RRx-001

Modify Date: 2024-01-02 16:05:16

RRx-001 Structure
RRx-001 structure
Common Name RRx-001
CAS Number 925206-65-1 Molecular Weight 268.02200
Density N/A Boiling Point N/A
Molecular Formula C5H6BrN3O5 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of RRx-001


RRx-001 is a potent inhibitor of G6PD. RRx-001 shows potent antimalarial, although as a single agent, the drug sensitivity testing indicated that higher dose of RRx-001 was required to inhibited 50 % of the parasite's activity (IC50 = 0.14 ± 0.04 ug/ml).IC50 value: 0.14 ± 0.04 ug/ml [1]Target: G6PDin vitro: RRx-001 is a novel, systemically non-toxic, epigenetic anticancer agent for multiple tumour types, with activity mediated through increased nitric oxide (NO) production and PPP inhibition. [1]in vivo: RRx-001is a novel, nonexplosive molecule modified from a class of solid rocket propellants, has shown promise as a novel cancer therapeutic agent in a number of cell lines and tumor models. In mouse models, RRx-001 administered intravenously as a single agent was equipotent to cisplatin while better tolerated. RRx-001 also showed activity as a radiosensitizer in both in vitro and in vivo models. The activity of RRx-001 is thought to be associated with a nucleophilic substitution by circulating thiol compounds and covalent binding of RRx-001 to cysteinyl residues in Hb, followed by the generation of nitrogen oxides. [2]

 Names

Name 2-bromo-1-(3,3-dinitroazetidin-1-yl)ethanone
Synonym More Synonyms

 RRx-001 Biological Activity

Description RRx-001 is a potent inhibitor of G6PD. RRx-001 shows potent antimalarial, although as a single agent, the drug sensitivity testing indicated that higher dose of RRx-001 was required to inhibited 50 % of the parasite's activity (IC50 = 0.14 ± 0.04 ug/ml).IC50 value: 0.14 ± 0.04 ug/ml [1]Target: G6PDin vitro: RRx-001 is a novel, systemically non-toxic, epigenetic anticancer agent for multiple tumour types, with activity mediated through increased nitric oxide (NO) production and PPP inhibition. [1]in vivo: RRx-001is a novel, nonexplosive molecule modified from a class of solid rocket propellants, has shown promise as a novel cancer therapeutic agent in a number of cell lines and tumor models. In mouse models, RRx-001 administered intravenously as a single agent was equipotent to cisplatin while better tolerated. RRx-001 also showed activity as a radiosensitizer in both in vitro and in vivo models. The activity of RRx-001 is thought to be associated with a nucleophilic substitution by circulating thiol compounds and covalent binding of RRx-001 to cysteinyl residues in Hb, followed by the generation of nitrogen oxides. [2]
Related Catalog
References

[1]. Yalcin O, et al. From METS to malaria: RRx-001, a multi-faceted anticancer agent with activity in cerebral malaria. Malar J. 2015 May 28;14:218.

[2]. Scicinski J, et al. Preclinical evaluation of the metabolism and disposition of RRx-001, a novel investigative anticancer agent. Drug Metab Dispos. 2012 Sep;40(9):1810-1816.

 Chemical & Physical Properties

Molecular Formula C5H6BrN3O5
Molecular Weight 268.02200
Exact Mass 266.94900
PSA 111.95000
LogP 0.45750
Storage condition -20℃

 Safety Information

Hazard Codes N

 Synthetic Route

~83%

RRx-001 Structure

RRx-001

CAS#:925206-65-1

Literature: Straessler, Nichols A.; Lesley, Michael W.; Cannizzo, Louis F. Organic Process Research and Development, 2012 , vol. 16, # 3 p. 512 - 517

 Synonyms

RRX-001
UNII-7RPW6SU9SC
1-bromoacetyl-3,3-dinitroazetidine
2-Bromo-1-(3,3-dinitroazetidin-1-yl)ethan-1-one
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