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About This Item
Empirical Formula (Hill Notation):
C21H26N2O3
CAS Number:
Molecular Weight:
354.44
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Dylan B England et al.
Organic letters, 9(17), 3249-3252 (2007-07-31)
A synthesis of (+/-)-3H-epivincamine is reported. Important steps include (1) a Rh(II)-catalyzed intramolecular [3+2]-cycloaddition of an alpha-diazo indolo amide, (2) a reductive ring opening of the cycloadduct, (3) a decarboethoxylation reaction, and (4) a base-induced keto-amide ring contraction.
Mostafa A M Shehata et al.
Journal of pharmaceutical and biomedical analysis, 38(1), 72-78 (2005-05-24)
Three different stability indicating assay methods are developed and validated for determination of vincamine in the presence of its degradation product (vincaminic acid). The first method is based on the derivative ratio zero crossing spectrophotometric technique using 0.1 N hydrochloric
Dritan Hasa et al.
International journal of pharmaceutics, 436(1-2), 41-57 (2012-06-23)
The aims of this research were to prepare highly bioavailable binary cogrounds (vincamine-AcDiSol(®) or PVP-Cl) by means of a mechanochemical process and to study the mediation of each polymer in the induction of physical transformations of the drug. From a
Synthesis of Vinca Alkaloids and Related Compounds. PART LVIII. A Novel Formal Synthesis of (-)-Criocerine from (+)-Vincamine
Moldvai I, et al.
Synthetic Communications, 21(8-9), 965-967 (1991)
Paul E Polak et al.
Journal of neurochemistry, 121(2), 206-216 (2012-02-01)
The endogenous neurotransmitter noradrenaline (NA) plays several roles in maintaining brain homeostasis, including exerting anti-inflammatory and neuroprotective effects. The primary source of NA in the CNS are tyrosine hydroxylase (TH)-positive neurons located in the Locus coeruleus (LC) which send projections
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