Mebolazine

Mebolazine (INNTooltip International Nonproprietary Name; brand names Dostalon and Roxilon; also known as dimethazine, dymethazine, di(methasterone) azine, or 2α,17α-dimethyl-5α-androstan-17β-ol-3-one azine) is a synthetic, orally active androgen/anabolic steroid (AAS) and a 17α-alkylated derivative of dihydrotestosterone (DHT) which is no longer marketed.[1][2] It has a unique and unusual chemical structure, being a dimer of methasterone linked at the 3-position of the A-ring by an azine group, and reportedly acts as a prodrug of methasterone.[3] Since 2008, mebolazine has been used illegally as an ingredient is some dietary supplements,[4] including vitamin B supplements, and in the United States the Food and Drug Administration has taken legal action against such manufacturers.[5][6]
IUPAC nameCAS NumberChemSpiderFormulaMolar massSMILESsyntheticorally activeandrogenanabolic steroid17α-alkylatedderivativedihydrotestosteronechemical structuremethasteroneprodrugvitamin BFood and Drug AdministrationBolazineAndrogensantiandrogensagonistsAndrostenediol dipropionateBoldenone undecylenateClostebolClostebol acetateClostebol caproateClostebol propionateCloxotestosterone acetatePrasterone (dehydroepiandrosterone, DHEA)Prasterone enanthate (DHEA enanthate)Prasterone sulfate (DHEA sulfate)QuinboloneTestosteronetestosterone cypionatetestosterone enanthatetestosterone propionatetestosterone undecanoatetestosterone ester mixturesDeposteronaOmnadrenSustanonTestoviron DepotAndrostanolone (stanolone, dihydrotestosterone, DHT)Bolazine capronateDrostanolone propionate (dromostanolone propionate)EpitiostanolMepitiostaneMesteroloneMetenolone acetate (methenolone acetate)Metenolone enanthate (methenolone enanthate)Stenbolone acetateBolandiol dipropionatenandrolone decanoatenandrolone phenylpropionateNorclostebolNorclostebol acetateOxabolone cipionate (oxabolone cypionate)Trenbolone acetateTrenbolone hexahydrobenzylcarbonate (trenbolone cyclohexylmethylcarbonate)BolasteroneCalusteroneChlorodehydromethyltestosterone (CDMT)FluoxymesteroneFormeboloneMetandienone (methandienone, methandrostenolone)Methandriol (methylandrostenediol)Methandriol bisenanthoyl acetateMethandriol dipropionateMethandriol propionateMethyltestosteroneMethyltestosterone 3-hexyl etherOxymesteronePenmesterolTiomesterone (thiomesterone)AndroisoxazoleFurazabolMestanoloneOxandroloneOxymetholoneStanozololEthylestrenolMiboleroneNorethandroloneNormethandrone (methylestrenolone, normethisterone)Propetandrol (propethandrol)Norvinisterone (vinylnortestosterone)DanazolGestrinoneProgestinsethisterone (ethynyltestosterone)levonorgestrelnorgestrelnorethisterone (norethindrone)lynestrenolnorgestrienoneTiboloneMedroxyprogesterone acetateProgonadotropinsAntiestrogenstamoxifenclomifeneGnRH agonistsGnRH (gonadorelin)leuprorelinGonadotropinsantagonistsAbiraterone acetate+niraparibCanrenoneChlormadinone acetateCyproterone acetateDelmadinone acetateDienogestDrospirenoneMedrogestoneMegestrol acetateNomegestrol acetateOsaterone acetateOxendolonePotassium canrenoateSpironolactoneApalutamideBicalutamideCimetidineDarolutamideEnzalutamideFlutamideKetoconazoleNilutamideSeviteronelTopilutamide (fluridil)Steroidogenesisinhibitors5α-ReductaseAlfatradiolDutasterideEpristerideFinasterideSaw palmetto extractAminoglutethimideBifluranolAntigonadotropinsD2 receptorprolactin releasersdomperidonemetoclopramiderisperidonehaloperidolchlorpromazinesulpirideEstrogensdiethylstilbestrolestradiolethinylestradiolethinylestradiol sulfonateparoxypropioneGnRH antagonistscetrorelixProgestogenshydroxyprogesterone caproategestonorone caproateAndrovax (androstenedione albumin)Ovandrotone albumin (Fecundin)WHO-EMWithdrawnClinical trialsList of androgens/anabolic steroidsAndrogen receptormodulators4-Androstenediol4-Dehydroepiandrosterone (4-DHEA)4-Hydroxytestosterone5-Androstenedione11-Ketotestosterone11β-HydroxyandrostenedioneAdrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione)Androstenediol (5-androstenediol)Androstenediol 3β-acetateAndrostenediol 17β-acetateAndrostenediol diacetateAndrostenedione (4-androstenedione)AtamestaneBoldenoneBoldione (1,4-androstadienedione)CloxotestosteroneDehydroandrosteroneDHEA (androstenolone, prasterone; 5-DHEA)DHEA enanthate (prasterone enanthate)DHEA sulfateExemestaneFormestanePlomestaneSilandrone+dutasteridePolytestosterone phloretin phosphate1-Androstenediol1-Androstenedione1-Androsterone (1-andro, 1-DHEA)1-Testosterone3α-Androstanediol5α-Androst-2-en-17-one7β-Hydroxyepiandrosterone11-KetodihydrotestosteroneAndrosteroneDihydrofluoxymesteroneDihydrotestosterone (DHT)androstanolone, stanoloneDrostanoloneDrostanolone propionateEpiandrosteroneMesaboloneMesterolone cipionateMethyldiazinolNisterimeNisterime acetateProstanozolStenboloneTestifenon (testiphenon, testiphenone)7α-Methyl-19-norandrostenedione (MENT dione, trestione)11β-Methyl-19-nortestosterone11β-Methyl-19-nortestosterone dodecylcarbonate19-Nor-5-androstenediol19-Nor-5-androstenedione19-NordehydroepiandrosteroneBolandiolBolandione (19-nor-4-androstenedione)Bolmantalate (nandrolone adamantoate)DienedioneDienoloneDimethandroloneDimethandrolone buciclateDimethandrolone dodecylcarbonateDimethandrolone undecanoateLS-1727 (nandrolone 17β-N-(2-chloroethyl)-N-nitrosocarbamate)Methoxydienone (methoxygonadiene)NandroloneOxaboloneTrenboloneTrenbolone enanthateTrenbolone hexahydrobenzylcarbonateTrenbolone undecanoateTrendioneTrestolone (MENT)Trestolone acetateTrestolone enanthate5α-Dihydronandrolone19-NorandrosteroneChlorodehydromethylandrostenediol (CDMA)Chloromethylandrostenediol (CMA)EnestebolEthyltestosteroneHydroxystenozoleMetandienone (methandrostenolone)Methandriol diacetateMethylclostebol (chloromethyltestosterone)+esterified estrogensTiomesteroneDesoxymethyltestosteroneMetenoloneMetenolone acetateMetenolone enanthateMethyl-1-testosteroneMethylepitiostanolMethylstenboloneBolenolDimethyldienoloneDimethyltrienoloneEthyldienoloneMethyldienoloneMethylhydroxynandrolone (MOHN, MHN)MetriboloneNorboletonePropetandrolRU-2309Tetrahydrogestrinone5α-Dihydronorethandrolone5α-DihydronormethandroneVinyltestosteroneEthinylandrostenediolEthandrostate17α-Ethynyl-3α-androstanediol17α-Ethynyl-3β-androstanediolDihydroethisteroneΔ4-TiboloneDesogestrelEtonogestrelEtynodiolEtynodiol diacetateGestodeneLevonorgestrel esterslevonorgestrel butanoateLynestrenol phenylpropionateNorethisteroneNorethisterone estersnorethisterone acetatenorethisterone enanthateQuingestanolQuingestanol acetate5α-Dihydrolevonorgestrel5α-Dihydronorethisterone6α-Methylprogesterone3-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 acetateAbirateroneAllyltestosteroneBenorteroneCanrenoic acidClascoteroneClometeroneCyproheptadineCyproteroneDelanteroneDicirenoneDU-41165EdogestroneEM-5854EpitestosteroneGaleteroneGuggulsteroneMespirenoneMetogestMexrenoneMifepristoneNordinoneOsateronePromegestoneProrenoneRosteroloneSC-5233 (spirolactone)SpirorenoneSpiroxasoneTopteroneTrimegestoneTrimethyltrienolone (R-2956)Zanoterone5N-BicalutamideAtraric acidBakuchiolBavdegalutamideBisphenolsbisphenol Abisphenol Fbisphenol SBMS-641988CioteronelCyanonilutamidep,p’-DDEDieldrinEndosulfanEPI-001FenarimolHydroxyflutamideInocoteroneInocoterone acetateKetodarolutamideLavender oilLG-120907LinuronMasofanitenMethiocarbN-DesmethylapalutamideN-DesmethylenzalutamidePentomonePhenothrinProchlorazProcymidoneProxalutamidePyrilutamideRalaniten (EPI-002)Ralaniten acetate (EPI-506)RD-162RezvilutamideRU-22930RU-56187RU-57073RU-58642RU-58841ThalidomideValproic acidVinclozolinGPRC6ACationsaluminiumcalciumgadoliniummagnesiumstrontiumL-α-Amino acidsL-arginineL-lysineL-ornithineOsteocalcinList of androgens and anabolic steroids