Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H4F6O |
| Molecular Weight | 182.0644 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
FC(F)(F)COCC(F)(F)F
InChI
InChIKey=KGPPDNUWZNWPSI-UHFFFAOYSA-N
InChI=1S/C4H4F6O/c5-3(6,7)1-11-2-4(8,9)10/h1-2H2
| Molecular Formula | C4H4F6O |
| Molecular Weight | 182.0644 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/25029329 | https://www.ncbi.nlm.nih.gov/pubmed/4379572 | https://www.ncbi.nlm.nih.gov/pubmed/28373025
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/25029329 | https://www.ncbi.nlm.nih.gov/pubmed/4379572 | https://www.ncbi.nlm.nih.gov/pubmed/28373025
Flurothyl (bis-2,2,2-trifluoroethyl ether) is a volatile convulsant acting as a GABAA antagonist that was extensively used historically to induce seizures in severely depressed patients as an alternative to electroconvulsive shock therapy. The main current use of flurothyl is in scientific research for inducing seizures in laboratory animals. Flurothyl is used to induce seizures in immature rats. Flurothyl is a potent and rapidly acting central nervous system stimulant that produces seizures within minutes of exposure. It has been previously demonstrated that flurothyl seizures during the first days and weeks of life in rats result in several morphological and behavioral changes. Mortality after acute flurothyl exposure is low.
CNS Activity
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| FDA-approved drugs and other compounds tested as inhibitors of human glutathione transferase P1-1. | 2013-09-05 |
|
| In vivo experimental models of epilepsy. | 2010-12-01 |
|
| Brain energy metabolism during experimental neonatal seizures. | 2010-12 |
|
| Effects of intra-uterine and early extra-uterine malnutrition on seizure threshold and hippocampal morphometry of pup rats. | 2010-12 |
|
| Effect of cross-fostering on seizures in adult male offspring of methamphetamine-treated rat mothers. | 2010-10 |
|
| The ketogenic diet reverses gene expression patterns and reduces reactive oxygen species levels when used as an adjuvant therapy for glioma. | 2010-09-10 |
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| Interictal spikes in developing rats cause long-standing cognitive deficits. | 2010-09 |
|
| Increased seizure susceptibility and up-regulation of nNOS expression in hippocampus following recurrent early-life seizures in rats. | 2010-06 |
|
| Effects of early malnutrition, isolation and seizures on memory and spatial learning in the developing rat. | 2010-06 |
|
| Dynamic pattern of gene expression of ZnT-1, ZnT-3 and PRG-1 in rat brain following flurothyl-induced recurrent neonatal seizures. | 2010-05-04 |
|
| Recurrent neonatal seizures result in long-term increases in neuronal network excitability in the rat neocortex. | 2010-04 |
|
| [Effects of neonatal recurrent seizures on glucocorticoid receptor expression in the rat brain]. | 2010-01 |
|
| Long-term suppression of GABAergic activity by neonatal seizures in rat somatosensory cortex. | 2009-12 |
|
| Analysis of flurothyl-induced myoclonus in inbred strains of mice. | 2009-12 |
|
| Recurrent seizures induce a reversible impairment in a spatial hidden goal task. | 2009-09 |
|
| Effect of age on cognitive sequelae following early life seizures in rats. | 2009-08 |
|
| Early life seizures cause long-standing impairment of the hippocampal map. | 2009-06 |
|
| A KCNQ channel opener for experimental neonatal seizures and status epilepticus. | 2009-03 |
|
| ZnT-1, ZnT-3, CaMK II, PRG-1 expressions in hippocampus following neonatal seizure-induced cognitive deficit in rats. | 2009-02-10 |
|
| Dissociation of seizure traits in inbred strains of mice using the flurothyl kindling model of epileptogenesis. | 2009-01 |
|
| Characterization of osteopontin expression and function after status epilepticus. | 2008-10 |
|
| [Short-term effects of recurrent neonatal seizures on gamma-aminobutyric acid A receptor alpha1 and beta2 subunit expression in the rat brain]. | 2008-06 |
|
| GABA(A) receptors in normal development and seizures: friends or foes? | 2008-03 |
|
| Does prenatal methamphetamine exposure affect seizure susceptibility in adult rats with acute administration of the same drug? | 2008-01 |
|
| The voltage-gated sodium channel Scn8a is a genetic modifier of severe myoclonic epilepsy of infancy. | 2007-12-01 |
