2,2-Oxybis(1,1,1-trifluoroethane) or Bis(2,2,2-trifluoroethyl) ether
CAS Number
333-36-8Y
PubChem CID
9528
DrugBank
DB08969N
ChemSpider
9155N
UNII
9Z467FG2YK
CompTox Dashboard (EPA)
DTXSID5046516
ECHA InfoCard
100.155.160
Chemical and physical data
Formula
C4H4F6O
Molar mass
182.065 g·mol−1
3D model (JSmol)
Interactive image
Density
1.404 g/cm3 g/cm3
Boiling point
62 to 63 °C (144 to 145 °F)
SMILES
C(C(F)(F)F)OCC(F)(F)F
InChI
InChI=1S/C4H4F6O/c5-3(6,7)1-11-2-4(8,9)10/h1-2H2N
Key:KGPPDNUWZNWPSI-UHFFFAOYSA-NN
NY (what is this?)(verify)
Flurothyl (Indoklon) (IUPAC names: 1,1,1-trifluoro-2-(2,2,2-trifluoroethoxy)ethane or bis(2,2,2-trifluoroethyl) ether) is a volatile liquid drug from the halogenated ether family, related to inhaled anaesthetic agents such as diethyl ether, but having the opposite effects, acting as a stimulant and convulsant.[1] A clear and stable liquid, it has a mild ethereal odor whose vapors are non-flammable. It is excreted from the body by the lungs in an unchanged state.[2][3][4]
Several compounds related to the halogenated ether anesthetics have similar convulsant effects rather than producing sedation, and this has been helpful in studying the mechanism of action of these drugs.[5][6][7]
Currently, the main uses of flurothyl are:
Scientific research for inducing seizures in laboratory animals[8]
As an additive in lithium-ion batteries[9]
^Rose L, Watson A (July 1967). "Flurothyl (Indoklon). Experience with an inhalational convulsant agent". Anaesthesia. 22 (3): 425–34. doi:10.1111/j.1365-2044.1967.tb02765.x. PMID 4951597. S2CID 5714209.
^Karliner W, Padula LJ (1962). "Further clinical studies of hexafluorodiethyl ether convulsive treatments". Journal of Neuropsychiatry. 3: 159–62. PMID 14453985.
^Speers L, Neeley AH (February 1963). "The synthesis, chemical and physical properties of Indoklon". Journal of Neuropsychiatry. 4: 153–6. PMID 13989984.
^Krantz JC, Loecher CK (1967). "Anesthesia LXX: effect of inert fluorinated agents on fluroxene and flurothyl". Anesthesia and Analgesia. 46 (3): 271–4. doi:10.1213/00000539-196705000-00001. PMID 4381591. S2CID 36367759.
^Koblin DD, Chortkoff BS, Laster MJ, Eger EI, Halsey MJ, Ionescu P (December 1994). "Polyhalogenated and perfluorinated compounds that disobey the Meyer-Overton hypothesis". Anesthesia and Analgesia. 79 (6): 1043–8. doi:10.1213/00000539-199412000-00004. PMID 7978424.
^Koblin DD, Laster MJ, Ionescu P, Gong D, Eger EI, Halsey MJ, Hudlicky T (May 1999). "Polyhalogenated methyl ethyl ethers: solubilities and anesthetic properties". Anesthesia and Analgesia. 88 (5): 1161–7. doi:10.1213/00000539-199905000-00036. PMID 10320188.
^Eger EI, Halsey MJ, Harris RA, Koblin DD, Pohorille A, Sewell JC, et al. (June 1999). "Hypothesis: volatile anesthetics produce immobility by acting on two sites approximately five carbon atoms apart". Anesthesia and Analgesia. 88 (6): 1395–400. doi:10.1213/00000539-199906000-00036. PMID 10357351.
^Hashimoto Y, Araki H, Suemaru K, Gomita Y (May 2006). "Effects of drugs acting on the GABA-benzodiazepine receptor complex on flurothyl-induced seizures in Mongolian gerbils". European Journal of Pharmacology. 536 (3): 241–7. doi:10.1016/j.ejphar.2006.02.036. PMID 16581068.
^(76) Jiang, L. L.; Yan, C.; Yao, Y. X.; Cai, W.; Huang, J. Q.; Zhang, Q. Inhibiting Solvent Cointercalation in a Graphite Anode by a Localized High-Concentration Electrolyte in Fast-Charging Batteries. Angew. Chem., Int. Ed. 2021, 60, 3402−3406.
Flurothyl (Indoklon) (IUPAC names: 1,1,1-trifluoro-2-(2,2,2-trifluoroethoxy)ethane or bis(2,2,2-trifluoroethyl) ether) is a volatile liquid drug from...
like flurothyl were clinically effective as electric convulsions with lesser side effects on memory retention. Therefore, considering flurothyl induced...
convulsant flurothyl. It is the structural isomer of flurothyl. Unlike flurothyl, however, isoflurothyl is a general anesthetic. Convulsant Flurothyl Sevoflurane...
nerve membrane compression). Also, some halogenated ethers (such as flurothyl) also possess this "anti-anaesthetic" effect, providing further evidence...
The molecular formula C4H4F6O may refer to: Flurothyl, a volatile liquid drug from the halogenated ether family Isoflurothyl, a fluorinated ether related...
after repeated seizures is associated with alteration in the severity of flurothyl induced seizures in C57BL/6J mice that are not present in DBA/2J mice...