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P9797

Sigma-Aldrich

Pyridostigmine bromide

Synonym(s):

3-(Dimethylaminocarbonyloxy)-1-methylpyridinium bromide

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About This Item

Empirical Formula (Hill Notation):
C9H13BrN2O2
CAS Number:
101-26-8
Molecular Weight:
261.12
EC Number:
202-929-9
MDL number:
MFCD00079283
UNSPSC Code:
12352200
PubChem Substance ID:
24277865
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

solubility

water: 100 mg/mL, clear to very slightly hazy, colorless

originator

Valeant

SMILES string

[Br-].CN(C)C(=O)Oc1ccc[n+](C)c1

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

InChI key

VNYBTNPBYXSMOO-UHFFFAOYSA-M

Gene Information

human ... ACHE(43)

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Application

Pyridostigmine bromide has been used as a cholinesterase inhibitor in mice, in florimetric assay for acetylcholine secretion and for measuring acetylcholine release from mice atrial tissue.

Biochem/physiol Actions

Pyridostigmine bromide inhibits acetylcholine esterase and is membrane impermeable. It is used as a preventive medicine in chemical warfare. Pyridostigmine bromide is a carbamate compound comprising quaternary amine structure. It displays low absorption at the gastrointestinal tract. Sustained release of pyridostigmine is recommended for improving its bioavailability in treating myasthenia gravis.
Acetylcholinesterase inhibitor.

Features and Benefits

This compound was developed by Valeant. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330,H317

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Skin Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Benefits from sustained-release pyridostigmine bromide in myasthenia gravis: results of a prospective multicenter open-label trial
Sieb JP and Kohler W
Clinical Neurology and Neurosurgery, 112(9), 781-784 (2010)
Protein binding of isofluorophate in vivo after coexposure to multiple chemicals.
Vogel JS, et al.
Environmental Health Perspectives, 110(suppl 6), 1031-1036 (2002)
Preparation and in vitro evaluation of pyridostigmine bromide microparticles
Hegazy N, et al.
International Journal of Pharmaceutics, 242(1-2), 171-174 (2002)
Cardiac acetylcholine inhibits ventricular remodeling and dysfunction under pathologic conditions
Roy A, et al.
Faseb Journal, 30(2), 688-701 (2015)
Cardiomyocyte-secreted acetylcholine is required for maintenance of homeostasis in the heart
Roy A, et al.
Faseb Journal, 27(12), 5072-5082 (2013)
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