164230-52-8

Basic information

• Product Name: 1,5,9,13-Tetraazacycloheptadecan-6-one,1-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-8-phenyl-, (8S)-
• Synonyms: 1,5,9,13-Tetraazacycloheptadecan-6-one,1-(1-oxo-3-phenyl-2-propenyl)-8-phenyl-, [S-(E)]-;1,5,9,13-Tetraazacycloheptadecan-6-one,1-[(2E)-1-oxo-3-phenyl-2-propenyl]-8-phenyl-, (8S)- (9CI); Verbacine
• CAS NO: 164230-52-8
• Molecular Formula: C28H38 N4 O2
• Molecular Weight: 462.635
• Mol File: 164230-52-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,5,9,13-Tetraazacycloheptadecan-6-one,1-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-8-phenyl-, (8S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5,9,13-Tetraazacycloheptadecan-6-one,1-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-8-phenyl-, (8S)-(164230-52-8)
• EPA Substance Registry System: 1,5,9,13-Tetraazacycloheptadecan-6-one,1-[(2E)-1-oxo-3-phenyl-2-propen-1-yl]-8-phenyl-, (8S)-(164230-52-8)

Safety Data

• Hazardous Substances Data: 164230-52-8(Hazardous Substances Data)

Usage

Chemical structure

A 17-membered ring containing four nitrogen atoms and a ketone group attached to a phenyl ring.

Chirality

It is a chiral molecule with a specific stereochemistry denoted as (8S)-.

Synonyms

(-)-SR-31742.

Functionality

It is a potent and selective antagonist for the group II metabotropic glutamate receptors.

Therapeutic applications

It has been studied for its potential use in the treatment of neurodegenerative disorders, schizophrenia, and other neurological conditions.

Research tool

It may also have potential use as a research tool for studying the role of group II metabotropic glutamate receptors in various physiological and pathological processes.

Upstream product

• 162709-45-7 (+)-(S)-isoverbamethine 
• 162465-73-8 (+)-(S)-2-phenyl-9-[(E)-phenylprop-2-enoyl]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one 
• 164176-10-7 (-)-verballocine 
• 444119-37-3 (-)-(S)-1,13-bis[(4-methylphenyl)sulfonyl]-8-phenyl-1,5,9,13-tetraazacycloheptadecan-6-one 
• 216855-67-3 (+)-(2S)-2-phenyl-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one 
• 216855-63-9 (-)-(8S)-8-phenyl-1,5,9,13-tetraazacycloheptadecan-6-one 

Downstream Products

• 162465-72-7 (-)-dihydroverbacine 
• 162465-74-9 (+)-dihydroincasine C 
• 85559-66-6 9-Acetylverbascenin 
• 85559-65-5 verbascenine 
• 162465-73-8 (+)-(S)-2-phenyl-9-[(E)-phenylprop-2-enoyl]-1,5,9,14-tetraazabicyclo[12.3.1]octadecan-4-one 
• 12651-38-6 verbaskine 

Relevant articles and documents

Asymmetric syntheses of the macrocyclic spermine alkaloids (-)-(S)-protoverbine, (-)-(S)-buchnerine, and their naturally occurring congenial alkaloids

Asymmetric syntheses of the following 17-membered macrocyclic spermine alkaloids are presented: (-)-(S)-protoverbine (= (8S)-8-phenyl-1,5,9,13-tetraazacycloheptadecane-6-one: 1), (+)-(S)-protomethine (=(2S)-2-phenyl-1,5,9,14-tetraazabicyclo[12.3.1]octadec