CAS 114-80-7|CAS 114-80-7|Neostigmine bromide|Vagostigmin|Prostigmin|neostigmine bromide|3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium bromide|NEOSTIGIMINE BROMIDE|Neostigmine bromide|3-(N,N-D...

General Information

Structure

Molecular Formula

C₁₂H₁₉BrN₂O₂

Molecular Mass

303.19546

Exact Mass

302.06298986

Charge

InChI

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

InChIKey

LULNWZDBKTWDGK-UHFFFAOYSA-M

Canonic Smiles

O=C(N(C)C)Oc1cccc(c1)[N+](C)(C)C.[Br-]

Isomeric Smiles

c1c(cc(cc1)[N+](C)(C)C)OC(=O)N(C)C.[Br-]

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

-2.2459824

LogD (pH = 7.4)

-2.2459824

Log P

-2.2459824

Molar Refractivity

75.2818

Polarizability

24.687561

Polar Surface Area

29.54

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

Neostigmine bromideVagostigminProstigminNEOSTIGIMINE BROMIDENeostigmine bromide3-(N,N-Dimethylcarbamoyloxy)-N,N,N,-trimethylanilinium bromideProstigmineNeoesserinStigmosan BromideProstigmin BromideNeoeserine BromideEustigmin BromideVagostigmineSyntostigmin Bromide3-[[(Dimethylamino)carbonyl]oxy]-N,N,N-trimethylbenzenaminium bromideProstigmine Bromide(m-Hydroxyphenyl)trimethylammonium Bromide DimethylcarbamateStigmanol BromideSyntostigmin(3-Dimethylcarbamoyloxyphenyl)trimethylammonium BromidePhilostigmin BromideKirkstigmine Bromide

IUPAC Traditional name

neostigmine bromide

IUPAC name

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

Names and Identifiers

Registration numbers

CAS Number

EC Number

PubChem SID

MDL Number

PubChem CID

Registration numbers

Properties

Product Information

Pharmacology Properties

human ... ACHE(43)

Properties

Related Proteins

No Data Available

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Molecular Spectra

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Molecule Details

Selleck Chemicals

S2490

Research Area: Neurological Disease
Biological Activity:
Neostigmine bromide(Prostigmin) is a reversible acetylcholinesterase inhibitor and a parasympatho-mimetic. By interfering with the breakdown of acetylcholine, neostigmine indirectly stimulates both nicotinic and muscarinic receptors. It binds to the anionic site of cholinesterase. The drug blocks the active site of acetylcholinesterase so the enzyme can no longer break down the acetylcholine molecules before they reach the postsynaptic membrane receptors. This allows for the threshold to be reached so a new impulse can be triggered in the next neuron. In myasthenia gravis there are too few acetylcholine receptors so with the acetylcholinesterase blocked, acetylcholine can bind to the few receptors and trigger a muscular contraction. [1]References on Neostigmine bromide (Prostigmin)[1] http://en.wikipedia.org/wiki/Neostigmine, ,

MP Biomedicals

02153553

Inhibitor of acetylchloinesterase

05206456

MP Biomedicals Rare Chemical collection

Sigma Aldrich

N2001

Biochem/physiol Actions
Reversible inhibitor of acetylcholinesterase that is similar to eserine, but does not cross the blood-brain barrier.

TRC

N390010

Cholinergic; miotic; antidote (curare).

Molecule Details