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    Phentolamine Mesylate
    Phentolamine Mesylate

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1140
    CAS #: 65-28-1Purity ≥98%

    Description: Phentolamine Mesylate (OraVerse, Regitine mesylate, Regitine, Regityn, Rogitine, Z-Max), the mesylate/mesilate/methanesulfonate salt of Phentolamine, is a reversible and nonselective alpha-adrenergic receptor antagonist with antihypertensive effects. It has been used for the prevention or control of hypertensive episodes. Phentolamine mesylate displaces binding of the selective alpha 1 receptor antagonists [125I]HEAT and [3H]prazosin and the alpha 2 receptor antagonists [3H]rauwolscine and [3H]RX 821002 with relatively high affinity in corpus cavernosum membranes.

    References: Int J Impot Res. 1998 Dec;10(4):215-23; Fundam Clin Pharmacol. 2001 Feb;15(1):1-7.

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    Molecular Weight (MW)377.46 
    FormulaC17H19N3O.CH4O3S 
    CAS No.65-28-1 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 76 mg/mL (201.3 mM) 
    Water: 76 mg/mL (201.3 mM) 
    Ethanol: 76 mg/mL (201.3 mM) 
    Other info

    Chemical Name: 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(p-tolyl)amino)phenol methanesulfonate

    InChi Key: OGIYDFVHFQEFKQ-UHFFFAOYSA-N

    InChi Code: InChI=1S/C17H19N3O.CH4O3S/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15;1-5(2,3)4/h2-8,11,21H,9-10,12H2,1H3,(H,18,19);1H3,(H,2,3,4)

    SMILES Code: CC1=CC=C(C=C1)N(CC2=NCCN2)C3=CC(=CC=C3)O.CS(=O)(=O)O

    Synonyms

    Phentolamine mesilate, Phentolamine methanesulfonate, OraVerse, Regitine mesylate, Regitine, Regityn, Rogitine, Z-Max, Phentolamine Mesylate, 


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    In Vitro

    In vitro activity: Phentolamine mesylate displaces binding of the selective alpha 1 receptor antagonists [125I]HEAT and [3H]prazosin and the alpha 2 receptor antagonists [3H]rauwolscine and [3H]RX 821002 with relatively high affinity in corpus cavernosum membranes. Phentolamine mesylate causes concentration dependent relaxation in erectile tissue strips pre-contracted with adrenergic agonists phenylephrine, norepinephrine, oxymetazoline and UK 14,304, as well as with non-adrenergic contractile agents Endothelin and KCl. Phentolamine mesylate induces relaxation of corpus cavernosum erectile tissue by direct antagonism of alpha 1 and 2 adrenergic receptors and by indirect functional antagonism via a non-adrenergic, endothelium-mediated mechanism suggesting nitric oxide synthase activation. Phentolamine, an alpha-adrenergic antagonist, blocks the vasoconstriction associated with the epinephrine used in dental anesthetic formulations, thus enhancing the systemic absorption of the local anesthetic from the injection site.

    In VivoPhentolamine is a reversible competitive alpha-adrenergic antagonist with similar affinities for alphal and alpha2 receptors. Phentolamine mesylate causes vasodilatation and thus hypotension by decreasing peripheral vascular resistance. Phentolamine mesylate (30 and 100 nM) dose-dependently enhances electrical field stimulation-induced relaxation of the rabbit corpus cavernosum. Phentolamine relaxes rabbit corpus cavernosum independent of alpha-adrenergic receptor blockade. Phentolamine mesylate relaxes nonadrenergic noncholinergic neurons of the rabbit corpus cavernosum by activating NO synthase and is independent of alpha-adrenergic receptor blockade. 
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    References

    Int J Impot Res. 1998 Dec;10(4):215-23; Fundam Clin Pharmacol. 2001 Feb;15(1):1-7. 


    These protocols are for reference only. InvivoChem does not independently validate these methods.

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