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CAS No.: | 2468-21-5 |
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Name: | Catharanthine |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C21H24N2O2 |
Molecular Weight: | 336.434 |
Synonyms: | Catharanthine(6CI,7CI,8CI);(+)-3,4-Didehydrocoronaridine;(+)-Catharanthine;Ibogamine-18-carboxylicacid, 3,4-didehydro-, methyl ester, (2a,5b,6a,18b)-;Catharanthine, (+)-; |
EINECS: | 219-586-6 |
Density: | 1.27 g/cm3 |
Melting Point: | 138-140 °C |
Boiling Point: | 491.5 °C at 760 mmHg |
Flash Point: | 251.1 °C |
Appearance: | off-white to pale beige solid |
PSA: | 45.33000 |
LogP: | 3.11320 |
(16R)-5-oxo-catharanthine
catharinthine
Conditions | Yield |
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With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran for 2h; Ambient temperature; | 96.2% |
Conditions | Yield |
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Multi-step reaction with 4 steps 1: triethylamine / dimethylformamide / 0.33 h / -10 - -5 °C 2: triethylamine / dimethylformamide / 24 h 3: 29.5 percent / NaBH4, tributyltin chloride / methanol / Irradiation 4: 96.2 percent / NaBH4, boron trifluoride etherate / tetrahydrofuran / 2 h / Ambient temperature View Scheme |
C15H17NO3
catharinthine
Conditions | Yield |
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Multi-step reaction with 3 steps 1: triethylamine / dimethylformamide / 24 h 2: 29.5 percent / NaBH4, tributyltin chloride / methanol / Irradiation 3: 96.2 percent / NaBH4, boron trifluoride etherate / tetrahydrofuran / 2 h / Ambient temperature View Scheme |
(-)-2-(1-<2-(indol-3-yl)-1-oxo-ethyl>)-6-ethyl-7-exo-chloro-2-azabicyclo<2.2.2>oct-5-ene-7-endo-carboxylic acid methyl ester
catharinthine
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 29.5 percent / NaBH4, tributyltin chloride / methanol / Irradiation 2: 96.2 percent / NaBH4, boron trifluoride etherate / tetrahydrofuran / 2 h / Ambient temperature View Scheme |
catharinthine
Conditions | Yield |
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Multi-step reaction with 3 steps 1: T. iboga precondylocarpine acetate synthase 1; FAD / aq. buffer / 2 h / 37 °C / pH 9.5 / Enzymatic reaction 2: NADPH / aq. buffer / 1 h / 37 °C / pH 9.5 / Enzymatic reaction 3: NADPH / aq. buffer / pH 9.5 / Enzymatic reaction View Scheme |
catharinthine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NADPH / aq. buffer / 1 h / 37 °C / pH 9.5 / Enzymatic reaction 2: NADPH / aq. buffer / pH 9.5 / Enzymatic reaction View Scheme |
catharinthine
Conditions | Yield |
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With NADPH In aq. buffer pH=9.5; Enzymatic reaction; |
catharinthine
(+)-dihydrocatharanthine
Conditions | Yield |
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With platinum(IV) oxide; hydrogen In methanol under 760.051 Torr; for 0.0833333h; Inert atmosphere; | 93% |
catharinthine
vindoline
anhydrovinblastine
Conditions | Yield |
---|---|
Stage #1: catharinthine; vindoline With iron(III) chloride hexahydrate at 25℃; Stage #2: With sodium tetrahydroborate at 0℃; | 90% |
With sodium tetrahydroborate; iron(III) chloride 1.) buffer; Yield given. Multistep reaction; | |
With hydrogenchloride; iron(III) chloride In 2,2,2-trifluoroethanol; water at 25℃; for 2h; Inert atmosphere; |
Conditions | Yield |
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Stage #1: catharinthine With potassium hydride In tetrahydrofuran at 0℃; Stage #2: methyl chloroformate In tetrahydrofuran at 0 - 23℃; for 15h; | 90% |
Stage #1: catharinthine With potassium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: methyl chloroformate In tetrahydrofuran at 0 - 20℃; for 19h; Inert atmosphere; | 86% |
Stage #1: catharinthine With potassium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: methyl chloroformate In tetrahydrofuran at 0 - 20℃; for 19h; Inert atmosphere; | 86% |
Molecular Structure of Catharanthine (CAS NO.2468-21-5):
Product Name: (+)-Catharanthine
Molecular Formula: C21H24N2O2
Molecular Weight: 336.427460 g/mol
Appearance: off-white to pale beige solid
Melting Point: 138-1400 °C
Density: 1.27 g/cm3
Flash Point: 251.1 °C
Enthalpy of Vaporization: 75.83 kJ/mol
Boiling Point: 491.5 °C at 760 mmHg
Vapour Pressure: 8.33E-10 mmHg at 25 °C
Water Solubility: 72.28 mg/L at 25 °C
EINECS: 219-586-6
Synonyms of Catharanthine (CAS NO.2468-21-5): (+)-3,4-didehydrocoronaridine ; 18-beta)-lph ; Catharanthin ; Ibogamine-18-carboxylicacid,3,4-didehydro-,methylester,(2-alpha,5-beta,6-a ; Methyl(2-alpha,5-beta,6-alpha,18-beta)-3,4-didehydroibogamine-18-carboxylate ; Catharanthine;catharanthine base ; Methyl (2alpha,5beta,6alpha)-3,4-didehydroibogamine-18beta-carboxylate
Categories of Catharanthine (CAS NO.2468-21-5): Heterocycles ; Chiral Reagents ; Intermediates & Fine Chemicals ; Pharmaceuticals
Catharanthine (CAS NO.2468-21-5) is used as a precursor of Vinblastine-type alkaloids.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
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mouse | LD50 | intraperitoneal | > 800mg/kg (800mg/kg) | Biochemical Pharmacology. Vol. 26, Pg. 1213, 1977. |