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ro05, 4082, ro4491533, nitemazepam, lufuradom, kenazepine, difludiazepam, devazepide, desmethylflunitrazepam, bms, 906024, bromonordiazepam, schotter, müller, günther, november, transfer, 2575907, 1468, randomized, trial, compared, placebo, syndromes, 2900514, 1014665, 136, schmidt, 1983, experimental, studies, interaction, 6639614, 413, beiträge, zur, gerichtlichen, medizin, marano, patti, nicoletti, controlled, newly, developed, 2898320, 03007998809111129, versus, syndrome, 2568645, 1014593, 120, bilone, roncari, 2898321, 03007998809111130, two, neurosis, rasper, jaeger, old, young, volunteers, 8017809, 4076323, bf00547431, 247, new, influence, dosage, regimens, steady, state, conditions, 8493668, 3816876, bf03189848, buschmann, kühl, rohte, 2868732, 1643, althaus, block, förster, kühnhold, meister, wischniewski, september, analytical, 3790179, 1302, borchers, zeugner, 1984, part, iii, determination, structure, dogs, rabbits, men, 12290664, 6532806, bf03189684, 325, 4098786, 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pedia jump to content main menu main menu move to sidebar hide navigation main page contents current events random article about wikipedia contact us contribute help learn to edit community portal recent changes upload file special pages search search appearance donate create account log in personal tools donate create account log in contents move to sidebar hide top 1 see also 2 references toggle the table of contents metaclazepam 8 languages català deutsch فارسی italiano 日本語 srpskohrvatski српскохрватски српски srpski tiếng việt edit links article talk english read edit view history tools tools move to sidebar hide actions read edit view history general what links here related changes upload file permanent link page information cite this page get shortened url switch to legacy parser print export download as pdf printable version in other projects wikimedia commons wikidata item appearance move to sidebar hide from wikipedia the free encyclopedia chemical compound pharmaceutical compound metaclazepam clinical data trade names talis atc code none identifiers iupac name 7 bromo 5 2 chlorophenyl 2 methoxymethyl 1 methyl 2 3 dihydro 1 4 benzodiazepine cas number 84031 17 4 y pubchem cid 71272 chemspider 64398 y unii c2n2b1303l chembl chembl1290783 comptox dashboard epa dtxsid40905121 chemical and physical data formula c 18 h 18 br cl n 2 o molar mass 393 71 g mol 1 3d model jsmol interactive image smiles clc1 cc cc c1c2 ncc coc n c c3 c2c c br c c3 inchi inchi 1s c18h18brcln2o c1 22 13 11 23 2 10 21 18 14 5 3 4 6 16 14 20 15 9 12 19 7 8 17 15 22 h3 9 13h 10 11h2 1 2h3 y key wabyccjharsrbh uhfffaoysa n y verify metaclazepam 1 marketed under the brand name talis is a drug which is a benzodiazepine derivative 2 3 it is a relatively selective anxiolytic with less sedative or muscle relaxant properties than other benzodiazepines such as diazepam or bromazepam 4 it has an active metabolite n desmethylmetaclazepam which is the main metabolite of metaclazepam 5 there is no significant difference in metabolism between younger and older individuals 6 metaclazepam is slightly more effective as an anxiolytic than bromazepam 7 or diazepam 8 with a 15 mg dose of metaclazepam equivalent to 4 mg of bromazepam 9 metaclazepam can interact with alcohol producing additive sedative hypnotic effects 6 10 fatigue is a common side effect from metaclazepam at high doses 11 small amounts of metaclazepam as well as its metabolites enter into human breast milk 12 see also edit benzodiazepine references edit us 4098786 borchers f achtert g hausleiter hj zeugner h 1984 metabolism and pharmacokinetics of metaclazepam talis part iii determination of the chemical structure of metabolites in dogs rabbits and men european journal of drug metabolism and pharmacokinetics 9 4 325 46 doi 10 1007 bf03189684 pmid 6532806 s2cid 12290664 althaus w block j förster a kühnhold m meister d wischniewski m september 1986 