DIETHYLTOLUAMIDE - Inxight Drugs

Diethyltoluamide (DEET) is an insect repellent used to keep insects away. This product is effective against mosquitoes, biting flies (gnats, sandflies, ... U.S.DepartmentofHealth&HumanServices NationalInstitutesofHealth NCATS ReturnHome Inxight Drugs SearchSubstances Home BrowseDrugs USApprovedDrugs MarketedDrugs InvestigationalDrugs AllSubstances Search  StructureSearch SequenceSearch Downloads About SearchSubstances DIETHYLTOLUAMIDE FB0C1XZV4Y PossiblyMarketedOutsideUS Source: NADA141518 (2019) SourceURL: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=d9d5ebde-7ff7-4864-b393-fbe77d7a112f Firstapprovedin 2015 Source: 21CFR352 SourceURL: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=6ccdc093-8af9-4bd8-84b0-f229fccd2f1c Structure General Activity Publications Application Names 24 Classification 4 Identifiers 19 RelatedSubstances 3 DIETHYLTOLUAMIDE FB0C1XZV4Y PossiblyMarketedOutsideUS Source: NADA141518 (2019) SourceURL: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=d9d5ebde-7ff7-4864-b393-fbe77d7a112f Firstapprovedin 2015 Source: 21CFR352 SourceURL: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=6ccdc093-8af9-4bd8-84b0-f229fccd2f1c Details Stereochemistry ACHIRAL MolecularFormula C12H17NO MolecularWeight 191.2699 OpticalActivity NONE DefinedStereocenters 0/0 E/ZCenters 0 Charge 0 SHOWSMILES/InChI SHOWSTEREO... HIDESTEREO... StructureSearch SMILES CCN(CC)C(=O)c1cccc(C)c1 InChI InChIKey=MMOXZBCLCQITDF-UHFFFAOYSA-N InChI=1S/C12H17NO/c1-4-13(5-2)12(14)11-8-6-7-10(3)9-11/h6-9H,4-5H2,1-3H3 HIDESMILES/InChI DescriptionSources:&nbsphttps://www.drugs.com/mmx/diethyltoluamide.htmlCurator'sComment::&nbspdescriptionwascreatedbasedonseveralsources,including: https://ntp.niehs.nih.gov/ntp/htdocs/chem_background/exsumpdf/deet_508.pdf|https://www.epa.gov/insect-repellents/deet|http://www.swmosquito.org/pdf/PROT_DEET%20Toxicity.pdf Diethyltoluamide(DEET)isaninsectrepellentusedtokeepinsectsaway.Thisproductiseffectiveagainstmosquitoes,bitingflies(gnats,sandflies,deerflies,stableflies,blackflies),ticks,harvestmites,andfleas.DEETisabsorbedthroughtheskin.DEEThasfewadverseeffectswhenappliedasdirected.Themostcommonproblemislocalskinirritation,includingerythemaandpruritis,atthesiteofapplication. Originator NASASources:&nbsphttp://www.google.ru/patents/US2408389 ApprovalYear 201522 Targets Targets PrimaryTargetPharmacologyConditionPotency AGAP003309-PATargetID:&nbsp1279770.0GeneSymbol:&nbspOBP17Sources:&nbsphttps://www.ncbi.nlm.nih.gov/pubmed/21671117 BindingAgent413 31.3µM[Kd] TargetID:&nbspOR136(Culexquinquefasciatus)Sources:&nbsphttps://www.ncbi.nlm.nih.gov/pubmed/25349401 Activator560 TargetID:&nbspIonotropicreceptor40a(Fruitfly)Sources:&nbsphttps://www.ncbi.nlm.nih.gov/pubmed/24089210 Activator560 Conditions Conditions ConditionModalityTargetsHighestPhaseProduct Malaria39Sources:&nbsphttps://www.ncbi.nlm.nih.gov/pubmed/9180612https://www.ncbi.nlm.nih.gov/pubmed/21418669 Preventing Approved4033 UnknownApprovedUseDEETtoprotecthumansfrommosquito-borneillnesseslikeWestNileVirus,theZikavirusormalariaandtick-borneillnesseslikeLymediseaseandRockyMountainspottedfever. LymediseaseSources:&nbsphttps://www.ncbi.nlm.nih.gov/pubmed/22962880https://www.epa.gov/insect-repellents/deet Preventing Approved4033 UnknownApprovedUseDEETtoprotecthumansfrommosquito-borneillnesseslikeWestNileVirus,theZikavirusormalariaandtick-borneillnesseslikeLymediseaseandRockyMountainspottedfever. WestNilevirusinfectiousdiseaseSources:&nbsphttps://www.epa.gov/insect-repellents/deethttp://www.swmosquito.org/pdf/PROT_DEET%20Toxicity.pdf Preventing Approved4033 UnknownApprovedUseDEETtoprotecthumansfrommosquito-borneillnesseslikeWestNileVirus,theZikavirusormalariaandtick-borneillnesseslikeLymediseaseandRockyMountainspottedfever. PubMed PubMed TitleDatePubMed Laboratory&fieldevaluationofcontrolledreleaseformulationoftheinsectrepellentsN,N-diethyl-m-toluamide(DEET)&N,N-diethylphenylacetamide(DEPA)againstmosquitovectors. 2001Mar 11525153 DEET(N,N-diethyl-m-toluamide)aloneandincombinationwithpermethrinincreasedurinaryexcretionof6beta-hydroxycortisolinrats,amarkerofhepaticCYP3Ainduction. 2001Nov9 11700004 Laboratoryandfieldevaluationsoftheinsectrepellent3535(ethylbutylacetylaminopropionate)anddeetagainstmosquitovectorsinThailand. 2001Sep 14529087 RepellenteffectsonAnophelesarabiensisbitinghumansinKrugerPark,SouthAfrica. 2001Sep 11583446 SoldieracceptabilityofacamouflagefacepaintcombinedwithDEETinsectrepellent. 2001Sep 11569440 Disruptionoftheblood-brainbarrierandneuronalcelldeathincingulatecortex,dentategyrus,thalamus,andhypothalamusinaratmodelofGulf-Warsyndrome. 2002Aug 12270692 Drugsandpersonalcareproductsasubiquitouspollutants:occurrenceanddistributionofclofibricacid,caffeineandDEETintheNorthSea. 2002Aug5 12186282 TopicalformulationstudieswithDEET(N,N-diethyl-3-methylbenzamide)andcyclodextrins. 2002Jan 11782901 AcaricidalactivityofbutylidenephthalideidentifiedinCnidiumofficinalerhizomeagainstdermatophagoidesfarinaeanddermatophagoidespteronyssinus(Acari:Pyroglyphidae). 2002Jul31 12137464 Cardiorespiratoryeffectsfollowingacuteexposuretopyridostigminebromideand/orN,N-diethyl-m-toluamide(DEET)inrats. 2002Jul-Aug 12171630 Genotoxicitystudiesonpermethrin,DEETanddiazinoninprimaryhumannasalmucosalcells. 2002Mar 12003267 MalariaoutbreakcontrolinanAfricanvillagebycommunityapplicationof'deet'mosquitorepellenttoanklesandfeet. 2002Mar 11963976 InvitrohumanmetabolismandinteractionsofrepellentN,N-diethyl-m-toluamide. 2002Mar 11854147 AnalysisofN,N-diethyl-m-toluamideinporcineskinperfusatesusingsolid-phaseextractiondisksandreversed-phasehigh-performanceliquidchromatography. 2002Nov15 12383479 GulfWarrelatedexposurefactorsinfluencingtopicalabsorptionof14C-permethrin. 2002Sep5 12243864 ChemicalsensitivityinsymptomaticCambodiaveterans. 2003Dec 15859508 PercutaneousabsorptionoftopicalN,N-diethyl-m-toluamide(DEET):effectsofexposurevariablesandcoadministeredtoxicants. 2003Jan24 12653019 RepellentefficacyofDEETandKBR3023againstAmblyommahebraeum(Acari:Ixodidae). 2003Mar 12693855 Biologicalactivityoftropolone. 