SM-21 maleate

Name: SM-21 maleate
Brand: Tocris Bioscience
SKU: 0751

Tocris Bioscience a Bio-Techne Brand

Catalog # 0751

Citations (3)

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Key Product Details

Description:	Presynaptic cholinergic modulator
Chemical Name:	(±)-Tropanyl 2-(4-chlorophenoxy)butanoate maleate
Purity:	≥99% (HPLC)
Molecular Weight:	453.92

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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
InChi Key	BHXGTFUQDGMXHA-BTJKTKAUSA-N
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 for SM-21 maleate

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	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.

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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References for SM-21 maleate

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

Matsumoto and Mack (±)-SM 21 attenuates the convulsive and locomotor stimulatory effects of cocaine in mice. Eur.J.Pharmacol. 2001 PMID: 11301071
Ghelardini Pharmacological identification of SM-21, the novel σ₂ antagonist. Pharmacol.Biochem.Behav. 2000 PMID: 11164098
Ghelardini 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. 1997 PMID: 9223584

Citations for SM-21 maleate (3)

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Citations are publications that use Bio-Techne 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

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