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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2018/09/16 18:42:44」(JST)
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Perflubron
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Clinical data |
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ATC code |
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Identifiers |
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IUPAC name
- 1-Bromo-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane
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CAS Number |
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PubChem CID |
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ChemSpider |
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UNII |
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ChEMBL |
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ECHA InfoCard |
100.006.391 |
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Chemical and physical data |
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Formula |
C8BrF17 |
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Molar mass |
498.96 g/mol |
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3D model (JSmol) |
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Density |
1.93 g/cm3 |
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Melting point |
6 °C (43 °F) |
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Boiling point |
142 °C (288 °F) |
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SMILES
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
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InChI
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
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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
For more information on this potential application, see Liquid breathing § Medical treatment.
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.
References
- ^ Mattrey, R. F. (1989). "Perfluorooctylbromide: A new contrast agent for CT, sonography, and MR imaging". AJR. American journal of roentgenology. 152 (2): 247–252. doi:10.2214/ajr.152.2.247. PMID 2643258.
- ^ FDA Approved Drug Products
- ^ Wolfson, M. R.; Kechner, N. E.; Roache, R. F.; Dechadarevian, J. P.; Friss, H. E.; Rubenstein, S. D.; Shaffer, T. H. (1998). "Perfluorochemical rescue after surfactant treatment: Effect of perflubron dose and ventilatory frequency". Journal of Applied Physiology. 84 (2): 624–640. PMID 9475875.
- ^ Leach, C. L.; Greenspan, J. S.; Rubenstein, S. D.; Shaffer, T. H.; Wolfson, M. R.; Jackson, J. C.; Delemos, R.; Fuhrman, B. P. (1996). "Partial Liquid Ventilation with Perflubron in Premature Infants with Severe Respiratory Distress Syndrome". New England Journal of Medicine. 335 (11): 761–767. doi:10.1056/NEJM199609123351101. PMID 8778584.
Contrast media (V08) |
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X-ray and CT | Iodinated, Water soluble | Nephrotropic, high osmolar |
- Diatrizoic acid#
- Metrizoic acid
- Iodamide
- Iotalamic acid
- Ioxitalamic acid
- Ioglicic acid
- Acetrizoic acid
- Iocarmic acid
- Methiodal
- Diodone
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Nephrotropic, low osmolar |
- Metrizamide
- Iohexol#
- Ioxaglic acid
- Iopamidol
- Iopromide
- Iotrolan
- Ioversol
- Iopentol
- Iodixanol
- Iomeprol
- Iobitridol
- Ioxilan
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Hepatotropic |
- Iodoxamic acid
- Iotroxic acid
- Ioglycamic acid
- Adipiodone
- Iobenzamic acid
- Iopanoic acid
- Iocetamic acid
- Sodium iopodate
- Tyropanoic acid
- Calcium iopodate
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Iodinated, Water insoluble |
- Ethyl esters of iodised fatty acids
- Iopydol
- Propyliodone
- Iofendylate‡
- Lipiodol
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Non-iodinated | |
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MRI | Paramagnetic |
- Gadolinium-based: Gadobenic acid
- Gadobutrol
- Gadodiamide
- Gadofosveset
- Gadolinium
- Gadopentetic acid
- Gadoteric acid
- Gadoteridol
- Gadoversetamide
- Gadoxetic acid
- Other: Ferric ammonium citrate
- Mangafodipir‡
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Superparamagnetic |
- Ferumoxsil
- Ferristene
- Iron oxide, nanoparticles
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Other | |
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Ultrasound |
- Microspheres of human albumin
- Microparticles of galactose
- Perflenapent
- Microspheres of phospholipids
- Sulfur hexafluoride
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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UpToDate Contents
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English Journal
- Safety and efficacy of perflubron-induced lung growth in neonates with congenital diaphragmatic hernia: Results of a prospective randomized trial.
- Mychaliska G1, Bryner B2, Dechert R2, Kreutzman J2, Becker M2, Hirschl R2.
- Journal of pediatric surgery.J Pediatr Surg.2015 Jul;50(7):1083-7. doi: 10.1016/j.jpedsurg.2015.03.004. Epub 2015 Mar 13.
- BACKGROUND: Mechanical transduction has been shown to promote fetal lung growth. We examined the safety and efficacy of perflubron-induced lung growth (PILG) in neonates with congenital diaphragmatic hernia (CDH) requiring extracorporeal membrane oxygenation (ECMO).METHODS: Infants with left-sided C
- PMID 25799085
- Intrapulmonary instillation of perflurooctylbromide improves lung growth, alveolarization, and lung mechanics in a fetal rabbit model of diaphragmatic hernia.
- Herber-Jonat S1, Vuckovic A, Mittal R, Hilgendorff A, Jani JC, Flemmer AW.
- Pediatric critical care medicine : a journal of the Society of Critical Care Medicine and the World Federation of Pediatric Intensive and Critical Care Societies.Pediatr Crit Care Med.2014 Nov;15(9):e379-88. doi: 10.1097/PCC.0000000000000271.
- OBJECTIVES: Fetal tracheal occlusion of hypoplastic rabbit lungs results in lung growth and alveolarization although the surfactant protein messenger RNA expression is decreased and the transforming growth factor-β pathway induced. The prenatal filling of healthy rabbit lungs with perfluorooctylbro
- PMID 25370070
- Nebulized perflubron and carbon dioxide rapidly dilate constricted airways in an ovine model of allergic asthma.
- El Mays TY, Choudhury P, Leigh R, Koumoundouros E, Van der Velden J, Shrestha G, Pieron CA, Dennis JH, Green FH, Snibson KJ.
- Respiratory research.Respir Res.2014 Sep 16;15:98. doi: 10.1186/s12931-014-0098-x.
- BACKGROUND: The low toxicity of perfluorocarbons (PFCs), their high affinity for respiratory gases and their compatibility with lung surfactant have made them useful candidates for treating respiratory diseases such as adult respiratory distress syndrome. We report results for treating acute allergi
- PMID 25355286
Japanese Journal
- Perflubron emulsion increases subcutaneous tissue oxygen tension in rats
- Partial liquid ventilation does not affect BALF TNF-, MIP-2, CINC-1 concentrations, or CD11b cell surface expression, but does increase macrophage proportion among BALF cells in the acute phase of rat LPS-induced lung injury.
- Approach to treatment of acute respiratory failure with liquid ventilation
- Journal of artificial organs : the official journal of the Japanese Society for Artificial Organs 4(3), 188-192, 2001-10-01
- NAID 10009652827
Related Links
- Perflubron is a synthetic radiopaque liquid form of perfluorooctyl bromide. Used as a contrast agent for magnetic resonance imaging (MRI), perflubron is also used as a liquid ventilation agent to improve pulmonary gas exchange and ...
- Perflubron United States Pharmacopeia (USP) Reference Standard; CAS Number: 423-55-2; Synonym: 1-Bromoheptadecafluorooctane, Heptadecafluorooctyl bromide, Perfluorooctyl bromide; Linear Formula: C8BrF17; find USP ...
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