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Merck
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Key Documents

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194719

Sigma-Aldrich

Vincamine

98%

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About This Item

Fórmula empírica (notación de Hill):
C21H26N2O3
Número de CAS:
1617-90-9
Peso molecular:
354.44
EC Number:
216-576-3
MDL number:
MFCD00078054
UNSPSC Code:
12352005
PubChem Substance ID:
24851332
NACRES:
NA.22

assay

98%

optical activity

[α]23/D +42.8°, c = 1 in pyridine

mp

232 °C (dec.) (lit.)

SMILES string

CC[C@@]12CCCN3CCc4c(C13)n(c5ccccc45)[C@](O)(C2)C(=O)OC

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

InChI key

RXPRRQLKFXBCSJ-GIVPXCGWSA-N

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Application

Vincamine can be used as a starting material to synthesize:
  • Vincamine acid, which is employed as a precursor in the synthesis of vinpocetine by dehydration and esterification using sulfuric acid.
  • Apovincamine using iron(III) perchlorate.
  • (-)-Criocerine via one-step iodination reaction.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCBR8117V
BCBJ6068V
BCBP5884V
BCBG9758V
1448214V

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L Vereczkey
European journal of drug metabolism and pharmacokinetics, 10(2), 89-103 (1985-04-01)
The pharmacokinetics and metabolism of vincamine, vinpocetine, methylene-methoxy-apovincaminic acid ester and eburnamine have been reviewed. The main route of elimination for vincamine, vinpocetine and methylene-methoxy-apovincaminic acid ester is ester cleavage and conjugation in the case of eburnamine. Vincamine and its
L Bezin et al.
Brain research. Molecular brain research, 76(2), 275-281 (2000-04-14)
The number of tyrosine hydroxylase (TH)-expressing neurons appears to be precisely determined in basal conditions within the noradrenergic pontine nucleus locus coeruleus (LC). However, additional neurons exhibiting TH phenotype have been observed in the adult rat LC following a single
Ying-Ping Juan et al.
Journal of chromatography. A, 1088(1-2), 146-151 (2005-09-01)
Vincamine is an alkaloid compound derived from the Vinca minor plant. Since little is known concerning its pharmacokinetics and appropriate analytical method, this study focuses on its pharmacokinetics as well the possible roles of the multidrug transporter P-glycoprotein on its
Istvan Moldvai et al.
The Journal of organic chemistry, 71(10), 3768-3772 (2006-05-06)
beta-Iodo-enamines with an eburnane skeleton (5a and 5c) were obtained with the aid of iodine from compounds 2a and 2c and were then transformed into hydroxyl lactams (6a and 6c) with CuSO4.5H2O in a mixture of DMF and water. Lactams
Li Di et al.
Journal of biomolecular screening, 11(1), 40-47 (2005-10-20)
Screening of solution stability provides an early alert on potential liabilities of drug candidates so that strategies can be developed to overcome the challenges. A fully automated solution stability assay has been developed to accelerate traditional manual operation. The assay
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