(+)-15α-Chloro-vincamine
vincamin
Conditions | Yield |
---|---|
With hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal In methanol for 6h; Ambient temperature; | 84.7% |
Conditions | Yield |
---|---|
at 250℃; for 0.25h; | A 7% B 83% |
at 20℃; for 0.25h; | A 8% B 75% |
Conditions | Yield |
---|---|
Stage #1: (-)-vincadifformine With monoperoxymaleic acid In methanol at -5 - 0℃; for 6.16667h; Stage #2: With sodium dithionate at 40℃; for 3h; Reagent/catalyst; | 78.3% |
Conditions | Yield |
---|---|
In toluene at 450℃; under 20 Torr; | A 5% B 70% |
Conditions | Yield |
---|---|
With hydrogenchloride In acetone for 72h; Ambient temperature; Yields of byproduct given; | A n/a B 66% |
(-)-methyl 1,2,3,4,6,7,12,12bα-octahydroindolo<2,3-a>quinolizine(1β-yl) pyruvate oxime
A
14-epivincamine
B
vincamin
Conditions | Yield |
---|---|
With sodium disulfite; acetic acid In water at 90 - 92℃; for 6h; Yields of byproduct given; | A n/a B 60% |
With sodium disulfite; acetic acid In water at 90 - 92℃; for 6h; Yield given. Title compound not separated from byproducts; | A n/a B 60% |
With sodium disulfite; acetic acid In water at 92 - 95℃; for 5h; | A 20% B 40% |
Conditions | Yield |
---|---|
at 150℃; for 0.25h; | A 35% B 60% |
at 150℃; for 0.25h; other condition; | A 35% B 60% |
In acetic acid at 20℃; for 12h; | A 4 mg B 50 mg |
In acetic acid for 12h; Ambient temperature; | A 4 mg B 50 mg |
Conditions | Yield |
---|---|
With hydrogenchloride; ammonia; sodium chloride In methanol | A n/a B 58% |
Conditions | Yield |
---|---|
In toluene at 400℃; under 20 Torr; | A 9% B 47% C 10% |
Conditions | Yield |
---|---|
With sodium hydroxide; oxygen; sodium acetate; rose bengal; sodium thiosulfate; acetic acid 1.) methanol, irradation, 60 min, 2.) H2O, 70 deg C, 20 min; Yield given. Multistep reaction; | A n/a B 46% |
With sodium hydroxide; oxygen; sodium acetate; rose bengal; sodium thiosulfate; acetic acid 1.) methanol, irradation, 60 min, 2.) H2O; Yield given. Multistep reaction. Yields of byproduct given; | |
With sulfuric acid; ozone In methanol at 60℃; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With potassium tert-butylate at 20℃; for 2h; | 40% |
With potassium tert-butylate for 2h; Ambient temperature; |
Conditions | Yield |
---|---|
With methylene blue In methanol for 4h; Irradiation; | A 2 mg B 10 mg C 40% |
diazomethane
(-)-2-(1α-Ethyl-1,2,3,4,6,7,12,12bα-octahydroindolo<2,3-a>quinolizin-1-yl)-2-oxoacetic acid
A
vincamin
B
(-)-14-oxo-15α-oxirano-eburnane
Conditions | Yield |
---|---|
In methanol; dichloromethane at 0℃; for 4h; Product distribution; reactions of vincamones and eburnanes; | A 38% B 27% |
In methanol; dichloromethane at 0℃; for 4h; | A 32% B 27% |
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 methyl ester
A
vincamin
B
apovincamine
Conditions | Yield |
---|---|
With sulfuric acid; sodium methylate 1.) AcOH, heating, 2 h; 2.) MeOH, rt, 2 h; Yield given. Multistep reaction; | A n/a B 35% |
(+)-15,15a-didehydro-15-formamido-D-homoeburnamin-14-one
A
14-epivincamine
B
vincamin
Conditions | Yield |
---|---|
With hydrogenchloride; methanol; acetyl chloride for 4h; Heating; Yield given. Yields of byproduct given; |
methyl (1α,12bα,Z)-α-<(2,4-dinitrophenyl)hydrazono>-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-propanoate
(+/-)-16-epi vincamine
B
vincamin
Conditions | Yield |
---|---|
With hydrogenchloride; methanol; iron; sodium nitrite 1.) 50 deg C, 16 h, 2.) room temp., 30 min; Yield given. Multistep reaction. Title compound not separated from byproducts; |
methyl (1α,12bα,Z)-α-<(2,4-dinitrophenyl)hydrazono>-1-ethyl-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-1-propanoate
