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Flurothyl information


Flurothyl
Clinical data
Other namesHexafluorodiethyl ether
ATC code
  • None
Identifiers
IUPAC name
  • 2,2-Oxybis(1,1,1-trifluoroethane)
    or
    Bis(2,2,2-trifluoroethyl) ether
CAS Number
  • 333-36-8 checkY
PubChem CID
  • 9528
DrugBank
  • DB08969 ☒N
ChemSpider
  • 9155 ☒N
UNII
  • 9Z467FG2YK
CompTox Dashboard (EPA)
  • DTXSID5046516 Edit this at Wikidata
ECHA InfoCard100.155.160 Edit this at Wikidata
Chemical and physical data
FormulaC4H4F6O
Molar mass182.065 g·mol−1
3D model (JSmol)
  • Interactive image
Density1.404 g/cm3 g/cm3
Boiling point62 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/h1-2H2 ☒N
  • Key:KGPPDNUWZNWPSI-UHFFFAOYSA-N ☒N
 ☒NcheckY (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]
  1. ^ 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.
  2. ^ Karliner W, Padula LJ (1962). "Further clinical studies of hexafluorodiethyl ether convulsive treatments". Journal of Neuropsychiatry. 3: 159–62. PMID 14453985.
  3. ^ Speers L, Neeley AH (February 1963). "The synthesis, chemical and physical properties of Indoklon". Journal of Neuropsychiatry. 4: 153–6. PMID 13989984.
  4. ^ 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.
  5. ^ 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.
  6. ^ 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.
  7. ^ 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.
  8. ^ 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.
  9. ^ (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.

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