2003Oct 14519960 Amphiphilicstar-likemacromoleculesasnovelcarriersfortopicaldeliveryofnonsteroidalanti-inflammatorydrugs. 2003Oct16 15198514 Semenqualityinrelationtobiomarkersofpesticideexposure. 2003Sep 12948887 Insectrepellent[correctionofrepellant]interactions:sunscreensenhanceDEET(N,N-diethyl-m-toluamide)absorption. 2004Aug 15258101 AcaricidalactivityofPaeoniasuffruticosarootbark-derivedcompoundsagainstDermatophagoidesfarinaeandDermatophagoidespteronyssinus(Acari:Pyroglyphidae). 2004Dec29 15612767 Co-exposuretopyridostigminebromide,DEET,and/orpermethrincausessensorimotordeficitandalterationsinbrainacetylcholinesteraseactivity. 2004Feb 14751452 DEETmosquitorepellentsoldthroughsocialmarketingprovidespersonalprotectionagainstmalariainanareaofall-nightmosquitobitingandpartialcoverageofinsecticide-treatednets:acase-controlstudyofeffectiveness. 2004Mar 14996363 DEETmosquitorepellentprovidespersonalprotectionagainstmalaria:ahouseholdrandomizedtrialinanAfghanrefugeecampinPakistan. 2004Mar 14996362 InvitrorepellencyofN,N-diethyl-3-methylbenzamideandN,N-diethylphenylacetamideanalogsagainstAedesaegyptiandAnophelesstephensi(Diptera:Culicidae). 2004May 15185946 In-vitropermeationoftheinsectrepellentN,N-diethyl-m-toluamide(DEET)andthesunscreenoxybenzone. 2004May 15142339 BiodegradationoftheinsecticideN,N-diethyl-m-toluamidebyfungi:identificationandtoxicityofmetabolites. 2005Apr 15750774 AbsorptionandevaporationofN,N-diethyl-m-toluamidefromhumanskininvitro. 2005Apr1 15781296 Insectrepellents,phenoxyherbicideexposure,andnon-Hodgkin'slymphoma. 2005Aug 16093930 Fieldevaluationofcommercialrepellentformulationsagainstmosquitoes(Diptera:Culicidae)inNorthernTerritory,Australia. 2005Dec 16506580 Solidlipidnanoparticles(SLN)fortopicaldrugdelivery:incorporationofthelipophilicdrugsN,N-diethyl-m-toluamideandvitaminK. 2005Dec 16398266 Nitricoxideregulatesprolidaseactivitybyserine/threoninephosphorylation. 2005Dec1 16167338 Themetabolismofnonane,aJP-8jetfuelcomponent,byhumanlivermicrosomes,P450isoformsandalcoholdehydrogenaseandinhibitionofhumanP450isoformsbyJP-8. 2005Feb10 15733541 FeedingdeterrenteffectsofcatnipoilcomponentscomparedwithtwosyntheticamidesagainstAedesaegypti. 2005Jul 16119554 SurveyofrepellentusebyservicemembersarrivinginKuwaitforOperationIraqiFreedom2. 2005Jun 16001599 Foodprotectiveeffectofacaricidalcomponentsisolatedfromaniseseedsagainstthestoredfoodmite,Tyrophagusputrescentiae(Schrank). 2005Jun 15954709 Invitroevaluationofconcurrentuseofcommerciallyavailableinsectrepellentandsunscreenpreparations. 2005Jun 15948991 Monoterpenesfromthyme(Thymusvulgaris)aspotentialmosquitorepellents. 2005Mar 15825766 WidespreaddetectionofN,N-diethyl-m-toluamideinU.S.streams:comparisonwithconcentrationsofpesticides,personalcareproducts,andotherorganicwastewatercompounds. 2005May 16110978 ComparisonofcontactandspatialrepellencyofcatnipoilandN,N-diethyl-3-methylbenzamide(deet)againstmosquitoes. 2005May 15962779 EvaluationofWestNileviruseducationcampaign. 2005Nov 16318730 Bioengineeringofacellulosicfabricforinsecticidedeliveryviagraftedcyclodextrin. 