3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium methanesulfonate

• ChemBase ID: 179861
• Molecular Formular: C13H22N2O5S
• Molecular Mass: 318.38918
• Monoisotopic Mass: 318.12494281
• SMILES: S(=O)(=O)([O-])C.C(=O)(Oc1cc([N+](C)(C)C)ccc1)N(C)C
• Canonical SMILES: [O-]S(=O)(=O)C.O=C(N(C)C)Oc1cccc(c1)[N+](C)(C)C
• InChI: InChI=1S/C12H19N2O2.CH4O3S/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;1-5(2,3)4/h6-9H,1-5H3;1H3,(H,2,3,4)/q+1;/p-1
• InChIKey: UQDIHHVDTJLVSO-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium methanesulfonate
• IUPAC Traditional name: 3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium methanesulfonate
• Synonyms: Proserin; Synstigmine; Prostigmin; Neostigmine Mesilate

Database IDs

• CAS Number: 51-60-5
• PubChem SID: 164235771
• PubChem CID: 11659722

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.2459824
• LogD (pH = 7.4): -2.2459824
• Log P: -2.2459824
• Molar Refractivity: 75.2818 cm^3
• Polarizability: 24.687561 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Along with several other drugs that have a similar mode of action, it inhibits the action of the enzyme cholinesterase, which destroys the substance acetylcholine at nerve endings.; Because neostigmine increases the effective concentration of acetylcholine; Parasympathomimetic

Product Information

• Salt Data: Mesilate
• Application(s): Anticholinesterase