Home > Name List By 5 > 5-bromo-1-[(2R,4S, 5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

CAS No 59-14-3 , 5-bromo-1-[(2R,4S,
5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

  • Name: 5-bromo-1-[(2R,4S,
    5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
  • Synonyms: 5-bromo-1-[(2R,4S,
    5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione; 5-Bromodeoxyuridine; Broxuridine; 5-Bromouracil deoxyriboside; BUDR; Bromodeoxyuridine; Bromouracil deoxyriboside; BRDU; 59-14-3;5-BROMO-2'-DEOXYURIDINE;
  • CAS Registry Number:
  • Transport: OTH
  • Melting Point: 191-194 ºC
  • Flash Point: °C
  • Boiling Point: °Cat760mmHg
  • Density: 1.905 g/cm3
  • Refractive index: 22 ° (C=1, H2O)
  • Alpha: 31 º (C=1, 0.1N NAOH)
  • Water Solubility: 1-5 G/100 ML AT 22 ºC
  • Safety Statements: R36/37/38;R68
  • Hazard Symbols: Xn: Harmful;
  • Flash Point: °C
  • EINECS: 200-415-9
  • Molecular Weight: 307.09804
  • InchiKey: WOVKYSAHUYNSMH-RRKCRQDMSA-N
  • InChI: InChI=1S/C9H11BrN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,
    5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1
  • Risk Statements: S26;S36/37/39
  • Molecular Formula: C9H11BrN2O5
  • Molecular Structure:CAS No:59-14-3 5-bromo-1-[(2R,4S,<br />5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

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References of 5-bromo-1-[(2R,4S,
5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Title: Broxuridine
CAS Registry Number: 59-14-3
CAS Name: 5-Bromo-2￠-deoxyuridine
Synonyms: 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.