CAS No.2468-21-5,Catharanthine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	2468-21-5
Name:	Catharanthine
Article Data:	9

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

Synthetic route

: 105729-49-5
(16R)-5-oxo-catharanthine

: 2468-21-5
catharinthine

Conditions

Conditions	Yield
With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran for 2h; Ambient temperature;	96.2%

: 87-51-4
indole-3-acetic acid

: 2468-21-5
catharinthine

Conditions

Conditions	Yield
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

: 125213-31-2
C15H17NO3

: 2468-21-5
catharinthine

Conditions

Conditions	Yield
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

: 129030-48-4
(-)-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

: 2468-21-5
catharinthine

Conditions

Conditions	Yield
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

: stemmadenine acetate

: 2468-21-5
catharinthine

Conditions

Conditions	Yield
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

: C23H27N2O4(1+)

: 2468-21-5
catharinthine

Conditions

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

: dehydrosecodine

: 2468-21-5
catharinthine

Conditions

Conditions	Yield
With NADPH In aq. buffer pH=9.5; Enzymatic reaction;

: 2468-21-5
catharinthine

: 38542-83-5
(+)-dihydrocatharanthine

Conditions

Conditions	Yield
With platinum(IV) oxide; hydrogen In methanol under 760.051 Torr; for 0.0833333h; Inert atmosphere;	93%

: 2468-21-5
catharinthine

: 2182-14-1
vindoline

: 38390-45-3, 56083-20-6, 61246-76-2, 105815-31-4
anhydrovinblastine

Conditions

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;

: 2468-21-5
catharinthine

: 79-22-1
methyl chloroformate

: 60706-87-8
N-(methoxycarbonyl)catharanthine

Conditions

Conditions	Yield
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%

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Chemistry

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

Uses

Catharanthine (CAS NO.2468-21-5) is used as a precursor of Vinblastine-type alkaloids.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	> 800mg/kg (800mg/kg)		Biochemical Pharmacology. Vol. 26, Pg. 1213, 1977.