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5051-62-7

5051-62-7 Structure

5051-62-7 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22-62
[Safety Statements ]

22-36/37/39
[RIDADR ]

3249
[WGK Germany ]

3
[HazardClass ]

6.1(b)
[PackingGroup ]

III
Hazard InformationBack 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.

Synthesis_5051-62-7

[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

GUANABENZ(5051-62-7)1HNMR
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