Overview

  • Product name

    SM21 maleate, sigma2 receptor antagonist
  • Description

    Potent, selective σ2 receptor antagonist
  • Biological description

    Potent, selective σ2 receptor antagonist. Increases acetylcholine at central muscarinic synapses. Shows potent analgesic and nootropic effects in vivo.
  • Purity

    > 99%
  • CAS Number

    155059-42-0
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    2-(4-Chlorophenoxy)butanoic acid (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester maleate
  • Molecular weight

    453.92
  • Molecular formula

    C18H24ClNO3.C4H4O4
  • Storage instructions

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

    Soluble in water to 25 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

    CN3[C@H]1CC[C@@H]3C[C@@H](C1)OC(=O)C(CC)Oc2ccc(Cl)cc2.O=C(O)/C=C\C(=O)O
  • Source

    Synthetic

  • Research areas

References

This product has been referenced in:

  • Matsumoto RR & Mack AL (+/-)-SM 21 attenuates the convulsive and locomotor stimulatory effects of cocaine in mice. Eur J Pharmacol 417:R1-2 (2001). Read more (PubMed: 11301071) »
  • Ghelardini C  et al. Pharmacological identification of SM-21, the novel sigma(2) antagonist. Pharmacol Biochem Behav 67:659-62 (2000). Read more (PubMed: 11164098) »
  • Ghelardini C  et al. Antinociceptive profile of 3-alpha-tropanyl 2-(4-Cl-phenoxy)butyrate (SM-21) [corrected]: a novel analgesic with a presynaptic cholinergic mechanism of action. J Pharmacol Exp Ther 282:430-9 (1997). Read more (PubMed: 9223584) »

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