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Chemical compound
Pharmaceutical compound
2C-B-PP ATC code
1-(2,5-dimethoxy-4-bromophenyl)piperazine
CAS Number PubChem CID UNII ChEMBL Formula C 12 H 17 Br N 2 O 2 Molar mass −1 3D model (JSmol )
COC1=CC(=C(C=C1N2CCNCC2)OC)Br
InChI=1S/C12H17BrN2O2/c1-16-11-8-10(12(17-2)7-9(11)13)15-5-3-14-4-6-15/h7-8,14H,3-6H2,1-2H3
Key:JLAQUWGWRNMYGA-UHFFFAOYSA-N
2,5-dimethoxy-4-bromophenylpiperazine (2C-B-PP ) is a drug of the phenylpiperazine class. It acts as an agonist at serotonin receptors , and in studies on rats substituted for the psychedelic amphetamine derivative DOM with around 1/10 the potency but similar rates of stimulus-appropriate responding at the highest dose.[ 1] [ 2] : 867–868
^ Lyon RA, Titeler M, McKenney JD, Magee PS, Glennon RA (May 1986). "Synthesis and evaluation of phenyl- and benzoylpiperazines as potential serotonergic agents". Journal of Medicinal Chemistry . 29 (5): 630– 634. doi :10.1021/jm00155a008 . PMID 3701781 . ^ Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: Von der Struktur zur Funktion . Nachtschatten Verlag AG. ISBN 978-3-03788-700-4
No ring subs. 4-Hydroxytryptamines 5-Hydroxytryptamines 5-Methoxytryptamines Other ring subs.
2,N ,N -TMT 4,N ,N -TMT 5-Bromo-DMT 5-N ,N -TMT 7,N ,N -TMT 5-Fluoro-DMT 5-MeO-2,N ,N -TMT 5-MeO-4,N ,N -TMT 6-Fluoro-DMT Bretisilocin (GM-2505; 5-fluoro-MET) α-Alkyltryptamines Others
Ergolines /lysergamides (e.g., LSD )Harmala alkaloidsβ-carbolines (e.g., harmine , harmaline )Iboga alkaloids18-MAC , 18-MC , coronaridine , ibogaine , ibogamine , ME-18-MC , noribogaine , tabernanthine , voacangine )Ibogalogs (e.g., ibogainalog )Partial ergolines (e.g., NDTDI , RU-28306 , DEIMDHPCA , CT-5252 )Piperidinylethylindoles (e.g., Pip-T )Pyrrolidinylethylindoles (e.g., Pyr-T , 5-MeO-pyr-T )Pyrrolidinylmethylindoles (e.g., MPMI , 4-HO-MPMI (lucigenol) , 5-MeO-MPMI )
Benzofurans (e.g., 5-MeO-DiBF , dimemebfe (5-MeO-BFE) , mebfap )Benzothiophenes (e.g., 3-APBT )Indazoles (e.g., AL-38022A , O -methyl-AL-34662Indenes (e.g., C-DMT )Isotryptamines (e.g., 6-MeO-isoDMT , Ro60-0175 )MYCO-005 Quinolinylethylamines (e.g., mefloquine )
Others: 2C-G-x (e.g., 2C-G-3 , 2C-G-5 )β-Keto-2C-B (βk-2C-B) β-Keto-2C-I (βk-2C-I) β-Methyl-2C-B (BMB) BOB , BOD , BOH-2C-B )HOT-2 , HOT-7 , HOT-17 )N -Ethyl-2C-B2CD-2-ETO , 2CD-5-ETO , 2CE-5-ETO , 2CE-5iPrO , 2CT2-5-ETO , ASR-2001 (2CB-5PrO) ) Others
2-TOET 2-TOM 25B-NAcPip 4-HA 5-TOET 5-TOM Benzofurans (e.g., 5-APB , 5-APDB , 6-APB , 6-APDB , F-2 , F-22 )Benzothiophenes (e.g., 5-APBT , 6-APBT )DMAs (e.g., 2,4-DMA , 3,4-DMA )Fenfluramine MMA (3-MeO-4-MA) Norfenfluramine 25D-NM-NDEAOP , DOB-NDEPA , DOI-NDEPA , DOM-NDEPA , DOTFM-NDEPA , M-NDEPA , TMA-2-NDEPA )PMA (4-MA) TMA-3 , TMA-4 , TMA-5 , TMA-6 )TOMSO ZDCM-04
1-Aminomethylindanes (e.g., 2CB-Ind , jimscaline )2-Aminoindanes (e.g., DOM-AI )2-Aminotetralins (e.g., DOM-AT )3-Phenylpiperidines (e.g., LPH-5 , LPH-48 )Benzazepines (e.g., lorcaserin )Benzocyclobutenes (e.g., 2CBCB-NBOMe , TCB-2 , tomscaline )Benzoxepins (e.g., BBOX , IBOX , TFMBOX )DMBMPP (juncosamine) Ergolines /lysergamides (e.g., LSD )Glaucine IHCH-7113 Partial ergolines (e.g., NDTDI , DEIMDHPCA , DEMPDHPCA , DEMTMPDHPCA , DEMNDHPCA )Phenylcyclopropylamines (e.g., DMCPA , TMT )Phenylmorpholines (phenmetrazines) (e.g., 2C-B-morpholine )Phenyloxazolamines (aminorexes ) (e.g., 2C-B-aminorex )Z3517967757 ZC-B
Others Natural sources
Tryptamines: Acacia spp.Acacia acuminata Acacia confusa Ayahuasca and vinho de Jurema (e.g., Psychotria viridis (chacruna)Dipolopterys cabrerana (chaliponga, chacruna)Mimosa tenuiflora (Mimosa hostilis ; jurema)Brosimum Brosimum acutifolium (takini)Hallucinogenic snuffs (e.g., Anadenanthera peregrina (yopo, jopo, cohoba, parica, ebene)Anadenanthera colubrina (vilca, cebil)Incilius alvarius (Bufo alvarius ; Colorado River toad, Sonoran Desert toad; bufo)Psilocybin-containing mushrooms (magic mushrooms, shrooms) (e.g., Psilocybe cubensis Psilocybe mexicana (teonanacatl)
Phenylpiperazines
1-Phenylpiperazine (1-PP; PP) 3,4-CFP 2C-B-PP Acaprazine Antrafenine Aripiprazole Batoprazine Bifeprunox BRL-15,572 Ciprofloxacin Dapiprazole DCPP DMPP Diphenylpiperazine Dropropizine EGIS-7625 EGIS-12,233 Elopiprazole Eltoprazine Enpiprazole Ensaculin Etoperidone Flesinoxan Fluanisone Flibanserin Fluprazine Itraconazole Ketoconazole Levodropropizine Lorpiprazole mCPP Mefway MeOPP Mepiprazole Naftopidil Naluzotan Nefazodone Niaprazine Oxypertine Pardoprunox pCPP pFPP Posaconazole S-14,506 S-14,671 S-15,535 SB-258,585 SB-271,046 SB-357,134 SB-399,885 Sonepiprazole TFMPP Tolpiprazole Trazodone Urapidil Vesnarinone Vilazodone Vortioxetine WAY-100,135 WAY-100,635 Benzylpiperazines Naphthylpiperazines Quinolinylpiperazines Diphenylalkylpiperazines Pyrimidinylpiperazines Pyridinylpiperazines Benzo(iso)thiazolyl piperazines Tricyclic -linked piperazinesOthers/uncategorized
