CAS 59-99-4: Neostigmine

Description: Neostigmine is a synthetic chemical compound classified as a reversible inhibitor of the enzyme acetylcholinesterase. It is primarily used in the treatment of myasthenia gravis, a neuromuscular disorder characterized by weakness and rapid fatigue of voluntary muscles. Neostigmine enhances the action of acetylcholine at neuromuscular junctions by preventing its breakdown, thereby improving muscle contraction. The compound is typically administered in its bromide salt form and is known for its relatively short duration of action compared to other acetylcholinesterase inhibitors. Neostigmine is a quaternary ammonium compound, which limits its ability to cross the blood-brain barrier, resulting in peripheral rather than central nervous system effects. Common side effects may include gastrointestinal disturbances, increased salivation, and muscle cramps. Due to its pharmacological properties, neostigmine is also utilized in certain surgical settings to reverse the effects of neuromuscular blocking agents. Its chemical structure features a carbamate group, which is essential for its mechanism of action.

Formula: C₁₂H₁₉N₂O₂

InChI: InChI=1S/C12H19N2O2/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5/h6-9H,1-5H3/q+1

InChI key: InChIKey=ALWKGYPQUAPLQC-UHFFFAOYSA-N

SMILES: O=C(OC1=CC=CC(=C1)[N+](C)(C)C)N(C)C

Synonyms:

• 3-Dimethylcarbamoxyphenyltrimethylammonium salt
• 3-Trimethylammoniumphenyl N,N-dimethylcarbamate
• 3-[(Dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium
• 3-[[(Dimethylamino)carbonyl]oxy]-N,N,N-trimethylbenzenaminium
• Ammonium, (m-hydroxyphenyl)trimethyl-, dimethylcarbamate (ester)
• Benzeneaminium, 3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-
• Eustigmin
• Eustigmine
• Neostigmine
• Prostigmin
• Prostigmine
• Synstigmin
• Vagostigmine
• m-Trimethylammoniumphenyldimethylcarbamate
• Benzenaminium, 3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-
• benzenaminium, 3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-
• Benzenaminium, 3-(((dimethylamino)carbonyl)oxy)-N,N,N-trimethyl-
• 3-{[(dimethylamino)carbonyl]oxy}-N,N,N-trimethylanilinium

Neostigmine Bromide

CAS: 114-80-7 59-99-4

• Formula: C₁₂H₁₉BrN₂O₂
• Purity: >99.0%(T)
• Color and Shape: White to Almost white powder to crystal
• Molecular weight: 303.20

Neostigmine Methyl Sulfate

CAS: 51-60-5 59-99-4

• Formula: C₁₃H₂₂N₂O₆S
• Purity: >98.0%(N)
• Color and Shape: White to Almost white powder to crystal
• Molecular weight: 334.39

Neostigmine

CAS: 59-99-4

Neostigmine: a cholinesterase inhibitor for myasthenia gravis, reverses muscle relaxants, doesn't cross blood-brain barrier.

• Formula: C₁₂H₁₉N₂O₂
• Color and Shape: Liquid
• Molecular weight: 223.29