A
14-epivincamine
B
vincamin
Conditions | Yield |
---|---|
With hydrogenchloride; methanol; iron; sodium nitrite 1.) 50 deg C, 16 h, 2.) room temperature, 30 min; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; | |
With hydrogenchloride; methanol; iron; sodium nitrite 1.) 50 deg C, 16 h, 2.) room temperature, 30 min; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
With ammonium hydroxide In methanol for 4h; Equilibrium constant; Rate constant; Heating; |
14-iodo criocerine
vincamin
Conditions | Yield |
---|---|
With sodium cyanoborohydride In acetic acid at 20℃; for 2.5h; | 8 mg |
(1S,12bS,2'S)-1α-ethyl-1β-(2-hydroxy-2-methoxycarbonylethyl)-1,2,3,4,6,7,12,12bα-octahydroindolo<2,3-a>quinolizine
vincamin
Conditions | Yield |
---|---|
With sodium methylate 1.) toluene, reflux, 6 h; 2.) MeOH, reflux, 1 h; Yield given. Multistep reaction; |
Δ14-vincamine
vincamin
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide In methanol | 9 mg |
Multi-step reaction with 2 steps 1: 49 mg / acetic acid, iodine, potassium iodate / dioxane / 24 h / 20 °C 2: 8 mg / NaBH3CN / acetic acid / 2.5 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1: 83 percent / tetrahydrofuran / 12 h / 20 °C 2: 83 percent / 1,4-bis(methylamino)pyridine, DCC / CH2Cl2 / 18 h / 20 °C 3: 79 percent / NaH / tetrahydrofuran / 4 h / 20 °C 4: 79 percent / LiBr, H2O / dimethylformamide / 12 h / Heating 5: p-TsOH / toluene / 12 h / Heating 6: 1.) hydroquinone, 2.) 20percent AcOH / 1.) THF, 60 deg C, 2 d,2.) H2O, THF, 40 deg C, 72 h 7: 76 percent / LiOH, 30percent H2O2 / methanol / 5 h / 20 °C 8: 1.) NH2NH2*H2O, 2.) KOH, 3.) conc. HCl / 1.) diethylene glycol, 160 deg C, 1 h, 2.) 220-225 deg C, 4 h, 3.) H2O, 0 deg C, 4.) Et2O, 0 deg C 9: 1.) POCl3, 2.) 1M LiClO4, 3.) H2, 4.) 30percent ammonia / 3.) 10percent Pd/C / 1.) CH3CN, 100 deg C, 4 h, 2.) CH2Cl2, 10 min, 3.) DMF, 1 bar, 5 h 10: 70 percent / sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 2 h / 20 °C 11: 65 percent / tert-butyl nitrite, sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1.5 h / 50 °C 12: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C 13: 40 percent / t-BuOK / 2 h / 20 °C View Scheme | |
Multi-step reaction with 19 steps 1: 83 percent / tetrahydrofuran / 12 h / 20 °C 2: 83 percent / 1,4-bis(methylamino)pyridine, DCC / CH2Cl2 / 18 h / 20 °C 3: 79 percent / NaH / tetrahydrofuran / 4 h / 20 °C 4: 79 percent / LiBr, H2O / dimethylformamide / 12 h / Heating 5: p-TsOH / toluene / 12 h / Heating 6: 1.) hydroquinone, 2.) 20percent AcOH / 1.) THF, 60 deg C, 2 d,2.) H2O, THF, 40 deg C, 72 h 7: 76 percent / LiOH, 30percent H2O2 / methanol / 5 h / 20 °C 8: 1.) Et3N, isobutyl chloroformate, 2.) NaBH4 / 1.) THF, 0 deg C, 30 min, 2.) CH3OH, 20 deg C, 3 h 9: 68 percent / imidazole / dimethylformamide / 12 h / 20 °C 10: 1.) NaH, imidazole / 1.) THF, 20 deg C, 30 min, 2.) 30 min, 3.) 15 min 11: 85 percent / AIBN, tri-n-butyl hydride / toluene / 2 h / Heating 12: 69 percent / NaH / tetrahydrofuran / 3 h / 20 °C 13: 77 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 14: 1.) pyridinium dichromate, 3.) formic acid / 1.) DMF, 20 deg C, 12 h, 2.) CH2Cl2, Et2O, 3.) 20 deg C, 12 h 15: 1.) POCl3, 2.) 1M LiClO4, 3.) H2, 4.) 30percent ammonia / 3.) 10percent Pd/C / 1.) CH3CN, 100 deg C, 4 h, 2.) CH2Cl2, 10 min, 3.) DMF, 1 bar, 5 h 16: 70 percent / sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 2 h / 20 °C 17: 65 percent / tert-butyl nitrite, sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1.5 h / 50 °C 18: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C 19: 40 percent / t-BuOK / 2 h / 20 °C View Scheme |
3-<<2-(1H-indol-3-yl)ethyl>amino>propanoic acid ethyl ester
vincamin
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1: 83 percent / 1,4-bis(methylamino)pyridine, DCC / CH2Cl2 / 18 h / 20 °C 2: 79 percent / NaH / tetrahydrofuran / 4 h / 20 °C 3: 79 percent / LiBr, H2O / dimethylformamide / 12 h / Heating 4: p-TsOH / toluene / 12 h / Heating 5: 1.) hydroquinone, 2.) 20percent AcOH / 1.) THF, 60 deg C, 2 d,2.) H2O, THF, 40 deg C, 72 h 6: 76 percent / LiOH, 30percent H2O2 / methanol / 5 h / 20 °C 7: 1.) NH2NH2*H2O, 2.) KOH, 3.) conc. HCl / 1.) diethylene glycol, 160 deg C, 1 h, 2.) 220-225 deg C, 4 h, 3.) H2O, 0 deg C, 4.) Et2O, 0 deg C 8: 1.) POCl3, 2.) 1M LiClO4, 3.) H2, 4.) 30percent ammonia / 3.) 10percent Pd/C / 1.) CH3CN, 100 deg C, 4 h, 2.) CH2Cl2, 10 min, 3.) DMF, 1 bar, 5 h 9: 70 percent / sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 2 h / 20 °C 10: 65 percent / tert-butyl nitrite, sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1.5 h / 50 °C 11: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C 12: 40 percent / t-BuOK / 2 h / 20 °C View Scheme | |
Multi-step reaction with 18 steps 1: 83 percent / 1,4-bis(methylamino)pyridine, DCC / CH2Cl2 / 18 h / 20 °C 2: 79 percent / NaH / tetrahydrofuran / 4 h / 20 °C 3: 79 percent / LiBr, H2O / dimethylformamide / 12 h / Heating 4: p-TsOH / toluene / 12 h / Heating 5: 1.) hydroquinone, 2.) 20percent AcOH / 1.) THF, 60 deg C, 2 d,2.) H2O, THF, 40 deg C, 72 h 6: 76 percent / LiOH, 30percent H2O2 / methanol / 5 h / 20 °C 7: 1.) Et3N, isobutyl chloroformate, 2.) NaBH4 / 1.) THF, 0 deg C, 30 min, 2.) CH3OH, 20 deg C, 3 h 8: 68 percent / imidazole / dimethylformamide / 12 h / 20 °C 9: 1.) NaH, imidazole / 1.) THF, 20 deg C, 30 min, 2.) 30 min, 3.) 15 min 10: 85 percent / AIBN, tri-n-butyl hydride / toluene / 2 h / Heating 11: 69 percent / NaH / tetrahydrofuran / 3 h / 20 °C 12: 77 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 13: 1.) pyridinium dichromate, 3.) formic acid / 1.) DMF, 20 deg C, 12 h, 2.) CH2Cl2, Et2O, 3.) 20 deg C, 12 h 14: 1.) POCl3, 2.) 1M LiClO4, 3.) H2, 4.) 30percent ammonia / 3.) 10percent Pd/C / 1.) CH3CN, 100 deg C, 4 h, 2.) CH2Cl2, 10 min, 3.) DMF, 1 bar, 5 h 15: 70 percent / sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 2 h / 20 °C 16: 65 percent / tert-butyl nitrite, sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1.5 h / 50 °C 17: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C 18: 40 percent / t-BuOK / 2 h / 20 °C View Scheme |
(-)-1β-methoxycarbonylethyl-1α-ethyl-1,2,3,4,6,7,12,12bα-octahydroindolo<2,3-a>quinolizine
vincamin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 70 percent / sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 2 h / 20 °C 2: 65 percent / tert-butyl nitrite, sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1.5 h / 50 °C 3: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C 4: 40 percent / t-BuOK / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: tert-butyl nitrite, potassium tert-butoxide / toluene; methanol / 3 h / 40 °C 2: 40 percent / acetic acid, sodium disulfite / H2O / 5 h / 92 - 95 °C View Scheme | |
Multi-step reaction with 5 steps 1: 95 percent / NaOH / aq. ethanol / 1.5 h / Heating 2: 77 percent / phosphoryl chloride / 24 h / Ambient temperature 3: tert-butyl nitrite, t-BuOK / toluene / 1 h / Ambient temperature 4: 60.7 percent / p-TsOH, paraformaldehyde / acetic acid / 5 h / Heating 5: t-BuOK / 2 h / Ambient temperature View Scheme | |
Multi-step reaction with 4 steps 1: 60 percent / NaH / toluene / 5 h / Heating 2: tert-butyl nitrite, t-BuOK / toluene / 1 h / Ambient temperature 3: 60.7 percent / p-TsOH, paraformaldehyde / acetic acid / 5 h / Heating 4: t-BuOK / 2 h / Ambient temperature View Scheme |
(+)-(3S,17S)-14-oxo-E-homo-eburnane
vincamin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 65 percent / tert-butyl nitrite, sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1.5 h / 50 °C 2: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C 3: 40 percent / t-BuOK / 2 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: tert-butyl nitrite, t-BuOK / toluene / 1 h / Ambient temperature 2: 60.7 percent / p-TsOH, paraformaldehyde / acetic acid / 5 h / Heating 3: t-BuOK / 2 h / Ambient temperature View Scheme |
15a-homo-eburnamenine-14,15-dione 15-oxime
vincamin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C 2: 40 percent / t-BuOK / 2 h / 20 °C View Scheme |
3-ethyl-1-[2-(1H-indol-3-yl)ethyl]-2,4-piperidinedione
vincamin
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1: p-TsOH / toluene / 12 h / Heating 2: 1.) hydroquinone, 2.) 20percent AcOH / 1.) THF, 60 deg C, 2 d,2.) H2O, THF, 40 deg C, 72 h 3: 76 percent / LiOH, 30percent H2O2 / methanol / 5 h / 20 °C 4: 1.) NH2NH2*H2O, 2.) KOH, 3.) conc. HCl / 1.) diethylene glycol, 160 deg C, 1 h, 2.) 220-225 deg C, 4 h, 3.) H2O, 0 deg C, 4.) Et2O, 0 deg C 5: 1.) POCl3, 2.) 1M LiClO4, 3.) H2, 4.) 30percent ammonia / 3.) 10percent Pd/C / 1.) CH3CN, 100 deg C, 4 h, 2.) CH2Cl2, 10 min, 3.) DMF, 1 bar, 5 h 6: 70 percent / sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 2 h / 20 °C 7: 65 percent / tert-butyl nitrite, sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1.5 h / 50 °C 8: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C 9: 40 percent / t-BuOK / 2 h / 20 °C View Scheme | |
Multi-step reaction with 15 steps 1: p-TsOH / toluene / 12 h / Heating 2: 1.) hydroquinone, 2.) 20percent AcOH / 1.) THF, 60 deg C, 2 d,2.) H2O, THF, 40 deg C, 72 h 3: 76 percent / LiOH, 30percent H2O2 / methanol / 5 h / 20 °C 4: 1.) Et3N, isobutyl chloroformate, 2.) NaBH4 / 1.) THF, 0 deg C, 30 min, 2.) CH3OH, 20 deg C, 3 h 5: 68 percent / imidazole / dimethylformamide / 12 h / 20 °C 6: 1.) NaH, imidazole / 1.) THF, 20 deg C, 30 min, 2.) 30 min, 3.) 15 min 7: 85 percent / AIBN, tri-n-butyl hydride / toluene / 2 h / Heating 8: 69 percent / NaH / tetrahydrofuran / 3 h / 20 °C 9: 77 percent / TBAF / tetrahydrofuran / 4 h / 20 °C 10: 1.) pyridinium dichromate, 3.) formic acid / 1.) DMF, 20 deg C, 12 h, 2.) CH2Cl2, Et2O, 3.) 20 deg C, 12 h 11: 1.) POCl3, 2.) 1M LiClO4, 3.) H2, 4.) 30percent ammonia / 3.) 10percent Pd/C / 1.) CH3CN, 100 deg C, 4 h, 2.) CH2Cl2, 10 min, 3.) DMF, 1 bar, 5 h 12: 70 percent / sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 2 h / 20 °C 13: 65 percent / tert-butyl nitrite, sodium bis(trimethylsilyl)amide / toluene; tetrahydrofuran / 1.5 h / 50 °C 14: p-TsOH, paraformaldehyde / acetic acid / 5 h / 100 - 105 °C 15: 40 percent / t-BuOK / 2 h / 20 °C View Scheme |
vincamin
(15S,17S,19S)-15-ethyl-17-(hydroxymethyl)-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 66℃; for 1.5h; Inert atmosphere; | 99% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 66℃; for 1.5h; Inert atmosphere; | 99% |
With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 2.5h; | 51% |
vincamin
2,7-seco 14-epivincamine
Conditions | Yield |
---|---|
With 3,7-bis(dimethylamino)phenothiazin-5-ium chloride trihydrate; oxygen In methanol Irradiation; | 99% |
With oxygen; methylene blue for 24h; Irradiation; | 35% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 2h; Dean-Stark; Reflux; Inert atmosphere; | 95% |
With toluene-4-sulfonic acid In toluene for 2h; Reflux; | 92% |
With toluene-4-sulfonic acid In toluene for 2h; Reflux; | 92% |
