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N2001 Sigma-Aldrich

Neostigmine bromide

≥98% (HPLC and titration), powder

Synonym: 3-(N,N-Dimethylcarbamoyloxy)-N,N,N,-trimethylanilinium bromide, Prostigmine

  • CAS Number 114-80-7

  • Empirical Formula (Hill Notation) C12H19BrN2O2

  • Molecular Weight 303.20

  •  EC Number 204-054-8

  •  MDL number MFCD00011795

  •  PubChem Substance ID 24277854

  •  NACRES NA.77

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Properties

Related Categories Acetylcholinesterase, Analytical and Industrial Enzymes, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents,
Quality Level   100
assay   ≥98% (HPLC and titration)
form   powder
color   white
mp   175-177 °C (lit.)
solubility   H2O: 1 g/mL
  ethanol: soluble
SMILES string   [Br-].CN(C)C(=O)Oc1cccc(c1)[N+](C)(C)C
InChI   1S/C12H19N2O2.BrH/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;/h6-9H,1-5H3;1H/q+1;/p-1
InChI key   LULNWZDBKTWDGK-UHFFFAOYSA-M
Gene Information   human ... ACHE(43)

Description

Application

Neostigmine bromide has been used as an acetyl cholinesterase (AChE) inhibitor:
• to control reaction specificity of acetylcholinesterase in coronal organ of Botryllus schlosseri.
• to study its effects on abnormal contraction of pyloric circular smooth muscle strips (PCSMS).
• to study its effects on depolarization of bag cell neurons.

Packaging

1, 5, 10 g in poly bottle

Biochem/physiol Actions

Neostigmine bromide is a quaternary amine. It is involved in elongating and boosting the muscarinic and nicotinic effects of acetylcholine by inhibiting cholinesterase activity. It is used in anesthesia to reverse the neuromuscular blockade produced by competitive neuromuscular blockers.

Reversible inhibitor of acetylcholinesterase that is similar to eserine, but does not cross the blood-brain barrier.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound is featured on the Acetylcholine Synthesis and Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Target organs 
Respiratory system
RIDADR 
UN 2811 6.1 / PGII
WGK Germany 
WGK 3
RTECS 
BR3150000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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