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					Chemical compound
Pharmaceutical compound
Flucindole Other names WIN-35150; WIN35150; WIN-35,150; 5,7-Difluoro-N ,N -dimethyl-α,2-dimethylene-tryptamine Routes of Oral ATC code Legal status 
6,8-Difluoro-N ,N -dimethyl-2,3,4,9-tetrishydro-1H -carbazol-3-amine
 CAS Number PubChem  CID ChemSpider UNII KEGG ChEMBL CompTox Dashboard  (EPA ) Formula C 14 H 16 F 2 N 2 Molar mass −1 3D model (JSmol ) 
CN(C)C1CCC2=C(C1)C3=CC(=CC(=C3N2)F)F
 
InChI=1S/C14H16F2N2/c1-18(2)9-3-4-13-10(7-9)11-5-8(15)6-12(16)14(11)17-13/h5-6,9,17H,3-4,7H2,1-2H3
Key:FXNCRITWFOVSEP-UHFFFAOYSA-N
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Flucindole  (INN Tooltip International Nonproprietary Name , USAN Tooltip United States Adopted Name ; developmental code name WIN-35150 ) is an antipsychotic  of the tetrahydrocarbazolamine  family with a tricyclic  cyclized tryptamine  structure  that was never marketed.[ 1] [ 2] derivative  of ciclindole .[ 3]   times more potent  than ciclindole both in vitro in vivo [ 2] 
Tryptamines 4-Hydroxytryptamines esters /ethers 5-Hydroxy-  and5-methoxytryptamines 
2-Methyl-5-HT 4-HO-5-MeO-T 4-F-5-MeO-DMT 4,5-DHP-DMT 4,5-DHT 4,5-MDO-DMT 4,5-MDO-DiPT 5-BT 5-Ethoxy-DMT 5-HO-DET 5-HO-DiPT 5-HO-NiPT 5-HO-DPT 5-HTP  (oxitriptan )5-MeO-2-TMT 5-MeO-34MPEMT 5-MeO-7,N ,N -TMT 5-MeO-DALT 5-MeO-DBT 5-MeO-DET 5-MeO-DiPT 5-MeO-DMT (N ,N ,O -TMS; O -methylbufotenine) 5-MeO-DPT 5-MeO-EiPT 5-MeO-EPT 5-MeO-MALT 5-MeO-MET 5-MeO-MiPT 5-MeO-NET 5-MeO-NiPT 5-MeO-NMT (O ,N -DMS) 5-MeO-PiPT 5-MeO-NBpBrT 5-MeO-T (5-MT; mexamine; O -methylserotonin) 5-MeO-T-NBOMe 5-MT-NB3OMe 5-NOT 5,6-DHT 5,6-MDO-DiPT 5,6-MDO-DMT 5,6-MDO-MiPT 5,6-MeO-MiPT 5,7-DHT Arachidonoyl serotonin ASR-3001 (5-MeO-iPALT) BAB Benanserin (BAS; SQ-4788) BGC20-761 Bufotenidine (5-HTQ; N ,N ,N -TMS) Bufotenin (5-HO-DMT; N ,N -DMS; mappine) Bufoviridine (5-SO-DMT) CP-132,484 Cqd 280 Cqd 285 Cqdd 280 Donitriptan EMDT (2-Et-5-MeO-DMT) HIOC Indorenate (TR-3369) Isamide (N -CA-5-MT) L-741604 MS-245 N -DEAOP-5-MeO-NETN -DEAOP-5-MeO-NMTN -Feruloylserotonin (moschamine)Norbufotenin (5-HO-NMT; NMS) O -Acetylbufotenine (5-AcO-DMT)O -Pivalylbufotenine (5-t -BuCO-DMT)Psilomethoxin (4-HO-5-MeO-DMT) Psilomethoxybin (4-PO-5-MeO-DMT) Serotonin (5-HT)  N -Acetyltryptaminesα-Alkyltryptamines 
5-Hydroxy- and 5-alkoxy-α-alkyltryptamines:  1-Pr-5-MeO-AMT 5-Allyloxy-AMT 5-Ethoxy-αMT 5-iPrO-αMT 5-MeO-αET 5-MeO-αMT (α,O -DMS; Alpha-O) α-Methyl-5-HTP α-Methylmelatonin α-Methylserotonin (5-HO-αMT; α-Me-5-HT) α,N ,O -TMS (5-MeO-α,N -DMT) α,N ,N ,O -TeMS (5-MeO-α,N ,N -TMT) AL-37350A (4,5-DHP-αMT) BW-723C86  Cyclized tryptamines 
