P0111

Phenserine

≥98% (HPLC), solid

• Synonym(e): (−)-N-Phenylcarbamoyleseroline, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol phenylcarbamate (ester)
• Empirische Formel (Hill-System): C₂₀H₂₃N₃O₂
• CAS-Nummer: 101246-66-6
• Molekulargewicht: 337.42
• NACRES: NA.77
• PubChem Substance ID: 329820018
• UNSPSC Code: 12352200
• MDL number: MFCD00672748
• Assay: ≥98% (HPLC)
• Form: solid

Eigenschaften

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• color: off-white
• solubility: H₂O: <2 mg/mL, DMSO: >5 mg/mL
• storage temp.: 2-8°C
• SMILES string: [H][C@]12N(C)CC[C@@]1(C)c3cc(OC(=O)Nc4ccccc4)ccc3N2C
• 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

Beschreibung

Biochem/physiol Actions

(-)-Phenserine, a phenylcarbamate derivative, is a selective, non-competitive inhibitor of acetylcholinesterase (AChE).

(-)-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.

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves