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Text of the page (random words):
arance move to sidebar hide from wikipedia the free encyclopedia org 20599 names iupac name 2β 3α 5β 21 chloro 3 hydroxy 2 morpholin 4 ylpregnan 20 one other names 2 chloro 1 2 s 3 s 5 s 10 s 13 s 3 hydroxy 10 13 dimethyl 2 morpholin 4 yl 2 3 4 5 6 7 8 9 11 12 14 15 16 17 tetradecahydro 1 h cyclopenta a phenanthren 17 yl ethanone identifiers cas number 156685 94 8 y 3d model jsmol interactive image chemspider 8025739 pubchem cid 9850026 comptox dashboard epa dtxsid30349651 inchi inchi 1s c25h40clno3 c1 24 8 7 19 17 18 24 5 6 20 24 23 29 15 26 4 3 16 13 22 28 21 14 25 16 19 2 27 9 11 30 12 10 27 h16 22 28h 3 15h2 1 2h3 t16 17 18 19 20 21 22 24 25 m0 s1 key nzfnabgzeqpybx pmbzpzlssa n inchi 1 c25h40clno3 c1 24 8 7 19 17 18 24 5 6 20 24 23 29 15 26 4 3 16 13 22 28 21 14 25 16 19 2 27 9 11 30 12 10 27 h16 22 28h 3 15h2 1 2h3 t16 17 18 19 20 21 22 24 25 m0 s1 key nzfnabgzeqpybx pmbzpzlsbz smiles c c 12cc c h 3 c h c h 1cc c h 2c o ccl cc c h 4 c 3 c c h c h c4 o n5ccocc5 c properties chemical formula c 25 h 40 clno 3 molar mass 438 04 g mol except where otherwise noted data are given for materials in their standard state at 25 c 77 f 100 kpa y verify what is y n infobox references chemical compound org 20599 is a synthetic neuroactive steroid with sedative effects resulting from its action as a gaba a receptor positive allosteric modulator and at higher concentrations agonist 1 2 it was developed for use as an anaesthetic agent but was never marketed for this purpose although it is still used in scientific research 3 4 chemistry edit see also list of neurosteroids references edit hill venning c peters ja callachan h lambert jj gemmell dk anderson a byford a hamilton n hill dr marshall rj campbell ac the anaesthetic action and modulation of gabaa receptor activity by the novel water soluble aminosteroid org 20599 neuropharmacology 1996 35 9 10 1209 22 pmid 9014136 anderson a boyd ac byford a campbell ac gemmell dk hamilton nm hill dr hill venning c lambert jj maidment ms may v marshall rj peters ja rees dc stevenson d sundaram h anesthetic activity of novel water soluble 2 beta morpholinyl steroids and their modulatory effects at gabaa receptors journal of medicinal chemistry 1997 may 23 40 11 1668 81 pmid 9171876 visser sa gladdines ww van der graaf ph peletier la danhof m neuroactive steroids differ in potency but not in intrinsic efficacy at the gaba a receptor in vivo journal of pharmacology and experimental therapeutics 2002 nov 303 2 616 26 pmid 12388643 weir cj ling at belelli d wildsmith ja peters ja lambert jj the interaction of anaesthetic steroids with recombinant glycine and gabaa receptors british journal of anaesthesia 2004 may 92 5 704 11 pmid 15033889 v t e hypnotics sedatives n05c gaba a alcohols 2m2b chloralodol ethanol alcohol diethylpropanediol ethchlorvynol methylpentynol trichloroethanol barbiturates allobarbital amobarbital aprobarbital barbital butabarbital butobarbital cyclobarbital ethallobarbital heptabarb hexobarbital mephobarbital methohexital narcobarbital pentobarbital phenallymal phenobarbital propylbarbital proxibarbal reposal secobarbital talbutal thiamylal thiopental thiotetrabarbital vinbarbital vinylbital benzodiazepines brotizolam cinolazepam climazolam clobazam clonazolam doxefazepam estazolam flubromazolam flunitrazolam flunitrazepam flurazepam flutemazepam flutoprazepam loprazolam lormetazepam midazolam nimetazepam nitemazepam nitrazepam nitrazolam quazepam temazepam triazolam carbamates carisoprodol emylcamate ethinamate hexapropymate meprobamate methocarbamol phenprobamate procymate tybamate imidazoles etomidate metomidate propoxate monoureides acecarbromal apronal apronalide bromisoval