Phenoxybenzamine hydrochloride, calmodulin and alpha-adrenoceptor antagonist (ab144619)

Overview

  • Product name

    Phenoxybenzamine hydrochloride, calmodulin and alpha-adrenoceptor antagonist
  • Description

    Irreversible calmodulin antagonist and potent, nonselective, irreversible α-adrenoceptor antagonist
  • Biological description

    Irreversible calmodulin antagonist (IC50 ~ 80 µM) and potent, nonselective, irreversible α-adrenoceptor antagonist (IC50 = 550 nM). Antihypertensive and anti-inflammatory effects in vitro and in vivo. Cell-permeable. Blood-brain barrier impermeable.
  • Purity

    > 95%
  • CAS Number

    63-92-3
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    N-(2-Chloroethyl)-N-(1-methyl-2-phenoxyethyl)benzylamine hydrochloride
  • Molecular weight

    340.29
  • Molecular formula

    C18H22ClNO.HCl
  • PubChem identifier

    5284441
  • Storage instructions

    Store at Room Temperature. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO to 100 mM and in ethanol to 100 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

    CC(COC1=CC=CC=C1)N(CCCl)CC2=CC=CC=C2.Cl
  • Source

    Synthetic

References

This product has been referenced in:

  • James LR  et al. Inhibition of nitric oxide-activated guanylyl cyclase by calmodulin antagonists. Br J Pharmacol 158:1454-64 (2009). Read more (PubMed: 19845679) »
  • Frang H  et al. Phenoxybenzamine binding reveals the helical orientation of the third transmembrane domain of adrenergic receptors. J Biol Chem 276:31279-84 (2001). Read more (PubMed: 11395517) »
  • Cimino M & Weiss B Characteristics of the binding of phenoxybenzamine to calmodulin. Biochem Pharmacol 37:2739-45 (1988). Read more (PubMed: 3134891) »
  • Lenox RH  et al. Alpha 2-adrenergic receptor-mediated regulation of adenylate cyclase in the intact human platelet. Evidence for a receptor reserve. Mol Pharmacol 27:1-9 (1985). Read more (PubMed: 2981397) »
  • MILLAR RA  et al. Plasma adrenaline and noradrenaline after phenoxybenzamine administration, and during haemorrhagic hypotension, in normal and adrenalectomized dogs. Br J Pharmacol Chemother 14:9-13 (1959). Read more (PubMed: 13651572) »

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