Piperazina tersubstitusi Daftar
Benzilpiperazina
Struktur kimia dari beberapa benzilpiperazina terpilih
1-Benzilpiperazina (BZP)
1-Metil-4-benzilpiperazina (MBZP)
1,4-Dibenzilpiperazina (DBZP)
3,4-Metilenadioksi-1-benzilpiperazina (MDBZP)
4-Bromo-2,5-dimetoksi-1-benzilpiperazina (2C-B-BZP)
Metoksipiperamida (MeOP, MEXP) ((4-metoksifenil)(4-metilpiperazina-1-il)metanona)
Sunifiram (1-benzoil-4-propanoilpiperazina)
3-Metilbenzilpiperazina (3-MeBZP)
Befuralin
Fipeksida
Piberalin
Fenilpiperazina
Tersubstitusi orto
2-Klorofenilpiperazin (oCPP)
2-Metilfenilpiperazin (oMPP)
2-Metoksifenilpiperazin (oMeOPP)
Mefeklorazin
Vortioksetin Enpiprazol diketahui menghasilkan oCPP sebagai metabolit. Awalnya diperkirakan akan menghasilkan oMeOPP sebagai metabolit, tetapi ternyata tidak demikian.
3-Klorofenilpiperazina (mCPP)
3-Metoksifenilpiperazina (mMeOPP)
3-Trifluorometilfenilpiperazina (TFMPP)
1-(3-Klorofenil)-4-(2-feniletil)piperazina (3C-PEP) Trazodon , nefazodon , etoperidon, mepiprazol, dan lainnya menghasilkan mCPP sebagai metabolit.[ 3]
Tersubstitusi para
4-Klorofenilpiperazina (pCPP)
4-Fluorofenilpiperazina (pFPP)
4-Metilfenilpiperazina (pMPP)
4-Metoksifenilpiperazina (pMeOPP, MeOPP)
4-Nitrofenilpiperazina (pNPP, PAL-175) – agen pelepasan serotonin parsial selektif[ 4]
4-Trifluorometilfenilpiperazina (pTFMPP) Tersubstitusi ganda
2,3-Diklorofenilpiperazina (2,3-DCPP)
3,4-Diklorofenilpiperazina (3,4-DCPP)
2,3-Dimetilfenilpiperazina (DMPP)
3-Trifluorometil-4-klorofenilpiperazina (TFMCPP, PAL-179) – agen pelepas serotonin parsial selektif[ 4] Arilpiperazina lainnya
1-(1-Naftil)piperazina (1-NP)
1-(2-Pirimidinil)piperazina (1-PP)
ORG-12962 (1-(5-trifluorometil-6-kloropiridin-2-il)piperazina)
Kuipazina (2-piperazin-1-ilkuinolin) Banyak azapirona seperti buspiron , gepiron, dan tandospiron menghasilkan 1-PP sebagai metabolit .
Berdasarkan kelas obat
4-Bromo-2,5-dimetoksi-1-benzilpiperazina (2C-B-BZP)
1-Benzilpiperazina (BZP)
2,3-Diklorofenilpiperazina (DCPP)
1,4-Dibenzilpiperazina (DBZP)
4-Metil-1-benzilpiperazina (MBZP)
3-Klorofenilpiperazina (mCPP)
3,4-Metilendioksi-1-benzilpiperazina (MDBZP)
4-Metoksifenilpiperazina (MeOPP)
Metoksipiperamida (MeOP atau MEXP)
4-Klorofenilpiperazina (pCPP)
4-Fluorofenilpiperazina (pFPP)
3-Trifluorometilfenilpiperazina (TFMPP) Referensi
↑ Laras, Y.; Garino, C.; Dessolin, J.; Weck, C.; Moret, V.; Rolland, A.; Kraus, J.-L. (2009-02-01). "New N4-substituted piperazine naphthamide derivatives as BACE-1 inhibitors" Journal of Enzyme Inhibition and Medicinal Chemistry . 24 (1): 181– 187. doi :10.1080/14756360802048939 . ISSN  1475-6366 . PMID  18770069 . S2CID  85385527 . ↑ Alghamdi, Saad; Alshehri, Mohammed M.; Asif, Mohammad (2022). "The Neuropharmacological Potential of Piperazine Derivatives: A Mini- Review" Mini-Reviews in Organic Chemistry (dalam bahasa Inggris). 19 (7): 798– 810. doi :10.2174/1570193x19666220119120211 . ↑ Costa Alegre MD, Barbosa DJ, Dinis-Oliveira RJ (February 2025). "Metabolism of m-CPP, trazodone, nefazodone, and etoperidone: clinical and forensic aspects". Drug Metab Rev . 