N2001

Sigma-Aldrich

Neostigmine bromide

≥98% (HPLC and titration), powder

Synonym(s):
Prostigmine, 3-(N,N-Dimethylcarbamoyloxy)-N,N,N,-trimethylanilinium bromide
Empirical Formula (Hill Notation):
C12H19BrN2O2
CAS Number:
Molecular Weight:
303.20
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

assay

≥98% (HPLC and titration)

form

powder

color

white

mp

175-177 °C (lit.)

solubility

H2O: 1 g/mL
ethanol: soluble

SMILES string

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

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

InChI key

LULNWZDBKTWDGK-UHFFFAOYSA-M

Gene Information

human ... ACHE(43)

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Application

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.

Packaging

1, 5, 10 g in poly bottle

Biochem/physiol Actions

Neostigmine bromide is a quaternary amine. It is involved in elongating and boosting the muscarinic and nicotinic effects of acetylcholine by inhibiting cholinesterase activity. It is used in anesthesia to reverse the neuromuscular blockade produced by competitive neuromuscular blockers.
Reversible inhibitor of acetylcholinesterase that is similar to eserine, but does not cross the blood-brain barrier.

Features and Benefits

This compound is featured on the Acetylcholine Synthesis and Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

T+

Risk Statement

26/27/28-36/37/38-42/43

Safety Statement

22-26-36/37/39-45

RIDADR

UN 2811 6.1 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

A F Khorshid et al.
Biosensors & bioelectronics, 51, 143-149 (2013-08-21)
A novel, simple, rapid, selective and sensitive method for the determination of neostigmine (Ns) ion in its bulk powder, different pharmaceutical dosage forms, and biological fluids (plasma and urine) using four modified carbon paste electrodes was developed. Sensor 1 is...
M Weinstock et al.
The Journal of pharmacology and experimental therapeutics, 218(2), 504-508 (1981-08-01)
The influence of physostigmine was studied on the effect of morphine on the cardiovascular and respiratory systems in conscious rabbits. Morphine (4 mg/kg i.v.) caused analgesia, bradycardia, hypotension and respiratory depression, as indicated by a fall in respiratory rate of...
Differentiation and induced sensorial alteration of the coronal organ in the asexual life of a tunicate
Manni L, et al.
Integrative and Comparative Biology, 58(2), 317-328 (2018)
Lucia Manni et al.
Integrative and comparative biology, 58(2), 317-328 (2018-06-07)
Tunicates, the sister group of vertebrates, possess a mechanoreceptor organ, the coronal organ, which is considered the best candidate to address the controversial issue of vertebrate hair cell evolution. The organ, located at the base of the oral siphon, controls...
Jessica Kåhlin et al.
Experimental physiology, 99(8), 1089-1098 (2014-06-03)
Studies on experimental animals established that the carotid bodies are sensory organs for detecting arterial blood O2 levels and that the ensuing chemosensory reflex is a major regulator of cardiorespiratory functions during hypoxia. However, little information is available on the...

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