Basic information
- CAS
5051-62-7- Standard SMILES
NC(N)=NN=Cc1c(Cl)cccc1Cl- InChIKey
WDZVGELJXXEGPV-UHFFFAOYSA-N- Molecular formula
- C8H8Cl2N4
- Average molar mass
- 231.08 g/mol
- Monoisotopic mass
- 230.0126017
Overview
Guanabenz is an alpha-2 selective adrenergic agonist used as an antihypertensive agent.
Names & identifiers
- Preferred name
- 2-[(2,6-Dichlorophenyl)methylideneamino]guanidine
- IUPAC
- 2-[(2,6-dichlorophenyl)methylideneamino]guanidine
- English name
- Guanabenz
- Molecular formula
- C8H8Cl2N4
- Molecular weight
- 231.08
Names & synonyms
Spectrum_000843Prestwick0_000096Prestwick1_000096Spectrum2_001114Spectrum3_000445Spectrum4_000567Hydrazinecarboximidamide, 2-[(2,6-dichlorophenyl)methylene]-, (E)-KBioGR_000974KBioSS_0013232-[(2,6-dichlorophenyl)methylideneamino]guanidineDivK1c_000010SCHEMBL219392
Show more names
Rexitenensc-68982GuanabenzCallosum benzylGUANABENZ USP/EP/BPGuanabenz (WY 8678)GUANABENZ, 10 mM in DMSO1-(2,6-DICHLOROBENZYLIDENEAMINO)GUANIDINEn-(2,6-dichlorobenzylidene)amino]guanidinen-(2,6-dichlorobenzylidene)-n’-amidinohydrazine
SPBio_001248SPBio_001991orb1301764SCHEMBL4103258CHEMBL1313657SCHEMBL31129061KBio1_000010KBio2_001323
Database identifiers
- CAS
5051-62-7
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 76.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 227
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LogP3.2
Solubility8.89e-02 g/L
Human DrugsPharmaceuticals
Melting Point
225-227
228 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 227 · 227-229° (dec)
- Boiling point
- 353.9 · 353.9±52.0 °C(Predicted)
- Density
- 1.49 · 1.49±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 12 mg/mL · DMSO: 12 mg/mL (51.93 mM);Ethanol: 15 mg/mL (64.91 mM)
- pka
- 8.1 · pKa 8.1 (Uncertain)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- ridadr
- 3249
- risk_code
- 20/21/22-62
- Signal word
- Warning
- Symbol(GHS)
- GHS08,GHS07
- hazard_code
- Xn
- safety_code
- 22-36/37/39
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard statements
- H302-H361-H332-H312
- Precautionary statements
- P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501-P201-P202-P281-P308+P313-P405-P501
Chemistry & industry
Pharmacology
Protein Binding90%
PharmacodynamicsGuanabenz, a centrally acting α-2 adrenergic agonist, is indicated for treatment of hypertension.
Mechanism of Action
Guanabenz's antihypertensive effect is thought to be due to central alpha-adrenergic stimulation, which results in a decreased sympathetic outflow to the heart, kidneys, and peripheral vasculature in addition to a decreased systolic and diastolic blood pressure and a slight slowing of pulse rate. Chronic administration of guanabenz also causes a decrease in peripheral vascular resistance.
Biological Half-Life6 hours.
Metabolism/MetabolitesHepatic
Absorption, Distribution and ExcretionApproximately 75% absorbed from gastrointestinal tract
Cellular LocationsMembrane
Uses & manufacturing
Use ClassificationPharmaceuticals
Applications
DescriptionGuanabenz 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.
Usesalpha agonists
UsesIt is used both independently and in combination with oral diuretics for treating various degrees of hypertension.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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