Page last updated: 2024-12-06

perfluorohexanesulfonic acid

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Description

Perfluorohexanesulfonic acid (PFHxS) is a perfluorinated sulfonic acid (PFSA) with a molecular formula of C6F13SO3H. It is a colorless, odorless, and highly stable compound. PFHxS is commonly used in various industrial applications, including the production of fluoropolymers, surfactants, and fire retardants. It is also a significant contaminant found in the environment and human tissues.

The synthesis of PFHxS typically involves the fluorination of hexanesulfonic acid using a strong fluorinating agent like fluorine gas or elemental fluorine. This reaction replaces all hydrogen atoms with fluorine atoms, resulting in the highly fluorinated PFHxS molecule.

PFHxS exhibits significant environmental persistence and bioaccumulation. It can persist in the environment for extended periods, with its half-life in water estimated to be several years. Its bioaccumulation potential arises from its high lipid solubility and resistance to biodegradation.

PFHxS has been linked to various adverse health effects, including developmental problems, immune system suppression, and liver toxicity. Studies have shown that PFHxS can accumulate in human tissues, particularly the liver and blood.

Due to its widespread use, environmental persistence, and potential health risks, PFHxS has become a subject of extensive research. Scientists are investigating its environmental fate and transport, its effects on human health, and its potential for remediation.

The study of PFHxS is crucial for understanding its impact on human health and the environment. The information gained from research can be used to develop strategies for mitigating PFHxS contamination and promoting the safe use of PFSA-based products.'

perfluorohexanesulfonic acid : A perfluoroalkanesulfonic acid that is hexane-1-sulfonic acid in which all thirteen of the hydrogens that are attached to carbons have been replaced by fluorines. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID67734
CHEMBL ID1906987
CHEBI ID132448
SCHEMBL ID332726
MeSH IDM0445675

Synonyms (30)

Synonym
perfluorohexanesulfonic acid
355-46-4
tridecafluorohexane-1-sulfonic acid
CHEBI:132448
perfluorohexane sulfonic acid
perfluorohexane-1-sulfonic acid
1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane-1-sulfonic acid
hsdb 8274
einecs 206-587-1
unii-zu6y1e592s
perfluorohexane-1-sulphonic acid
1-hexanesulfonic acid, 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluoro-
pfhxs
zu6y1e592s ,
AKOS016005064
SCHEMBL332726
CS-B0907
CHEMBL1906987
1-perfluorohexanesulfonic acid
1-hexanesulfonic acid, tridecafluoro-
tridecafluorohexanesulfonic acid
DTXSID7040150 ,
Q26833878
perfluorohexanesulfonic acid 50 microg/ml in methanol/water
perfluorohexanesulphonic acid
mfcd00042453
AMY7161
perfluorohexanesulfonic acid 100 microg/ml in acetonitrile
1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane-1-sulfonicacid
PD167508

Research Excerpts

Overview

Perfluorohexanesulfonic acid (PFHxS) is a short-chain perfluoroalkyl substance. It is widely used to replace the banned perfluorooctanesulfonics acid ( PFOS) in different industrial and household products.

ExcerptReferenceRelevance
"Perfluorohexanesulfonic acid (PFHxS) is a short-chain perfluoroalkyl substance widely used to replace the banned perfluorooctanesulfonic acid (PFOS) in different industrial and household products. "( Perfluorohexanesulfonic acid (PFHxS) induces oxidative stress and causes developmental toxicities in zebrafish embryos.
Tse, WKF; Ulhaq, ZS, 2023
)
3.8
"Perfluorohexanesulfonic acid (PFHxS) is a short-chain perfluoroalkyl substance widely used to replace the banned perfluorooctanesulfonic acid (PFOS) in various industrial and household products. "( Insights from metabolomics and transcriptomics studies on Perfluorohexanesulfonic acid (PFHxS) exposed zebrafish embryos.
Boncan, DAT; Chan, TF; Tse, WKF; Ulhaq, ZS, 2023
)
2.6