analytical profile of metaclazepam arzneimittel forschung 36 9 1302 6 pmid 3790179 buschmann g kühl ug rohte o 1985 general pharmacology of the anxiolytic compound metaclazepam in comparison to other benzodiazepines arzneimittel forschung 35 11 1643 55 pmid 2868732 gielsdorf w molz kh hausleiter hj achtert g philipp p 1986 pharmacokinetic profile of metaclazepam talis a new 1 4 benzodiazepine influence of different dosage regimens on the pharmacokinetic profile of metaclazepam and its main metabolite under steady state conditions european journal of drug metabolism and pharmacokinetics 11 3 205 10 doi 10 1007 bf03189848 pmid 3816876 s2cid 8493668 1 2 molz kh gielsdorf w rasper j jaeger h hausleiter hj achtert g philipp p 1985 comparison of the pharmacokinetic profile of metaclazepam in old and young volunteers european journal of clinical pharmacology 29 2 247 9 doi 10 1007 bf00547431 pmid 4076323 s2cid 8017809 bilone f roncari r 1988 a double blind comparison of the anxiolytic activity of two benzodiazepines metaclazepam and bromazepam in anxiety neurosis current medical research and opinion 11 1 45 7 doi 10 1185 03007998809111130 pmid 2898321 laakmann g blaschke d hippius h schewe s may 1989 double blind study of metaclazepam versus diazepam treatment of outpatients with anxiety syndrome pharmacopsychiatry 22 3 120 5 doi 10 1055 s 2007 1014593 pmid 2568645 marano p patti f nicoletti f 1988 controlled study on the anxiolytic activity of a newly developed benzodiazepine metaclazepam current medical research and opinion 11 1 41 4 doi 10 1185 03007998809111129 pmid 2898320 schmidt v 1983 experimental studies on the interaction of alcohol and metaclazepam beiträge zur gerichtlichen medizin 41 413 7 pmid 6639614 laakmann g blaschke d hippius h schewe s may 1988 double blind randomized trial of the benzodiazepine derivative metaclazepam as compared with placebo treatment of outpatients with anxiety syndromes pharmacopsychiatry 21 3 136 43 doi 10 1055 s 2007 1014665 pmid 2900514 schotter a müller r günther c hausleiter hj achtert g november 1989 transfer of metaclazepam and its metabolites into breast milk arzneimittel forschung 39 11 1468 70 pmid 2575907 v t e benzodiazepines 1 4 benzodiazepines 2 oxoquazepam 3 hydroxyphenazepam bromazepam bromonordiazepam bms 906024 camazepam carburazepam chlordiazepoxide cinazepam cinolazepam clonazepam cloniprazepam clorazepate cyprazepam delorazepam demoxepam desmethylflunitrazepam devazepide diazepam diclazepam difludiazepam doxefazepam elfazepam ethyl carfluzepate ethyl dirazepate ethyl loflazepate flubromazepam fletazepam fludiazepam flunitrazepam flurazepam flutemazepam flutoprazepam fosazepam gidazepam halazepam iclazepam irazepine kenazepine ketazolam lorazepam lormetazepam lufuradom meclonazepam medazepam menitrazepam metaclazepam motrazepam n desalkylflurazepam nifoxipam nimetazepam nitemazepam nitrazepam nitrazepate nordazepam nortetrazepam oxazepam phenazepam pinazepam pivoxazepam prazepam proflazepam quazepam qh ii 66 reclazepam ro4491533 ro05 4082 ro5 4864 ro07 5220 ro07 9749 ro20 8065 ro20 8552 sh i 048a sulazepam temazepam tetrazepam tifluadom timelotem tolufazepam triflunordazepam tuclazepam uldazepam 1 5 benzodiazepines arfendazam clobazam cp 1414s lofendazam triflubazam 2 3 benzodiazepines girisopam gyki 52466 gyki 52895 nerisopam talampanel tofisopam triazolobenzodiazepines adinazolam alprazolam bromazolam clonazolam estazolam ethylbromazolam fluadinazolam flualprazolam flubromazolam flunitrazolam nitrazolam phenazolam pyrazolam rilmazolam active metabolite of rilmazafone triazolam imidazobenzodiazepines bretazenil climazolam evt 201 fg 8205 flumazenil gl ii 73 imidazenil 123 i iomazenil l 655 708 loprazolam midazolam pwz 029 remimazolam ro15 4513 ro48 6791 ro48 8684 ro4938581 sarmazenil sh 053 r ch3 2 f oxazolobenzodiazepines cloxazolam flutazolam haloxazolam mexazolam oxazolam thienodiazepines bentazepam clotiazepam ro09 9212 thienotriazolodiazepines α hydroxyetizolam apafant brotizolam ciclotizolam