57 (2): 115– 146. doi :10.1080/03602532.2025.2465482 . PMID  39945551 . 1 2 3 4 5 ↑ Rothman RB, Baumann MH (2006). "Therapeutic potential of monoamine transporter substrates". Curr Top Med Chem . 6 (17): 1845– 1859. doi :10.2174/156802606778249766 . PMID  17017961 . 1 2 3 Nagai F, Nonaka R, Satoh Hisashi Kamimura K (March 2007). "The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain" Eur J Pharmacol . 559 (2– 3): 132– 137. doi :10.1016/j.ejphar.2006.11.075 . PMID  17223101 . 1 2 Baumann MH, Clark RD, Budzynski AG, Partilla JS, Blough BE, Rothman RB (October 2004). "Effects of "Legal X" piperazine analogs on dopamine and serotonin release in rat brain". Ann N Y Acad Sci . 1025 : 189– 197. Bibcode :2004NYASA1025..189B . doi :10.1196/annals.1316.024 . PMID  15542717 . 1 2 Baumann MH, Clark RD, Budzynski AG, Partilla JS, Blough BE, Rothman RB (March 2005). "N-substituted piperazines abused by humans mimic the molecular mechanism of 3,4-methylenedioxymethamphetamine (MDMA, or 'Ecstasy')". Neuropsychopharmacology . 30 (3): 550– 560. doi :10.1038/sj.npp.1300585 . PMID  15496938 . 1 2 Blough B (July 2008). "Dopamine-releasing agents" (PDF) . Dalam Trudell ML, Izenwasser S (ed.). Dopamine Transporters: Chemistry, Biology and Pharmacology  305– 320. ISBN  978-0-470-11790-3 OCLC  181862653 . OL  18589888W . 1 2 3 4 Reith ME, Blough BE, Hong WC, Jones KT, Schmitt KC, Baumann MH, Partilla JS, Rothman RB, Katz JL (February 2015). "Behavioral, biological, and chemical perspectives on atypical agents targeting the dopamine transporter" . Drug Alcohol Depend . 147 : 1– 19. doi :10.1016/j.drugalcdep.2014.12.005 . PMC  4297708 PMID  25548026 . 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 Severinsen K, Kraft JF, Koldsø H, Vinberg KA, Rothman RB, Partilla JS, Wiborg O, Blough B, Schiøtt B, Sinning S (September 2012). "Binding of the amphetamine-like 1-phenyl-piperazine to monoamine transporters" . ACS Chem Neurosci . 3 (9): 693– 705. doi :10.1021/cn300040f . PMC  3447394 PMID  23019496 . ↑ Kohut SJ, Jacobs DS, Rothman RB, Partilla JS, Bergman J, Blough BE (December 2017). "Cocaine-like discriminative stimulus effects of "norepinephrine-preferring" monoamine releasers: time course and interaction studies in rhesus monkeys" . Psychopharmacology (Berl) . 234 (23– 24): 3455– 3465. doi :10.1007/s00213-017-4731-5 . PMC  5747253 PMID  28889212 . ↑ Rothman RB, Baumann MH (July 2002). "Therapeutic and adverse actions of serotonin transporter substrates". Pharmacol Ther . 95 (1): 73– 88. doi :10.1016/s0163-7258(02)00234-6 . PMID  12163129 . ↑ Rothman RB, Baumann MH (April 2002). "Serotonin releasing agents. Neurochemical, therapeutic and adverse effects". Pharmacol Biochem Behav . 71 (4): 825– 836. doi :10.1016/s0091-3057(01)00669-4 . PMID  11888573 . ↑ Rothman RB, Baumann MH, Blough BE, Jacobson AE, Rice KC, Partilla JS (November 2010). "Evidence for noncompetitive modulation of substrate-induced serotonin release" . Synapse . 64 (11): 862– 869. doi :10.1002/syn.20804 . PMC  2941209 PMID  20842720 .
