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The application and synthesis method of irinotecan Health Articles | December 24, 2012 From?pharmaceutical raw materials suppliers, we know that irinotecan is a semi-synthetic derivative of camptothecin. Camptothecin can specifically binding with topoisomerase I, the latter can induce reversible single strand breaks, so that make the DNA double helix unwinding; irinotecan and its active metabolite of SN-38 can combine with topoisomerase I-DNA complexes, thereby preventing fracture of single connected.?
Prior research suggests Cheap Connor McDavid Hat , the cytotoxicity of irinotecan attributed to DNA synthesis process, replicase and topoisomerase I-DNA irinotecan ( or SN-38 ) triple complex interactions, resulting in DNA double strand breaks. Mammalian cells can not effectively repair the DNA double strand breaks.
Irinotecan synthesis method, camptothecin ( Camptothecin ) as raw material. Compounds(I) ( 1.00G, 2.9mmol ) suspended in the containing FeSO4? 7H2O ( 300mg, 1.1mmol ), 2mL from 100mL water, in an ice bath cooling condition, drops 11mL concentrated sulfuric acid. Adding 30% hydrogen peroxide ( 720mg Cheap Leon Draisaitl Hat , 6.4mmol ) while stirring. At room temperature, continue to stir 3h, diluted with water, extracted by chloroform ( 3 × 100mL ). Concentrating the extracted liquid, the remainder through a silicon layer chromatography column, wash out with 2% methanol chloroform. Get the light yellow needle crystal 7- ethyl camptothecin, the yield is 77%, melting point is 258 ~ 261 .
Compounds (a) ( 3.00g, 8.0mmol ) and 50mL 30% hydrogen peroxide in 800mL acetic acid Cheap Ryan Nugent-Hopkins Hoodie , heating 3.5h in 70^ 80 . In 45^ 55 concentrate the reaction to the 13 volume, dumped 3L ice into the remaining material. Filter collection precipitation, after crystallization of purified get 2.4G orange needle crystal 7- ethyl camptothecin -1- oxygen (b), the yield is 78%, melting point is 255 .
Compounds (b) ( 1.00G, 2.6mmol ) and 2.6mLlmolL sulfuric acid dissolved in 1L two oxygen six alkanes, nitrogen bubbling air for 20min. Under stirring, with Pyrex filter of high pressure mercury lamp ( 450W, Usio UM-452 ) lighting 30min. The reaction liquid concentrated to dry Cheap Oscar Klefbom Hoodie , the remainder dissolved into 50mL 10% methanol chloroform. The solution washed with the 500mL water, both organic and inorganic layers through a celite ( Celite ) column, two-phase insoluble in all adsorbed thereon, and then with 10% methanol chloroform ( 3 × 200mL ) elution. Concentrating the eluent, after residue washing with methanol recrystallization, get 0.5g pale yellow crystals 7- ethyl -10- hydroxy camptothecin, the yield is 49%, melting point is 216 .
Compounds (c) ( 5.00g, 12.8mmol ) dissolved in 10 L two oxygen ring six and 50mL three ethylamine Cheap Kailer Yamamoto Hoodie , at room temperature and stirring, pour into phosgene (produced by 3.75mL diphosgene acting on the activated carbon), continue to stir for 1h. Filtration, filtrate decompression and concentration to dry. Residue impregnated with acetone then filter, get 5.2g powder colorless compounds (d), the yield is 90%.
Compounds (d) ( 3.0g ) soluble in dichloromethane and methanol ( 500mL-150mL ) and 15mL pyridine mixture, under stirring, dropping double compounds (e) of dichloromethane solution. Then continue to stir for 15h at room temperature. Decompression and concentration to dry, residual soluble in dichloromethane Cheap Mark Letestu Hoodie , after washing with 7% sodium bicarbonate solution, anhydrous magnesium sulfate drying. Filter, vacuum evaporate. The remainder with silica gel column chromatography, 4% methanol-dichloromethane elution. Get light yellow powder products, the yield is 79.8%, melting point is 222 ~ 223 .
Irinotecan for adult metastatic colorectal cancer treating, for containing 5 Fu chemotherapy failure patients, it can be used as second-line treatment. At the same time, irinotecan price is reasonable Cheap Cam Talbot Hoodie , application in a variety of clinical trials of gastric cancer, esophageal cancer, extensive stage small cell lung cancer are conducting, it has come to the stage of observation results, has good clinical application prosp l] Wholesale Nike Shoes China
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