VINPOCETINE

PRODUCT IDENTIFICATION

CAS NO. 42971-09-5VINPOCETINE
EINECS NO.

256-028-0

FORMULA C22H26N2O2
MOL WT. 350.45

TOXICITY

Oral Rat LD50: 503mg/kg

H.S. CODE

2933.99.7900
SYNONYMS Vinpocetine; Ethyl apovincamin-22-oate; Vinpocetinum;

(+)-Apovincaminic acid ethyl ester; (+)-cis-Apovincaminic acid ethyl ester; 3-alpha,16-alpha-Apovincaminic acid ethyl ester; Apovincaminate d'ethyle; Apovincaminic acid ethyl ester; Cavinton; Ethyl (+)-apovincaminate; Ethyl (+)-cis-apovincaminate; cis-Apovincaminic acid ethyl ester; (3-alpha,16-alpha)-Eburnamenine-14-carboxylic acid, ethyl ester; Other RN: 80038-06-8, 115986-87-3

SMILES [C@@H]12c3n4c5c(c3CCN2CCC[C@]1(C=C4C(=O)OCC)CC)cccc5

CLASSIFICATION

Cardiovascular agent, Neuroprotective agent, Nootropic agent, Phosphodiesterase Inhibitor, Vasodilator agent, Cyclic Nucleotide

EXTRA NOTES

Ca2+-calmodulin-dependent phosphodiesterase I (PDE1) inhibitor.

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

white to slightly yellow crystalline powder

MELTING POINT

 

BOILING POINT

 

SPECIFIC GRAVITY  
SOLUBILITY IN WATER

Practically insoluble

SOLVENT SOLUBILITY

Soluble in methylene chloride, slightly soluble in anhydrousethanol.

pH  
VAPOR DENSITY

 

REFRACTIVE INDEX

 

NFPA RATINGS

Health hazard: 1, Fire: 0, Reactivity Hazard: 0

AUTOIGNITION

 

FLASH POINT

 

STABILITY Stable under normal conditions. Photosensitive

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Vinpocetine

http://www.ncbi.nlm.nih.gov/
Vinpocetine is an alkaloid extracted from the periwinkle plant and has been tested as a neuronal plasticity enhancer and marketed as a “memory booster.” Vinpocetine treatment has been shown to facilitate long-term potentiation, improve spatial memory in animal models, and enhance performance on cognitive tests in humans. The cognitive enhancement function of vinpocetine comes from its inhibition of PDE type 1, which leads to an increase in cAMP and cGMP levels. These cyclic nucleotides can in turn activate a series of kinases that phosphorylate the transcription factors cAMP response element binding protein (CREB) and serum response factor (SRF), leading to the expression of plasticity-related genes

http://www.mskcc.org/
Mechanism of Action: Vinpocetine has been shown to possess antioxidant and hydroxyl radical scavenging properties in vitro. It inhibits phosphodiesterase 1 (PDE1) activity and improves cerebral blood flow by elevating cGMP and cAMP, by increasing mitochondrial function and also by improving glucose and oxygen utilization by the brain. Vinpocetine helps improve spatial memory in rats through its ability to prevent neuronal damage and to favorably modulate cholinergic function. In an animal study, it increased cerebral microcirculation and blood flow by inhibiting platelet aggregation. Administration of vinpocetine to chronic stroke patients increased glucose uptake and release in unaffected areas of the brain. Vinpocetine does not possess systemic circulatory effects or any effects on heart rate or blood pressure. It demonstrated antiepileptic effects by suppressing the abnormal neuronal excitability through the regulation of sodium channels and release of dopamine in the striatal nerve endings. Vinpocetine can increase the effects of radiation by increasing tumor oxygenation. It also shows anti-inflammatory effects by inhibiting TNF-alpha-induced NF-kappaB activities

http://www.jerrycott.com/
Vinpocetine is a derivative of Vincamine, which is an alkaloid of the common periwinkle plant (Vinca minor). It selectively dilates the arteries and capillaries in the head area, which improves circulation to the brain, thus alleviating cerebral insufficiency. Ongoing research around the world indicates that it may help improve memory, learning ability, insomnia, hearing, eyesight, and effects of menopause, and increase tolerance to damage caused by hypoxia (lack of oxygen, such as occurs with a stroke or heart attack). Vinpocetine is often used for the treatment of cerebral circulatory disorders such as memory problems, acute stroke, aphasia (loss of the power of expression), apraxia (inability to coordinate movements), motor disorders, dizziness, tinnitus and other inner-ear problems, and headache. Vinpocetine is also used to treat acute or chronic ophthalmological diseases of various origins, with visual acuity improving in 70% of the subjects.

SALES SPECIFICATION

APPEARANCE

white to slightly yellow crystalline powder

IDENTIFICATION

passes Test A, B

ASSAY

98.5 ~ 101.5%

SPECIFIC ROTATION

+127° ~ +134°

MELTING POINT

245 ~ 255 C

IMPURITY

Individual impurity: 0.5% max
Total impurity: 1.5% max

LOSS ON DRYING

0.5% max

SULPHATED ASH

0.1% max

TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
SAFETY INFORMATION

GHS

 

SIGNAL WORD Warning

PICTOGRAMS

HAZARD STATEMENTS

H302 Harmful if swallowed.

PRECAUTIONARY STATEMENTS

P264 Wash skin thoroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P301 + P312 IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
P330 Rinse mouth.
P501 Dispose of contents/container through a waste management company authorized by the local government. 

EC DIRECTIVES

 

HAZARD CODES

Xn Harmful

RISK PHRASES

22 Harmful if swallowed

SAFETY PHRASES

36 Wear suitable protective clothing

PRICE INFORMATION