Broxuridine
Title: Broxuridine
CAS Registry Number: 59-14-3
CAS Name: 5-Bromo-2¢-deoxyuridine
Additional Names: 5-bromouracil deoxyriboside; BrdUrd; BUdR
Manufacturers' Codes: NSC-38297
Trademarks: Broxine (NeoPharm); Neomark (NeoPharm); Radibud (Takeda)
Molecular Formula: C9H11BrN2O5
Molecular Weight: 307.10
Percent Composition: C 35.20%, H 3.61%, Br 26.02%, N 9.12%, O 26.05%
Literature References: Thymidine, q.v., analog. Preferentially incorporated into cellular DNA in place of thymidine during replication causing increased radiosensitivity of the cell. Prepn and inhibition of DNA biosynthesis: R. E. Beltz, D. W. Visser, J. Am. Chem. Soc. 77, 736 (1955); T. J. Bardos et al., ibid. 4279. X-ray crystallography: J. Iball et al., Nature 209, 1230 (1966). HPLC determn in plasma: D. A. Ganes, J. G. Wagner, J. Chromatogr. 432, 233 (1988). Clinical studies in brain tumors: H. S. Greenberg et al., Neurology 44, 1715 (1994); T. L. Phillips et al., Int. J. Radiat. Oncol. Biol. Phys. 21, 709 (1991). Review of radiobiology and therapeutic potential: T. J. Kinsella et al., ibid. 10, 1399-1406 (1984); of genetic toxicology: S. M. Morris, Mutat. Res. 258, 161-188 (1991); of role in management of CNS tumors: A. Freese et al., J. Neuro-Oncol. 20, 81-95 (1994). Series of reviews on diagnostic and research use: F. Dolbeare, Histochem. J. 27, 339-369, 923-964 (1995); 28, 531-575 (1996).
Properties: Crystals from abs ethanol, mp 187-189° (Beltz, Visser); also reported as mp 181-183° (Bardos). uv max (in HCl): 280 nm (e 9.9 ´ 10-3); uv max (in NaOH): 277 nm (e 7.2 ´ 10-3).
Melting point: mp 187-189° (Beltz, Visser); mp 181-183° (Bardos)
Absorption maximum: uv max (in HCl): 280 nm (e 9.9 ´ 10-3); uv max (in NaOH): 277 nm (e 7.2 ´ 10-3)
Use: Research tool for measuring DNA synthesis.
Therap-Cat: Antineoplastic adjunct (radiosensitizer); diagnostic aid (tumor cell label for cytokinetic analysis).
Keywords: Antineoplastic Adjunct; Radiosensitizer; Diagnostic Aid.

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