Guanoxabenz

Modify Date: 2025-08-26 17:08:37

Guanoxabenz Structure
Guanoxabenz structure
Common Name Guanoxabenz
CAS Number 24047-25-4 Molecular Weight 247.08100
Density N/A Boiling Point 435.6ºC at 760mmHg
Molecular Formula C8H8Cl2N4O Melting Point N/A
MSDS N/A Flash Point 217.2ºC

 Use of Guanoxabenz


Guanoxabenz is an α2 adrenergic receptor agonist.

 Names

Name 2-[(E)-(2,6-dichlorophenyl)methylideneamino]-1-hydroxyguanidine
Synonym More Synonyms

 Guanoxabenz Biological Activity

Description Guanoxabenz is an α2 adrenergic receptor agonist.
Related Catalog
Target

Adrenergic receptor[1]

In Vitro The formation of high-affinity Guanoxabenz binding seems to be inhibited by a series of N-hydroxyguanidine analogs to Guanoxabenz, as well as by a series of metabolic inhibitors that included allopurinol, 1-chloro-2,4-dinitrobenzene, 5,59-dithiobis-(2-nitrobenzoic acid), cibacron blue, phenyl-p-benzoquinone, didox, and trimidox. The formation of Guanoxabenz high-affinity binding is also inhibited in a time- and concentration-dependent fashion by preincubating the membranes with the LW03 N-hydroxyguanidine analogue of Guanoxabenz[1]. The spleen cytosolic fraction mediates the reduction of Guanoxabenz to guanabenz, the latter having an almost 100-fold higher affinity for rat alpha2A-adrenoceptors than Guanoxabenz itself[2].
In Vivo Guanoxabenz and guanabenz are both known as centrally active antihypertensive drugs. enzymatic activity in the rat spleen can induce N-reduction of Guanoxabenz, leading to high affinity alphaα2 adrenergic receptor binding, due to the formation of theα2 adrenergic receptor active drug, guanabenz. High affinity Guanoxabenz binding is also induced in rat brain membranes after addition of NADH or NADPH cofactors. The rat cerebral cortex contains an enzymatic activity that may activate Guanoxabenz leading to formation of a metabolite showing high affinity for alpha 2-adrenoceptors[3].
References

[1]. Uhlén S, et al. Characterization of the enzymatic activity for biphasic competition by guanoxabenz (1-(2,6-dichlorobenzylidene-amino)-3-hydroxyguanidine) at alpha2-adrenoceptors. I. Description of an enzymatic activity in spleen membranes. Biochem Pharmacol. 1998 Nov 1;56(9):1111-9.

[2]. Dambrova M, et al. Characterization of the enzymatic activity for biphasic competition by guanoxabenz (1-(2,6-dichlorobenzylidene-amino)-3-hydroxyguanidine) at alpha2-adrenoceptors. II. Description of a xanthine-dependent enzymatic activity in spleen cytosol. Biochem Pharmacol. 1998 Nov 1;56(9):1121-8.

[3]. Dambrova M, et al. Characterization of Guanoxabenz reducing activity in rat brain. Pharmacol Toxicol. 1998 Oct;83(4):158-63.

 Chemical & Physical Properties

Boiling Point 435.6ºC at 760mmHg
Molecular Formula C8H8Cl2N4O
Molecular Weight 247.08100
Flash Point 217.2ºC
Exact Mass 246.00800
PSA 80.50000
LogP 2.71200
Storage condition 2-8℃

 Synonyms

UNII-P9HIK5V7WK
Guanoxabenz
Hydrazinecarboximidamide,2-((2,6-dichlorophenyl)methylene)-N-hydroxy
Guanoxabenz (USAN/INN)
1-(2,6-dichlorobenzylideneamino)-3-hydroxyguanidine
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