrazine
2-(2,6-Dichlorobenzylidene)hydrazine-1-carboximidamide
2-[(2,6-dichlorophenyl)methylene]-hydrazinecarboximidamide
HydrazinecarboxiMidaMide, 2-[(2,6-dichlorophenyl)Methylene]- | [EINECS(EC#)]
225-750-8 | [Molecular Formula]
C8H8Cl2N4 | [MDL Number]
MFCD00027408 | [MOL File]
5051-62-7.mol | [Molecular Weight]
231.08 |
| Chemical Properties | Back Directory | [Melting point ]
227-229° (dec) | [Boiling point ]
353.9±52.0 °C(Predicted) | [density ]
1.49±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: 12 mg/mL (51.93 mM);Ethanol: 15 mg/mL (64.91 mM) | [pka]
pKa 8.1 (Uncertain) | [Water Solubility ]
Water: Insoluble |
| Hazard Information | Back Directory | [Description]
Guanabenz is an α2-adrenergic agonist that exhibits pronounced hypotensive action, and
that is associated with a reduction of overall peripheral vascular resistance, decline in frequency
of cardiac contractions, and reduced cardiac output. | [Originator]
Wytensin,Wyeth,US,1982 | [Uses]
alpha agonists | [Uses]
It is used both independently and in combination with oral diuretics for treating various
degrees of hypertension. | [Definition]
ChEBI: Guanabenz is a dichlorobenzene. | [Manufacturing Process]
A mixture of 14.0 g of 2,6-dichlorobenzaldehyde, 10.8 g of aminoguanidine
bicarbonate and 100 ml of pyridine was refluxed for 3 hours. The reaction
mixture was poured into water and the crystalline precipitate filtered off; MP
225°C to 227°C. | [Therapeutic Function]
Antihypertensive | [Synthesis]
Guanabenz, [(2,6-dichlorobenzyliden) amino] guanidine (22.3.1), is synthesized
in one step by reacting 2,6-dichlorobenzaldehyde with amino guanidine.
| [storage]
Store at -20°C | [Purification Methods]
Crystallise the guanidine from MeCN and store it in a CO2–free atmosphere. The monoHCl [23256-5-0] has m 178o(dec) [solubility w% at 25o is 1.1(H2O), 5(EtOH), 0.1(EtOAc), 0.06(CHCl3)]. It is an antihypertensive drug. [Holmes et al. Drugs 26 212 1983.] |
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