Xanomeline oxalate

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Description: Functionally biased muscarinic M4 receptor agonist
Chemical Name: 3-[4-(Hexyloxy)-1,2,5-thiadiazol-3-yl]-1,2,5,6-tetrahydro-1-methylpyridine oxalate
Purity: ≥98% (HPLC)
Datasheet
Citations (2)
Reviews
Literature (2)

Biological Activity for Xanomeline oxalate

Xanomeline oxalate is a functionally biased muscarinic M4 receptor agonist (EC50 values are 14.1 nM, 30.9 nM, 1700 nM, 1800 nM and 8500 nM at M4, M1, M2, M5 and M3 receptors respectively. Binds with similar affinity to all muscarinic acetylcholine receptors (pKi 6.7-7.7) but displays higher efficacy and efficacy-driven selectivity at M4 receptors. Displays a complex pharmacological profile: reversible and wash-resistant binding, resulting in full agonist activity at M1; delayed wash-resistant partial agonist activity at M2; and delayed wash-resistant full agonist activity at M4. Exhibits antipsychotic activity, and improves cognitive deficits and behavioral disturbances in Alzheimer's disease and schizophrenia.

Compound Libraries for Xanomeline oxalate

Xanomeline oxalate is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data for Xanomeline oxalate

M. Wt 371.46
Formula C14H23N3OS.C2H2O4
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 141064-23-5
PubChem ID 18920248
InChI Key ZJOUESNWCLASJP-UHFFFAOYSA-N
Smiles CCCCCCOC1=NSN=C1C2=CCCN(C)C2.OC(C(O)=O)=O

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 Xanomeline oxalate

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 3.71 10 with gentle warming
DMSO 37.15 100

Preparing Stock Solutions for Xanomeline oxalate

The following data is based on the product molecular weight 371.46. 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
1 mM 2.69 mL 13.46 mL 26.92 mL
5 mM 0.54 mL 2.69 mL 5.38 mL
10 mM 0.27 mL 1.35 mL 2.69 mL
50 mM 0.05 mL 0.27 mL 0.54 mL

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Product Datasheets for Xanomeline oxalate

Certificate of Analysis / Product Datasheet
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References for Xanomeline oxalate

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

Jakubik et al (2008) Importance and prospects for design of selective muscarinic agonists. Physiol.Res. 57 S39 PMID: 18481916

Heinrich et al (2009) Pharmacological comparison of muscarinic ligands: historical versus more recent muscarinic M1-preferring receptor agonists. Eur.J.Pharmacol. 605 53 PMID: 19168056

Stanhope et al (2001) The muscarinic receptor agonist xanomeline has an antipsychotic-like profile in the rat. J.Pharmacol.Exp.Ther. 299 782 PMID: 11602695

Powers et al (2023) Structural basis of efficacy-driven ligand selectivity at GPCRs. Nat.Chem.Biol. 19 805 PMID: 36782010

McDonald et al (2022) Biased profile of xanomeline at the recombinant human M4 muscarinic acetylcholine receptor. ACS Chem.Neurosci. 13 1206 PMID: 35380782


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Keywords: Xanomeline oxalate, Xanomeline oxalate supplier, Functionally, biased, M1, agonists, agonist, Muscarinic, Receptors, Acetylcholine, ACh, machr, M4, alzheimers, schizophrenia, antipsychotic, 3569, Tocris Bioscience

2 Citations for Xanomeline oxalate

Citations are publications that use Tocris products. Selected citations for Xanomeline oxalate include:

Tian et al (2016) STEP activation by Gαq coupled GPCRs opposes Src regulation of NMDA receptors containing the GluN2A subunit Scientific Reports 6 36684 PMID: 27857196

Pasko et al (2020) Muscarinic M1 Receptors Modulate Working Memory Performance and Activity via KCNQ Potassium Channels in the Primate Prefrontal Cortex. Neuron 106 649-661.e4 PMID: 32197063


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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.


Alzheimer's Disease Poster

Alzheimer's Disease Poster

Alzheimer's disease (AD) is a debilitating and progressive neurodegenerative disease and the most common cause of dementia, affecting approximately 30% of individuals aged over 85 years. This poster summarizes the cellular and molecular mechanisms of AD.

Learning & Memory Poster

Learning & Memory Poster

Recognition memory enables us to make judgements about whether or not we have encountered a particular stimulus before. This poster outlines the cellular mechanisms underlying recognition memory and its links to long-term depression, as well as the use of pharmacological intervention to assess the role of neurotransmitters in recognition memory.