Name | Phenserine |
Synonyms | Phenserine PHENSERINE (3as-cis)-amate(ester (-)-Eseroline phenylcarbamate (-)-N-PHENYLCARBAMOYLESEROLINE 3-b)indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo(phenylcarb 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol phenylcarbamate (ester) (3aS,8aR)-1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-ol5-(N-phenylcarbamate) Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aS,8aR)- |
CAS | 101246-66-6 |
InChI | InChI=1/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 |
Molecular Formula | C20H23N3O2 |
Molar Mass | 337.42 |
Density | 1.228±0.06 g/cm3(Predicted) |
Melting Point | 151-152 °C |
Boling Point | 468.7±45.0 °C(Predicted) |
Flash Point | 237.3°C |
Solubility | H2O: |
Vapor Presure | 5.85E-09mmHg at 25°C |
Appearance | solid |
Color | off-white |
pKa | 13.05±0.70(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | 1.633 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
RTECS | UY8586000 |
biological activity | Phenserine ((-)-Eseroline phenylcarbamate) is a Physostigmine derivative and is an effective, non-competitive, long-acting and selective AChE inhibitor. Phenserine can reduce the formation of β-amyloid precursor protein (APP) and β-amyloid peptide (Aβ). Phenserine can improve cognitive performance and reduce the progression of Alzheimer's disease. |
target | AChE; β-amyloid precursor protein; β-amyloid peptide |
Cell Line: | CHO APP 751SW cells |
Concentration: | 1 μM, 2.5 μM, 5 μM, 10 μM, 25 μM |
Incubation Time: | 48 hours |
Result: | 8.6% reduction in cells treated with 10 μM, while 25 μM concentration reduces APP level by 51.4%. Improved morris water maze performance of scopolamine-treated rats.. |
Animal Model: | Male Fischer-344 rats (5 months old) induced by scopolamine |
Dosage: | 1 mg/kg, 2 mg/kg, 4 mg/kg |
Administration: | Intraperitoneal injection; for 4 days |