capuride carbromal ectylurea neurosteroids acebrochol alfadolone alfaxolone brexanolone allopregnanolone eltanolone pregnanolone ganaxolone hydroxydione minaxolone progesterone renanolone zuranolone nonbenzodiazepines eszopiclone indiplon lirequinil necopidem pagoclone pazinaclone saripidem suproclone suriclone zaleplon zolpidem zopiclone phenols cipepofol ciprofol fospropofol propofol propofol hemisuccinate piperidinediones glutethimide methyprylon piperidione pyrithyldione quinazolinones afloqualone cloroqualone diproqualone etaqualone mebroqualone mecloqualone methaqualone methylmethaqualone nitromethaqualone sl 164 others acetophenone acetylglycinamide chloral hydrate bromide compounds lithium bromide potassium bromide sodium bromide centalun chloral betaine chloral hydrate chloralose clomethiazole dichloralphenazone gaboxadol thip ibotenic acid amanita muscaria kavalactones loreclezole muscimol amanita muscaria paraldehyde petrichloral sesquiterpene isovaleramide isovaleric acid valerenic acid sulfonylalkanes sulfonmethane sulfonal tetronal trional triclofos gaba b 1 4 butanediol 4 fluorophenibut aceburic acid baclofen gabob ghb sodium oxybate gbl gvl jzp 386 phenibut tolibut valiloxybate xw 10172 h 1 antihistamines captodiame cyproheptadine diphenhydramine doxylamine hydroxyzine methapyrilene perlapine pheniramine promethazine propiomazine antidepressants serotonin antagonists and reuptake inhibitors etoperidone nefazodone trazodone tricyclic antidepressants amitriptyline doxepin trimipramine etc tetracyclic antidepressants mianserin mirtazapine etc antipsychotics typical antipsychotics chlorpromazine thioridazine etc atypical antipsychotics olanzapine quetiapine risperidone etc α 2 adrenergic clonidine detomidine dexmedetomidine lofexidine medetomidine romifidine tasipimidine tizanidine xylazine 5 ht 2a antidepressants trazodone tricyclic antidepressants amitriptyline doxepin trimipramine etc tetracyclic antidepressants mianserin mirtazapine etc antipsychotics typical antipsychotics chlorpromazine thioridazine etc atypical antipsychotics olanzapine quetiapine risperidone etc others niaprazine melatonin agomelatine melatonin ramelteon tasimelteon orexin daridorexant lemborexant suvorexant α 2 δ vdcc atagabalin baclofen gabapentin gabapentin enacarbil mirogabalin phenibut pregabalin others cannabinoids e g cannabis tetrahydrocannabinol dronabinol nabilone cannabidiol zenivol chlorophenylalkyldiols fenpentadiol metaglycodol phenaglycodol diethylpropanediol metamizil evoxine fenadiazole gaba reuptake inhibitors e g tiagabine guaifenesin related muscle relaxants chlorphenesin mephenesin mephenoxalone metaxalone methocarbamol midaflur opioids e g morphine passion flower pellotine phemerazole scopolamine serotonin precursors e g tryptophan 5 hydroxytryptophan 5 htp oxitriptan trazodone tributyrin umb68 valnoctamide v t e gaba receptor modulators ionotropic gaba a tooltip γ aminobutyric acid a receptor agonists 4 ahp catechin bamaluzole barbiturates e g phenobarbital β alanine bl 1020 dava dh p4s dihydromuscimol gaba gabamide γ amino β hydroxybutyric acid gaboxadol thip homotaurine tramiprosate 3 aps iaa ima ibotenic acid iso thaz isoguvacine isonipecotic acid kojic amine l 838 417 lignans e g honokiol methylglyoxal monastrol muscimol nefiracetam neurosteroids e g allopregnanolone org 20599 darigabat phenibut picamilon 4 piol p4s progabide propofol quisqualamine sl 75102 taurine taca tamp terpenoids e g borneol thio 4 piol thiomuscimol tolgabide zapa positive modulators abridged see here for a full list α emtbl alcohols e g drinking alcohol 2m2b anabolic steroids avermectins e g ivermectin barbiturates e g phenobarbital benzodiazepines e g diazepam bromide compounds e g potassium bromide carbamates