Barettin Cyclic 3-OHM Ergolines  and lysergamides  (e.g., LSD )Harmala  alkaloidsβ-carbolines  (e.g., 5-methoxyharmalan , 6-MeO-THH , 6-methoxyharmalan , 9-Me-BC , β-carboline (norharman) , fenharmane , harmaline , harmalol , harmane , harmine , LY-266,097 , pinoline , tetrahydroharmine , tryptoline )Iboga  alkaloidsibogaine , ibogamine , noribogaine , tabernanthine )Ibogalogs  (e.g., catharanthalog , fluorogainalog , ibogainalog , ibogaminalog (DM-506) , LS-22925 , noribogainalog , noribogaminalog , PHA-57378 , PNU-22394 , tabernanthalog )Imidazolylindoles  (e.g., AGH-107 , AGH-192 , AH-494 )Metralindole Partial ergolines and lysergamides  (e.g., NDTDI , RU-27849 , RU-28251 , RU-28306 , FHATHBIN , LY-178210 , Bay R 1531 (LY-197206) , LY-293284 , 10,11-seco-LSD , 10,11-secoergoline (α,N -Pip-T) , CT-5252 )Pertines  (e.g., alpertine , milipertine , oxypertine , solypertine )Piperidinylethylindoles  (e.g., pip-T , indolylethylfentanyl )Pyrrolidinylethylindoles  (e.g., pyr-T , 4-HO-pyr-T , 5-MeO-pyr-T , 4-F-5-MeO-pyr-T )Pyrrolidinylmethylindoles  (e.g., MPMI , 4-HO-MPMI (lucigenol) , 5F-MPMI , 5-MeO-MPMI , CP-122288 , CP-135807 , eletriptan )Tetrahydrocarbazolamines  (e.g., ciclindole , flucindole , frovatriptan , LY-344864 , ramatroban )Tetrahydropyridinylindoles  (e.g., RS134-49 , RU-28253 , NEtPhOH-THPI )Tetrahydropyrroloquinolines  (e.g., bufothionine , O -methylnordehydrobufotenineYohimbans  (e.g., yohimbine , rauwolscine , spegatrine , corynanthine , ajmalicine , reserpine , deserpidine , rescinnamine ) Isotryptamines Related compounds 
2-Azapsilocin 4-Aza-5-MeO-DPT 5-Aza-4-MeO-DiPT 5-HIAA 5-HIAL 5-HITCA 5-MIAL 7-Aza-5-MeO-DiPT α-Carboline γ-Carbolines  (pyridoindoles) (e.g., γ-carboline , alosetron , gevotroline , latrepirdine , lurosetron , mebhydrolin , tiflucarbine )Amedalin Benzindopyrine Benzofurans  (e.g., 3-APB , 5-MeO-DiBF , BPAP , 3-F-BPAP , dimemebfe , mebfap , oxa-noribogaine )Benzothiophenes  (e.g., 3-APBT )Carmoxirole CT-4436 Daledalin Gramine Histamine I-32 IAL IN-399 Indazolethylamines  (e.g., AL-34662 , AL-38022A , O -methyl-AL-34662VU6067416 , YM-348 )Indenylethylamines  (e.g., C-DMT )Indolizinylethylamines  (e.g., TACT908 (2ZEDMA) , 1ZP2MA , 1Z2MAP1O )Indolylaminopropanes  (e.g., 1-API , 2-API , 4-API , 5-API (5-IT; PAL-571) , 6-API (6-IT) , 7-API )Iprindole Masupirdine Medmain Molindone Non-tryptamine triptans  (e.g., avitriptan , LY-334370 , naratriptan ) 
Ondansetron Oxazinopyridoindoles  (e.g., IHCH-8134 )Phenethylamines  (e.g., phenethylamine , amphetamine )Piperidinylbenzimidazolines  (e.g., benperidol , timiperone )Piperazinylbenzisothiazoles  (e.g., lurasidone , perospirone , tiospirone , ziprasidone )Piperidinylbenzisoxazoles  (e.g., iloperidone , milsaperidone , ocaperidone , paliperidone , risperidone )Piperidinylindoles  (e.g., BRL-54443 , LY-334370 , naratriptan , sertindole , SN-22 )Pirlindole Pyridinylbenzimidazoles  (e.g., droperidol )Pyridinylindoles  (e.g., tepirindole )Pyridopyrroloquinoxalines  (e.g., IHCH-7113 , IHCH-7079 , IHCH-7086 , lumateperone , deulumateperone , ITI-1549 )Pyrrolylethylamines  (e.g., 2-pyrrolylethylamine (NEA) , 3-pyrrolylethylamine (3-NEA) , 3-pyrrolylpropylamine )Pyrrolopyridinylethylamines  (e.g., WAY-208466 )Quinolinylethylamines  (e.g., mefloquine )Ro60-0213 Selisistat Tetrahydropyridinylindoles  (e.g., EMD-386088 , LY-367265 , RU-24,969 )Tetrahydropyridinylpyrrolopyridines  (e.g., (R )-69 (3IQ) , (R )-70 , CP-94253 )Tetrindole Tipindole Zilpaterol (RU-42173)