Guanethidine sulfate

Base Information

• Chemical Name: Guanethidine sulfate
• CAS No.: 645-43-2
• Molecular Formula: C10H22N4•H2O4S
• Molecular Weight: 296.44
• Hs Code.: 2933999552
• European Community (EC) Number: 211-442-0
• NSC Number: 757045,29863
• UNII: 5UBY8Y002G
• DSSTox Substance ID: DTXSID20110019
• Wikidata: Q27122277
• NCI Thesaurus Code: C65831
• ChEMBL ID: CHEMBL1345
• Mol file: 645-43-2.mol

Synonyms:((2-Hexahydro-1(2H)-azocinyl)ethyl)guanidine;Guanethidine;Guanethidine Monosulfate;Guanethidine Sulfate;Guanethidine Sulfate (1:1);Guanethidine Sulfate (1:2);Guanethidine Sulfate (2:1);Guanethidine Sulfate (2:1), 14C-Labeled;Ismelin;Isobarin;Monosulfate, Guanethidine;Octadine;Oktadin;Sulfate, Guanethidine

Chemical Property of Guanethidine sulfate

Chemical Property:

• Melting Point: 276-281 °C
• Boiling Point: 345.6 °C at 760 mmHg
• Flash Point: 162.8 °C
• PSA: 148.12000
• LogP: 2.29240
• Storage Temp.: 2-8°C
• Solubility.: Freely soluble in water, practically insoluble in ethanol (96 per cent)
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 296.15182643
• Heavy Atom Count: 19
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

Guanethidine monosulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 25-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCN(CCC1)CCN=C(N)N.OS(=O)(=O)O
• Description: Guanethidine is an antihypertensive compound that competes with norepinephrine for transport into presynaptic terminals of adrenergic neurons by the norepinephrine transporter. Once guanethidine has entered the nerve, it becomes concentrated in synaptic vesicles, depleting endogenous norepinephrine, and thus, reducing the release of norepinephrine in response to action potentials. Guanethidine’s actions are restricted to peripheral nerve terminals because its basic guanidine group does not allow passage through the blood brain barrier. Its use has been explored in the relief of chronic pain caused by complex regional pain syndrome.
• Uses: Guanethidine Monosulfate acts as an antihypertensive; antiglaucoma Antihypertensive.
• Therapeutic Function: Antihypertensive
• Clinical Use: Guanethidine monosulfate is metabolized by microsomalenzymes to 2-(6-carboxyhexylamino)ethylguanidine andguanethidine N-oxide . Both metabolites havevery weak antihypertensive properties. Guanethidine monosulfateis taken up by the amine pump located on theneuronal membrane and retained in the nerve, displacingnorepinephrine from its storage sites in the neuronal granules.The displaced norepinephrine is metabolized to homovanillicacid by mitochondrial MAO, depleting the nerveending of the neurotransmitter. The usefulness of guanethidinemonosulfate also resides in the fact that once it is takenup by the nerve, it produces a sympathetic blockade by inhibitingrelease of nonepinephrine that would occur on neuronalmembrane response to stimulation29 by the nerveaction potential. Guanethidine monosulfate stored in thegranules is released by the nerve action potential but hasvery low intrinsic activity for the adrenergic receptors on thepostjunctional membrane. Moderate doses for a prolongedperiod or large doses may produce undesirable side effectsby causing neuromuscular blockade and adrenergic nerveconduction blockade.
• Drug interactions: Diuretics and other hypotensive drugs can potentiate the hypotensive effects of guanethidine. Reportedly, MAO inhibitors antagonize the hypotensive effect of guanethidine. Oral sympathomimetic, nasal decongestants, and other vasopressor agents should be used cautiously in patients receiving guanethidine, because guanethidine may potentiate their pressor effects. The mydriatic response to ophthalmic administration of phenylephrine is markedly increased in patients receiving guanethidine either ophthalmically or orally. Tricyclic antidepressants and some phenothiazines block the uptake of guanethidine into adrenergic neurons and, thus, prevent the hypotensive activity of guanethidine. Orthostatic hypotension may be increased by concomitant administration of alcohol with guanethidine, and patients receiving guanethidine should be cautioned to limit alcohol intake.