e g meprobamate carbamazepine chloralose chlormezanone clomethiazole ergolines e g ergoloid dihydroergotoxine etazepine etifoxine fenamic acids e g mefenamic acid flavonoids e g apigenin hispidulin fluoxetine flupirtine imidazoles e g etomidate kava constituents e g kavain lanthanum loreclezole monastrol neurosteroids e g 3α androstanediol allopregnanolone cholesterol cortisol tetrahydrodeoxycorticosterone niacin nicotinamide nonbenzodiazepines e g β carbolines e g abecarnil cyclopyrroloness e g zopiclone imidazopyridines e g zolpidem pyrazolopyrimidines e g zaleplon seproxetine petrichloral phenols e g propofol phenytoin glutarimides e g glutethimide propanidid pyrazolopyridiness e g etazolate quinazolinones e g methaqualone retigabine ezogabine rod 188 skullcap constituents e g baicalin stiripentol sulfonylalkanes e g sulfonmethane sulfonal topiramate valerian constituents e g valerenic acid volatiles gases e g chloral hydrate chloroform diethyl ether paraldehyde sevoflurane antagonists bicuculline coriamyrtin dihydrosecurinine famiraprinium gabazine sr 95531 hydrastine hyenanchin mellitoxin iso thip php 501 pitrazepin securinine sinomenine sr 42641 thaz thio 4 piol thio thip thiocolchicoside tutin negative modulators 1 3m1b 3m2b 11 ketoprogesterone 17 phenylandrostenol α3ia α5ia ls 193 268 β ccb β cce β ccm β ccp β emgbl anabolic steroids amiloride anisatin β lactams e g penicillins cephalosporins carbapenems basmisanil bemegride bicyclic phosphates tbps tbpo iptbo bidn bilobalide bupleurotoxin bupropion cheb chlorophenylsilatrane cicutoxin cloflubicyne cortisol hydrocortisone cortisone cyclothiazide dhea dhea s dieldrin dmbb dmcm dmpc ebob etbicyphat fg 7142 zk 31906 fiproles e g fipronil flavonoids e g amentoflavone oroxylin a flumazenil quinolone antibiotics e g ciprofloxacin flurothyl furosemide golexanolone iomazenil 123 i iptbo isopregnanolone sepranolone l 655 708 laudanosine lindane maxipost morphine morphine 3 glucuronide mrk 016 naloxone naltrexone nicardipine nonsteroidal antiandrogens e g apalutamide bicalutamide enzalutamide flutamide nilutamide oenanthotoxin pentylenetetrazol pentetrazol phenylsilatrane picrotoxin i e picrotoxin picrotoxin and dihydropicrotoxinin pnv 001 pregnenolone sulfate propybicyphat pwz 029 radequinil ro15 4513 ro 19 4603 ro4882224 ro4938581 sarmazenil scs suritozole tb 21007 tbob tbps tcs 1105 terbequinil tets thujone u 93631 zinc zk 93426 gaba a ρ tooltip γ aminobutyric acid a rho receptor agonists bl 1020 caca camp homohypotaurine gaba γ amino β hydroxybutyric acid ibotenic acid isoguvacine muscimol n 4 chloroacetylcytosine arabinoside picamilon progabide taca tamp thiomuscimol tolgabide positive modulators allopregnanolone alfaxalone athdoc lanthanides antagonists s 2 megaba s 4 acpbpa s 4 acpca 2 metaca 3 apmpa 4 acpam 4 gba cis 3 acpbpa aza thip cgp 36742 sgs 742 dava gabazine sr 95531 gaboxadol thip i4aa iso thip isonipecotic acid loreclezole p4mpa p4s skf 97 541 sr 95318 sr 95813 thaz thio thip tpmpa trans 3 acpbpa zapa negative modulators 5α dihydroprogesterone bilobalide loreclezole picrotoxin picrotoxin picrotoxin pregnanolone rod 188 thdoc zinc metabotropic receptor gaba b tooltip γ aminobutyric acid b receptor agonists 1 4 butanediol 3 appa 4 fluorophenibut aceburic acid baclofen arbaclofen placarbil baclofen bl 1020 gaba gabamide γ amino β hydroxybutyric acid gbl ghb ghbal ghv gvl isovaline jzp 386 lesogaberan phenibut picamilon progabide sodium oxybate skf 97 541 sl 75102 tolgabide tolibut valiloxybate xw 10172 positive modulators adx 71441 asp 8062 bhf 177 bhff rac bhff bspp cgp 7930 cgp 13501 gs 39783 indv 1000 kk 92a antagonists 2 hydroxysaclofen cgp 35348 cgp 36742 cgp 46381 cgp 52432 cgp 54626 cgp 55845 cgp 64213 dava homotaurine tramiprosate 3 