Pyridostigmine Bromide

• CAT Number: A000354
• CAS Number: 101-26-8
• Molecular Formula: C9H13BrN2O2
• Molecular Weight: 261.12
• Purity: ≥95%
• Target: AChE
• Solubility: Soluble in DMSO > 10 mM
• Storage: -20°C
• 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
• InChIKey: VNYBTNPBYXSMOO-UHFFFAOYSA-M
• SMILES: C[N+]1=CC=CC(=C1)OC(=O)N(C)C.[Br-]

Pyridostigmine Bromide is a cholinesterase inhibitor with a slightly longer duration of action than neostigmine. It is used in the treatment of myasthenia gravis and to reverse the actions of muscle relaxants.Pyridostigmine bromide binds reversibly to acetylcholinesterase active sites in the peripheral nervous system, thereby preventing the breakdown of acetylcholine. This leads to an accumulation of acetylcholine at cholinergic synapses and facilitates transmission of impulses across the neuromuscular junction.

Reference

1: Azzolin VF, Barbisan F, Lenz LS, Teixeira CF, Fortuna M, Duarte T, Duarte
MMFM, da Cruz IBM. Effects of Pyridostigmine bromide on SH-SY5Y cells: An in
vitro neuroblastoma neurotoxicity model. Mutat Res. 2017 Nov;823:1-10. doi:
10.1016/j.mrgentox.2017.08.003. Epub 2017 Aug 31. PubMed PMID: 28985942.

2: Schreglmann SR, Büchele F, Sommerauer M, Epprecht L, Kägi G, Hägele-Link S,
Götze O, Zimmerli L, Waldvogel D, Baumann CR. Pyridostigmine bromide versus
fludrocortisone in the treatment of orthostatic hypotension in Parkinson/’s
disease – a randomized controlled trial. Eur J Neurol. 2017 Apr;24(4):545-551.
doi: 10.1111/ene.13260. Epub 2017 Feb 22. PubMed PMID: 28224720.

3: de Cuba MB, Machado MP, Farnesi TS, Alves AC, Martins LA, de Oliveira LF,
Capitelli CS, Leite CF, Silva MV, Machado JR, Kappel HB, de Campos HS, Paiva L,
Gomes NL, Faleiros AC, Britto CF, Savino W, Moreira OC, Rodrigues V Jr, Montano
N, Lages-Silva E, Ramirez LE, da Silva VJ. Effects of cholinergic stimulation
with pyridostigmine bromide on chronic chagasic cardiomyopathic mice. Mediators
Inflamm. 2014;2014:475946. doi: 10.1155/2014/475946. Epub 2014 Aug 24. PubMed
PMID: 25221388; PubMed Central PMCID: PMC4158292.

4: Institute of Medicine (US) Committee on Health Effects Associated with
Exposures During the Gulf War; Fulco CE, Liverman CT, Sox HC, editors. Gulf War
and Health: Volume 1. Depleted Uranium, Sarin, Pyridostigmine Bromide, Vaccines.
Washington (DC): National Academies Press (US); 2000.
PubMed PMID: 25057724.

5: Nutter TJ, Cooper BY. Persistent modification of Nav1.9 following chronic
exposure to insecticides and pyridostigmine bromide. Toxicol Appl Pharmacol. 2014
Jun 15;277(3):298-309. doi: 10.1016/j.taap.2014.04.005. Epub 2014 Apr 13. PubMed
PMID: 24732443.

6: Abdullah L, Evans JE, Montague H, Reed JM, Moser A, Crynen G, Gonzalez A,
Zakirova Z, Ross I, Mullan C, Mullan M, Ait-Ghezala G, Crawford F. Chronic
elevation of phosphocholine containing lipids in mice exposed to Gulf War agents
pyridostigmine bromide and permethrin. Neurotoxicol Teratol. 2013
Nov-Dec;40:74-84. doi: 10.1016/j.ntt.2013.10.002. Epub 2013 Oct 17. PubMed PMID:
24140745.

7: Nutter TJ, Jiang N, Cooper BY. Persistent Na+ and K+ channel dysfunctions
after chronic exposure to insecticides and pyridostigmine bromide.
Neurotoxicology. 2013 Dec;39:72-83. doi: 10.1016/j.neuro.2013.08.006. Epub 2013
Aug 29. PubMed PMID: 23994030.

8: Tan Q, Jiang R, Xu M, Liu G, Li S, Zhang J. Nanosized sustained-release
pyridostigmine bromide microcapsules: process optimization and evaluation of
characteristics. Int J Nanomedicine. 2013;8:737-45. doi: 10.2147/IJN.S40860. Epub
2013 Feb 20. PubMed PMID: 23459707; PubMed Central PMCID: PMC3582480.

9: Tan Q, Zhang L, Zhang L, Teng Y, Zhang J. Design and evaluation of an economic
taste-masked dispersible tablet of pyridostigmine bromide, a highly soluble drug
with an extremely bitter taste. Chem Pharm Bull (Tokyo). 2012;60(12):1514-21.
PubMed PMID: 23207632.

10: Zhang L, Tan QY, Cheng XG, Wang H, Hu NN, Zhang JQ. [Preparation and quality
control of pyridostigmine bromide orally disintegrating tablet]. Sichuan Da Xue
Xue Bao Yi Xue Ban. 2012 May;43(3):458-61, 477. Chinese. PubMed PMID: 22812258.