Phentolamine mesylate

SKU: orb1309154

Description

Phentolamine mesylate is a non-selective alpha-adrenergic receptor antagonist used in research for hypertension, pheochromocytoma, and vasospastic conditions. It is a valuable tool for investigating vascular tone and catecholamine effects in both in vitro and in vivo experimental models.

Research Area

Neuroscience, Pharmacology & Drug Discovery

Key Properties

• CAS Number: 65-28-1
• MW: 377.46
• Purity: 99.77% (May vary between batches)
• Formula: C₁₇H₁₉N₃O·CH₄O₃S
• SMILES: CS(=O)(=O)O.Cc1ccc(cc1)N(CC1=NCCN1)c1cc(O)ccc1
• Target: Adrenergic Receptor
• Solubility: DMSO:60 mg/mL (158.96 mM);10% DMSO+90% Corn Oil:2.5 mg/mL (6.62 mM);H2O:37.8 mg/mL (100.14 mM)

Bioactivity

• Target IC50:
  α-adrenoceptor:5 - 30 nM
• In Vivo:
  Phentolamine 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.
• In Vitro:
  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.

Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

resistance, peripheral, Phentolamine, Phentolamine mesylate, Phentolamine Mesylate, Phentolamine methanesulfonate, Phentolamine mesilate, pheochromocytoma, vessels, vascular, α-adrenergic receptor, adrenergic, Adrenergic Receptor, AdrenergicReceptor, blood, dysfunction, Beta Receptor, inhibit, Inhibitor, heart, erectile, failure, hypertension

Compound Identifiers

PubChem CID

91430