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N2126

Sigma-Aldrich

Neostigmine methyl sulfate

Synonym(s):

3-(N,N-Dimethylcarbamoyloxy)-N,N,N,-trimethylanilinium methyl sulfate

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About This Item

Empirical Formula (Hill Notation):
C13H22N2O6S
CAS Number:
51-60-5
Molecular Weight:
334.39
EC Number:
200-109-5
MDL number:
MFCD00011796
UNSPSC Code:
12352200
PubChem Substance ID:
24897553
NACRES:
NA.77

form

solid

Quality Level

100

storage temp.

−20°C

SMILES string

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

InChI

1S/C12H19N2O2.CH4O4S/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;1-5-6(2,3)4/h6-9H,1-5H3;1H3,(H,2,3,4)/q+1;/p-1

InChI key

OSZNNLWOYWAHSS-UHFFFAOYSA-M

Gene Information

human ... ACHE(43)

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Biochem/physiol Actions

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

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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C T Sadashiva et al.
Bioorganic & medicinal chemistry letters, 16(15), 3932-3936 (2006-06-01)
The cholinergic hypothesis of Alzheimer's disease (AD) has spurred the development of numerous structural classes of compounds with different pharmacological profile aimed at increasing central cholinergic neurotransmission. Thus proving a symptomatic treatment for this disease are cholinomimetics with the pharmacological
Qian-Sheng Yu et al.
Bioorganic & medicinal chemistry, 18(13), 4687-4693 (2010-07-16)
The N-monophenylcarbamate analogues of neostigmine methyl sulfate (6) and pyridostigmine bromide (8) together with their precursors (5), (7), and the N(1)-methylammonium analogues of (-)-phenserine (12), (-)-tolserine (14), (-)-cymserine (16) and (-)-phenethylcymserine (18) were synthesized to produce long-acting peripheral inhibitors of
Jakub Fichna et al.
Pharmacological reports : PR, 64(5), 1146-1154 (2012-12-15)
Animal models of visceral pain have gained much attention as an important tool to elucidate the possible mechanisms underlying functional gastrointestinal (GI) disorders. Here we report the development of a new, minimally invasive behavioral model of abdominal pain induced by
Martina Grosse-Sundrup et al.
BMJ (Clinical research ed.), 345, e6329-e6329 (2012-10-19)
To determine whether use of intermediate acting neuromuscular blocking agents during general anesthesia increases the incidence of postoperative respiratory complications. Prospective, propensity score matched cohort study. General teaching hospital in Boston, Massachusetts, United States, 2006-10. 18,579 surgical patients who received
Oyun Khookhor et al.
Neuro endocrinology letters, 34(1), 58-61 (2013-03-26)
We previously demonstrated that the direct microinjection of cholinesterase inhibitor (neostigmine) into the hippocampus in rats activated the hypothalamo-pituitary -adrenal axis and increased the level of norepinephrine in the plasma. In the current study we tried to measure the effects
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