2005Nov-Dec 16321057 Field-useracceptabilityofnewcamouflagefacepaintformulationsintheRepublicofKorea. 2005Oct 16435753 RepellentefficacyoffourcommercialDEETlotionsagainstAmblyommahebraeum(Acari:Ixodidae),theprincipalvectorofRickettsiaafricaeinsouthernAfrica. 2005Sep 15993907 Mosquitorepellentsandsuperwarfarinrodenticides--aretheyreallytoxicinchildren? 2006Apr 16601500 InitialevaluationofN,N-diethyl-m-toluamideandpermethrinabsorptioninhumanvolunteersunderstressconditions. 2006Feb 16578980 RepellingpropertiesofsomeplantmaterialsonthetickIxodesricinusL. 2006Jan 16360943 Hodgkinlymphoma,multiplemyeloma,softtissuesarcomas,insectrepellents,andphenoxyherbicides. 2006Mar 16531830 Patents Patents JP2001302409A JP2002535268A2 JP2004107267A JP2004352351A JP2008195707A JP2010195766A JP2685353B2 JP4271869B25 JPH00193505A JPH02283229A JPH04224712A JPH0489429A JPH05132402A1 JPH05255026A1 JPH09165301A JPH09227305A JPH099853A JPH11269007A JPS0661509A JPS5615203A JPS5629501A JPS63316706A SampleUseGuides InVivoUseGuideSources:&nbsphttps://www.ncbi.nlm.nih.gov/pubmedhealth/PMHT0009935/?report=details Sparinglytoexposedarea(s)ofskin.Reapplywhennecessary.Useaproductthatcontainslowamounts(lessthan30%)ofdiethyltoluamide.Oneapplicationusingaproductthatcontainslowamountsofdiethyltoluamidewilllastabout4to8hours.RouteofAdministration: Topical InVitroUseGuideSources:&nbsphttps://ntp.niehs.nih.gov/ntp/htdocs/chem_background/exsumpdf/deet_508.pdf DEET-containingformulationsappliedataconcentrationof320-360ug/cm^21.6(7-1.88uM/cm^2)usinghumanandpigskin.Aminimumevaporationrateof5ug/cm^2/h(0.03uM/cm^2/h)forDEETover5-15minuteswasdeterminedforhumanandpigskin.Invitro,penetrationofDEETinthemouse(33.3ug/cm^2;0.174uM/cm^2),rat(38.7ug/cm^2;0.202uM/cm^2),hairlessguineapig(12.5ug/cm^2;0.0653uM/cm^2),pig(19.4ug/cm^2;0.101uM/cm^2),human(44.7ug/cm^2;0.234uM/cm^2),aswellasculturedhumanskin(27.9ug/cm^2;0.146uM/cm^2)wasassessedusinganautomated,flow-throughskinpenetrationapparatus(AIDA). Name Type Language DIETHYLTOLUAMIDE Locators: HSDB   INN   MART.   USP   USP-RS   WHO-DD   WHO-IP   NamingOrganization: INN  Sources: OfficialName English N,N-DIETHYL-3-METHYLBENZAMIDE Sources: SystematicName English NSC-33840 Source: Code English DIETHYLTOLUAMIDE[WHO-DD] Source: CommonName English BENZAMIDE,N,N-DIETHYL-3-METHYL- Source: SystematicName English DIETHYLTOLUAMIDUM[WHO-IPLATIN] Source: CommonName English DIETHYLTOLUAMIDE[USP] Source: CommonName English DIETHYLTOLUAMIDE[INCI] Source: CommonName English DEETN,N-DIETHYL-META-TOLUAMIDE[VANDF] Source: CommonName English ENT-20218 Source: Code English N,N-DIETHYL3-METHYLBENZAMIDE Source: CommonName English DIETHYLTOLUAMIDE[USP-RS] Source: CommonName English DIETHYLTOLUAMIDE[MART.] Source: CommonName English DIETHYLTOLUAMIDE[WHO-IP] Source: CommonName English DEET[MI] Source: CommonName English DIETHYLTOLUAMIDE Locators: INCI   NamingOrganization: INCI  Sources: OfficialName English N,N-DIETHYL-META-TOLUAMIDE Source: SystematicName English ORISTARDEET Source: BrandName English ENT-22542 Source: Code English DEETN,N-DIETHYL-META-TOLUAMIDE Locators: