ChemicalBook--->CAS DataBase List--->925206-65-1

925206-65-1

925206-65-1 Structure

925206-65-1 Structure
IdentificationBack Directory
[Name]

RRX-001
[CAS]

925206-65-1
[Synonyms]

RRX-001
[14C]-Rrx-001
RRX 001;RRX001
2-Bromo-1-(3,3-dinitroazetidin-1-yl)ethanone
Ethanone, 2-bromo-1-(3,3-dinitro-1-azetidinyl)-
2-bromo-1-(3,3-dinitroazetidin-1-yl)ethan-1-one
[Molecular Formula]

C5H6BrN3O5
[MDL Number]

MFCD25976849
[MOL File]

925206-65-1.mol
[Molecular Weight]

268.02
Chemical PropertiesBack Directory
[Boiling point ]

473.0±45.0 °C(Predicted)
[density ]

1.98±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 2 mg/ml
[form ]

A solid
[pka]

-2.07±0.20(Predicted)
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS06,GHS08
[Signal word ]

Danger
[Hazard statements ]

H301-H311-H331-H341
[Precautionary statements ]

P201-P202-P261-P264-P270-P271-P280-P302+P352-P304+P340-P308+P313-P310-P330-P361-P403+P233-P405-P501
Spectrum DetailBack Directory
[Spectrum Detail]

RRX-001(925206-65-1)1HNMR
Hazard InformationBack Directory
[Biological Activity]

RRx-001 is a novel epigenetic modulator with potential radiosensitizing activity. In human tumor cells, it inhibits glucose 6-phosphate dehydrogenase (G6PD), binds to hemoglobin and drives RBC-mediated redox reactions under hypoxia.It can trigger apoptosis and has antitumor activity.
[in vitro]

RRx-001 exerts its antiproliferative effect by interfering with glucose 6 phosphate dehydrogenase (G6PD), a key enzyme in the pentose phosphate pathway. RRx-001 induces p53 and PARP-1 through ROS/RNS generation. It exerts its anticancer activity by interfering and disrupting 3 crucial metabolic demands in rapidly proliferating cells: bioenergetics, macromolecular biosynthesis and manipulation of cellular cytoplasmic redox homeostasis.RRx-001 also mediates the nuclear translocation of Nrf2 and the expression of its downstream HO-1 and NQO1 in tumor cells.
[in vivo]

RRx-001 has a short-term blood flow redistribution effect in tumors enriched in pericytes and α-SMA vessels.It was well tolerated without dose-limiting toxic side effects. In mice, it not only promoted nuclear transport of Nrf2, but also upregulated the expression of endogenous Nrf2 in SCC VII tumors.
[target]

TargetValue
G6PD
()
Nrf2-ARE
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