SM-21 maleate

Pricing Availability   Qty
Description: Presynaptic cholinergic modulator
Chemical Name: (±)-Tropanyl 2-(4-chlorophenoxy)butanoate maleate
Purity: ≥99% (HPLC)
Citations (3)
Literature (1)

Biological Activity for SM-21 maleate

SM-21 maleate is a 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 for SM-21 maleate

M. Wt 453.92
Formula C18H24ClNO3.C4H4O4
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 155059-42-0
PubChem ID 11691005
Smiles OC(=O)\C=C/C(O)=O.CCC(OC1=CC=C(Cl)C=C1)C(=O)OC1CC2CCC(C1)N2C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for SM-21 maleate

Solvent Max Conc. mg/mL Max Conc. mM
water 11.35 25

Preparing Stock Solutions for SM-21 maleate

The following data is based on the product molecular weight 453.92. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.25 mM 8.81 mL 44.06 mL 88.12 mL
1.25 mM 1.76 mL 8.81 mL 17.62 mL
2.5 mM 0.88 mL 4.41 mL 8.81 mL
12.5 mM 0.18 mL 0.88 mL 1.76 mL

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Product Datasheets for SM-21 maleate

Certificate of Analysis / Product Datasheet
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References for SM-21 maleate

References are publications that support the biological activity of the product.

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

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

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

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

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View all Other Acetylcholine Modulators

Keywords: SM-21 maleate, SM-21 maleate supplier, Selective, σ2, sigma2, receptors, antagonists, Presynaptic, cholinergic, modulators, Muscarinic, Acetylcholine, release, Nicotinic, nAChR, Other, Sigma2, Receptors, Non-selective, Muscarinics, 0751, Tocris Bioscience

3 Citations for SM-21 maleate

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

Dolma et al (2016) Inhibition of Dopamine Receptor D4 Impedes Autophagic Flux, Proliferation, and Survival of Glioblastoma Stem Cells. Cancer Cell 29 859 PMID: 27300435

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? Please let us know.

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.

Nicotinic ACh Receptors Scientific Review

Nicotinic ACh Receptors Scientific Review

Updated in 2014, this review by Sue Wonnacott summarizes the diverse structure and function of nicotinic acetylcholine receptors and gives an in-depth review of the ligands available for nAChR research. Compounds available from Tocris are listed.