U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of PERFLUBUTANE

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

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

PubMed

TitleDatePubMed
Dynamics and fragmentation of thick-shelled microbubbles.
2002 Oct
Intestinal and hepatic lesions in mice, rats, and other laboratory animals after intravenous administration of gas-carrier contrast agents used in ultrasound imaging.
2003 May 1
A respiration-metabolism chamber system and a GC-MS method developed for studying exhalation of perfluorobutane in rats after intravenous injection of the ultrasound contrast agent Sonazoid.
2005 Sep 15
Value of adenosine infusion for infarct size determination using real-time myocardial contrast echocardiography.
2006 Feb 8
Microvascular behavior and effects of sonazoid microbubbles in the cremaster muscle of rats after local administration.
2006 Jul
Molecular mechanics (MM4) study of fluorinated hydrocarbons.
2006 Jun 8
Atmospheric chemistry of N-methyl perfluorobutane sulfonamidoethanol, C4F9SO2N(CH3)CH2CH2OH: kinetics and mechanism of reaction with OH.
2006 Mar 15
Targeted ultrasound contrast agent for molecular imaging of inflammation in high-shear flow.
2006 Nov-Dec
AI-700 pharmacokinetics, tissue distribution and exhaled elimination kinetics in rats.
2007 Jan 2
Acute and chronic effects of perfluorobutane sulfonate (PFBS) on the mallard and northern bobwhite quail.
2008 Apr
Focal liver tumors: characterization with 3D perflubutane microbubble contrast agent-enhanced US versus 3D contrast-enhanced multidetector CT.
2009 Apr
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 Jan
Definition of contrast enhancement phases of the liver using a perfluoro-based microbubble agent, perflubutane microbubbles.
2009 Nov
Perfluorinated compounds in sediments from the Daliao River system of northeast China.
2009 Oct
Polyfluorinated compounds in waste water treatment plant effluents and surface waters along the River Elbe, Germany.
2009 Sep
One-year follow-up of perfluorinated compounds in plasma of German residents from Arnsberg formerly exposed to PFOA-contaminated drinking water.
2009 Sep
Structure-activity relationships and human relevance for perfluoroalkyl acid-induced transcriptional activation of peroxisome proliferation in liver cell cultures.
2009 Sep
Contrast enhanced ultrasound of hepatocellular carcinoma.
2010 Feb 28
Structure-dependent binding and activation of perfluorinated compounds on human peroxisome proliferator-activated receptor γ.
2014 Sep 15
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:22:19 GMT 2023
Edited
by admin
on Fri Dec 15 16:22:19 GMT 2023
Record UNII
SE4TWR0K2C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PERFLUBUTANE
DASH   INN   JAN   MART.   USAN   WHO-DD  
USAN   INN  
Official Name English
AI-700
Code English
SONAZOID
Brand Name 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
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
NCI_THESAURUS C390
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
Code System Code Type Description
PUBCHEM
9638
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
CAS
355-25-9
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
SMS_ID
100000128614
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
EPA CompTox
DTXSID5059876
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
FDA UNII
SE4TWR0K2C
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
CHEBI
134964
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
ECHA (EC/EINECS)
206-580-3
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
EVMPD
SUB35893
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
MESH
C069727
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
WIKIPEDIA
PERFLUOROBUTANE
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
NCI_THESAURUS
C76636
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
HSDB
7868
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
USAN
QQ-83
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
INN
8465
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
DRUG BANK
DB12821
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104979
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
MESH
C108042
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
DRUG CENTRAL
3999
Created by admin on Fri Dec 15 16:22:19 GMT 2023 , Edited by admin on Fri Dec 15 16:22:19 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY