CAS 101246-68-8

Eptastigmine

Description:

Eptastigmine is a chemical compound classified as a reversible inhibitor of the enzyme acetylcholinesterase, which plays a crucial role in the breakdown of the neurotransmitter acetylcholine in the synaptic cleft. This inhibition leads to increased levels of acetylcholine, enhancing cholinergic neurotransmission. Eptastigmine is primarily investigated for its potential therapeutic applications in treating cognitive disorders, particularly Alzheimer's disease. The compound is characterized by its ability to penetrate the blood-brain barrier, which is essential for central nervous system activity. Its chemical structure includes a carbamate moiety, contributing to its mechanism of action. Eptastigmine has been studied for its pharmacokinetic properties, including absorption, distribution, metabolism, and excretion, which are critical for determining its efficacy and safety profile. As with many acetylcholinesterase inhibitors, potential side effects may include gastrointestinal disturbances and bradycardia, necessitating careful monitoring during therapeutic use. Overall, Eptastigmine represents a significant area of research in neuropharmacology, aiming to improve cognitive function in affected individuals.

Formula: C₂₁H₃₃N₃O₂

InChI: InChI=1S/C21H33N3O2/c1-5-6-7-8-9-13-22-20(25)26-16-10-11-18-17(15-16)21(2)12-14-23(3)19(21)24(18)4/h10-11,15,19H,5-9,12-14H2,1-4H3,(H,22,25)/t19-,21+/m1/s1

InChI key: InChIKey=RRGMXBQMCUKRLH-CTNGQTDRSA-N

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

Synonyms:

• Carbamic acid, N-heptyl-, (3aS,8aR)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl ester
• Carbamic acid, heptyl-, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl ester, (3aS-cis)-
• Carbamic acid, heptyl-, (3aS,8aR)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-yl ester
• (-)-Heptylphysostigmine
• Pyrrolo[2,3-b]indole, carbamic acid deriv.

Eptastigmine

CAS: 101246-68-8

Eptastigmine, a potent and long-lasting cholinesterase inhibitor on age-related memory deficits.

Formula: C₂₁H₃₃N₃O₂

Color and Shape: Solid

Molecular weight: 359.51

Ref: TM-T68066