rubitecan

Modify Date: 2024-01-06 07:46:59

rubitecan Structure
rubitecan structure
 Common Name rubitecan
CAS Number 91421-42-0 Molecular Weight 393.350
Density 1.6±0.1 g/cm3 Boiling Point 816.3±65.0 °C at 760 mmHg
Molecular Formula C20H15N3O6 Melting Point 182-186ºC
MSDS USA Flash Point 447.5±34.3 °C

 Use of rubitecan


Rubitecan (RFS 2000), a camptothecin derivative, is an orally active topoisomerase I inhibitor with broad antitumor activity, and induces protein-linked DNA single-strand breaks, thereby blocking DNA and RNA synthesis in dividing cells[1][2][3].

 Names

Name 9-Nitrocamptothecin
Synonym More Synonyms

 rubitecan Biological Activity

Description Rubitecan (RFS 2000), a camptothecin derivative, is an orally active topoisomerase I inhibitor with broad antitumor activity, and induces protein-linked DNA single-strand breaks, thereby blocking DNA and RNA synthesis in dividing cells[1][2][3].
Related Catalog
Target

Topoisomerase I[1]

In Vitro Rubitecan (RFS 2000) inhibits U-CH1, U-CH2, and CCL4 cells with IC50s 0.32, 0.83, and 7.7 µM, respectively[4].
References

[1]. Burris HA 3rd, et al. Phase II trial of oral rubitecan in previously treated pancreatic cancer patients. Oncologist. 2005 Mar;10(3):183-90.

[2]. Rubitecan: 9-NC, 9-Nitro-20(S)-camptothecin, 9-nitro-camptothecin, 9-nitrocamptothecin, RFS 2000, RFS2000. Drugs R D. 2004;5(5):305-11.

[3]. Rubitecan

[4]. Xia M, et al. Identification of repurposed small molecule drugs for chordoma therapy. Cancer Biol Ther. 2013 Jul;14(7):638-47.

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 816.3±65.0 °C at 760 mmHg
Melting Point 182-186ºC
Molecular Formula C20H15N3O6
Molecular Weight 393.350
Flash Point 447.5±34.3 °C
Exact Mass 393.096100
PSA 127.24000
LogP 1.38
Vapour Pressure 0.0±3.1 mmHg at 25°C
Index of Refraction 1.762
Storage condition Room temp

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
RTECS UQ0493300

 Synthetic Route

 Articles27

More Articles
Effect of injection routes on pharmacokinetics and lactone/carboxylate equilibrium of 9-Nitrocamptothecin in rats.

Int. J. Pharm. 340(1-2) , 29-33, (2007)

Pharmacokinetics and lactone/carboxylate equilibrium of 9-Nitrocamptothecin (9-NC) were compared after intravenous (i.v.) and intramuscular (i.m.) injection at a dose of 1.5mg/kg 9-NC solution. The co...

Effect of phospholipid composition on characterization of liposomes containing 9-nitrocamptothecin.

Drug Dev. Ind. Pharm. 32(6) , 719-26, (2006)

9-Nitrocamptothecin (9-NC), a newly developed camptothecin derivative, had poor solubility in any pharmaceutically acceptable solvents. One way of improving the solubility is to formulate the drug int...

Sequential oral 9-nitrocamptothecin and etoposide: a pharmacodynamic- and pharmacokinetic-based phase I trial.

Mol. Cancer Ther. 5(8) , 2130-7, (2006)

Resistance to topoisomerase (topo) I inhibitors has been related to down-regulation of nuclear target enzyme, whereas sensitization to topo II inhibitors may result from induction of topo II by topo I...

 Synonyms

rubitecan
MFCD06656294
1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-10-nitro-, (4S)-
PYRIDOXINE 3,4-DIPALMITATE
9-nitro-20(s)-camptothecin
1H-PYRANO[3',4':6,7]INDOLIZINO[1,2-B]QUINOLINE-3,14(4H,12H)-DIONE,4-ETHYL-4-HYDROXY-10-NITRO-, (4S)-
(4S)-4-Ethyl-4-hydroxy-10-nitro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione
Orathecin
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