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 |
|---|---|---|
| Paradoxical effects of d-amphetamine upon seizure susceptibility in 2 selectively bred lines of mice. | 1980 Jan |
|
| Effect of prostaglandin synthetase inhibitors on experimentally induced convulsions in rats. | 1984 |
|
| Flurothyl seizure thresholds in mice treated neonatally with a single injection of monosodium glutamate (MSG): evaluation of experimental parameters in flurothyl seizure testing. | 1987 Oct |
|
| Administration of aspartame potentiates pentylenetetrazole- and fluorothyl-induced seizures in mice. | 1988 Jan |
|
| Chronic carbamazepine treatment in the rat: efficacy, toxicity, and effect on plasma and tissue folate concentrations. | 1989 Mar-Apr |
|
| Rat strain minimally influences anesthetic and convulsant requirements of inhaled compounds in rats. | 1998 Oct |
|
| Contradicting a unitary theory of general anesthetic action: a history of three compounds from 1901 to 2001. | 2003 Jul |
|
| Regional neural activity within the substantia nigra during peri-ictal flurothyl generalized seizure stages. | 2005 Dec |
|
| Reduced anticonvulsant efficacy of valproic acid in dopamine beta-hydroxylase knockout mice. | 2005 Jun |
|
| [Role of caspase-1 and cytokines activated by caspase-1 in brain injury of the developing rats following recurrent seizures]. | 2006 Apr |
|
| The effects of chronic norepinephrine transporter inactivation on seizure susceptibility in mice. | 2006 Apr |
|
| [Long-term effects of neonatal recurrent seizures on gamma-aminobutyric acid A receptor alpha1 and gamma2 subunit expressions in the rat brain]. | 2006 Dec 18 |
|
| Cyclooxygenase-2 expression and effect of celecoxib in flurothyl-induced neonatal seizure. | 2006 Feb |
|
| Selective impairment of GABAergic synaptic transmission in the flurothyl model of neonatal seizures. | 2006 Mar |
|
| [Expression and significance of caspase-1, IL-18 and IL-1beta in the hippocampus of the developing recurrent seizures rats]. | 2006 May |
|
| Effects of drugs acting on the GABA-benzodiazepine receptor complex on flurothyl-induced seizures in Mongolian gerbils. | 2006 May 1 |
|
| [Effects of neonatal recurrent seizures on gamma-aminobutyric acid B1 receptor expression in the rat brain]. | 2006 Oct |
|
| Sex-specific control of flurothyl-induced tonic-clonic seizures by the substantia nigra pars reticulata during development. | 2006 Sep |
|
| Recurrent seizures and the molecular maturation of hippocampal and neocortical glutamatergic synapses. | 2007 |
|
| Effect of interictal spikes on single-cell firing patterns in the hippocampus. | 2007 Apr |
|
| The voltage-gated sodium channel Scn8a is a genetic modifier of severe myoclonic epilepsy of infancy. | 2007 Dec 1 |
|
| Irradiation exacerbates cortical cytopathology in the Eker rat model of tuberous sclerosis complex, but does not induce hyperexcitability. | 2007 Jan |
|
| [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 Jan 23 |
|
| Impaired single cell firing and long-term potentiation parallels memory impairment following recurrent seizures. | 2007 Jun |
|
| Rats bred for susceptibility to depression-like phenotypes have higher kainic acid-induced seizure mortality than their depression-resistant counterparts. | 2007 May |
|
| Intraventricular administration of gabapentin in the rat increases flurothyl seizure threshold. | 2007 May 7 |
|
| Does prenatal methamphetamine exposure affect seizure susceptibility in adult rats with acute administration of the same drug? | 2008 Jan |
|
| [Short-term effects of recurrent neonatal seizures on gamma-aminobutyric acid A receptor alpha1 and beta2 subunit expression in the rat brain]. | 2008 Jun |
|
| GABA(A) receptors in normal development and seizures: friends or foes? | 2008 Mar |
|
| Characterization of osteopontin expression and function after status epilepticus. | 2008 Oct |
|
| Effect of age on cognitive sequelae following early life seizures in rats. | 2009 Aug |
|
| Long-term suppression of GABAergic activity by neonatal seizures in rat somatosensory cortex. | 2009 Dec |
|
| Analysis of flurothyl-induced myoclonus in inbred strains of mice. | 2009 Dec |
|
| ZnT-1, ZnT-3, CaMK II, PRG-1 expressions in hippocampus following neonatal seizure-induced cognitive deficit in rats. | 2009 Feb 10 |
|
| Dissociation of seizure traits in inbred strains of mice using the flurothyl kindling model of epileptogenesis. | 2009 Jan |
|
| Early life seizures cause long-standing impairment of the hippocampal map. | 2009 Jun |
|
| A KCNQ channel opener for experimental neonatal seizures and status epilepticus. | 2009 Mar |
|
| Recurrent seizures induce a reversible impairment in a spatial hidden goal task. | 2009 Sep |
|
| Recurrent neonatal seizures result in long-term increases in neuronal network excitability in the rat neocortex. | 2010 Apr |
|
| Brain energy metabolism during experimental neonatal seizures. | 2010 Dec |
|
| Effects of intra-uterine and early extra-uterine malnutrition on seizure threshold and hippocampal morphometry of pup rats. | 2010 Dec |
|
| In vivo experimental models of epilepsy. | 2010 Dec 1 |
|
| [Effects of neonatal recurrent seizures on glucocorticoid receptor expression in the rat brain]. | 2010 Jan |
|
| Increased seizure susceptibility and up-regulation of nNOS expression in hippocampus following recurrent early-life seizures in rats. | 2010 Jun |
|
| Effects of early malnutrition, isolation and seizures on memory and spatial learning in the developing rat. | 2010 Jun |
|
| Dynamic pattern of gene expression of ZnT-1, ZnT-3 and PRG-1 in rat brain following flurothyl-induced recurrent neonatal seizures. | 2010 May 4 |
|
| Effect of cross-fostering on seizures in adult male offspring of methamphetamine-treated rat mothers. | 2010 Oct |
|
| Interictal spikes in developing rats cause long-standing cognitive deficits. | 2010 Sep |
|
| The ketogenic diet reverses gene expression patterns and reduces reactive oxygen species levels when used as an adjuvant therapy for glioma. | 2010 Sep 10 |
|
| FDA-approved drugs and other compounds tested as inhibitors of human glutathione transferase P1-1. | 2013 Sep 5 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:11:43 UTC 2023
by
admin
on
Fri Dec 15 15:11:43 UTC 2023
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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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DTXSID5046516
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760127
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C76624
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CHEMBL477874
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333-36-8
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DB08969
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m5501
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SUB07750MIG
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FLUROTHYL
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3241
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ACTIVE MOIETY |
