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Phenserine

Catalog No. P0111 Name Sigma Aldrich
CAS Number 101246-66-6 Website http://www.sigmaaldrich.com
M. F. C20H23N3O2 Telephone 1-800-521-8956
M. W. 337.41552 Fax
Purity ≥98% (HPLC) Email
Storage Chembase ID: 153858

SYNONYMS

IUPAC name
(3aS,8aR)-1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-phenylcarbamate
IUPAC Traditional name
(3aS,8aR)-1,3a,8-trimethyl-2H,3H,8aH-pyrrolo[2,3-b]indol-5-yl N-phenylcarbamate
Synonyms
1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol phenylcarbamate (ester)
(-)-N-Phenylcarbamoyleseroline

DATABASE IDS

CAS Number 101246-66-6
MDL Number MFCD00672748

PROPERTIES

Empirical Formula (Hill Notation) C20H23N3O2
Purity ≥98% (HPLC)
Apperance off-white solid
Solubility H2O: <2 mg/mL
Solubility DMSO: >5 mg/mL
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H315-H319-H335
European Hazard Symbols Irritant Irritant (Xi)
MSDS Link Download
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
GHS Precautionary statements P261-P305 + P351 + P338
Risk Statements 36/37/38
RTECS UY8586000
Safety Statements 26
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
(-)-Phenserine, a phenylcarbamate derivative, is a selective, non-competitive inhibitor of acetylcholinesterase (AChE). (-)-Phenserine produces rapid, potent, and long-lasting AChE inhibition, in vivo. It is significantly less toxic than (-)-physostigmine. (-)-Phenserine improves cognitive performance in both young learning-impaired and elderly rats. Reduced secretion of β-amyloid (Abeta) has been observed in cell lines exposed to (-)-phenserine, occurring through translational regulation of β-amyloid precursor protein (beta-APP) mRNA via a non-cholinergic mechanism. These in vitro findings appear to translate in vivo into animal models and humans.
Description (简体中文)
Biochem/physiol Actions
(-)-Phenserine, a phenylcarbamate derivative, is a selective, non-competitive inhibitor of acetylcholinesterase (AChE). (-)-Phenserine produces rapid, potent, and long-lasting AChE inhibition, in vivo. It is significantly less toxic than (-)-physostigmine. (-)-Phenserine improves cognitive performance in both young learning-impaired and elderly rats. Reduced secretion of β-amyloid (Abeta) has been observed in cell lines exposed to (-)-phenserine, occurring through translational regulation of β-amyloid precursor protein (beta-APP) mRNA via a non-cholinergic mechanism. These in vitro findings appear to translate in vivo into animal models and humans.

REFERENCES