Pharmacokinetics

ExcerptReferenceRelevance
" The human geometric mean serum PFHxS elimination half-life has been estimated to be 2665days."( Comparative pharmacokinetics of perfluorohexanesulfonate (PFHxS) in rats, mice, and monkeys.
Bergman, Å; Butenhoff, JL; Chang, SC; Ehresman, DJ; Gorman, GS; Hart, JA; Noker, PE; Sundström, M, 2012
)
0.38
" In this study, we aimed to (i) develop a two-generation pharmacokinetic model of prenatal and postnatal exposure to perfluorooctanoic acid (PFOA), perfluorooctanesulfonate (PFOS), and perfluorohexanesulfonate (PFHxS); and to (ii) evaluate it against measured children's levels in two studies."( A Simple Pharmacokinetic Model of Prenatal and Postnatal Exposure to Perfluoroalkyl Substances (PFASs).
Fromme, H; Granum, B; Jensen, ET; Longnecker, MP; Ngueta, G; Nygaard, UC; Verner, MA; Völkel, W, 2016
)
0.43
" In this study, we reconstruct the past human exposure trends in two different regions, USA and Australia, by inferring the historical intake from cross-sectional biomonitoring data of PFOS, PFOA and PFHxS using a population-based pharmacokinetic model."( Historical human exposure to perfluoroalkyl acids in the United States and Australia reconstructed from biomonitoring data using population-based pharmacokinetic modelling.
Cousins, IT; Gomis, MI; MacLeod, M; Mueller, JF; Vestergren, R, 2017
)
0.46
" Due to these impending issues, the aim of this study is to develop and evaluate a physiologically based pharmacokinetic (PBPK) model for PFHxS in male and female rats, and apply this to a human health risk assessment."( Sex-specific risk assessment of PFHxS using a physiologically based pharmacokinetic model.
Cho, HY; Kim, SJ; Lee, YB; Shin, H, 2018
)
0.48

Dosage Studied

ExcerptRelevanceReference
" To evaluate the effects of PFHxS and PFNA, male wild-type and Pparα-null mice were dosed by oral gavage with PFHxS (3 or 10mg/kg/day), PFNA (1 or 3mg/kg/day), or vehicle for 7days, and liver gene expression was evaluated by full-genome microarrays."( PPARα-independent transcriptional targets of perfluoroalkyl acids revealed by transcript profiling.
Abbott, B; Corton, JC; Das, KP; Lau, C; Rooney, J; Rosen, MB, 2017
)
0.46
" To thoroughly investigate PFHxS toxicity in developing rats and to mimic a realistic human exposure situation, we examined a low dose close to human relevant PFHxS exposure, and combined the dose-response studies of PFHxS with a fixed dose of 12 environmentally relevant endocrine disrupting chemicals (EDmix)."( Perfluorohexane Sulfonate (PFHxS) and a Mixture of Endocrine Disrupters Reduce Thyroxine Levels and Cause Antiandrogenic Effects in Rats.
Axelstad, M; Boberg, J; Christiansen, S; Hass, U; Nielsen, F; Ramhøj, L; Scholze, M, 2018
)
0.48
" Effects from PFOS exposures that did not follow a standard dose-response curve were reduced gonadosomatic index in adult males (at 44 µg/L) and reduced fecundity in females (at 140 µg/L)."( Sensitivity and Accumulation of Perfluorooctanesulfonate and Perfluorohexanesulfonic Acid in Fathead Minnows (Pimephales promelas) Exposed over Critical Life Stages of Reproduction and Development.
Ayers, J; Chanov, MK; Field, J; Rewerts, J; Salice, CJ; Suski, JG, 2021
)
0.86
" The dose-response relationships revealed an increasing trend for ACS risk with PFOA and PFOS and decreasing trend for perfluorohexane sulfonic acid (PFHxS) and perfluorodecanoic acid (PFDA)."( Association of exposure to perfluoroalkyl substances and risk of the acute coronary syndrome: A case-control study in Shijiazhuang Hebei Province.
An, Z; Chen, J; Guo, H; Li, H; Li, L; Liu, Y; Ma, C; Tan, Z; Wang, L; Xiao, F; Yang, J; Zhang, X, 2023
)
0.91
" This association showed a non-monotonic dose-response curve."( Associations between per- and polyfluoroalkyl substances (PFAS) and diabetes in two population-based cohort studies from Sweden.
Dunder, L; Elmståhl, S; Lind, L; Lind, PM; Salihovic, S, 2023
)
0.91
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
perfluoroalkanesulfonic acidAn organosulfonic acid in which the sulfo group is directly attached to a perfluoroalkyl group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (164)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's16 (9.76)29.6817
2010's100 (60.98)24.3611
2020's48 (29.27)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 39.16

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index39.16 (24.57)
Research Supply Index5.12 (2.92)
Research Growth Index5.26 (4.65)
Search Engine Demand Index55.20 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (39.16)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.61%)5.53%
Reviews2 (1.21%)6.00%
Case Studies0 (0.00%)4.05%
Observational1 (0.61%)0.25%
Other161 (97.58%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]