An internal standard for the quantification of pyridostigmine
Related Products
Unlabeled Version(s)
23831Pyridostigmine (bromide)
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Pyridostigmine-d3 (bromide)

Item No. 35208

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[[(dimethylamino)carbonyl]oxy]-1-methyl-d3-pyridinium, monobromide
Molecular Formula
C9H10D3N2O2 • Br
Formula Weight
264.1
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Water: 100 mg/ml
SMILES
O=C(N(C)C)OC1=C[N+](C([2H])([2H])[2H])=CC=C1.[Br-]
InChi Code
InChI=1S/C9H13N2O2.BrH/c1-10(2)9(12)13-8-5-4-6-11(3)7-8;/h4-7H,1-3H3;1H/q+1;/p-1/i3D3;
InChi Key
VNYBTNPBYXSMOO-FJCVKDQNSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $49

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    5 mg

    $213

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    10 mg

    $354

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    25 mg

    $820

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    Product Description

    Pyridostigmine-d3 is intended for use as an internal standard for the quantification of pyridostigmine (Item No. 23831) by GC- or LC-MS. Pyridostigmine is an inhibitor of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE; IC50s = 0.35 and 1 μM, respectively, for the human enzymes).1 Pyridostigmine (10 µM) reduces decreases in AChE activity induced by the organophosphate pesticides diisopropyl fluorophosphate, chlorpyrifos-oxon, diazinon-oxon, paraoxon, and malaoxon in isolated bovine red blood cells.2 It also reduces soman-induced membrane depolarization and decreases in AChE activity in isolated human muscle bundles in a concentration-dependent manner.3 Pyridostigmine (3 mg/kg per day for four weeks) prevents tachycardia and increases in sympathetic tone in mice following myocardial infarction induced by left coronary artery ligation.4 Formulations containing pyridostigmine have been used in the treatment of myasthenia gravis and as neuromuscular protective agents against organophosphate poisoning.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Strelnik, A.D., Petukhov, A.S., Zueva, I.V., et al. Novel potent pyridoxine-based inhibitors of AChE and BChE, structural analogs of pyridostigmine, with improved in vivo safety profile. Bioorg. Med. Chem. Lett. 26(16), 4092-4094 (2016).

    2. Henderson, J.D., Glucksman, G., Leong, B., et al. Pyridostigmine bromide protection against acetylcholinesterase inhibition by pesticides. J. Biochem. Mol. Toxicol. 26(1), 31-34 (2012).

    3. Maselli, R.A., Henderson, J.D., Ng, J., et al. Protection of human muscle acetylcholinesterase from soman by pyridostigmine bromide. Muscle Nerve 43(4), 591-595 (2011).

    4. Durand, M.T., Becari, C., de Oliveira, M., et al. Pyridostigmine restores cardiac autonomic balance after small myocardial infarction in mice. PLoS One 9(8), e104476 (2014).