Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Staurosporine |
EINECS | 613-127-7 |
CAS No. | 62996-74-1 | Density | 1.562 g/cm3 |
PSA | 69.45000 | LogP | 5.07370 |
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. | Melting Point |
270 °C |
Formula | C28H26N4O3 | Boiling Point | 677.523 °C at 760 mmHg |
Molecular Weight | 466.539 | Flash Point | 363.553 °C |
Transport Information | N/A | Appearance | off-white powder |
Safety | 36/37-53-26 | Risk Codes | 40-45-36/37/38 |
Molecular Structure | Hazard Symbols | Xn; T; Xi | |
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; |
Article Data | 6 |
C37H36N4O5
staurosporine
Conditions | Yield |
---|---|
With methoxybenzene; trifluoroacetic acid for 48h; | 70% |
With methoxybenzene; trifluoroacetic acid Yield given; |
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
A
C27H24N4O3
B
staurosporine
Conditions | Yield |
---|---|
With Benzyloxymethyl chloride; thiophosgene; di-tert-butyl dicarbonate; 2,3,4,5,6-pentafluorophenol; trichloroacetonitrile; p-methoxybenzyl chloride; dimethyl sulfate In dichloromethane | A 39% B 39% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; Benzeneselenol; toluene-4-sulfonic acid 1.) EtOH, RT, 2.) CH2Cl2, RT; Yield given. Multistep reaction. Yields of byproduct given; |
C36H34N4O5
staurosporine
Conditions | Yield |
---|---|
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 |
C37H34N4O6
staurosporine
Conditions | Yield |
---|---|
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 |
formaldehyd
staurosporine
(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 | Yield |
---|---|
With sodium cyanoborohydride Methylation; | 100% |
bromoacetic acid methyl ester
staurosporine
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 20℃; for 48h; | 97% |
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
92% | |
With triethylamine In dichloromethane at 0 - 20℃; | 92% |
Conditions | Yield |
---|---|
Inert atmosphere; | 92% |
With dmap In dimethyl sulfoxide at 20℃; for 30h; | 91% |
With dmap In dimethyl sulfoxide Inert atmosphere; | 90% |
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