SM-21 maleate

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Cat.No. 0751 - SM-21 maleate | C18H24ClNO3.C4H4O4 | CAS No. 155059-42-0
Description: Presynaptic cholinergic modulator
Chemical Name: (±)-Tropanyl 2-(4-chlorophenoxy)butanoate maleate
Purity: ≥99% (HPLC)
Datasheet
Citations (2)
Literature

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

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

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

Preparing Stock Solutions

The following data is based on the product molecular weight 453.92. Batch specific molecular weights may vary from batch to batch due to solvent 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
1 mM 2.2 mL 11.02 mL 22.03 mL
5 mM 0.44 mL 2.2 mL 4.41 mL
10 mM 0.22 mL 1.1 mL 2.2 mL
50 mM 0.04 mL 0.22 mL 0.44 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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


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

2 Citations for SM-21 maleate

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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