Triclocarban

Triclocarban (sometimes abbreviated as TCC) is an antibacterial chemical once common in, but now phased out of, personal care products like soaps and lotions.[2] Although the mode of action is unknown, TCC can be effective in fighting infections by targeting the growth of bacteria such as Staphylococcus aureus.[3] Additional research seeks to understand its potential for causing antibacterial resistance and its effects on organismal and environmental health.[7] In December 2013, the Food and Drug Administration (FDA) required all companies to prove within the next year, that triclocarban is not harmful to consumers.While triclocarban has two chlorinated phenyl rings, it is structurally similar to carbanilide compounds often found in pesticides (such as diuron) and some drugs.Generally, in vitro, triclocarban enhances the gene expression of other steroid hormones, including androgens, estrogens, and cortisol.[5] Exposure of organisms like fish, algae, and humans to low levels of triclocarban and other antibacterial chemicals kills weak microbes and allows the stronger, resistant strains to proliferate.The risk of bacterial antibiotic resistance has been studied by quantitatively monitoring the abundance of the tetQ gene in wastewater microcosms.[19] TetQ gene expression in bacteria was also found to be significantly increased when multiple antimicrobials such as tetracycline, triclosan, and triclocarban were added to an experimental system at the same time.Discharge of effluent from these treatment plants and disposal of sludge on land is the primary route of environmental exposure to triclocarban.Research shows that triclocarban and triclosan have been detected in sewage effluents and sludge (biosolids) due to their incomplete removal during wastewater treatment.[20] Studies show that substantial quantities of triclocarban (227,000 – 454,000 kg/y) can break through wastewater treatment plants and damage algae on surface waters.Specifically, triclocarban has been shown to be toxic to amphibians, fish, invertebrates, and aquatic plants, and traces of the compound have been found in Atlantic dolphins.These constructed wetlands are considered a cost-effective treatment option for the removal of PPCPs, including triclocarban and triclosan, from domestic water effluent.[20] On September 2, 2016, the Food and Drug Administration announced that triclosan and triclocarban must be removed from all antibacterial soap products by late 2017.[20] These next generation chemicals should aim to act on a broad spectrum of microbes and pathogens while also being minimally toxic and bioaccumulating in non-target species.[citation needed] Synthesis of these compounds could be improved upon by finding renewable sources for their production that lacks occupational hazards.
NFPA 704 four-colored diamond Health 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chloride Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen Special hazards (white): no code
triclosantrichloromethanePreferred IUPAC nameCAS NumberChEMBLChemSpiderECHA InfoCardPubChemCompTox DashboardSMILESChemical formulaMolar massDensityMelting pointNFPA 704Flash pointstandard stateantibacterialStaphylococcus aureusantimicrobialantifungalFood and Drug AdministrationJohnson & JohnsonProcter & GambleColgate-Palmolivepesticidesdiuronpersistent organic pollutantsisocyanatesnucleophilesamines3,4-dichloroaniline3,4-dichlorophenylisocyanate4-chloroanilinegram positivepeptidoglycan wallcofactorsestrogen receptorsandrogen receptorsconstitutive androstane receptorestrogen