ChemicalBook
Chinese Japanese Germany Korea

Vinpocetine

Cerebral Vasodilator Pharmacokinetics Medicinal properties and Application Indications Side Effects Chemical Properties Usage Production Method
Vinpocetine
Vinpocetine structure
CAS No.
42971-09-5
Chemical Name:
Vinpocetine
Synonyms
Tcv-3B;CAVINTON;RGH-4405;AY-27255;Ceractin;(3α,16α)-;VINPOCETIN;C22H27N2O2;VINPOCETINE;Ultra-Vinca
CBNumber:
CB3672651
Molecular Formula:
C22H26N2O2
Formula Weight:
350.45
MOL File:
42971-09-5.mol

Vinpocetine Properties

Melting point:
147-153 °C dec.
alpha 
D20 +114° (c = 1 in pyridine)
Boiling point:
484.44°C (rough estimate)
Density 
1.1260 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
Store at RT
solubility 
DMSO: 5 mg/mL
form 
solid
color 
white
optical activity
[α]/D 148.5±5.0°, c = 0.1 in chloroform
λmax
315nm(EtOH)(lit.)
Merck 
14,9991
Stability:
Photosensitive
InChIKey
DDNCQMVWWZOMLN-IRLDBZIGSA-N
NIST Chemistry Reference
Vinpocetine(42971-09-5)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
WGK Germany  3
RTECS  JW4792000
HS Code  29399990
Toxicity LD50 in mice, rats (mg/kg): 534, 503 orally; 240, 133.8 i.p.; 58.7, 42.6 i.v. (Pálosi, Szporny), also reported as 161.2 mg/kg i.p. in mice (Cholnoky, Dmk)
Symbol(GHS):
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H302 Harmful if swallowed Acute toxicity,oral Category 4 Warning P264, P270, P301+P312, P330, P501
Precautionary statements:
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P270 Do not eat, drink or smoke when using this product.
P330 Rinse mouth.

Vinpocetine price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 16292 Vinpocetine analytical standard 42971-09-5 5mg $121 2018-11-20 Buy
Sigma-Aldrich 1714608 Vinpocetine United States Pharmacopeia (USP) Reference Standard 42971-09-5 100mg $308.7 2018-11-20 Buy
TCI Chemical V0115 Vinpocetine >98.0%(HPLC)(T) 42971-09-5 100mg $73 2018-11-22 Buy
TCI Chemical V0115 Vinpocetine >98.0%(HPLC)(T) 42971-09-5 1g $408 2018-11-22 Buy
Alfa Aesar J61000 Vinpocetine, 98% 42971-09-5 20mg $86.1 2018-11-13 Buy

Vinpocetine Chemical Properties,Uses,Production

Cerebral Vasodilator

Vinpocetine is a cerebrovascular expansion drug and has a relatively stronger function than Vincamine. It can selectively increase cerebral blood flow, enhance and improve brain oxygen supply, promote metabolism, enhance the capacity of deformation for red blood cells, reduce blood viscosity, inhibit platelet aggregation, improve tissue metabolism. Vinpocetine is mainly used in the treatment of cerebral infarction sequela, cerebral hemorrhage sequelae, cerebral arteriosclerosis, etc. It can also used in the treatment of retinal vascular sclerosis and blood vessel spasm, the elderly deafness, and dizziness.
Vinpocetine is a half synthetic Vincamine derivative, and has the similar effect with Vincamine. It has a stronger expansion function for cerebrovascular selectively. Pharmacological effects are as follows:
①Inhibit the activity of calcium dependency phosphodiesterase, increase the content of cAMP which can relax vascular smooth muscle, then relax vascular smooth muscle, and further increase cerebral blood flow.
②Enhance the capacity of deformation of red blood cells, reduce blood viscosity, inhibit platelet aggregation, and thus improve blood flow and microcirculation.
③Promote the brain tissue to absorb glucose, and promote the transformation of brain monoamine metabolism.
④Inhibit the increase of brain lactic acid during cerebral ischemia, increase the ATP content, inhibit the generation of lipid peroxide in the brain, delay the occurring of spasm caused by cerebral ischemia, have the function of improving cerebral metabolism and protecting brain.
 the structural formula of vinpocetine
Figure 1 is the structural formula of vinpocetine.

Pharmacokinetics

Vinpocetine is of high fat-solubility, easy to be absorbed by the organization, and widely distributed. It can through the blood brain barrier, mainly metabolism to Vinpocetine in the liver, and be excreted by the kidney.

Medicinal properties and Application

Vinpocetine is also called Ethyl apovincaminate, Conway, Karan and Vinpocetine. It is a kind of natural medicine extracted from small vinca flower, and belongs to the indole alkaloids. Can be synthetic now. The mechanism of its pharmacological action is to inhibit the activity of calcium dependency phosphodiesterase, increase the content of CGMP which can relax vascular smooth muscle, then relax vascular smooth muscle, and further increase cerebral blood flow; Enhance the capacity of deformation of red blood cells, reduce blood viscosity, inhibit platelet aggregation, and thus improve blood flow and microcirculation; Promote the brain tissue to absorb glucose, and promote the transformation of brain monoamine metabolism; Inhibit the increase of brain lactic acid during cerebral ischemia, increase the ATP content, increase thedegree of oxygen dissociation in hemoglobin; Increase the resistance capacity for cerebral anoxia and occurring of spasm caused by cerebral ischemia, inhibit the generation of lipid peroxide in the brain. Oral absorption effectively, reach peak at 1 h, then metabolize into Vinpocetine in the body. The half-life of plasma elimination is about 1 hour. For 4 weeks in a row, no accumulation in the body. Clinical used in cerebral infarction sequela, cerebral hemorrhage sequelae, cerebral arteriosclerosis, cerebral vasospasm, brain endarteritis caused vertigo, tinnitus, headache, dizziness, limb numbness, incontinence and other clinical manifestations, depression, anxiety, sleep disorder and other mental symptoms. Clinical experience has shown that it is effective regardless of the length of the course of the disease, and the symptom is fixed or not.

