Methohexital

Methohexital or methohexitone (marketed under the brand names Brevital and Brietal) is a drug which is a barbiturate derivative.[1] Side-chain oxidation is the primary means of metabolism involved in the termination of the drug's biological activity.[1] It has been commonly used to induce deep sedation or general anesthesia for surgery and dental procedures.Unlike many other barbiturates, methohexital actually lowers the seizure threshold, a property that makes it particularly useful when anesthesia is provided for an electroconvulsive therapy (ECT).In the final step, reaction of the disubstituted malonic ester with N-methylurea gives methohexital.
Methohexital synthesis
Drugs.comLicense dataDailyMedRoutes ofadministrationIntravenousrectalDrug classBarbiturateATC codeN01AF01N05CA15Legal statusPharmacokineticBioavailabilityMetabolismElimination half-lifeExcretionIUPAC nameCAS NumberIUPHAR/BPSDrugBankChemSpiderChEMBLCompTox DashboardECHA InfoCardFormulaMolar massSMILESsodium thiopentalanestheticsionophoresinhibitorybiological activityanesthesiahospitalelectroconvulsive therapyanesthesiologyGeneralSedationProcedural sedation and analgesiaTwilight anesthesiaContinuous wound infiltrationTopicalNeuraxial blockadeCombined spinal and epidural anaesthesiaEpidural anesthesiaSpinal anaesthesiaNerve blockBrachial plexus blockFascia iliaca blockFemoral nerve blockInferior alveolar nerve blockIntercostal nerve blockInterpleural blockIntravenous regional anesthesiaOccipital nerve blockParacervical blockPudendal nerve blockRetrobulbar blockSciatic nerve blockTransverse abdominis plane blockTotal intravenous anaesthesiaAnticholinergicsAntiemeticsButyrophenonesBenzodiazepinesInhalational anestheticsLocal anestheticsNeuromuscular-blocking drugsOpioidsAirway managementAnesthesia provision in the USBronchoscopyDogliotti's principleIntravenous therapyLaryngoscopyTracheal intubationRapid sequence inductionBlood–gas partition coefficientConcentration effectFink effectMinimum alveolar concentrationSecond gas effectASA physical status classification systemBaricityBispectral indexBody mass indexCapnographyEntropy monitoringFick principleGoldman indexGuedel's classificationIntraoperative neurophysiological monitoringMallampati scoreNeuromuscular monitoringPain scaleThyromental distanceInstrumentsAnaesthetic machineAnesthetic vaporizerArterial catheterBronchial blockerDouble-lumen endobronchial tubeGas cylinderLaryngeal mask airwayLaryngeal tubeMagill forcepsRelative analgesia machineTracheal tubeAllergic reactionsAnesthesia awarenessDrug-induced amnesiaEffects of early-life exposures to anesthesia on the brainEmergence deliriumLocal anesthetic toxicityMalignant hyperthermiaPerioperative mortalityPostanesthetic shiveringPostoperative nausea and vomitingPostoperative residual curarizationCardiothoracicCritical emergency medicineGeriatricIntensive care medicineObstetricOral sedation dentistryPain medicineAnesthesiologistAnesthesiologist assistantNurse anesthetistOperating department practitionersCertified anesthesia technicianCertified anesthesia technologistAnaesthetic technicianPhysicians' assistant (anaesthesia)ACE mixtureHistory of general anesthesiaHistory of neuraxial anesthesiaHistory of tracheal intubationAmerican Association of Nurse AnesthetistsAmerican Society of Anesthesia Technologists & TechniciansAmerican Society