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Merck
CN

R3655

Rubitecan

powder, ≥98% (HPLC)

Synonym(s):

9-nitrocamptothecin

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About This Item

Empirical Formula (Hill Notation):
C20H15N3O6
CAS Number:
Molecular Weight:
393.35
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Product Name

Rubitecan,

biological source

synthetic (organic)

Quality Level

assay

≥98% (HPLC)

form

powder

mp

182-186 °C

solubility

DMSO: 1 mg/mL

storage temp.

room temp

SMILES string

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

InChI key

VHXNKPBCCMUMSW-FQEVSTJZSA-N

Biochem/physiol Actions

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
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
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



Global Trade Item Number

SKUGTIN
R3655-10MG04061833235263
R3655-50MG04061836695101