Physostigmine hemisulfate (CAS 64-47-1)

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Alternate Names: Physostigmine hemisulfate is also known as Eserine sulfate.

Application: Physostigmine hemisulfate is a useful analogue of Physostigmine that acts as a potent and reversible inhibitor of cholinesterase.

CAS Number: 64-47-1

Molecular Weight: 648.77

Molecular Formula: (C₁₅H₂₁N₃O₂)₂•H₂SO₄

Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

* Refer to Certificate of Analysis for lot specific data (including water content).

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SDS & Certificate of Analysis

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Physostigmine hemisulfate is a derivative of Physostigmine (sc-202764). Physostigmine hemisulfate is an alkaloid originally derived from the Calabar bean Physostigma venenosum. Physostigmine hemisulfate is noted to act as a potent and reversible inhibitor of cholinesterase. Physostigmine hemisulfate is also reported to form a slowly degrading carbamylated enzyme complex with acetylcholinesterase (AChE). Physostigmine hemisulfate has been used as a positive control in a study investigating acetylcholinesterase inhibitors for potential antihelminthic drug targets. Additionally, this parasympathomimetic compound is reported to cross the blood-brain barrier in a research study.

References

1. Tamaddonfard, E. and Hamzeh-Gooshchi, N. 2010. Pharmacol Rep. 62: 858-863. PMID: 21098868

2. Valli, M., et al. 2011. Curr Med Chem. [Epub ahead of print]. PMID: 21728957

3. Kalogiannis, M., et al. 2011. PLoS ONE. 6: e18697. PMID: 21533254

Physical State :

Solid

Solubility :

Soluble in water (100 mM).

Storage :

Desiccate at 4° C

Refractive Index :

n²⁰_D 1.57 (Predicted)

IC50 :

Acetylcholinesterase: IC₅₀ = 0.68 nM (mouse); Acetylcholinesterase: IC₅₀ = 1 nM (rat); Butyrylcholinesterase: IC₅₀ = 7.8 nM (rat); BChE: IC₅₀ = 15 nM (human); AChE: IC₅₀ = 0.008 ug/ml (human)

Ki Data :

Acetylcholinesterase: K_i= 34 nM (Electrophorus electricus); Cholinesterase: K_i= 41 nM (Equus caballus); BChE: K_i= 5 µM (human)

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

WGK Germany :

3

RTECS :

UY8585000

PubChem CID :

6419928

MDL Number :

MFCD06795853

EC Number :

200-585-4

Beilstein Registry :

3828413

SMILES :

C[[email protected]@]12CCN([[email protected]@H]1N(C3=C2C=C(C=C3)OC(=O)NC)C)C.C[[email protected]@]12CCN([[email protected]@H]1N(C3=C2C=C(C=C3)OC(=O)NC)C)C.OS(=O)(=O)O

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Certificate of Analysis

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