CAS No.4429-63-4,TABERSONINE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	4429-63-4
Name:	TABERSONINE
Article Data:	17

Formula:	C₂₁H₂₄N₂O₂
Molecular Weight:	336.434
Synonyms:	1H-Indolizino[8,1-cd]carbazole-5-carboxylicacid, 3a-ethyl-3a,4,6,11,12,13a-hexahydro-, methyl ester (7CI);Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-, methyl ester, (5a,12b,19a)-;Tabersonine (8CI);(-)-Tabersonine;Tabersonin;
EINECS:	224-615-0
Density:	1.27 g/cm³
Melting Point:	196 °C
Boiling Point:	488.7 °C at 760 mmHg
Flash Point:	249.4 °C
Appearance:	Yellow to brownish powder, pungent odour
PSA:	41.57000
LogP:	3.29710

Synthetic route

: 55856-70-7
19-Iodo-tabersonine

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With sodium hydroxide; hydrogen; nickel In methanol at 0℃; for 0.0833333h;	90%

: 62414-79-3
methyl (2S,3aR,3a1S,10bR)-3a-ethyl-2-hydroxy-2,3,3a,3a1,4,6,11,12-octahydro-1H-indolizino-[8,1-cd]carbazole-5-carboxylate

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h;	73%
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h;	71%
With triphenylphosphine In tetrachloromethane; acetonitrile at 70℃; for 0.5h; Inert atmosphere;	64%

: 17640-15-2
methyl cyanoformate

: 32975-46-5
(-)-1,2,14,15-tetradehydroaspidospermidine

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Stage #1: (-)-1,2,14,15-tetradehydroaspidospermidine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 1h; Inert atmosphere; Stage #2: methyl cyanoformate In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;	73%
With lithium diisopropyl amide In tetrahydrofuran at -78℃;	73%

: 91201-53-5
C21H24N2O2

A: 4429-63-4
tabersonine

B: 1,2-seco-1,21-cyclotabersonine

Conditions

Conditions	Yield
In acetonitrile at 30℃; Irradiation; Title compound not separated from byproducts;	A n/a B 10%

: 62414-79-3, 63490-95-9, 74165-08-5, 80695-59-6, 80695-62-1, 95042-67-4
(S)-3a-Ethyl-2-hydroxy-2,3,3a,4,6,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluorene-5-carboxylic acid methyl ester

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With tetrachloromethane; triphenylphosphine In acetonitrile

: 67249-34-7
tabersonine N4-oxide

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
With iron(II) sulfate for 0.25h; Heating;	0.5 mg

: 41787-54-6
16-epi-19-S-vindolinine

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / 10percent Na2CO3, I2 / tetrahydrofuran; H2O / 1 h / Ambient temperature 2: 90 percent / H2, NaOH / Raney Nickel / methanol / 0.08 h / 0 °C View Scheme

: 80642-07-5
5-chloro-2-ethyl-(4S)-hydroxypentanal lactol

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) boric acid, 2.) triethylamine / 1.) methanol, reflux, 24 h, 2.) methanol, reflux, 12 h 2: 71 percent / triphenylphosphine / acetonitrile; CCl4 / 0.5 h / 70 °C View Scheme

: 66859-22-1
methyl 1,2,3,4,5,6-hexahydroazepino<4,5-b>indole-5-carboxylate

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) boric acid, 2.) triethylamine / 1.) methanol, reflux, 24 h, 2.) methanol, reflux, 12 h 2: 71 percent / triphenylphosphine / acetonitrile; CCl4 / 0.5 h / 70 °C View Scheme

: 124293-81-8
1-(benzenesulfonyl)-2-methyl-1H-indole-3-carbaldehyde

: 4429-63-4
tabersonine

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2.2: 2 h / -78 °C / Inert atmosphere 3.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere 3.2: 2 h / -15 °C / Inert atmosphere 4.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere 5.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere 6.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere 6.2: 2 h / -78 - 20 °C / Inert atmosphere 7.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere 8.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere 9.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere 10.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere 11.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere 11.2: 1 h / -78 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 11 steps
1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
2.2: 2 h / -78 °C / Inert atmosphere
3.1: lithium hexamethyldisilazane / N,N-dimethyl-formamide / 0.67 h / -15 °C / Inert atmosphere
3.2: 2 h / -15 °C / Inert atmosphere
4.1: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere
5.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere
6.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 - 0 °C / Inert atmosphere
6.2: 2 h / -78 - 20 °C / Inert atmosphere
7.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 48 h / 20 °C / Inert atmosphere
8.1: hydrogenchloride / methanol; water / 0 °C / Inert atmosphere
9.1: sodium carbonate / ethanol / 24 h / 85 °C / Inert atmosphere
10.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere
11.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere
11.2: 1 h / -78 °C / Inert atmosphere
View Scheme

Total:108 Page 1 of 3 1 2 3 Next>>

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Chemistry

Molecular structure of Tabersonine (CAS NO.4429-63-4) is:

Product Name: Tabersonine
CAS Registry Number: 4429-63-4
Molecular Weight: 336.42746 [g/mol]
Molecular Formula: C₂₁H₂₄N₂O₂
XLogP3-AA: 3.4
H-Bond Donor: 1
H-Bond Acceptor: 4
EINECS: 224-615-0
Index of Refraction: 1.651
Molar Refractivity: 96.78 cm³
Molar Volume: 264.7 cm³
Surface Tension: 55.7 dyne/cm
Density: 1.27 g/cm³
Flash Point: 249.4 °C
Enthalpy of Vaporization: 75.48 kJ/mol
Boiling Point: 488.7 °C at 760 mmHg
Vapour Pressure: 1.06E-09 mmHg at 25°C
Classification Code: Drug / Therapeutic Agent

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	100mg/kg (100mg/kg)		Annales Pharmaceutiques Francaises. Vol. 13, Pg. 123, 1955.

Specification

Tabersonine , its cas register number is 4429-63-4. It also can be called Tabersonin ; Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetradehydro-,methyl ester, (5alpha,12beta,19alpha)- ; Aspidospermidine-3-carboxylic acid, 2,3,6,7-tetrahydro-,methyl ester, (5-alpha,12-beta,19-alpha)- .It is a yellow to brownish powder with pungent odour .