ethanol
vincamin
14,15-dihydro-14β-hydroxy-(3α,16α)-eburnamenine-14-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With titanium(IV) tetraethanolate In various solvent(s) for 8h; Heating; | 90% |
vincamin
(-)-vincamine N-oxide
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In chloroform | 84.8% |
Conditions | Yield |
---|---|
With sulfuric acid for 8h; Reflux; | 81% |
With sulfuric acid for 8h; Reflux; | 81% |
Conditions | Yield |
---|---|
Reflux; | 78% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 66℃; for 3.5h; Inert atmosphere; | A 78% B 15% |
Conditions | Yield |
---|---|
In chloroform at 62℃; for 4h; Inert atmosphere; diastereoselective reaction; | A 15% B 78% |
vincamin
(-)-18-iodo-criocerine
Conditions | Yield |
---|---|
With iodine; sodium hydrogencarbonate In chloroform for 2h; Ambient temperature; | 77% |
With iodine; sodium hydrogencarbonate In chloroform at 20℃; | 77% |
With iodine; sodium hydrogencarbonate In chloroform; water for 6h; Inert atmosphere; | 77% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 80℃; for 4h; | 75% |
Conditions | Yield |
---|---|
With sulfuric acid for 8h; Reflux; | 74% |
Molecular Structure of Vincamine (CAS NO.1617-90-9):
Molecular Formula: C21H26N2O3
Molecular Weight: 354.44
CAS Registry Number: 1617-90-9
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 4
Polar Surface Area: 43.7 Å2
Index of Refraction: 1.681
Molar Refractivity: 98.28 cm3
Molar Volume: 259.6 cm3
Surface Tension: 54.2 dyne/cm
Density: 1.36 g/cm3
Flash Point: 261.6 °C
Enthalpy of Vaporization: 82.06 kJ/mol
Boiling Point: 508.9 °C at 760 mmHg
Vapour Pressure: 3.53E-11 mmHg at 25°C
Melting point: 232 oC (dec.)
EINECS: 216-576-3
Storage temp: 2-8°C
Merck: 9983
Product Categories: Alkaloids;Biochemistry; Indole Alkaloids; AlkaloidAsymmetric Synthesis; Biochemicals Found in Plants; Chiral Building Blocks; Complex Molecules; Nutrition Research
1. | ipr-rat LD50:253 mg/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 32 (1982),601. | ||
2. | orl-mus LD50:1 g/kg | ARZNAD Arzneimittel-Forschung. Drug Research. 10 (1960),811. | ||
3. | ipr-mus LD50:215 mg/kg | EJMCA5 European Journal of Medicinal Chemistry. Chimie Therapeutique. 16 (1981),191. | ||
4. | ivn-mus LD50:47,740 µg/kg | AGSOA6 Agressologie. Revue Internationale de Physio-Biologie et de Pharmacologie Appliquees aux Effets de l’Agression. 19 (1978),211. |
Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. Used as a vasodilator.
Hazard Codes: Xn
Risk Statements: 22
R22:Harmful if swallowed.
Safety Statements: 36
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: YY8575000
Vincamine , with CAS number of 1617-90-9, can be called Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3alpha,14beta,16.) ; Oligo Proanthocyanidin ; Vincasaunier ; Vincadar ; 14,15-Dihydro-14-hydroxyeburnamenine-14-carboxylic acid methyl ester ; Eburnamenine-14-carboxylic acid, 14,15-dihydro-14-hydroxy-, methyl ester, (3.alpha.,14.beta.,16.alpha.)- . It is a white to almost white fine crystalline powder, Vincamine is often used as a nootropic agent to combat the effects of aging, or in conjunction with other nootropics (such as piracetam) for a variety of purposes. Vincamine (CAS NO.1617-90-9) is a peripheral vasodilator that increases blood flow to the brain. Vincamine is an indole alkaloid (specifically a tryptamine) found in the leaves of Vinca minor, comprising about 25-65% of the indole alkaloids found in Vinca minor by weight. Vincamine is also found in the species Catharanthus roseus. Vincamine can be synthesized from related alkaloids.
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