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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

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Cardiomyocyte-secreted acetylcholine is required for maintenance of homeostasis in the heart
Roy A, et al.
Faseb Journal, 27(12), 5072-5082 (2013)
Gulf War and health Depleted uranium, pyridostigmine bromide, sarin, and vaccines (2000)
Cardiac acetylcholine inhibits ventricular remodeling and dysfunction under pathologic conditions
Roy A, et al.
Faseb Journal, 30(2), 688-701 (2015)
Renske I Wadman et al.
Neurology, 79(20), 2050-2055 (2012-11-02)
Spinal muscular atrophy (SMA) is pathologically characterized by degeneration of anterior horn cells. Recent observations in animal models of SMA and muscle tissue from patients with SMA suggest additional abnormalities in the development and maturation of the neuromuscular junction. We
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)
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