{"ATC Code":["N - Nervous system","N01 - Anesthetics","N01A - Anesthetics, general","N01AB - Halogenated hydrocarbons","N01AB04 - Enflurane","QN - Nervous system","QN01 - Anesthetics","QN01A - Anesthetics, general","QN01AB - Halogenated hydrocarbons","QN01AB04 - Enflurane"],"Absorption, Distribution and Excretion":"Enflurane is rapidly absorbed into the circulation through the lungs. The minimum alveolar concentration is oxygen is 1.68%.","Adverse Effects":"Neurotoxin - Acute solvent syndrome","Aliases":["Methylflurether","2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane","Efrane","Ethrane","2-Chloro-1,1,2-trifluoroethyl difluoromethyl ether","Alyrane","Compound 347","Anesthetic 347","Anesthetic Compound No. 347","OHIO 347","Enflurano","Ethane, 2-chloro-1-(difluoromethoxy)-1,1,2-trifluoro-","Enfluranum","NSC-115944","C 347","Ether, 2-chloro-1,1,2-trifluoroethyl difluoromethyl","Dtxcid30562","CHEBI:4792","NSC115944","N01AB04","(2RS)-2-Chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane","237-553-4","C3H2ClF5O","Mfcd00069095","R-E-235CA2","Ncgc00167422-01","2-chloro-1-(difluoromethoxy)-1,1,2-trifluoro-ethane","Cas-13838-16-9","1-(difluoromethoxy)-2-chloro-1,1,2-trifluoroethane","Einecs 237-553-4","Brn 1903921","HSDB 7909","Wln: gyfxffoyff","4-Chloro-1H,4H-perfluoro(2-oxabutane)","CHEMBL1257","Schembl61712","GTPL7175","orb1306946","orb1940590","Ethane, 2-chloro-1-(difluoromethoxy)-1,1,2-trifluoro-, (+-)-","Tox21_112426","Tox21_200166","SBB090215","Akos015853043","DB00228","FE29162","Ether,1,2-trifluoroethyl difluoromethyl","Ncgc00167422-02","Ncgc00257720-01","AS-69470","SY062224","DB-042426","NS00005449","ST51041446","C07516","D00543","D83877","En300-123045","Sbi-0654084.0001","T19658","2-Chloro-1,2-trifluoroethyl difluoromethyl ether","2-Chloro-1-(difluoromethoxy)-1,2-trifluoroethane","F004530","Sr-01000944966","2-Chloro-1,1,2-difluoroethane, 1-difluoromethoxy-","Sr-01000944966-1","Brd-a51831848-001-01-7","Z1255360592","2-Chloro-1,1,2-trifluoroethyl difluoromethyl ether, AldrichCPR"],"Associated Disorders and Diseases":"Asthma, occupational [Category: Airway Disease]","Biological Half-Life":"Rats exposed to enflurane (100 ppm) ... in a closed all glass-system eliminated /enflurane/ from the atmosphere of the system with a half-life of 6.84 hr... .  24 hr-fasting had no influence on /the elimination half-life/. ... Pretreatment with diethyl maleate (1 mL/kg ip), dimethylsulfoxide (DMSO, 1 g/kg ip) or dithiocarb (100 mg/kg ip) prolonged the elimination half-life... .  An accelerated metabolic elimination was only observed in DDT-pretreated rats exposed to enflurane; other inducers of the microsomal mixed-function oxidase system like phenobarbital or rifampicine had no significant influence on the in vivo metabolism ...","Boiling Point":"134 °","CAS":"13838-16-9","Chemical Classes":"Other Uses -\u003e Waste Anesthetic Gases","ChemicalClasses":["ether"],"Chirality":"racemic","Color/Form":"Clear, colorless liquid","DTXSID":"1020562","Decomposition":"Hazardous decomposition products formed under fire conditions. - Carbon oxides, hydrogen chloride gas, hydrogen fluoride.","Density":"1.52 at 77 °F (NIOSH, 2024) - Denser than water; will sink g/cm\u003csup\u003e3\u003c/sup\u003e","Drug Classes":["Breast Feeding","Lactation","Anesthetics, Inhalation"],"Drug Indication":"Enflurane may be used for both the induction and maintenance of general anesthesia. It can also be used to induce analgesia for vaginal delivery. Low concentrations of enflurane can also be used as an adjunct to general anesthetic drugs during delivery by Cesarean section.","Drug Warnings":"A patient developed fever and acute hepatitis shortly after enflurane anesthesia. Other causes of postoperative hepatitis were excluded. Cross-sensitization with halothane may have occurred, and the enflurane hepatitis may have been aggravated by halothane hepatitis.","EliminationHalfLife":"","Erowid Experience Reports":[],"Esters":[],"European Community (EC) Number":"237-553-4","FDA Pharmacological Classification":[{"Name":"FDA UNII","ReferenceNumber":25,"Value":{"StringWithMarkup":[{"String":"91I69L5AY5"}]}},{"Name":"Active Moiety","ReferenceNumber":25,"Value":{"StringWithMarkup":[{"String":"ENFLURANE"}]}},{"Name":"Pharmacological Classes","ReferenceNumber":25,"Value":{"StringWithMarkup":[{"String":"Physiologic Effects [PE] - General Anesthesia"}]}},{"Name":"Pharmacological Classes","ReferenceNumber":25,"Value":{"StringWithMarkup":[{"String":"Established Pharmacologic Class [EPC] - General Anesthetic"}]}},{"Name":"FDA Pharmacology Summary","ReferenceNumber":25,"Value":{"StringWithMarkup":[{"Markup":[{"Extra":"CID-3226","Length":9,"Start":0,"Type":"PubChem Internal Link","URL":"https://pubchem.ncbi.nlm.nih.gov/compound/Enflurane"},{"Extra":"CID-3226","Length":9,"Start":61,"Type":"PubChem Internal Link","URL":"https://pubchem.ncbi.nlm.nih.gov/compound/enflurane"}],"String":"Enflurane is a General Anesthetic. The physiologic effect of enflurane is by means of General Anesthesia."