A reversible acetylcholinesterase inhibitor
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Neostigmine (methyl sulfate)

Item No. 23501

Technical Information
Formal Name
3-[[(dimethylamino)carbonyl]oxy]-N,N,N-trimethyl-benzenaminium, methyl sulfate
CAS Number
51-60-5
Synonyms
  • NSC 93753
Molecular Formula
C12H19N2O2 • CH3SO4
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMSO: SolubleWater: Soluble
SMILES
C[N+](C)(C)C1=CC=CC(OC(N(C)C)=O)=C1.[O-]S(=O)(OC)=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Neostigmine is a reversible inhibitor of acetylcholinesterase (AChE; Kd = 260 μM).1 In a rat model of knee joint inflammation, intrathecal administration of neostigmine (2-30 μg) increases endogenous acetylcholine levels and dose-dependently increases the latency of paw withdrawal in response to thermal and mechanical stimuli (ED50s = 6.6 and 3.5 μg, respectively).2 Neostigmine (5 μg, i.p.) restores muscle action potentials in mice with a thymopoietin-induced neuromuscular block.3 Formulations containing neostigmine have been used in the treatment of myasthenia gravis and Ogilvie syndrome.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Milkani, E., Lambert, C.R., and McGimpsey, W.G. Direct detection of acetylcholinesterase inhibitor binding with an enzyme-based surface plasmon resonance sensor. Anal. Biochem. 408(2), 212-219 (2011).

    2. Buerkle, H., Boschin, M., Marcus, M.A.E., et alCentral and peripheral analgesia mediated by the acetylcholinesterase-inhibitor neostigmine in the rat inflamed knee joint model. Anesth. Analg. 86(5), 1027-1032 (1998).

    3. Goldstein, G., and Schlesinger, D.H. Thymopoietin and myasthenia gravis: neostigmine-responsive neuromuscular block produced in mice by a synthetic peptide fragment of thymopoietin. Lancet 2(7928), 256-259 (1975).