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
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.
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.]
