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Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In 1,4-dioxane for 40h; Heating; | 92% |
Conditions | Yield |
---|---|
In ethanol; toluene for 0.0166667h; Heating; | 90% |
In ethanol for 1h; Temperature; Reflux; Autoclave; Industrial scale; | 1.93 kg |
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
Vinpocetine
Conditions | Yield |
---|---|
In ethanol; sulfuric acid for 0.5h; Heating; | 83% |
chloroacetic acid ethyl ester
Vinpocetine
Conditions | Yield |
---|---|
With sodium ethanolate In tetrahydrofuran at -10 - -5℃; Product distribution / selectivity; | 79.4% |
14,15-dihydro-14β-hydroxy-(3α,16α)-eburnamenine-14-carboxylic acid ethyl ester
Vinpocetine
Conditions | Yield |
---|---|
With methanesulfonic acid for 8h; Heating; | 79% |
Conditions | Yield |
---|---|
With sulfuric acid for 5h; | 67.6% |
Vinpocetine
Conditions | Yield |
---|---|
In trifluoroacetic acid at 100℃; for 1h; Yield given; |
Conditions | Yield |
---|---|
With aluminium trichloride; zinc(II) chloride 1.) reflux, 38 h, 2.) reflux, 8 h; Yield given. Multistep reaction; |
vincamin
Vinpocetine
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 |
(-)-methyl 1,2,3,4,6,7,12,12bα-octahydroindolo<2,3-a>quinolizine(1β-yl) pyruvate oxime
Vinpocetine
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 |
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
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. |
Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. Experimental teratogenic and reproductive effects. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: Xn
Risk Statements: 22
22: Harmful if swallowed
Safety Statements: 36
36: Wear suitable protective clothing
WGK Germany: 3
RTECS: JW4792000
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.