Vincamine

Vincamine

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	C04AX07 (WHO)
Identifiers
IUPAC name (3α,14β,16α)-14,15-dihydro- 14-hydroxyeburnamenine-14-carboxylic acid methyl ester OR methyl (15R,17S,19R)-15-ethyl-17-hydroxy-1,11-diazapentacyclo[9.6.2.0^2,7.0^8,18.0^15,19]nonadeca-2(7),3,5,8(18)-tetraene-17-carboxylate
CAS Number	1617-90-9
PubChem (CID)	15376
IUPHAR/BPS	349
ChemSpider	14635
UNII	996XVD0JHT
KEGG	D08677
ChEMBL	CHEMBL1165342
ECHA InfoCard	100.015.070
Chemical and physical data
Formula	C21H26N2O3
Molar mass	354.44 g/mol
3D model (Jmol)	Interactive image
SMILES O=C(OC)[C@]3(O)n1c4c(c2ccccc12)CCN5CCC[C@](C3)(CC)[C@@H]45
InChI InChI=1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1 Key:RXPRRQLKFXBCSJ-GIVPXCGWSA-N
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Vincamine is a monoterpenoid indole alkaloid found in the leaves of Vinca minor (lesser periwinkle), comprising about 25-65% of the indole alkaloids found in Vinca minor by weight. It can be synthesized from related alkaloids.^[1]

Biological effects

Vincamine is a peripheral vasodilator that increases blood flow to the brain (sold under the trademark Oxybral SR) .

Generic drugs containing vincamine exist in specific regions. Most common drug preparations are in the sustained release tablet forms.

Vincamine is often used as a nootropic agent to combat the effects of aging, or in conjunction with other nootropics (such as piracetam) for a variety of purposes.

See also

• Vinpocetine

References

1. "Indole Alkaloids". Ullmann's Encyclopedia of Industrial Chemistry (Fifth ed.). Wiley-VCH. 1985. p. 393. ISBN 3-527-20100-9.

External links

• "Vincamine MSDS" (pdf).
• Chemical Selection Working Group. "Vincamine - 1617-90-9" (pdf). Summary of Data for Chemical Selection. NIH - United States National Institutes of Health.