PERFLUBUTANE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4F10
Molecular Weight	238.0268
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC(F)(F)C(F)(F)C(F)(F)C(F)(F)F

InChI

InChIKey=KAVGMUDTWQVPDF-UHFFFAOYSA-N

InChI=1S/C4F10/c5-1(6,3(9,10)11)2(7,8)4(12,13)14

HIDE SMILES / InChI

Molecular Formula	C4F10
Molecular Weight	238.0268
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26895755 | https://www.ncbi.nlm.nih.gov/pubmed/24004871 | https://www.ncbi.nlm.nih.gov/pubmed/17489666 | https://www.ncbi.nlm.nih.gov/pubmed/28141517

Perfluorobutane (PFB) is an inert, high-density colorless gas used as a replacement for Halon 1301 in fire extinguishers, as well as the gas component for newer generation microbubble ultrasound contrast agents. Perflubutane has been used in clinical trials for the diagnostic of Liver Mass, Liver Diseases, Liver Metastasis, Portal Hypertension, and Peripheral Artery Disease. Perflubutane perfusion echocardiography has the potential to be a cost-effective and convenient alternative to nuclear perfusion imaging. Ultrasound enhanced with Perflubutane was able to image myocardial perfusion and obtain information that appears comparable to nuclear imaging.

Approval Year

PubMed

Title	Date	PubMed
Structure-dependent binding and activation of perfluorinated compounds on human peroxisome proliferator-activated receptor γ.	2014-09-15	24998974
Evaluation of perfluoroalkyl acid activity using primary mouse and human hepatocytes.	2013-06-07	23567314
Diagnostic value of sonazoid for hepatic metastasis: comparison with FDG PET/CT.	2011-03-18	21410065
Cooperative infrared to visible up conversion in Tb3+, Eu3+, And Yb3+ containing polymers.	2010-12-14	20886560
Contrast-enhanced ultrasonography for characterization of focal splenic lesions in dogs.	2010-11-03	21039867
Distribution and sources of polyfluoroalkyl substances (PFAS) in the River Rhine watershed.	2010-10	20692748
Ultrasound-induced dissolution of lipid-coated and uncoated gas bubbles.	2010-09-21	20722377
Microfluidic assembly of monodisperse, nanoparticle-incorporated perfluorocarbon microbubbles for medical imaging and therapy.	2010-09-07	20666507
Spatial distribution and sources of perfluorochemicals in the NW Mediterranean coastal waters (Catalonia, Spain).	2010-09	20630635
Ecotoxicological assessment of surfactants in the aquatic environment: combined toxicity of docusate sodium with chlorinated pollutants.	2010-09	20579683
Preserving enhancement in freeze-dried contrast agent ST68: Examination of excipients.	2010-08-30	20540998
Evaluation of the therapeutic efficacy of high-intensity focused ultrasound ablation of hepatocellular carcinoma by three-dimensional sonography with a perflubutane-based contrast agent.	2010-08	20015603
Perfluorinated compounds in urban river sediments from Guangzhou and Shanghai of China.	2010-06	20430414
Polyfluoroalkyl compounds in landfill leachates.	2010-05	20053490
Contrast enhanced ultrasound of hepatocellular carcinoma.	2010-02-28	21160920
Long residence time of ultrasound microbubbles targeted to integrin in murine tumor model.	2010-01	19815430
Definition of contrast enhancement phases of the liver using a perfluoro-based microbubble agent, perflubutane microbubbles.	2009-11	19713032
Perfluorinated compounds in sediments from the Daliao River system of northeast China.	2009-10	19735931
Significance of imaging features of alveolar echinococcosis in studies on nonhuman primates.	2009-09	19706930
Polyfluorinated compounds in waste water treatment plant effluents and surface waters along the River Elbe, Germany.	2009-09	19501845
One-year follow-up of perfluorinated compounds in plasma of German residents from Arnsberg formerly exposed to PFOA-contaminated drinking water.	2009-09	19464951
Structure-activity relationships and human relevance for perfluoroalkyl acid-induced transcriptional activation of peroxisome proliferation in liver cell cultures.	2009-09	19407336
Efficacy of perflubutane microbubble-enhanced ultrasound in the characterization and detection of focal liver lesions: phase 3 multicenter clinical trial.	2009-07	19542399
