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62996-74-1

Basic Information
CAS No.: 62996-74-1
Name: 9,13-Epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one,2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-,(9S,10R,11R,13R)-
Article Data: 6
Cas Database
Molecular Structure:
Molecular Structure of 62996-74-1 (9,13-Epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one,2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-,(9S,10R,11R,13R)-)
Formula: C28H26N4O3
Molecular Weight: 466.539
Synonyms: 9,13-Epoxy-1H,9H-diindolo[1,2,3-gh:3',2',1'-lm]pyrrolo[3,4-j][1,7]benzodiazonin-1-one,2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-, [9S-(9a,10b,11b,13a)]-;(+)-Staurosporine;AM-2282;Alkaloid AM-2282 from Streptomyces;Antibiotic 230;Antibiotic AM 2282;CGP39360;Staurosporin;Staurosporine;
EINECS: 613-127-7
Density: 1.562 g/cm3
Melting Point: 270 °C
Boiling Point: 677.523 °C at 760 mmHg
Flash Point: 363.553 °C
Solubility: Soluble in DMSO or ethanol.Soluble in dimethyl sulfoxide , dimethyl formamide, ethyl acetate, hot acetone and ethanol. Slightly soluble in chloroform and methanol. Insoluble in water.
Appearance: off-white powder
Hazard Symbols: HarmfulXn; ToxicT; IrritantXi
Risk Codes: 40-45-36/37/38
Safety: 36/37-53-26
Transport Information: N/A
PSA: 69.45000
LogP: 5.07370
Synthetic route
188028-33-3

C37H36N4O5

62996-74-1

staurosporine

Conditions
ConditionsYield
With methoxybenzene; trifluoroacetic acid for 48h;70%
With methoxybenzene; trifluoroacetic acid Yield given;
160256-37-1

1-<(benzyloxy)methyl>-3,4-dihydro-4-(1H-indol-3-yl)-3-(1-<2-(trimethylsilyl)ethoxymethyl>-1H-indol-3-yl)-1H-pyrrole-2,5-dione

6-(O-triisopropylsilyl)-L-glucal

A

160256-55-3

C27H24N4O3

B

62996-74-1

staurosporine

Conditions
ConditionsYield
With Benzyloxymethyl chloride; thiophosgene; di-tert-butyl dicarbonate; 2,3,4,5,6-pentafluorophenol; trichloroacetonitrile; p-methoxybenzyl chloride; dimethyl sulfate In dichloromethaneA 39%
B 39%

7-carbonyl staurosporin

A

62996-74-1

staurosporine

B

isostaurosporine

Conditions
ConditionsYield
With sodium tetrahydroborate; Benzeneselenol; toluene-4-sulfonic acid 1.) EtOH, RT, 2.) CH2Cl2, RT; Yield given. Multistep reaction. Yields of byproduct given;
188028-11-7

C36H34N4O5

62996-74-1

staurosporine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2.) BH3*DMS / 1) THF; 2) THF, toluene, reflux, 2 h
2: 70 percent / TFA, anisole / 48 h
View Scheme
Multi-step reaction with 2 steps
1: BH3*Me2S
2: CF3CO2H, anisole
View Scheme
195617-12-0

C37H34N4O6

62996-74-1

staurosporine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 79 mg / H2 / PtO2 / aq. acetic acid
2: 2.) BH3*DMS / 1) THF; 2) THF, toluene, reflux, 2 h
3: 70 percent / TFA, anisole / 48 h
View Scheme
Multi-step reaction with 3 steps
1: 96 percent / H2 / PtO2
2: BH3*Me2S
3: CF3CO2H, anisole
View Scheme
50-00-0

formaldehyd

62996-74-1

staurosporine

129623-30-9

(5S,6R,7R,9R)-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-17-oxa-4b,9a,15-triaza-5,9-methanodibenzo[b,h]cyclonona[jkl]cyclopenta[e]-as-indacen-14(5h)-one

