SM-21 maleate

Cat. No. 0751

SM-21 maleate C18H24ClNO3.C4H4O4 [155059-42-0]

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Chemical Name: (±)-Tropanyl 2-(4-chlorophenoxy)butanoate maleate

Biological Activity

Potent and selective σ2 antagonist with central effects following systemic administration. Causes increased release of acetylcholine at central muscarinic synapses. Potent analgesic (efficacy comparable to morphine) and nootropic agent.

Technical Data

Soluble to 25 mM in water
>99 %
Store at RT

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Datasheet

References are publications that support the products' biological activity.

Matsumoto and Mack (2001) (±)-SM 21 attenuates the convulsive and locomotor stimulatory effects of cocaine in mice. Eur.J.Pharmacol. 417 R1. PMID: 11301071.

Ghelardini et al (2000) Pharmacological identification of SM-21, the novel σ2 antagonist. Pharmacol.Biochem.Behav. 67 659. PMID: 11164098.

Ghelardini et al (1997) Antinociceptive profile of 3-α-tropanyl-(2-Cl)-acid phenoxybutyrate (SM-21): a novel analgesic with a presynaptic cholinergic mechanism of action. J.Pharmacol.Exp.Ther. 282 430. PMID: 9223584.

If you know of a relevant reference for SM-21 maleate please let us know.

Citations are publications that use Tocris products. Selected citations for SM-21 maleate include:

Ishima and Hashimoto (2012) Potentiation of nerve growth factor-induced neurite outgrowth in PC12 cells by ifenprodil: the role of σ-1 and IP3 receptors. J Diabetes Res 7 e37989. PMID: 22655093.

Matsumoto et al (2007) Effects of UMB24 and (+/-)-SM 21, putative σ2-preferring antagonists, on behavioral toxic and stimulant effects of cocaine in mice. PLoS One 86 86. PMID: 17241657.

Do you know of a great paper that uses SM-21 maleate from Tocris? If so please let us know.

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Keywords: SM-21 maleate, supplier, Selective, σ2, sigma2, receptors, antagonists, Presynaptic, cholinergic, modulators, Muscarinic, Acetylcholine, release, Nicotinic, nAChR, Tocris Bioscience, Other Acetylcholine Modulator products

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