290294-27-8

Basic information

• Product Name: 1-benzyl-3a-methyl-2,3,3a,8a-tetrahydro-1H-pyrrolo[2,3-b]indol-5-one
• Synonyms: 1-benzyl-3a-methyl-2,3,3a,8a-tetrahydro-1H-pyrrolo[2,3-b]indol-5-one
• CAS NO: 290294-27-8
• Molecular Weight: 278.354
• Mol File: 290294-27-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-benzyl-3a-methyl-2,3,3a,8a-tetrahydro-1H-pyrrolo[2,3-b]indol-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-3a-methyl-2,3,3a,8a-tetrahydro-1H-pyrrolo[2,3-b]indol-5-one(290294-27-8)
• EPA Substance Registry System: 1-benzyl-3a-methyl-2,3,3a,8a-tetrahydro-1H-pyrrolo[2,3-b]indol-5-one(290294-27-8)

Safety Data

• Hazardous Substances Data: 290294-27-8(Hazardous Substances Data)

Upstream product

• 116103-15-2 (-)-(3aS)-1-benzyl-3a,8-dimethyl-1,2,3,3a,8,8a-hexahydro-5-methoxypyrrolo[2,3-b]indole 
• 100-46-9 benzylamine 
• 469-22-7 eseroline 

Downstream Products

• 290294-30-3 N₁-benzyl-N₈-norcymserine 
• 219920-81-7 (-)-N¹,N⁸-bisnorcymserine 
• 290294-28-9 N¹-benzyl-bis-noreseroline 

Relevant articles and documents

A practical conversion of natural physostigmine into the potent butyrylcholinesterase inhibitor N1,N8-bisnorcymserine

A rapid novel synthetic route to the potent reversible butyrylcholinesterase inhibitor (-)-N1,N8-bisnorcymserine (1) is reported from physostigmine (2) in a 20% total yield. Details on the formation of the imino-quinone 6 obtained in the oxidation of N1-benzylnoresermethole (4) and its conversion into N1-bisnoreseroline (7) are given. As expected, the product of this synthesis, (1), had identical biological activity to the same agent produced by total synthesis. (C) 2000 Elsevier Science Ltd.