}]}}],"Formating":[],"HMDB ID":"HMDB0014373","HeavyAtomCount":10,"Human Drugs":"Breast Feeding; Lactation; Anesthetics, Inhalation","IUPACName":"2-chloro-1-(difluoromethoxy)-1,1,2-trifluoroethane","InChI":"InChI=1S/C3H2ClF5O/c4-1(5)3(8,9)10-2(6)7/h1-2H","InChIKey":"JPGQOUSTVILISH-UHFFFAOYSA-N","Interactions":"... Twenty-four, one-year-old male, Fischer 344 rats were assigned randomly to four anesthetic exposure groups. Groups 1 and 2 were controls exposed only to halothane and enflurane, respectively. Group 3 was exposed for 1 hr to 0.3% halothane, followed by 2 hr of 1% enflurane. Group 4 was exposed for 1 hr to 1% halothane and then to 2 hr of 1% enflurane. Blood samples were taken prior to, immediately following, and 1, 24, and 48 hr after anesthetic exposure. Serum was assayed for inorganic fluoride (F-), SGOT and SGPT. Twenty-four-hour urinary collections were assayed for F excretion. Group 1 rats exposed to halothane alone had the lowest peak mean serum F- (5.0 uM). Group 2 rats exposed to enflurane alone had the highest serum F concentration 4 hr after anesthesia (18.7 uM). Peak serum F in Group 3 rats (9.5 uM) was significantly lower than in Group 2 rats (enflurane control). In Group 4 rats, serum F- was not significantly different from Group 1 rats (halothane control) at any time. In the first 24 hr after anesthetic exposure, urinary F- excretion in Groups 2 and 3 was significantly higher than in Groups 1 and 4. This study demonstrated that prior exposure to halothane reduced the metabolism of enflurane; previous work suggested that this was due to an interaction of halothane with hepatic cytochrome P-450.","MeSH Headers":[{"Id":"M0007446","Link":"https://id.nlm.nih.gov/mesh/M0007446.html","Name":"Enflurane","Ref":61},{"Id":"M0351796","Link":"https://id.nlm.nih.gov/mesh/M0351796.html","Name":"Ethrane","Ref":63},{"Id":"M0485305","Link":"https://id.nlm.nih.gov/mesh/M0485305.html","Name":"Alyrane","Ref":64},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":65},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":89},{"Id":"M0027998","Link":"https://id.nlm.nih.gov/mesh/M0027998.html","Name":"Anesthetics, Inhalation","Ref":90}],"MeSH Pharmacological Classification":[{"Id":"M0027998","Link":"https://id.nlm.nih.gov/mesh/M0027998.html","Name":"Anesthetics, Inhalation","Ref":90}],"Mechanism of Action":"The mechanism of action of enflurane is not completely established. Studies on rats indicate that enflurane binds to GABAA and glycine receptors, causing depressant effects at the ventral neural horn. It has been reported that 30% of the central nervous system depressant effects on the spinal cord after enflurane is administered are caused by the (GABA-A) receptor while binding to glycine receptors is responsible for about 20 % of the depressant effects.  The relevance of these findings to humans is unknown. Other studies have found that enflurane binds to the calcium channels in the cardiac sarcoplasmic reticulum causing cardio depressant effects. Other studies support that this drug potentiates glycine receptors, which results in central nervous system depressant effects.","Metabolism/Metabolites":"Enflurane is metabolized by the CYP2E1 enzyme in the liver to produce inorganic fluoride ions, the major metabolite of enflurane metabolism. One reference indicates that enflurane is only 2-5% eliminated after oxidative metabolism in the liver, however more recent evidence suggests that about 9% is eliminated via hepatic oxidation.","MolecularFormula":"C\u003csub\u003e3\u003c/sub\u003eH\u003csub\u003e2\u003c/sub\u003eClF\u003csub\u003e5\u003c/sub\u003eO","MolecularWeight":"184.49 g/mol","Non-Human Toxicity Values":"LD50 Rat oral 5450 mg/kg","Odor":"Mild, sweet odor","Opticalactivity":"( + / - )","Pharmacodynamics":"Enflurane rapidly induces anesthesia via the stimulation of inhibitory neural channels and the inhibition of excitatory neural channels. Muscle relaxation, obtundation of pharyngeal and laryngeal reflexes, and lowering of blood pressure are some of the main pharmacodynamic effects of this drug. Enflurane also decreases cardiac muscle contractility.    High concentrations of enflurane may lead to uterine relaxation and increase the risk of uterine bleeding during delivery.  