|
| Impaired single cell firing and long-term potentiation parallels memory impairment following recurrent seizures. | 2007-06 |
|
| Intraventricular administration of gabapentin in the rat increases flurothyl seizure threshold. | 2007-05-07 |
|
| Rats bred for susceptibility to depression-like phenotypes have higher kainic acid-induced seizure mortality than their depression-resistant counterparts. | 2007-05 |
|
| Effect of interictal spikes on single-cell firing patterns in the hippocampus. | 2007-04 |
|
| [Long-term effects of recurrent seizures in neonate period on gamma-aminobutyric acid A receptor alpha1 and beta2 subunits expression in adult brain: experiment with rats]. | 2007-01-23 |
|
| Irradiation exacerbates cortical cytopathology in the Eker rat model of tuberous sclerosis complex, but does not induce hyperexcitability. | 2007-01 |
|
| Recurrent seizures and the molecular maturation of hippocampal and neocortical glutamatergic synapses. | 2007 |
|
| [Long-term effects of neonatal recurrent seizures on gamma-aminobutyric acid A receptor alpha1 and gamma2 subunit expressions in the rat brain]. | 2006-12-18 |
|
| [Effects of neonatal recurrent seizures on gamma-aminobutyric acid B1 receptor expression in the rat brain]. | 2006-10 |
|
| Sex-specific control of flurothyl-induced tonic-clonic seizures by the substantia nigra pars reticulata during development. | 2006-09 |
|
| Effects of drugs acting on the GABA-benzodiazepine receptor complex on flurothyl-induced seizures in Mongolian gerbils. | 2006-05-01 |
|
| [Expression and significance of caspase-1, IL-18 and IL-1beta in the hippocampus of the developing recurrent seizures rats]. | 2006-05 |
|
| [Role of caspase-1 and cytokines activated by caspase-1 in brain injury of the developing rats following recurrent seizures]. | 2006-04 |
|
| The effects of chronic norepinephrine transporter inactivation on seizure susceptibility in mice. | 2006-04 |
|
| Selective impairment of GABAergic synaptic transmission in the flurothyl model of neonatal seizures. | 2006-03 |
|
| Cyclooxygenase-2 expression and effect of celecoxib in flurothyl-induced neonatal seizure. | 2006-02 |
|
| Regional neural activity within the substantia nigra during peri-ictal flurothyl generalized seizure stages. | 2005-12 |
|
| Reduced anticonvulsant efficacy of valproic acid in dopamine beta-hydroxylase knockout mice. | 2005-06 |
|
| Contradicting a unitary theory of general anesthetic action: a history of three compounds from 1901 to 2001. | 2003-07 |
|
| Rat strain minimally influences anesthetic and convulsant requirements of inhaled compounds in rats. | 1998-10 |
|
| Chronic carbamazepine treatment in the rat: efficacy, toxicity, and effect on plasma and tissue folate concentrations. | 1989-03-01 |
|
| Administration of aspartame potentiates pentylenetetrazole- and fluorothyl-induced seizures in mice. | 1988-01 |
|
| Flurothyl seizure thresholds in mice treated neonatally with a single injection of monosodium glutamate (MSG): evaluation of experimental parameters in flurothyl seizure testing. | 1987-10 |
|
| Effect of prostaglandin synthetase inhibitors on experimentally induced convulsions in rats. | 1984 |
|
| Paradoxical effects of d-amphetamine upon seizure susceptibility in 2 selectively bred lines of mice. | 1980-01 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:49:44 GMT 2025
by
admin
on
Mon Mar 31 17:49:44 GMT 2025
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| Record UNII |
9Z467FG2YK
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| Record Status |
Validated (UNII)
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C47795
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1337
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9Z467FG2YK
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100000080932
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9528
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D005481
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760127
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C76624
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CHEMBL477874
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m5501
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