Focal liver tumors: characterization with 3D perflubutane microbubble contrast agent-enhanced US versus 3D contrast-enhanced multidetector CT.	2009-04	19221060
A comparison of the pharmacokinetics of perfluorobutanesulfonate (PFBS) in rats, monkeys, and humans.	2009-02-04	19059455
Detection of coronary artery disease with perfusion stress echocardiography using a novel ultrasound imaging agent: two Phase 3 international trials in comparison with radionuclide perfusion imaging.	2009-01	19131498
Three-dimensional contrast-enhanced sonography of vascular patterns of focal liver tumors: pilot study of visualization methods.	2009-01	19098197
Optical microscopic findings of the behavior of perflubutane microbubbles outside and inside Kupffer cells during diagnostic ultrasound examination.	2008-12	19002054
Removal of perfluorinated surfactants by sorption onto granular activated carbon, zeolite and sludge.	2008-08	18511099
Decline in perfluorooctanesulfonate and other polyfluoroalkyl chemicals in American Red Cross adult blood donors, 2000-2006.	2008-07-01	18678038
Developmental neurotoxicity of perfluorinated chemicals modeled in vitro.	2008-06	18560525
Physicochemical characteristics of Sonazoid, a new contrast agent for ultrasound imaging.	2008-05	18255220
Acute and chronic effects of perfluorobutane sulfonate (PFBS) on the mallard and northern bobwhite quail.	2008-04	17917760
Ablation therapy guided by contrast-enhanced sonography with Sonazoid for hepatocellular carcinoma lesions not detected by conventional sonography.	2008-03	18314518
Pharmacokinetics of perfluorobutane following intravenous bolus injection and continuous infusion of sonazoid in healthy volunteers and in patients with reduced pulmonary diffusing capacity.	2008-03	18096304
Combining perfluoroalkane acid exposure levels for risk assessment.	2007-12	17904261
[Basic and clinical profile of perflubutane (Sonazoid powder for injection)].	2007-11	18000358
Therapeutic arteriogenesis by ultrasound-mediated VEGF165 plasmid gene delivery to chronically ischemic skeletal muscle.	2007-08-03	17585071
Enhanced targeting of ultrasound contrast agents using acoustic radiation force.	2007-07	17445966
Release of cardiac bio-markers during high mechanical index contrast-enhanced echocardiography in humans.	2007-05	17409107
AI-700 pharmacokinetics, tissue distribution and exhaled elimination kinetics in rats.	2007-01-02	16950578
Targeted ultrasound contrast agent for molecular imaging of inflammation in high-shear flow.	2006-12-29	17191766
Gateways to clinical trials.	2006-12	17235418
Microbubbles which bind and protect DNA against nucleases.	2006-11-28	17718980
Microvascular behavior and effects of sonazoid microbubbles in the cremaster muscle of rats after local administration.	2006-07	16798899
Molecular mechanics (MM4) study of fluorinated hydrocarbons.	2006-06-08	16737272
Atmospheric chemistry of N-methyl perfluorobutane sulfonamidoethanol, C4F9SO2N(CH3)CH2CH2OH: kinetics and mechanism of reaction with OH.	2006-03-15	16570609
Value of adenosine infusion for infarct size determination using real-time myocardial contrast echocardiography.	2006-02-08	16466579
Disposition of perfluorobutane in rats after intravenous injection of Sonazoid.	2006-01	16364802
Tissue distribution of perfluorinated chemicals in harbor seals (Phoca vitulina) from the Dutch Wadden Sea.	2005-09-15	16201619

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:26:16 GMT 2025` Edited by `admin` on `Mon Mar 31 18:26:16 GMT 2025`
Record UNII	SE4TWR0K2C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SONAZOID

Preferred Name

English

PERFLUBUTANE

Official Name

English

AI-700

Code

English

PERFLUBUTANE [JAN]

Common Name

English

Decafluorobutane

Systematic Name

English

perflubutane [INN]

Common Name

English

PERFLUBUTANE [USAN]

Common Name

English

Perflubutane [WHO-DD]

Common Name

English

BUTANE, DECAFLUORO-

Systematic Name

English

PERFLUBUTANE [MART.]

Common Name

English

Classification Tree Code System Code

WHO-ATC

V08DA06