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CHEMISTRY
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12 Drugs in Development

12 Drugs in Development

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Chemistry

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Also known as: Rrx-001, 925206-65-1, 2-bromo-1-(3,3-dinitroazetidin-1-yl)ethan-1-one, Abdnaz, Radiosensitizer rrx-001, 7rpw6su9sc

Molecular Formula

C₅H₆BrN₃O₅

Molecular Weight

268.02 g/mol

InChI Key

JODKFOVZURLVTG-UHFFFAOYSA-N

FDA UNII

7RPW6SU9SC

Radiosensitizer RRx-001 is a dinitroazetidine derivative with potential radiosensitizing activity. Upon administration, RRx-001 is able to dilate blood vessels, thereby increasing tumor blood flow and thus improving oxygenation to the tumor site. By increasing oxygen levels, these tumor cells may be more susceptible to radiation therapy. Tumor hypoxia is correlated with tumor aggressiveness, metastasis and resistance to radiotherapy.

1 2D Structure

RRx-001

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-bromo-1-(3,3-dinitroazetidin-1-yl)ethanone

2.1.2 InChI

InChI=1S/C5H6BrN3O5/c6-1-4(10)7-2-5(3-7,8(11)12)9(13)14/h1-3H2

2.1.3 InChI Key

JODKFOVZURLVTG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1C(CN1C(=O)CBr)([N+](=O)[O-])[N+](=O)[O-]

2.2 Other Identifiers

2.2.1 UNII

7RPW6SU9SC

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 14c-rrx-001

2. Rrx-001

2.3.2 Depositor-Supplied Synonyms

1. Rrx-001

2. 925206-65-1

3. 2-bromo-1-(3,3-dinitroazetidin-1-yl)ethan-1-one

4. Abdnaz

5. Radiosensitizer Rrx-001

6. 7rpw6su9sc

7. Ethanone, 2-bromo-1-(3,3-dinitro-1-azetidinyl)-

8. Unii-7rpw6su9sc

9. Rrx 001

10. Rrx001

11. Schembl2249018

12. Chembl3526802

13. Rrx 001 [who-dd]

14. 1-bromoacetyl-3,3-dinitroazetidine

15. Bcp19228

16. Ex-a2006

17. Mfcd25976849

18. S8405

19. Zinc34805177

20. N-(bromoacetyl)-3,3-dinitroazetidine

21. Akos037644389

22. Ccg-267126

23. Cs-5286

24. Db12060

25. Ac-32908

26. As-53015

27. Br164811

28. Hy-16438

29. P15978

30. Q27268765

2.4 Create Date

2007-03-07

3 Chemical and Physical Properties

Molecular Formula	C₅H₆BrN₃O₅
Molecular Weight	268.02 g/mol
XLogP3	0
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	1
Exact Mass	266.94908 g/mol
Monoisotopic Mass	266.94908 g/mol
Topological Polar Surface Area	112 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	273
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1