Neostigmine bromide

Base Information

• Chemical Name: Neostigmine bromide
• CAS No.: 114-80-7
• Molecular Formula: C12H19BrN2O2
• Molecular Weight: 303.199
• Hs Code.: 29239000
• European Community (EC) Number: 204-054-8
• NSC Number: 757233
• UNII: 005SYP50G5
• DSSTox Substance ID: DTXSID9041075
• Wikidata: Q27105147
• NCI Thesaurus Code: C76612
• Pharos Ligand ID: 3Z543ANGP158
• Metabolomics Workbench ID: 52733
• ChEMBL ID: CHEMBL54126
• Mol file: 114-80-7.mol

Synonyms:Bromide, Neostigmine;Methylsulfate, Neostigmine;Neostigmine;Neostigmine Bromide;Neostigmine Methylsulfate;Polstigmine;Proserine;Prostigmin;Prostigmine;Prozerin;Synstigmin;Syntostigmine

Chemical Property of Neostigmine bromide

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 175-177 °C(lit.)
• Refractive Index: 1.5410 (estimate)
• PSA: 29.54000
• Density: 1.4344 (rough estimate)
• LogP: -1.05230
• Storage Temp.: -20?C Freezer
• Solubility.: H2O: 1 g/mL
• Water Solubility.: 1 g/ mL
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 302.06299
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

Neostigmine bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+, T
• Hazard Codes: T+,T
• Statements: 26/27/28-36/37/38-42/43-25
• Safety Statements: 22-26-36/37/39-45-37/39-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C.[Br-]
• Uses: antiscorbutic, antiviral Cholinergic; miotic; antidote (curare) A reversible acetylcholinesterase inhibitor 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.
• Clinical Use: Use of physostigmine, as a prototype of an indirect-actingparasympathomimetic drug, facilitated the development ofstigmine, in which a trimethylamine group was placed para toa dimethylcarbamate group in benzene. Better inhibition ofcholinesterase was observed when these groups were placedmeta to each other as in neostigmine, a more active and usefulagent. Although physostigmine contains a methylcarbamatefunctional group, greater chemical stability towardhydrolysis was obtained with the dimethylcarbamyl group inneostigmine.

Technology Process of Neostigmine bromide

There total 5 articles about Neostigmine bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.4%

N,N-dimethylcarbamoyl bromide (15249-51-1) + C9H13NO*HO(1-)*K(1+) → Neostigmine bromide (114-80-7)

Guidance literature:

In acetone; at -30 - 30 ℃; for 10.5h; Temperature;

Reference yield: 82.5%

N,N-dimethylcarbamoyl bromide (15249-51-1) + C9H13NO*HO(1-)*Na(1+) → Neostigmine bromide (114-80-7)

Guidance literature:

In acetone; at 25 ℃; for 2h; Temperature;

Reference yield:

3-Dimethylaminophenol (99-07-0) → Neostigmine bromide (114-80-7)

Guidance literature:

upstream raw materials:

methyl bromide

norneostigmine

3-Dimethylaminophenol

N,N-dimethylcarbamoyl bromide

Downstream raw materials:

Dimethylcarbaminsaeure-3-aminophenylester

norneostigmine

Dimethylcarbaminsaeure-3-methylaminophenylester

3-hydroxyphenyltrimethylammonium bromide

Refernces

• 1、 -. "Opthalmic solution". . . Retrieved 2008/06/13.