Rubitecan

Rubitecan Basic information
Description Reference
Product Name:Rubitecan
Synonyms:9-Nitrocamptothecin (Rubitecan);9-Nitrocamptothecin;RFS 2000;9-Nitrocellulose camptothecine;9-NITRO-CPT;9-NITRO-20(S)-CAMPTOTHECIN;(4s)-4-ethyl-4-hydroxy-10-nitro-1h-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4h,12h)-dione;RUBETICAN
CAS:91421-42-0
MF:C20H15N3O6
MW:393.35
EINECS:
Product Categories:Anti-cancer & immunity;API;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:91421-42-0.mol
Rubitecan Structure
Rubitecan Chemical Properties
Melting point 182-186°C
alpha D23 +27° (c = 0.2 in CH3OH-CHCl3, 1:4)
Boiling point 816.3±65.0 °C(Predicted)
density 1.63
Fp 106℃
storage temp. Sealed in dry,Room Temperature
solubility DMSO, Chloroform, Methanol
form Solid
pka11.16±0.20(Predicted)
color Yellow
Merck 14,8288
CAS DataBase Reference91421-42-0(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
RTECS UQ0493300
HS Code 29399990
MSDS Information
Rubitecan Usage And Synthesis
DescriptionRubitecan, marketed by Supergen as Orathecin, is a promising oral treatment for solid melanoma, prostate, breast, ovarian, and other cancers, as well as leukemia. It is a derivative of camptothecin, a topoisomerase inhibitor known from Chinese Traditional Medicine. It selectively targets the critical S-stage of cellular reproduction – particularly in acidic environments, as in many cancer cells – relaxing DNA supercoiling and generating lethal breaks in the DNA. Due to insolubility, its biological delivery mechanism is not yet effective, and it has not been approved for clinical use.
Referencehttps://www.sciencedirect.com/topics/medicine-and-dentistry/rubitecan
https://en.wikipedia.org/wiki/Rubitecan
https://en.wikipedia.org/wiki/Topoisomerase_inhibitor
https://en.wikipedia.org/wiki/Camptothecin#cite_note-Y.Pommier_2003-14
https://www.ncbi.nlm.nih.gov/pubmed/1995300



DescriptionRubitecan is a DNA topoisomerase I inhibitor. It inhibits DNA topoisomerase I and increases the fraction of supercoiled DNA in a cell-free assay in a concentration-dependent manner. Rubitecan inhibits the growth of A121 ovarian and H460 lung cancer cells (IC50s = 4 and 2 nM, respectively). It also inhibits the growth of doxorubicin-susceptible and -resistant MCF-7 breast cancer cells (IC50s = 2 and 3 nM, respectively). Rubitecan (4 mg/kg twice per week) reduces tumor growth in a U937 leukemia mouse xenograft model.
Chemical PropertiesYellow Amorphous Powder
UsesSemisynthetic camptothecin which inhibits DNA topoisomerase I. Prodrug of 9-aminocamptothecin. Antineoplastic.
DefinitionChEBI: A pyranoindolizinoquinoline that is camptothecin in which the hydrogen at position 9 has been replaced by a nitro group. It is a prodrug for 9-aminocamptothecin.
Rubitecan Preparation Products And Raw materials
Daurinoline Xanthiazone veratramine 7-Ethyl-20(R)-camptothecin SN-38-D3 Xanthiside 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4,11-diethyl-4-hydroxy-9-methoxy-, (4S)- 9-Aminocamptothecin 20R-Camptothecin Camptothecin 7-ETHYL-10-HYDROXYCAMPTOTHECIN,98% 2-[2-(Methylamino)benzoyl]-3,4-dihydro-β-carboline-1(2H)-one VERATRINE 9-methoxy-7-ethylcamptothecin menisdaurin 10-Nitrocamptothecin 12-nitrocamptothecin 10-HYDROXY-9-NITROCAMPTOTHECIN

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