clotizolam deschloroclotizolam deschloroetizolam etizolam flubrotizolam fluclotizolam fluetizolam israpafant jq1 metizolam thienobenzodiazepines olanzapine telenzepine pyridodiazepines lopirazepam pyridotriazolodiazepines zapizolam pyrazolodiazepines razobazam ripazepam zolazepam zomebazam zometapine pyrrolodiazepines premazepam tetrahydroisoquinobenzodiazepines clazolam pyrrolobenzodiazepines anthramycin benzodiazepine prodrugs alprazolam triazolobenzophenone avizafone rilmazafone others unsorted ntx 1955 ro 7308480 atypical activity profile not gaba a receptor ligands v t e gaba a receptor positive modulators alcohols brometone butanol chloralodol chlorobutanol cloretone ethanol alcohol alcoholic drink ethchlorvynol isobutanol isopropanol menthol methanol methylpentynol pentanol petrichloral propanol tert butanol 2m2p tert pentanol 2m2b tribromoethanol trichloroethanol triclofos trifluoroethanol barbiturates dmbb allobarbital alphenal amobarbital aprobarbital barbexaclone barbital benzobarbital benzylbutylbarbiturate brallobarbital brophebarbital butabarbital secbutabarbital butalbital buthalital butobarbital butallylonal carbubarb crotylbarbital cyclobarbital cyclopentobarbital difebarbamate enallylpropymal ethallobarbital eterobarb febarbamate heptabarb heptobarbital hexethal hexobarbital methallatal metharbital methitural methohexital methylphenobarbital narcobarbital nealbarbital pentobarbital phenallymal phenobarbital phetharbital primidone probarbital propallylonal propylbarbital proxibarbital reposal secobarbital sigmodal spirobarbital talbutal tetrabamate tetrabarbital thialbarbital thiamylal thiobarbital thiobutabarbital thiopental thiotetrabarbital valofane vinbarbital vinylbital benzodiazepines 2 oxoquazepam 3 hydroxyphenazepam adinazolam alprazolam arfendazam avizafone bentazepam bretazenil bromazepam bromazolam brotizolam camazepam carburazepam chlordiazepoxide ciclotizolam cinazepam cinolazepam clazolam climazolam clobazam clonazepam clonazolam cloniprazepam clorazepate clotiazepam cloxazolam cp 1414s cyprazepam delorazepam demoxepam diazepam diclazepam dimdazenil doxefazepam elfazepam estazolam ethyl carfluzepate ethyl dirazepate ethyl loflazepate etizolam fg 8205 fletazepam flubromazepam flubromazolam fludiazepam flunitrazepam flunitrazolam flurazepam flutazolam flutemazepam flutoprazepam fosazepam gidazepam halazepam haloxazolam iclazepam imidazenil irazepine ketazolam lofendazam lopirazepam loprazolam lorazepam lormetazepam meclonazepam medazepam menitrazepam metaclazepam mexazolam midazolam motrazepam n desalkylflurazepam nifoxipam nimetazepam nitrazepam nitrazepate nitrazolam nordazepam nortetrazepam oxazepam oxazolam phenazepam pinazepam pivoxazepam prazepam premazepam proflazepam pyrazolam qh ii 66 quazepam reclazepam remimazolam rilmazafone ripazepam ro48 6791 ro48 8684 sh 053 r ch3 2 f sulazepam temazepam tetrazepam tolufazepam triazolam triflubazam triflunordazepam ro5 2904 tuclazepam uldazepam zapizolam zolazepam zomebazam carbamates carisbamate carisoprodol clocental cyclarbamate difebarbamate emylcamate ethinamate febarbamate felbamate hexapropymate hydroxyphenamate lorbamate mebutamate meprobamate nisobamate pentabamate phenprobamate procymate styramate tetrabamate tybamate flavonoids 6 methylapigenin ampelopsin dihydromyricetin apigenin baicalein baicalin catechin egc egcg hispidulin linarin luteolin rc ome skullcap constituents e g baicalin wogonin imidazoles etomidate metomidate methoxyetomidate propoxate isopropoxate butomidate iso butomidate sec butomidate cf2 etomidate cf3 etomidate cf3 propoxate flutomidate 2 6 dichloro 3 fluoroetomidate kava constituents 10 methoxyyangonin 11 methoxyyangonin 11 hydroxyyangonin desmethoxyyangonin 11 methoxy 12 hydroxydehydrokavain 7 8 dihydroyangonin kavain 5 hydroxykavain 5 6 dihydroyangonin 7 8 dihydrokavain 5 6 7 8 tetrahydroyangonin 5 6 dehydromethysticin methysticin 7 8 dihydromethysticin yangonin monoureides acecarbromal apronal apronalide bromisoval carbromal capuride