Perflubron

Last updated
Perflubron
Perflubron structure.svg
Clinical data
ATC code
Identifiers
  • 1-Bromo-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.006.391 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C8BrF17
Molar mass 498.965 g·mol−1
3D model (JSmol)
Density 1.93 g/cm3
Melting point 6 °C (43 °F)
Boiling point 142 °C (288 °F)
  • FC(F)(C(F)(F)C(Br)(F)F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
  • InChI=1S/C8BrF17/c9-7(22,23)5(18,19)3(14,15)1(10,11)2(12,13)4(16,17)6(20,21)8(24,25)26
  • Key:WTWWXOGTJWMJHI-UHFFFAOYSA-N

Perflubron (INN/USAN, or perfluorooctyl bromide; brand name Imagent) is a contrast medium for magnetic resonance imaging, computer tomography and sonography. [1] It was approved for this use in the United States by the Food and Drug Administration in 1993. [2]

Experimental research

Perflubron has also been tested experimentally for use in liquid breathing in premature infants with respiratory distress. [3] [4]

This molecular model of Perflubron is color-coded by electron density to illustrate the positive polarisation of the large bromine atom by the inductively electron-withdrawing perfluorooctyl chain. Molecular ball-and-stick model of Perflubron, overlayed with electron-density coded VdW model.png
This molecular model of Perflubron is color-coded by electron density to illustrate the positive polarisation of the large bromine atom by the inductively electron-withdrawing perfluorooctyl chain.

References

  1. ↑ Mattrey RF (February 1989). "Perfluorooctylbromide: a new contrast agent for CT, sonography, and MR imaging". AJR. American Journal of Roentgenology. 152 (2): 247–52. doi:10.2214/ajr.152.2.247. PMID   2643258.
  2. ↑ FDA Approved Drug Products
  3. ↑ Wolfson MR, Kechner NE, Roache RF, DeChadarevian JP, Friss HE, Rubenstein SD, Shaffer TH (February 1998). "Perfluorochemical rescue after surfactant treatment: effect of perflubron dose and ventilatory frequency". Journal of Applied Physiology. 84 (2): 624–40. doi:10.1152/jappl.1998.84.2.624. PMID   9475875.
  4. ↑ Leach CL, Greenspan JS, Rubenstein SD, Shaffer TH, Wolfson MR, Jackson JC, et al. (September 1996). "Partial liquid ventilation with perflubron in premature infants with severe respiratory distress syndrome. The LiquiVent Study Group". The New England Journal of Medicine. 335 (11): 761–7. doi: 10.1056/NEJM199609123351101 . PMID   8778584.
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