VANDF   Sources: CommonName English DIETHYLTOLUAMIDE[HSDB] Source: CommonName English DIETHYLTOLUAMIDE[INN] Source: CommonName English DEET Locators: MI   Sources: CommonName English N,N-DIETHYL-M-TOLUAMIDE Source: SystematicName English ClassificationTree CodeSystem Code Source: WHO-ATC P03BX01 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 Source: EPAPESTICIDECODE 80301 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 Source: NCI_THESAURUS C737 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 Source: WHO-VATC QP53GX01 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 CodeSystem Code Type Description CAS Sources: 134-62-3 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY LACTMED Source: Diethyltoluamide CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY RXCUI Source: 3129 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY RxNorm WHOINTERNATIONALPHARMACOPEIA Source: DIETHYLTOLUAMIDE CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY Description:Colourlessorfaintlyyellowliquid.Solubility:PracticallyimmiscibleinwaterandglycerolR;misciblewithethanol(~750g/l)TSandetherR.Category:Insectrepellent.Storage:Diethyltoluamideshouldbekeptinatightlyclosedcontainer.Additionalinformation:CAUTION:Diethyltoluamideisanirritanttoeyesandmucousmembranes.Requirements:Diethyltoluamidecontainsnotlessthan97.0%andnotmorethan103.0%ofC12H17NO,calculatedwithreferencetotheanhydroussubstance. USP_CATALOG 1197007 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY USP-RS INN Source: 6685 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY FDAUNII FB0C1XZV4Y CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY DRUGCENTRAL Source: 4418 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY DRUGBANK Source: DB11282 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY PUBCHEM Source: 4284 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY EVMPD Source: SUB07114MIG CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY EPACompTox Source: 134-62-3 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY ECHA(EC/EINECS) Source: 205-149-7 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY MESH Source: D003671 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY MERCKINDEX Source: M4129 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY MerckIndex NCI_THESAURUS Source: C80601 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY WIKIPEDIA Source: DEET CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY ChEMBL Source: CHEMBL1453317 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY HSDB Source: 1582 CreatedbyadminonSatJun2608:03:51UTC2021,EditedbyadminonSatJun2608:03:51UTC2021 PRIMARY ACTIVEMOIETY FB0C1XZV4Y DIETHYLTOLUAMIDE METABOLITE(PARENT) RS5ZM0NO6Q N-ETHYL-3-METHYLBENZAMIDE METABOLITE(PARENT) 9K0BU4F1UC BALC NIH NCATS PRIVACYACT ACCESSIBILITY DISCLAIMER HHSVULNERABILITYDISCLOSURE Forlanguageaccessassistance, contacttheNCATSPublicInformationOfficer NationalCenterforAdvancingTranslationalSciences(NCATS), 6701DemocracyBoulevard,BethesdaMD20892-4874•301-594-8966 version1.1