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Name Vinpocetine
EINECS256-028-0
CAS No. 42971-09-5
Density1.28 g/cm³
PSA34.47000
LogP4.08620
SolubilityDMSO: 5 mg/mL
Melting Point147-153 °C dec
FormulaC₂₂H₂₆N₂O₂
Boiling Point419.5 °C at 760 mmHg
Molecular Weight350.461
Flash Point207.5 °C
Transport InformationN/A
AppearanceWhite crystalline solid
Safety36
Risk Codes22
Molecular Structure
Hazard SymbolsXn
SynonymsXn
Article Data21

Vinpocetine Synthetic route

: 64-17-5
ethanol

: 4880-92-6
apovincamine

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
With titanium(IV) tetraethanolate In 1,4-dioxane for 40h; Heating;	92%

: 141-52-6
sodium ethanolate

: 4880-92-6
apovincamine

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
In ethanol; toluene for 0.0166667h; Heating;	90%
In ethanol for 1h; Temperature; Reflux; Autoclave; Industrial scale;	1.93 kg

: 89396-73-6
3-((1S,12bS)-1-Ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-1-yl)-2-[(E)-hydroxyimino]-propionic acid ethyl ester

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
In ethanol; sulfuric acid for 0.5h; Heating;	83%

: (1R,5S,12bS)-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine-1-carbaldehyde

: 105-39-5
chloroacetic acid ethyl ester

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
With sodium ethanolate In tetrahydrofuran at -10 - -5℃; Product distribution / selectivity;	79.4%

: 40163-56-2
14,15-dihydro-14β-hydroxy-(3α,16α)-eburnamenine-14-carboxylic acid ethyl ester

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
With methanesulfonic acid for 8h; Heating;	79%

: 64-17-5
ethanol

: 82398-60-5
(3S,17S)-14-oxo-15-hydroxyimino-E-homoeburnane

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
With sulfuric acid for 5h;	67.6%

: (3aS,10bR,12bS)-5-Chloro-3a-ethyl-2,3,3a,4,5,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid ethyl ester

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
In trifluoroacetic acid at 100℃; for 1h; Yield given;

: 64-17-5
ethanol

: 1617-90-9
vincamin

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
With aluminium trichloride; zinc(II) chloride 1.) reflux, 38 h, 2.) reflux, 8 h; Yield given. Multistep reaction;

: 1617-90-9
vincamin

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / Ti(OEt)4 / various solvent(s) / 8 h / Heating 2: 79 percent / methanesulfonic acid / 8 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 78 percent / AlCl3 / ethanol / 3 h / Heating 2: 92 percent / Ti(OEt)4 / dioxane / 40 h / Heating View Scheme

: 85588-92-7
(-)-methyl 1,2,3,4,6,7,12,12bα-octahydroindolo<2,3-a>quinolizine(1β-yl) pyruvate oxime

: 42971-09-5
Vinpocetine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 88 percent / p-toluenesulfonic acid monohydrate / toluene / 1.5 h / Heating 2: 90 percent / toluene; ethanol / 0.02 h / Heating View Scheme

Vinpocetine Chemical Properties

Molecular Structure of Vinpocetinum (CAS NO.42971-09-5):

Empirical Formula: C₂₂H₂₆N₂O₂
Molecular Weight: 350.454
H bond acceptors: 4
H bond donors: 0
Freely Rotating Bonds: 4
Polar Surface Area: 34.47 Å²
Index of Refraction: 1.665
Molar Refractivity: 101.5 cm³
Molar Volume: 273 cm³
Surface Tension: 49 dyne/cm
Density: 1.28 g/cm³
Flash Point: 207.5 °C
Enthalpy of Vaporization: 67.32 kJ/mol
Boiling Point: 419.5 °C at 760 mmHg
Vapour Pressure: 3.02E-07 mmHg at 25°C
EINECS: 256-028-0
Melting point: 147-153 °C dec
Solubility: DMSO: 5 mg/mL
Appearance: White Crystalline Solid
Categories: Active Pharmaceutical Ingredients; All Inhibitors; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals; Cyclic Nucleotide related

Vinpocetine Toxicity Data With Reference

1.	orl-rat LD50:503 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 26 (1976),1938.
2.	ipr-rat LD50:134 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 26 (1976),1938.
3.	ivn-rat LD50:42,600 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 26 (1976),1938.
4.	orl-mus LD50:534 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 26 (1976),1938.
5.	ipr-mus LD50:161 mg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 26 (1976),1938.
6.	ivn-mus LD50:58,700 µg/kg	ARZNAD Arzneimittel-Forschung. Drug Research. 26 (1976),1938.

Vinpocetine Safety Profile

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of NO_x.
Hazard Codes: Xn
Risk Statements: 22
22: Harmful if swallowed
Safety Statements: 36
36: Wear suitable protective clothing
WGK Germany: 3
RTECS: JW4792000

Vinpocetine Specification

Vinpocetinum , with CAS number of 42971-09-5, can be called Ethyl (+)-cis-apovincaminate ; Ethyl(+)-apovincaminate ; cis-Apovincaminic acid ethylester ; Apovincaminic acid ethyl ester ; (+)-cis-Apovincaminic acid ethyl ester ; 1H-Indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine,eburnamenine-14-carboxylic acid deriv ; (+)-Apovincaminic acid ethyl ester . It is a white crystalline solid, Vinpocetinum (CAS NO.42971-09-5) is used as a vasodilator.

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Product Name

Vinpocetine

Vinpocetine Synthetic route

Vinpocetine Chemical Properties

Vinpocetine Toxicity Data With Reference

Vinpocetine Safety Profile

Vinpocetine Specification

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