CAS 101246-66-6

(-)-Phenserine

Description:

(-)-Phenserine, with the CAS number 101246-66-6, is a chemical compound that belongs to the class of alkaloids, specifically a type of phenanthrene derivative. It is characterized by its chiral nature, existing as a single enantiomer, which contributes to its biological activity. This compound is known for its potential neuroprotective properties and has been studied for its effects on cognitive function and memory enhancement. (-)-Phenserine acts as a reversible inhibitor of acetylcholinesterase, an enzyme that breaks down the neurotransmitter acetylcholine, thereby increasing its availability in the synaptic cleft. This mechanism is particularly relevant in the context of neurodegenerative diseases, such as Alzheimer's disease. The substance is typically found in a crystalline form and is soluble in organic solvents. Its pharmacological profile suggests a promising role in therapeutic applications, although further research is necessary to fully elucidate its efficacy and safety in clinical settings. Overall, (-)-Phenserine represents a significant interest in medicinal chemistry and neuropharmacology.

Formula: C₂₀H₂₃N₃O₂

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

InChI key: InChIKey=PBHFNBQPZCRWQP-QUCCMNQESA-N

SMILES: C[C@]12C=3C(N(C)[C@]1(N(C)CC2)[H])=CC=C(OC(NC4=CC=CC=C4)=O)C3

Synonyms:

• Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, phenylcarbamate (ester), (3aS-cis)-
• (-)-Eseroline phenylcarbamate
• Phenserine
• Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, 5-(N-phenylcarbamate), (3aS,8aR)-
• Pyrrolo[2,3-b]indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, phenylcarbamate (ester), (3aS,8aR)-
• 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol phenylcarbamate (ester)
• (-)-N-PHENYLCARBAMOYLESEROLINE
• (3as-cis)-amate(ester
• 3-b)indol-5-ol,1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo(phenylcarb
• (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

Formula: C₂₀H₂₃N₃O₂

Purity: 99.55%

Color and Shape: Solid

Molecular weight: 337.4155

Ref: IN-DA00041U

Phenserine

CAS: 101246-66-6

Formula: C₂₀H₂₃N₃O₂

Molecular weight: 337.42

Ref: 7W-GK8225

Phenserine

Controlled Product

CAS: 101246-66-6

Applications Phenserine is inhibitor of amyloid precursor protein (APP). Used in Alzheimer’s treatments.
References Nordberg, A. et al.: J. Alz. DIsease., 47, 691 (2015); Reale, M. et al.: Curr. Alzheimer. Treatments., 11, 608 (2014);

Formula: C₂₀H₂₃N₃O₂

Color and Shape: Neat

Molecular weight: 337.42

Ref: TR-P318903

Phenserine-d5

Controlled Product

CAS: 101246-66-6

Stability Air Sensitive, Light Sensitive
Applications Isotope labelled Phenserine is inhibitor of amyloid precursor protein (APP). Used in Alzheimer’s treatments.
References Nordberg, A. et al.: J. Alz. DIsease., 47, 691 (2015); Reale, M. et al.: Curr. Alzheimer. Treatments., 11, 608 (2014);

Formula: C₂₀H₁₈D₅N₃O₂

Color and Shape: Neat

Molecular weight: 342.45

Ref: TR-P318904

Phenserine

CAS: 101246-66-6

Phenserine is a natural drug that is an ester hydrochloride. It has been shown to be effective in the treatment of Alzheimer's disease in clinical trials. Phenserine has also been found to inhibit acetylcholinesterase, an enzyme that breaks down the neurotransmitter acetylcholine. This inhibition leads to increased levels of acetylcholine, which can improve cognitive function and reduce neuronal death. The mechanism of action for phenserine is unknown, but it may involve a change in iron homeostasis or other biochemical reactions. Phenserine has not been tested on humans; however, it has shown promising results in animal studies.

Formula: C₂₀H₂₃N₃O₂

Purity: Min. 95%

Molecular weight: 337.42 g/mol

Ref: 3D-FP111179

Phenserine

CAS: 101246-66-6

Phenserine is a derivative of Physostigmine and is annoncompetitive, long-acting and selective inhibitor of AChE.

Formula: C₂₀H₂₃N₃O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 337.42

Ref: TM-T12446