aps phaclofen saclofen sch 50911 negative modulators compound 14 see also receptor signaling modulators gaba a receptor positive modulators gaba metabolism transport modulators v t e glycine receptor modulators receptor ligands glyr tooltip glycine receptor agonists β alanine β aba baba β aiba caesium d alanine d serine gaba glycine hypotaurine ivermectin l alanine l proline l serine l threonine mdl 27531 milacemide picolinic acid propofol quisqualamine sarcosine taurine positive modulators alcohols e g brometone chlorobutanol chloretone ethanol alcohol tert butanol 2m2p tribromoethanol trichloroethanol trifluoroethanol alkylbenzene sulfonate anandamide barbiturates e g pentobarbital sodium thiopental chlormethiazole d12 116 dihydropyridines e g nicardipine etomidate ginseng constituents e g ginsenosides e g ginsenoside rf glutamic acid glutamate ivermectin ketamine neuroactive steroids e g alfaxolone pregnenolone eltanolone pregnenolone acetate minaxolone org 20599 nitrous oxide penicillin g propofol tamoxifen tetrahydrocannabinol triclofos tropeines e g atropine bemesetron cocaine ly 278584 tropisetron zatosetron volatiles gases e g chloral hydrate chloroform desflurane diethyl ether ether enflurane halothane isoflurane methoxyflurane sevoflurane toluene trichloroethane methyl chloroform trichloroethylene xenon zinc antagonists 2 aminostrychnine 2 nitrostrychnine 4 phenyl 4 formyl n methylpiperidine αembtl bicuculline brucine cacotheline caffeine colchicine colubrine cyanotriphenylborate dendrobine diaboline endocannabinoids e g 2 ag anandamide aea gaboxadol thip gelsemine iso thaz isobutyric acid isonipecotic acid isostrychnine laudanosine n methylbicuculline n methylstrychnine n n dimethylmuscimol nipecotic acid pitrazepin pseudostrychnine quinolines e g 4 hydroxyquinoline 4 hydroxyquinoline 3 carboxylic acid 5 7 ciqa 7 ciq 7 tfq 7 tfqa ru 5135 sinomenine strychnine thaz thiocolchicoside tutin negative modulators amiloride benzodiazepines e g bromazepam clonazepam diazepam flunitrazepam flurazepam corymine cyanotriphenylborate daidzein dihydropyridines e g nicardipine nifedipine nitrendipine furosemide genistein ginkgo constituents e g bilobalide ginkgolides e g ginkgolide a ginkgolide b ginkgolide c ginkgolide j ginkgolide m imipramine nbqx neuroactive steroids e g 3α androsterone sulfate 3β androsterone sulfate deoxycorticosterone dhea sulfate pregnenolone sulfate progesterone opioids e g codeine dextromethorphan dextrorphan levomethadone levorphanol morphine oripavine pethidine thebaine picrotoxin i e picrotin and picrotoxinin pmba riluzole tropeines e g bemesetron ly 278584 tropisetron zatosetron verapamil zinc nmdar tooltip n methyl d aspartate receptor see here instead transporter blockers glyt1 tooltip sodium and chloride dependent glycine transporter 1 acppb alx 5407 nfps asp2535 bitopertin rg1678 ro4917838 cp 802079 ethanol alcohol glycyldodecylamide gsk1018921 iclepertin ly 2365109 mardepodect org 24598 org 25935 sch 900435 pesampator biib 104 pf 04958242 pf 03463275 sarcosine sng 12 synapsinae ssr 103 800 ssr 504 734 tilapertin glyt2 tooltip glycine transporter 2 alx 1393 amoxapine ethanol alcohol nagly opiranserin vvz 149 org 25543 vvz 368 see also receptor signaling modulators gaba receptor modulators gaba a receptor positive modulators ionotropic glutamate receptor modulators this sedative related article is a stub you can help wikipedia by adding missing information v t e retrieved from https en wikipedia org w index php title org 20599 oldid 1329036943 categories 5β pregnanes neurosteroids anticonvulsants hypnotics 4 morpholinyl compounds organochlorides secondary alcohols ketones gabaa receptor agonists gabaa receptor positive allosteric modulators glycine receptor agonists sedat...