16088-19-0

Basic information

• Product Name: 3-dimethylaminophenyl dimethylcarbamate
• Synonyms: 3-dimethylaminophenyl dimethylcarbamate;3-Dimethylaminophenyl-N,N-Dimethylaminocarbonate;norneostigmine;3-(Dimethylamino)phenyl N,N-dimethylcarbamate;m-(Dimethylamino)phenyl N,N-dimethyl-carbamate;Dimethylcarbamic acid m-(dimethylamino)phenyl ester;N,N-Dimethylcarbamic acid 3-(dimethylamino)phenyl ester;Einecs 240-240-5
• CAS NO: 16088-19-0
• Molecular Formula: C₁₁H₁₆N₂O₂
• Molecular Weight: 208.25694
• EINECS: 240-240-5
• Mol File: 16088-19-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 313.6°Cat760mmHg
• Flash Point: 143.5°C
• Appearance: /
• Density: 1.102g/cm³
• Vapor Pressure: 0.00049mmHg at 25°C
• Refractive Index: 1.551
• Storage Temp.: 2-8°C
• PKA: 4.10±0.10(Predicted)
• CAS DataBase Reference: 3-dimethylaminophenyl dimethylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-dimethylaminophenyl dimethylcarbamate(16088-19-0)
• EPA Substance Registry System: 3-dimethylaminophenyl dimethylcarbamate(16088-19-0)

Safety Data

• Hazardous Substances Data: 16088-19-0(Hazardous Substances Data)

Usage

Uses

Nor Neostigmine is a degradation product of Neostigmine (N390010) bromide. Neostigmine impurity.

InChI:InChI=1/C11H16N2O2/c1-12(2)9-6-5-7-10(8-9)15-11(14)13(3)4/h5-8H,1-4H3

Upstream product

• 52177-71-6 3-(dimethylamino)phenyl carbonochloridate 
• 124-40-3 dimethyl amine 
• 75-44-5 phosgene 
• 99-07-0 3-Dimethylaminophenol 
• 74-83-9 methyl bromide 
• 591-27-5 m-Hydroxyaniline 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 114-80-7 Neostigmine bromide 
• 7244-70-4 4-nitrophenyl dimethylcarbamate 

Downstream Products

• 114-80-7 Neostigmine bromide 
• 6458-09-9 N-ethyl-3-dimethylcarbamoyloxy-N,N-dimethyl-anilinium; iodide 
• 1612157-12-6 C₁₆H₁₇N₃ 
• 1595291-52-3 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl dimethylcarbamate 
• 1212-37-9 3-dimethylcarbamoyloxy-tri-N-methyl-anilinium; iodide 
• 51-60-5 neostigmine methyl sulfate 

Relevant articles and documents

Synthesis and preliminary pharmacology of an internal standard for assay of neostigmine

The synthesis of the diethyl analog of neostigmine, its preliminary pharmacology, and its use as an internal standard for the GLC assay of neostigmine are described. Both the diethyl analog and neostigmine undergo thermal demethylation in the injection port. The column selected produced satisfactory resolution and short retention times for neostigmine and the diethyl analog. The diethyl analog apparently possesses acetylcholinesterase inhibiting properties, as evidenced by potentiation of the contractile response to acetylcholine on the ileum. In addition, acetylcholine levels in the brain were elevated slightly. Water solutions of the diethyl analog appeared to lose biological activity with time. The diethyl analog appears to be suitable for use as an internal standard for the GLC assay of neostigmine.

Synthesis of some new o-substituted arylcarbamates and related compounds

Seven new 2-substituted-5-N',N'-dimethylaminophenyl N,N- dimethylcarbamates and three other compounds of similar structures have been synthesized aiming at obtaining potent anti-ChE agents. It has been found that the 2-substituents, regardless of their character, decrease the biological activity of the carbamates.

Kinetics of the degradation of neostigmine bromide in aqueous solution

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