Synonym: (−)-N-Phenylcarbamoyleseroline; 1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol phenylcarbamate (ester)
CAS Number: 101246-66-6
Empirical Formula (Hill Notation): C20H23N3O2
Molecular Weight: 337.42
MDL Number: MFCD00672748
Linear Formula: C20H23N3O2
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
off-white |
| form |
solid |
| InChI |
1S/C20H23N3O2/c1-20-11-12-22(2)18(20)23(3)17-10-9-15(13-16(17)20)25-19(24)21-14-7-5-4-6-8-14/h4-10,13,18H,11-12H2,1-3H3,(H,21,24)/t18-,20+/m1/s1 |
| InChI key |
PBHFNBQPZCRWQP-QUCCMNQESA-N |
| Quality Level |
100  |
| SMILES string |
[H][C@]12N(C)CC[C@@]1(C)c3cc(OC(=O)Nc4ccccc4)ccc3N2C |
| solubility |
DMSO: >5 mg/mL |
| |
H2O: <2 mg/mL |
| storage temp. |
2-8°C |
| Biochem/physiol Actions: |
(-)-Phenserine, a phenylcarbamate derivative, is a selective, non-competitive inhibitor of acetylcholinesterase (AChE). |
| 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. |
| 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 . |
| Packaging: |
25, 100 mg in glass bottle |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |
GHS07