receptor alphasuperinfectionminimum inhibitory concentrationshare genesantibiotic resistancenatural selectionwastewater treatment plantssludgebiosolidsEnvironmental impact of pharmaceuticals and personal care productswastewaterhazard quotientneurologicalreproductivebioaccumulationconstructed wetlandsglucuronidationtopicalaryl hydrocarbonestrogenepoxide hydrolaseNatural Resources Defense CouncilUnited States Environmental Protection AgencyhexachloropheneAntibacterial soapChlorineDial (soap)Prostate cancerBreast cancerHand sanitizerDeodorantSewage treatmentBibcodeWestervelt, AmyScow KateAndrogen receptormodulators4-Androstenediol4-Dehydroepiandrosterone (4-DHEA)4-Hydroxytestosterone5-Androstenedione11-Ketotestosterone11β-HydroxyandrostenedioneAdrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione)Androstenediol (5-androstenediol)Androstenediol 3β-acetateAndrostenediol 17β-acetateAndrostenediol diacetateAndrostenediol dipropionateAndrostenedione (4-androstenedione)AtamestaneBoldenoneBoldenone undecylenateBoldione (1,4-androstadienedione)ClostebolClostebol acetateClostebol caproateClostebol propionateCloxotestosteroneCloxotestosterone acetateDehydroandrosteroneDHEA (androstenolone, prasterone; 5-DHEA)DHEA enanthate (prasterone enanthate)DHEA sulfateExemestaneFormestanePlomestaneQuinboloneSilandroneTestosterone+dutasteridePolytestosterone phloretin phosphate1-Androstenediol1-Androstenedione1-Androsterone (1-andro, 1-DHEA)1-Testosterone3α-Androstanediol5α-Androst-2-en-17-one7β-Hydroxyepiandrosterone11-KetodihydrotestosteroneAndrosteroneBolazineBolazine capronateDihydrofluoxymesteroneDihydrotestosterone (DHT)androstanolone, stanoloneDrostanoloneDrostanolone propionateEpiandrosteroneEpitiostanolMepitiostaneMesaboloneMesteroloneMesterolone cipionateMethyldiazinolNisterimeNisterime acetateProstanozolStenboloneStenbolone acetateTestifenon (testiphenon, testiphenone)7α-Methyl-19-norandrostenedione (MENT dione, trestione)11β-Methyl-19-nortestosterone11β-Methyl-19-nortestosterone dodecylcarbonate19-Nor-5-androstenediol19-Nor-5-androstenedione19-NordehydroepiandrosteroneBolandiolBolandiol dipropionateBolandione (19-nor-4-androstenedione)Bolmantalate (nandrolone adamantoate)DienedioneDienoloneDimethandroloneDimethandrolone buciclateDimethandrolone dodecylcarbonateDimethandrolone undecanoateLS-1727 (nandrolone 17β-N-(2-chloroethyl)-N-nitrosocarbamate)Methoxydienone (methoxygonadiene)NandroloneNorclostebolNorclostebol acetateNormethandrone (methylestrenolone, normethisterone)OxaboloneOxabolone cipionate (oxabolone cypionate)TrenboloneTrenbolone acetateTrenbolone enanthateTrenbolone hexahydrobenzylcarbonateTrenbolone undecanoateTrendioneTrestolone (MENT)Trestolone acetateTrestolone enanthate5α-Dihydronandrolone19-NorandrosteroneBolasteroneCalusteroneChlorodehydromethylandrostenediol (CDMA)Chlorodehydromethyltestosterone (CDMT)Chloromethylandrostenediol (CMA)EnestebolEthyltestosteroneFluoxymesteroneFormeboloneHydroxystenozoleMetandienone (methandrostenolone)Methandriol (methylandrostenediol)Methandriol bisenanthoyl acetateMethandriol diacetateMethandriol dipropionateMethandriol propionateMethylclostebol (chloromethyltestosterone)Methyltestosterone+esterified estrogensMethyltestosterone 3-hexyl etherOxymesteronePenmesterolTiomesteroneAndroisoxazoleDesoxymethyltestosteroneFurazabolMebolazine (dimethazine)MestanoloneMetenoloneMetenolone acetateMetenolone enanthateMethasteroneMethyl-1-testosteroneMethylepitiostanolMethylstenboloneOxandroloneOxymetholoneStanozololBolenolDimethyldienoloneDimethyltrienoloneEthyldienoloneEthylestrenolMethyldienoloneMethylhydroxynandrolone (MOHN, MHN)MetriboloneMiboleroneNorboletoneNorethandrolonePropetandrolRU-2309Tetrahydrogestrinone5α-Dihydronorethandrolone5α-DihydronormethandroneNorvinisterone (vinylnortestosterone)VinyltestosteroneDanazolEthinylandrostenediolEthandrostateEthisterone (ethynyltestosterone)17α-Ethynyl-3α-androstanediol17α-Ethynyl-3β-androstanediolDihydroethisteroneΔ4-TiboloneDesogestrelEtonogestrelEtynodiolEtynodiol diacetateGestodeneGestrinoneLevonorgestrelLevonorgestrel esterslevonorgestrel butanoateLynestrenolLynestrenol phenylpropionateNorethisteroneNorethisterone estersnorethisterone acetatenorethisterone enanthateNorgestrelNorgestrienoneQuingestanolQuingestanol acetateTibolone5α-Dihydrolevonorgestrel5α-Dihydronorethisterone6α-MethylprogesteroneMedroxyprogesterone acetateMegestrol acetate3-Keto-5α-abiraterone5α-AndrostaneAlternariolCl-4AS-1DrupanolTrilostaneZM-182345ACP-105AC-262,536AcetothiolutamideAcetoxolutamideAndarine (acetamidoxolutamide, androxolutamide, GTx-007, S-4)BMS-564,929Enobosarm (ostarine, MK-2866, GTx-024, S-22)GLPG-0492GSK2881078GSK-4336ALG121071 (LGD-121071)LGD-2226LGD-2941 (LGD-122941)LGD-3303LGD-4033JNJ-26146900JNJ-28330835JNJ-37654032OPK-88004 (LY-2452473, TT-701)PF-06260414RU-59063S-40503VosilasarmMK-0773TFM-4AS-17α-Thioprogesterone7α-Thiospironolactone7α-Thiomethylspironolactone11α-Hydroxyprogesterone15β-Hydroxycyproterone acetateAbirateroneAbiraterone acetateAllyltestosteroneBenorteroneCanrenoic acidCanrenoneChlormadinone acetateClascoteroneClometeroneCyproheptadineCyproteroneCyproterone acetateDelanteroneDelmadinone acetateDicirenoneDienogestDrospirenoneDU-41165EdogestroneEM-5854EpitestosteroneGaleteroneGuggulsteroneMedrogestoneMespirenoneMetogestMexrenoneMifepristoneNomegestrol acetateNordinoneOsateroneOsaterone acetateOxendolonePotassium canrenoatePromegestoneProrenoneRosteroloneSC-5233 (spirolactone)SpironolactoneSpirorenoneSpiroxasoneTopteroneTrimegestoneTrimethyltrienolone (R-2956)Zanoterone5N-BicalutamideApalutamideAtraric acidBakuchiolBavdegalutamideBicalutamideBisphenolsbisphenol Abisphenol Fbisphenol SBMS-641988CimetidineCioteronelCyanonilutamideDarolutamidep,p’-DDEDieldrinEndosulfanEnzalutamideEPI-001FenarimolFlutamideHydroxyflutamideInocoteroneInocoterone acetateKetoconazoleKetodarolutamideLavender oilLG-120907LinuronMasofanitenMethiocarbN-DesmethylapalutamideN-DesmethylenzalutamideNilutamidePentomonePhenothrinProchlorazProcymidoneProxalutamidePyrilutamideRalaniten (EPI-002)Ralaniten acetate (EPI-506)RD-162RezvilutamideRU-22930RU-56187RU-57073RU-58642RU-58841SeviteronelThalidomideTopilutamide (fluridil)Valproic acidVinclozolinGPRC6ACationsaluminiumcalciumgadoliniummagnesiumstrontiumDihydrotestosteroneEstradiolL-α-Amino acidsL-arginineL-lysineL-ornithineOsteocalcinList of androgens and anabolic steroidsEstrogen receptor2-Hydroxyestradiol2-Hydroxyestrone3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol3α-Hydroxytibolone3β-Hydroxytibolone3β-Androstanediol4-Androstenedione4-Fluoroestradiol4-Hydroxyestradiol4-Hydroxyestrone4-Methoxyestradiol4-Methoxyestrone5-Androstenediol7-Oxo-DHEA7α-Hydroxy-DHEA7α-Methylestradiol8,9-Dehydroestradiol8,9-Dehydroestrone8β-VE210β,17β-Dihydroxyestra-1,4-dien-3-one (DHED)11β-Chloromethylestradiol11β-Methoxyestradiol15α-Hydroxyestradiol16-Ketoestradiol16-Ketoestrone16α-Fluoroestradiol16α-Hydroxy-DHEA16α-Hydroxyestrone16α-Iodoestradiol16α-LE216β-Hydroxyestrone16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)17α-Estradiolalfatradiol17α-Dihydroequilenin17α-Dihydroequilin17α-Epiestriol (16α-hydroxy-17α-estradiol)17β-Dihydroequilenin17β-Dihydroequilin17β-Methyl-17α-dihydroequileninAlestramustineAlmestroneAnabolic steroidsAtrimustineButolameClomestroneCloxestradiolCloxestradiol acetateConjugated estriolConjugated estrogensCyclodiolCyclotriolDHEA-Sent-EstradiolEpiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)EpimestrolEquileninEquilinERA-63 (ORG-37663)Esterified estrogensEstetrolLipoidal estradiolPolyestradiol phosphateEstramustineEstramustine phosphateEstrapronicateEstrazinolEstriolPolyestriol phosphateEstrofurateEstrogenic substancesEstromustineEstroneEstrone methyl etherEstropipateEtamestrol (eptamestrol)EthinylestradiolEthinylestradiol 3-benzoateEthinylestradiol sulfonateEthinylestriolEthylestradiolHexolameHippulinHydroxyestrone diacetateMestranolMethylestradiolMoxestrolMytatrienediolNilestriolNoretynodrelOrestratePentolameProdiameProlamePromestrieneRU-16117QuinestradolQuinestrol(R,R)-THC(S,S)-THC2,8-DHHHCβ-LGND2 (GTx-878)AllenestrolAllenolic acidBenzestrolBifluranolBisdehydrodoisynolic acidButestrolCarbestrolD-15414DCW234DiarylpropionitrileDienestrolDienestrol diacetateDiethylstilbestrolDimestrol (dianisylhexene)DimethylstilbestrolDoisynoestrol (fenocycline)Doisynolic acidEfavirenzElacestrantERB-196 (WAY-202196)Erteberel (SERBA-1, LY-500307)Estrobin (DBE)FenestrelFERb 033Fosfestrol (diethylstilbestrol diphosphate)Furostilbestrol (diethylstilbestrol difuroate)GTx-758HexestrolICI-85966 (Stilbostat)meso-Butestrolmeso-HexestrolMestilbolMethallenestrilMethestrolMethestrol dipropionateParoxypropionePentafluranolPhenestrolPrinaberel (ERB-041, WAY-202041)PropylpyrazoletriolQuadrosilanSC-4289SERBA-2SKF-82,958TerfluranolTriphenylbromoethyleneTriphenylchloroethyleneTriphenyliodoethyleneTriphenylmethylethylene (triphenylpropene)WAY-166818WAY-200070WAY-204688 (SIM-688)WAY-214156ERB-26ERA-45ERB-79ZK-283197anetholedianetholedianolphotoanetholeChalconoidsisoliquiritigeninphloretinphlorizin (phloridzin)wedelolactoneCoumestanscoumestrolpsoralidinFlavonoids7,8-DHF8-prenylnaringeninapigeninbaicaleinbaicalinbiochanin AcalycosincatechindaidzeindaidzinepicatechinformononetinglabreneglabridingenisteingenistinglyciteinkaempferolliquiritigeninmirificinmyricetinnaringeninpinocembrinprunetinpuerarinquercetintectoridintectorigeninLignansenterodiolenterolactonenyasol (cis-hinokiresinol)MetalloestrogenscadmiummethoxychlorPhytosteroidsdigitoxindigitalisdiosgeninPhytosterolsβ-sitosterolcampesterolstigmasterolResorcylic acid lactoneszearalanoneα-zearalenolβ-zearalenolzearalenonezeranol (α-zearalanol)taleranol (teranol, β-zearalanol)SteroiddeoxymiroestrolmiroestrolStilbenoidsresveratrolrhaponticinSynthetic xenoestrogensalkylphenolsparabensphthalatesagnuside2-Phenylbenzofuran4'-Hydroxynorendoxifen27-HydroxycholesterolAcefluranolAcolbifeneAfimoxifeneAnordiolAnordrinArzoxifeneBazedoxifeneBrilanestrantBroparestrolCamizestrantChlorotrianiseneClomifeneClomifenoxideCyclofenilDesmethylchlorotrianiseneDroloxifeneEnclomifeneEndoxifenEtacstil (GW-5638, DPC-974)Ethamoxytriphetol (MER-25)FemarelleFispemifeneICI-55548IdoxifeneLasofoxifeneLevormeloxifeneLN-1643LN-2299MenerbaMiproxifeneMiproxifene phosphateNafoxidineNitromifeneNNC 45-0095OrmeloxifeneOspemifenePanomifenePipendoxifeneRaloxifeneRimostil (P-081)TamoxifenTAS-108 (SR-16234)ToremifeneTrioxifeneZindoxifeneZuclomifene7β-Hydroxy-DHEACytestrol acetateFulvestrant (ICI-182780)GlyceollinsICI-164384MethylpiperidinopyrazolePhenytoinERX-112-MethoxyestradiolAfimoxifene (4-hydroxytamoxifen)AldosteroneAtrazinep,p'-DDTHydroxytyrosolKeponeNicotinic acidNicotinamideNonylphenolOleuropeinList of estrogens