of AnesthesiologistsAssociation of Anaesthetists of Great Britain and IrelandRoyal College of AnaesthetistsAssociation of Veterinary AnaesthetistsAustralian and New Zealand College of AnaesthetistsAustralian Society of AnaesthetistsInternational Anesthesia Research SocietyEuropean Society of Anaesthesiology and Intensive CareOutlineGeneral anestheticsInhalationalChloroformCyclopropaneDesfluraneDiethyl etherEnfluraneEthyleneFluroxeneHalothaneIsofluraneMethoxyfluraneMethoxypropaneNitrous oxideSevofluraneTrichloroethyleneVinyl etherPhenolsCiprofolFospropofolPropofolBarbituratesAmobarbitalHexobarbitalNarcobarbitalThiamylalThiopentalThiotetrabarbitalMidazolamDiazepamLorazepamRemimazolamMorphineOxycodoneAnileridineEmbutramideFentanylAlfentanilPhenoperidineRemifentanilSufentanilArylcyclohexylaminesEsketamineKetaminePhencyclidineTiletamineNeuroactive steroidsAlfadoloneAlfaxaloneHydroxydioneEtomidatePropanididWHO-EMWithdrawnClinical trialsHypnoticssedativesAlcoholsChloralodolEthanol (alcohol)DiethylpropanediolEthchlorvynolMethylpentynolTrichloroethanolAllobarbitalAprobarbitalBarbitalButabarbitalButobarbitalCyclobarbitalEthallobarbitalHeptabarbMephobarbitalPentobarbitalPhenallymalPhenobarbitalPropylbarbitalProxibarbalReposalSecobarbitalTalbutalVinbarbitalVinylbitalBrotizolamCinolazepamClimazolamClonazolamDoxefazepamEstazolamFlubromazolamFlunitrazolamFlunitrazepamFlurazepamFlutemazepamFlutoprazepamLoprazolamLormetazepamNimetazepamNitemazepamNitrazepamNitrazolamQuazepamTemazepamTriazolamCarbamatesCarisoprodolEmylcamateEthinamateHexapropymateMeprobamateMethocarbamolPhenprobamateProcymateTybamateImidazolesMetomidatePropoxateMonoureidesAcecarbromalApronal (apronalide)BromisovalCarbromalAcebrocholAllopregnanoloneAlphadoloneAlphaxoloneEltanoloneMinaxoloneProgesteroneNonbenzodiazepinesEszopicloneIndiplonLirequinilNecopidemPazinacloneSaripidemSuprocloneSuricloneZaleplonZolpidemZopiclonePiperidinedionesGlutethimideMethyprylonPyrithyldionePiperidioneQuinazolinonesAfloqualoneCloroqualoneDiproqualoneEtaqualoneMebroqualoneMecloqualoneMethaqualoneMethylmethaqualoneNitromethaqualoneSL-164AcetophenoneAcetylglycinamide chloral hydrateBromideLithium bromidePotassium bromideSodium bromideCentalunChloral betaineChloral hydrateChloraloseClomethiazoleDichloralphenazoneGaboxadolKavalactonesLoreclezoleParaldehydePetrichloralSulfonmethane (sulfonal)TetronalTrionalTriclofosSesquiterpeneIsovaleramideIsovaleric acidValerenic acid1,4-Butanediol4-FluorophenibutAceburic acidBaclofensodium oxybatePhenibutTolibutAntihistaminesCaptodiameCyproheptadineDiphenhydramineDoxylamineHydroxyzineMethapyrilenePerlapinePheniraminePromethazinePropiomazineAntidepressantsSerotonin antagonists and reuptake inhibitorsEtoperidoneNefazodoneTrazodoneTricyclic antidepressantsAmitriptylineDoxepinTrimipramineTetracyclic antidepressantsMianserinMirtazapineAntipsychoticsTypical antipsychoticsChlorpromazineThioridazineAtypical antipsychoticsOlanzapineQuetiapineRisperidoneα2-AdrenergicClonidineDetomidineDexmedetomidineLofexidineMedetomidineRomifidineTizanidineXylazine5-HT2ANiaprazineMelatoninAgomelatineRamelteonTasimelteonOrexinDaridorexantLemborexantSuvorexantα2δ VDCCGabapentinGabapentin enacarbilMirogabalinPregabalinCannabidiolCannabisFenpentadiolMetaglycodolPhenaglycodolEvoxineFenadiazoleGuaifenesinmuscle relaxantsChlorphenesinMephenesinMephenoxaloneMetaxaloneMidaflurPassion