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Merck
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Principaux documents

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R3655

Sigma-Aldrich

Rubitecan

powder, ≥98% (HPLC)

Synonyme(s) :

9-nitrocamptothecin

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About This Item

Formule empirique (notation de Hill):
C20H15N3O6
Numéro CAS:
91421-42-0
Poids moléculaire :
393.35
Numéro MDL:
MFCD06656294
Code UNSPSC :
12352204
ID de substance PubChem :
329824025
Nomenclature NACRES :
NA.77

product name

Rubitecan,

Source biologique

synthetic (organic)

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Pf

182-186 °C

Solubilité

DMSO: 1 mg/mL

Température de stockage

room temp

Chaîne SMILES 

CC[C@@]1(O)C(=O)OCC2=C1C=C3N(Cc4cc5c(cccc5nc34)[N+]([O-])=O)C2=O

InChI

1S/C20H15N3O6/c1-2-20(26)13-7-16-17-10(8-22(16)18(24)12(13)9-29-19(20)25)6-11-14(21-17)4-3-5-15(11)23(27)28/h3-7,26H,2,8-9H2,1H3/t20-/m0/s1

Clé InChI

VHXNKPBCCMUMSW-FQEVSTJZSA-N

Actions biochimiques/physiologiques

Topoisomerase I inhibitor. Rubitecan induces protein- linked DNA single strand breaks, blocking DNA and RNA synthesis in dividing cells. This mode of action makes rubitecan a potential chemotherapeutic agent, and it has been used with some success against refractory pancreatic cancer.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Xue Han et al.
International journal of pharmaceutics, 372(1-2), 125-131 (2009-01-27)
In this study, folate-conjugated polymer micelles were synthesized by mixing folate-poly(ethylene glycol)-distearoylphosphatidylethanolamine (FA-PEG-DSPE) and methoxy-poly(ethylene glycol)-distearoylphosphatidylethanolamine (MPEG-DSPE) to encapsulate anticancer agent 9-nitro-camptothecin (9-NC). Formulations were characterized by critical micellization concentration (CMC) values of copolymers, micelle particle size, zeta-potential, encapsulation efficiency
K Derakhshandeh et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 66(1), 34-41 (2006-10-31)
This study was aimed at developing a polymeric drug delivery system for a new and potent antitumor drug, 9-nitrocamptothecin (9-NC), intended for both intravenous administration and improving the therapeutic index of the drug. To achieve these goals, 9-NC loaded poly(DL-lactide-co-glycolide)
Howard A Burris et al.
The oncologist, 10(3), 183-190 (2005-03-29)
Additional systemic treatments for locally advanced or metastatic pancreatic cancer are needed, as current treatment options produce only modest survival benefits. Rubitecan (Orathecin; Supergen Inc., Dublin, CA, http://www.supergen.com) is an orally active camptothecin derivative with demonstrated responses in patients with
J M Gao et al.
Biomedical materials (Bristol, England), 3(1), 015013-015013 (2008-05-07)
9-nitro-20(S)-camptothecin (9-NC) is a potent topoisomerase-I inhibitor, and it was applied for clinical trials in cancer treatment. However, the applications of 9-NC were limited by its poor solubility and instability. In order to overcome these disadvantages, 9-NC was encapsulated in
Jun Chen et al.
International journal of pharmaceutics, 340(1-2), 29-33 (2007-04-21)
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 concentrations of three different forms of 9-NC, namely lactone, carboxylate and total 9-NC, were measured by
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