Rare but clinically significant elevations in ALT may indicate hepatoxicity from the use of enflurane. In some susceptible patients, enflurane may cause malignant hyperthermia.","Physical Description":"Enflurane (Ethrane, 2-chloro-1,1,2-trifluoroethyldifluoromethyl ether) is a nonflammable halogenated hydrocarbon that exists as a clear, colorless, odorless to sweet, volatile liquid at ordinary temperature and pressure. Bp: 56.8 °C. Density 1.50 g cm-3 at room temperature. Used as an anesthetic.","PubChemId":3226,"PubChemTitle":"Enflurane","Record Description":["LiverTox|CNS|Anesthetic|Halogenated, volatile"],"Records":{"UNII":{"Impurities":[]}},"Reddit Experience Reports":[],"RefChem":"55092","RefCount":4,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Enflurane","Name":"Enflurane","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q416740","Name":"Enflurane","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/DB00228","Name":"Enflurane","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/3226","Name":"Enflurane","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=13838-16-9","Name":"Enflurane","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0014373","Name":"Enflurane","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C07516","Name":"Enflurane","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/91I69L5AY5","Name":"Enflurane","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID1020562","Name":"Enflurane","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 3226, Enflurane. Accessed August 24, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/3226\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/3226\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Enflurane. UNII: 91I69L5AY5. Global Substance Registration System. Accessed August 24, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/91I69L5AY5\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/91I69L5AY5\u003c/a\u003e","Anvisa. RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. March 31, 2023. Accessed August 24, 2026. \u003ca href=https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992\u003ehttps://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992\u003c/a\u003e"],"SMILES":"C(C(OC(F)F)(F)F)(F)Cl","SaltData":[],"Salts":[],"Scheduling":[{"gov":"Brazil","ref":["3"],"schedule":"C1 substance"}],"Solubility":"Low (NIOSH, 2024)","StereoisomerData":[{"ChemicalClasses":["ether"],"SMILES":"FC(F)OC(F)(F)[C@H](F)Cl","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 69.986 44.313\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#90e050\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".8\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h70v45H0z\"/\u003e\u003cg 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d=\"M15.196 36.945v-5.512\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(R)-Enflurane"},{"ChemicalClasses":["ether"],"SMILES":"FC(F)OC(F)(F)[C@@H](F)Cl","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 69.986 44.313\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#90e050\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".8\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h70v45H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M65.165 24.29 54.791 18.3M54.791 18.3V6.247M54.791 18.3l-9.59 5.537M37.984 23.837l-9.59-5.537M28.394 18.3l7.33-8.735M28.394 18.3l-8.105-9.659M28.394 18.3l-13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m14.996 26.267.4-.693M12.629 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class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Title":"(S)-Enflurane"}],"StereoisomerType":"enantiomer","Stereoisomers":["(R)-Enflurane","(S)-Enflurane"],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 69.986 44.313\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#90e050\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".8\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h70v45H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"M54.791 25.92 41.592 18.3M41.592 18.3l-9.59 5.537M24.786 23.837l-9.59-5.537M15.196 18.3 4.698 24.361M15.196 18.3V6.247M41.592 18.3l7.33-8.735M41.592 18.3l-8.105-9.659M54.791 25.92l10.374-5.99M54.791 25.92v11.025\" class=\"bond\"/\u003e\u003cpath fill=\"#ff0d0d\" stroke=\"none\" d=\"M28.397 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0-1.208.649-1.899.655-.696 1.792-.696.447 0 .84.119.398.119.75.357m1.02-.595h.613v5.209h-.613z\" class=\"atom\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m32.002 23.837 4.795-2.768M24.786 23.837l-4.795-2.768\" class=\"hi\"/\u003e\u003cpath stroke=\"#90e050\" d=\"m4.698 24.361 5.249-3.03M15.196 6.247v6.027M48.922 9.565l-3.665 4.368M33.487 8.641l4.053 4.83M65.165 19.93l-5.187 2.995\" class=\"hi\"/\u003e\u003cpath stroke=\"#1ff01f\" d=\"M54.791 36.945v-5.512\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Therapeutic Uses":"Anesthetics, Inhalation","Title":"Enflurane","Toxicity Data":"LC50 (rat) = 14,000 ppm/3h","UNII":"91I69L5AY5","Wikidata":"Q416740","Wikipedia":"Enflurane","XLogP":2.1}