VINDEBURNOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C17H20N2O
Molecular Weight	268.3535
Optical Activity	( + / - )
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CCCN3CCC4=C(N([C@H](O)C1)C5=C4C=CC=C5)[C@]23[H]

InChI

InChIKey=KOIGYXJOGRVNIS-LYRGGWFBSA-N

InChI=1S/C17H20N2O/c20-15-10-11-4-3-8-18-9-7-13-12-5-1-2-6-14(12)19(15)17(13)16(11)18/h1-2,5-6,11,15-16,20H,3-4,7-10H2/t11-,15-,16+/m1/s1

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29274883 | https://www.ncbi.nlm.nih.gov/pubmed/22288774

Vindeburnol, a derivative of the plant alkaloid vincamine that that bears neuroprotective properties. Animal model for Alzheimer's disease has shown that vindeburnol reduced neuroinflammation and amyloid burden. In addition, the treatment with this drug can be of benefit in multiple sclerosis patients.

Approval Year

PubMed

Title	Date	PubMed
Effects of the new eburnamenine derivative RU 24722 on EEG recovery and cerebral energy metabolism after complete ischemia.	1985	4039569
Enhanced tail pinch-induced activation of catecholamine metabolism in the pericerulean area of RU 24722-treated rats.	2004 Dec 24	15567332
The vincamine derivative vindeburnol provides benefit in a mouse model of multiple sclerosis: effects on the Locus coeruleus.	2012 Apr	22288774
The locus coeruleus neuroprotective drug vindeburnol normalizes behavior in the 5xFAD transgenic mouse model of Alzheimer's disease.	2019 Jan 1	29274883

Name

Type

Language

VINDEBURNOL

Official Name

English

EBURNAMENIN-14-OL, 14,15-DIHYDRO-, (3-.ALPHA.,14-.BETA.)-(±)-

Common Name

English

vindeburnol [INN]

Common Name

English

(±)-20,21-DINOR-16.ALPHA.-EBURNAMINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1509