ectylurea neurosteroids acebrochol allopregnanolone brexanolone alfadolone alfaxalone 3α androstanediol androstenol androsterone certain anabolic androgenic steroids cholesterol cortisol hydrocortisone dhdoc 3α dhp 5α dhp 5β dhp dht etiocholanolone etx 155 ganaxolone hydroxydione lpcn 1154 minaxolone nora 520 org 20599 org 21465 p1 185 posovolone prax 114 pregnanolone eltanolone progesterone renanolone sage 105 sage 324 sage 516 sage 689 sage 872 testosterone thdoc zuranolone nonbenzodiazepines cyclopyrrolones eszopiclone pagoclone pazinaclone suproclone suriclone zopiclone imidazopyridines alpidem ds 1 necopidem saripidem zolpidem pyrazolopyrimidines divaplon fasiplon indiplon lorediplon ocinaplon panadiplon taniplon zaleplon others adipiplon axs 17 baer 101 azd 7325 cgs 8216 cgs 9896 cgs 13767 cgs 20625 cl 218 872 cp 615 003 ctp 354 elb 139 enx 102 tpa 023b gbld 345 imepitoin jm 1232 l 838 417 lirequinil ro41 3696 miltirone rosmariquinone ns 2664 ns 2710 ns 11394 ns 11821 pipequaline rod 188 rwj 51204 sb 205 384 sx 3228 tgsc01aa tp 003 tpa 023 tp 13 u 89843a u 90042 viqualine y 23684 phenols cipepofol fospropofol propofol propofol hemisuccinate thymol piperidinediones glutethimide methyprylon piperidione pyrithyldione pyrazolopyridines cartazolate etazolate ici 190 622 tracazolate quinazolinones afloqualone cloroqualone diproqualone etaqualone mebroqualone mecloqualone methaqualone methylmethaqualone nitromethaqualone sl 164 volatiles gases acetone acetophenone acetylglycinamide chloral hydrate aliflurane benzene butane butylene centalun chloral chloral betaine chloral hydrate chloroform cryofluorane desflurane dichloralphenazone dichloromethane diethyl ether enflurane ethyl chloride ethylene fluroxene gasoline halopropane halothane isoflurane kerosine methoxyflurane methoxypropane nitric oxide nitrogen nitrous oxide norflurane paraldehyde propane propylene roflurane sevoflurane synthane teflurane toluene trichloroethane methyl chloroform trichloroethylene vinyl ether others unsorted 3 hydroxybutanal α emtbl aa 29504 alogabat avermectins e g ivermectin bromide compounds e g lithium bromide potassium bromide sodium bromide carbamazepine chloralose chlormezanone clomethiazole darigabat deabl deuterated etifoxine dihydroergolines e g dihydroergocryptine dihydroergosine dihydroergotamine ergoloid dihydroergotoxine ds2 efavirenz etazepine etifoxine fenamates e g flufenamic acid mefenamic acid niflumic acid tolfenamic acid fluoxetine flupirtine hopantenic acid krm ii 81 lanthanum lavender oil lignans e g 4 o methylhonokiol honokiol magnolol obovatol loreclezole menthyl isovalerate validolum monastrol nezavist dcuk oet nicotinic acid nicotinamide ntx 1955 ro 7308480 org 25 435 phenytoin propanidid retigabine ezogabine safranal seproxetine stiripentol sulfonylalkanes e g sulfonmethane sulfonal tetronal trional terpenoids e g borneol topiramate valerian constituents e g isovaleric acid isovaleramide valerenic acid valerenol unsorted benzodiazepine site positive modulators α pinene mrk 409 mk 0343 tcs 1105 tcs 1205 see also receptor signaling modulators gaba receptor modulators gaba metabolism transport modulators retrieved from https en wikipedia org w index php title metaclazepam oldid 1329684596 categories drugs not assigned an atc code benzodiazepines 2 chlorophenyl compounds ethers bromoarenes hidden categories articles with short description short description is different from wikidata chemical pages without drugbank identifier articles without kegg source drugs with no legal status drugboxes which contain changes to watched fields this page was last edited on 27 december 2025 at 12 20 utc page was rendered with parsoid text is available under the creative commons attribution sharealike 4 0 license additional terms may apply by using this site you agree to the terms of use and privacy policy wikipedia is a registered trademark of the wikimedia foundation inc a non profit organization privacy policy 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