flowerScopolamineValnoctamideGABAA receptor positive modulatorsButanolChlorobutanol (cloretone)alcoholic drinkIsobutanolIsopropanolMentholMethanolPentanolPropanoltert-Butanol (2M2P)tert-Pentanol (2M2B)TribromoethanolTrifluoroethanol(-)-DMBBAlphenalBarbexacloneBenzobarbitalBenzylbutylbarbiturateBrallobarbitalBrophebarbitalButabarbital/SecbutabarbitalButalbitalButhalitalButallylonalCarbubarbCrotylbarbitalCyclopentobarbitalDifebarbamateEnallylpropymalEterobarbFebarbamateHeptobarbitalHexethalMetharbitalMethituralMethylphenobarbitalNealbarbitalPhetharbitalPrimidoneProbarbitalPropallylonalProxibarbitalSigmodalSpirobarbitalTetrabamateTetrabarbitalThialbarbitalThiobarbitalThiobutabarbitalValofane2-Oxoquazepam3-HydroxyphenazepamAdinazolamAlprazolamArfendazamAvizafoneBentazepamBretazenilBromazepamBromazolamCamazepamCarburazepamChlordiazepoxideCiclotizolamCinazepamClazolamClobazamClonazepamCloniprazepamClorazepateClotiazepamCloxazolamCP-1414SCyprazepamDelorazepamDemoxepamDiclazepamDimdazenilElfazepamEthyl carfluzepateEthyl dirazepateEthyl loflazepateEtizolamFG-8205FletazepamFlubromazepamFludiazepamFlutazolamFosazepamGidazepamHalazepamHaloxazolamIclazepamImidazenilIrazepineKetazolamLofendazamLopirazepamMeclonazepamMedazepamMenitrazepamMetaclazepamMexazolamMotrazepamN-DesalkylflurazepamNifoxipamNitrazepateNordazepamNortetrazepamOxazepamOxazolamPhenazepamPinazepamPivoxazepamPrazepamPremazepamProflazepamPyrazolamQH-II-66ReclazepamRilmazafoneRipazepamRo48-6791Ro48-8684SH-053-R-CH3-2′FSulazepamTetrazepamTolufazepamTriflubazamTriflunordazepam (Ro5-2904)TuclazepamUldazepamZapizolamZolazepamZomebazamCarisbamateClocentalCyclarbamateFelbamateHydroxyphenamateLorbamateMebutamateNisobamatePentabamateStyramateFlavonoids6-MethylapigeninAmpelopsin (dihydromyricetin)ApigeninBaicaleinBaicalinCatechinHispidulinLuteolinSkullcapWogoninDesmethoxyyangoninKavainMethysticinYangoninAllopregnanolone (brexanolone)3α-AndrostanediolAndrostenolAndrosteroneanabolic-androgenic steroidsCholesterol3α-DHP5α-DHP5β-DHPEtiocholanoloneGanaxoloneORG-20599ORG-21465P1-185PosovolonePregnanolone (eltanolone)RenanoloneSAGE-324TestosteroneZuranoloneCyclopyrrolonesPagocloneImidazopyridinesAlpidemPyrazolopyrimidinesDivaplonFasiplonLorediplonOcinaplonPanadiplonTaniplonAdipiplonCGS-8216CGS-9896CGS-13767CGS-20625CL-218,872CP-615,003ELB-139GBLD-345ImepitoinJM-1232L-838,417Lirequinil (Ro41-3696)NS-2664NS-2710NS-11394PipequalineROD-188RWJ-51204SB-205,384SX-3228TP-003TPA-023U-89843AU-90042ViqualineY-23684ThymolPyrazolopyridinesCartazolateEtazolateICI-190,622TracazolateVolatilesAcetoneAlifluraneBenzeneButaneButyleneChloralCryofluoraneDichloromethaneEthyl chlorideGasolineHalopropaneKerosineNitric oxideNitrogenNorfluranePropanePropyleneRofluraneSynthaneTefluraneTolueneTrichloroethane (methyl chloroform)3-HydroxybutanalAlogabatAvermectinsivermectinCarbamazepineChlormezanoneDarigabatDeuterated etifoxineDihydroergolinesdihydroergocryptinedihydroergotamineergoloid (dihydroergotoxine)EfavirenzEtazepineEtifoxineFenamatesflufenamic acidmefenamic acidniflumic acidtolfenamic acidFluoxetineFlupirtineHopantenic acidKRM-II-81LanthanumLavender oilLignans4-O-methylhonokiolhonokiolmagnololobovatolMenthyl isovalerate (validolum)MonastrolNicotinic acidNicotinamideOrg 25,435PhenytoinRetigabine (ezogabine)SafranalSeproxetineStiripentolTerpenoidsborneolTopiramateValerianα-PineneMRK-409 (MK-0343)TCS-1205