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Merck
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Documentos Principais

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R3655

Sigma-Aldrich

Rubitecan

powder, ≥98% (HPLC)

Sinônimo(s):

9-nitrocamptothecin

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About This Item

Fórmula empírica (Notação de Hill):
C20H15N3O6
Número CAS:
91421-42-0
Peso molecular:
393.35
Número MDL:
MFCD06656294
Código UNSPSC:
12352204
ID de substância PubChem:
329824025
NACRES:
NA.77

Nome do produto

Rubitecan,

fonte biológica

synthetic (organic)

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

powder

pf

182-186 °C

solubilidade

DMSO: 1 mg/mL

temperatura de armazenamento

room temp

cadeia de caracteres 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

chave InChI

VHXNKPBCCMUMSW-FQEVSTJZSA-N

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
MKBR3945V
SLBC2842V
088K1461

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Jieming Gao et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 34(2-3), 85-93 (2008-04-18)
9-Nitro-20(S)-camptothecin (9-NC) has achieved remarkable curative effect in anticancer research. However, the clinical application of 9-NC is largely hampered by its poor solubility and stability. In this paper, novel amphiphilic block copolymers derived from d,l-lactide, trimethylene carbonate, and methylated poly(ethylene
Li-Jun Zhang et al.
Pulmonary pharmacology & therapeutics, 21(1), 239-246 (2007-06-15)
This study was designed to investigate in vitro release, in vivo tissue distribution and the damage to the lungs of 9-nitrocamptothecin (9-NC) liposomes. In vitro release of 9-NC from liposomes was carried out in phosphate buffer saline solution (PBS) pH
Juan-Li Lu et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 69(3), 899-907 (2008-04-25)
9-Nitrocamptothecin (9-NC) is an orally administered topoisomerase-I inhibitor for the treatment of pancreatic carcinoma, but its oral absorption and bioavailability are poor. The main objective of this study was to develop optimal 9-nitrocamptothecin (9-NC) microemulsion prepared by self-microemulsifying drug delivery
Zhisong Cao et al.
Anti-cancer agents in medicinal chemistry, 12(7), 818-828 (2012-05-16)
All chemotherapeutic agents currently in use have a narrow window of therapeutic index of 1 to 1.2. Camptothecin ester compounds are reported to have a wider therapeutic index when being used to treat human xenografts in nude mice. As a
Katayoun Derakhshandeh et al.
International journal of nanomedicine, 5, 463-471 (2010-10-20)
The purpose in this study was to investigate poly(ethylene glycol)-modified poly (d,l-lactide-co-glycolide) nanoparticles (PLGA-PEG-NPs) loading 9-nitrocamptothecin (9-NC) as a potent anticancer drug. 9-NC is an analog of the natural plant alkaloid camptothecin that has shown high antitumor activity and is
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