Conditions
ConditionsYield
With sodium cyanoborohydride Methylation;100%
96-32-2

bromoacetic acid methyl ester

62996-74-1

staurosporine

methyl N-((5R,7R,8R,9S)-8-methoxy-9-methyl-16-oxo-6,7,8,9,15,16-hexahydro-5H,14H-17-oxa-4b,9a,15-triaza-5,9-methanodibenzo[b,h]cyclonona[jkl]cyclopenta[e]-as-indacen-7-yl)-N-methylglycinate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 20℃; for 48h;97%
98-88-4

benzoyl chloride

62996-74-1

staurosporine

N-benzoylstaurosporine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 5℃; for 0.5h;95%
With triethylamine In N,N-dimethyl-formamide Reagent/catalyst;
62996-74-1

staurosporine

17341-93-4

2,2,2-Trichloroethyl chloroformate

135384-24-6

C31H27Cl3N4O5

Conditions
ConditionsYield
92%
With triethylamine In dichloromethane at 0 - 20℃;92%
108-30-5

succinic acid anhydride

62996-74-1

staurosporine

C32H30N4O6

Conditions
ConditionsYield
Inert atmosphere;92%
With dmap In dimethyl sulfoxide at 20℃; for 30h;91%
With dmap In dimethyl sulfoxide Inert atmosphere;90%
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    Product name: Staurosporine CAS No.: 62996-74-1 Molecule Formula:C28H27N4O3 Molecule Weight:467.54 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS

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    Name: STAUROSPORINE Synonyms:CS-2206;Staurosporineinsolution;9,13-Epoxy-1H,9H-diindolo1,2,3-gh:3,2,1-lmpyrrolo3,4-j1,7benzodiazonin-1-one,2,3,10,11,12,13-hexahydro-10-methoxy-9-methyl-11-(methylamino)-,(9S,10R,11R,13R)-;Staurosporine,Anti bioticAM

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Specification

The Staurosporine, with CAS registry number 62996-74-1, belongs to the following product categories: (1)All Inhibitors; (2)Inhibitors; (3)Intermediates & Fine Chemicals; (4)Pharmaceuticals; (5)Protein Kinase Inhibitors and Activators; (6)Protein Kinase; (7)Signalling. It has the systematic name of (5S,6R,7R,9R)-6-methoxy-5-methyl-7-(methylamino)-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-14-one. This chemical should be stored at the temperature of 2-8°C. The main biological activity of this chemical is the inhibition of protein kinases through the prevention of ATP binding to the kinase. And the use of this chemical is to induce apoptosis. Besides this, it is also used as a starting material in the commercial synthesis of K252C (also called staurosporine aglycone).

Physical properties of Staurosporine: (1)ACD/LogP: 5.27; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.327; (4)ACD/LogD (pH 7.4): 3.713; (5)ACD/BCF (pH 5.5): 6.798; (6)ACD/BCF (pH 7.4): 165.23; (7)ACD/KOC (pH 5.5): 20.016; (8)ACD/KOC (pH 7.4): 486.488; (9)#H bond acceptors: 7; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 69.45 Å2; (13)Index of Refraction: 1.81; (14)Molar Refractivity: 128.823 cm3; (15)Molar Volume: 298.711 cm3; (16)Polarizability: 51.07×10-24cm3; (17)Surface Tension: 62.885 dyne/cm; (18)Enthalpy of Vaporization: 99.457 kJ/mol; (19)Vapour Pressure: 0 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
The Trimesic acid irritates to eyes, respiratory system and skin. This chemical may cause cancer. And it has limited  evidence of a carcinogenic effect. Before using it, please avoid exposure - obtain special instructions before use. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice. 

You can still convert the following datas into molecular structure:
(1)SMILES: C[C@@]12[C@@H]([C@@H](C[C@@H](O1)n3c4ccccc4c5c3c6n2c7ccccc7c6c8c5C(=O)NC8)NC)OC
(2)InChI: InChI=1/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1
(3)InChIKey: HKSZLNNOFSGOKW-FYTWVXJKBZ
(4)Std. InChI: InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1
(5)Std. InChIKey: HKSZLNNOFSGOKW-FYTWVXJKSA-N