Indications

1.Neurology: all kinds of cerebrovascular disease and its sequelae.
2.Cardiology: coronary heart disease, hardening of the arteries and blood clotting abnormalities, etc.
3.Eye: all kinds of views of visual impairment caused by poor circulation, etc.
4.Otolaryngology: hearing loss, tinnitus, vestibular dysfunction, etc.
5.Neurosurgery: all kinds of craniocerebral surgery back function rehabilitation.

Side Effects

Nervous system: head heavy, dizziness, occasional tiredness and side limb numbness, etc.
Digestive system: nausea, vomiting, loss of appetite, abdominal pain, diarrhea, etc.
Circulatory system: facial blushing, dizziness and other symptoms.
Blood system: white blood cells reduction.
Liver reaction: AST, ALT elevations, rare elevation of alkaline phosphatase.
Kidney reaction: blood urea nitrogen increasing.
Sometimes allergic reactions like skin rash, urticarial and pruritus may appear, then drug should be discontinued. Occasional mild lowering blood pressure, tachycardia, etc.

Chemical Properties

White crystal powder, odourless and tasteless. Soluble in chloroform or 96% ethanol, insoluble in water. The melting point is 147-147 oC (decomposition). [α]D20+114°(C=1,pyridine). UV maximum absorption (96% ethanol): 229,275,315 nm (ε28200120, 00710). Acute toxicity LD50 in mice and rats (mg/kg): 534503 oral; 240133.8 intraperitoneal injection; 58.7, 42.6 intravenous injection.

Usage

Cerebrovascular drug. A alkaloid extracted from apocynaceae plant, Vincamine derivatives. Selectively inhibit vascular smooth muscle calcium dependency phosphodiesterase, and increase the content of cGMP, expanse cerebral vascular, which in turn increase cerebral blood flow, improve cerebral circulation, but has little effects on the cardiovascular and blood pressure. Effectively, good tolerance, less adverse reaction. Used for dizziness, headache, memory disorders, movement disorder, aphasia, hypertensive encephalopathy, etc.. Can also be used in brain blood circulation obstacle caused by mental or neurological symptoms.
This information is edited by ChemicalBook Xiao Nan.

Production Method

Vincamine extracted from small periwinkle (Vinca mino) of apocynaceae plant as raw material, dehydration to Apovincamine, then hydrolysis to Apovincaminic acid. Dissolved the acid (1.0 g, 0.003 mo1) and 1.0 g of potassium hydroxide in 80 ml of drying ethanol, add bromine ethane (0.4 g, 0.0036 mol), reflux 3 h. After the completion of reaction, cooling, evaporation to dry. Dissolve the leftovers in 500 ml of 2% sulfuric acid, and adjust the Ph to 8. Extracted with methylene chloride, drying with potassium carbonate, after the majority of methylene chloride has been evaporated, add in ethanol. Be placed overnight At 0 oC, filter the collected precipitation crystallization, washing with cold ethanol, drying, 0.66 g of Vinpocetine could be obtained. Tabersonine extracted from apocynaceae plant willow small licorice leaf or periwinkle seed can also be as raw material, through multi-step synthesis.

Chemical Properties

White Crystalline Solid

Uses

A calcium/calmodulin-dependent phosphodiesterase 1 (PDE1) inhibitor

Uses

A derivative of Vincamine with vasodilating activity. Vasodilator (cerebral).

Uses

calcium regulator

Uses

Gleevec metabolite, tyrosine kinase inhibitor

Biological Activity

Phosphodiesterase inhibitor, selective for PDE1 (IC 50 = 21 μ M). Also blocks voltage-gated Na + channels.

Vinpocetine Preparation Products And Raw materials

Raw materials

Preparation Products


Vinpocetine Suppliers

Global( 309)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Beijing Cooperate Pharmaceutical Co.,Ltd.
+86-10-60279497 +86(0)15646567669
+86-10-60279497 sales01@cooperate-pharm.com CHINA 1529 55
Capot Chemical Co.,Ltd.
+86 (0)571-855 867 18
+86 (0)571-858 647 95 sales@capotchem.com China 19918 60
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3203 55
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21840 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20676 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 892 55
Meihua Biological Technology Co.,Ltd
15175972705
031145896235 sales@hbmeihua.cn CHINA 211 58
Hebei Chisure Biotechnology Co., Ltd.
+8613292890173
0311 66567340 luna@speedgainpharma.com CHINA 1019 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3623 58
Chengdu Greenpure Biopharma CO.,Ltd
18283602253
jancyzheng@gcgreenpure.com CHINA 1273 58

View Lastest Price from Vinpocetine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2018-12-15 Vinpocetine
42971-09-5
US $1.00 / kg 1kg 99% Customized career henan chemical co
2019-04-29 Vinpocetine
42971-09-5
US $10.00 / KG 1KG 99% 500tons/month Hebei Chisure Biotechnology Co., Ltd.
2018-09-04 Vinpocetine CAS# 42971-09-5 Manufacturer Supply Email:cindy@hbmeihua.cn
42971-09-5
US $10.00 / G 10KG 99% 30tons per month Meihua Biological Technology Co.,Ltd

42971-09-5(Vinpocetine)Related Search:


Copyright 2017 © ChemicalBook. All rights reserved