N2001

Neostigmine bromide

≥98% (HPLC and titration), powder

• Synonym(s): 3-(N,N-Dimethylcarbamoyloxy)-N,N,N,-trimethylanilinium bromide, Prostigmine
• Empirical Formula (Hill Notation): C₁₂H₁₉BrN₂O₂
• CAS Number: 114-80-7
• Molecular Weight: 303.20
• EC Number: 204-054-8
• MDL number: MFCD00011795
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277854
• NACRES: NA.77

Properties

• 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.

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

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H300 + H310 + H330,H315,H317,H319,H334,H335
• Precautionary Statements: P260 - P262 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Target Organs: Respiratory system
• 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