Trifluorometilfenilpiperazin

Trifluorometilfenilpiperazin
(IUPAC) ime
	1-[3-(trifluorometil)fenil]piperazin
Klinički podaci
Identifikatori
CAS broj	15532-75-9
ATC kod	nije dodeljen
PubChem	4296
ChemSpider	4145
Hemijski podaci
Formula	C11H13F3N2
Mol. masa	230,23 g/mol
InChI
	InChI=1S/C11H13F3N2/c12-11(13,14)9-3-1-2-4-10(9)16-7-5-15-6-8-16/h1-4,15H,5-8H2 ; Key: VZUBMIDXJRGARE-UHFFFAOYSA-N
Farmakoinformacioni podaci
Trudnoća	?
Pravni status	nije kontrolisana supstanca u većini zemalja
Način primene	Oralno

3-Trifluorometilfenilpiperazin (TFMPP) je rekreaciona droga iz piperazinske hemijske klase. On se obično u kombinaciji sa njegovim analogom benzilpiperazin (BZP). U prodaji je kao legalna alternativa nezakonitoj drogi MDMA ("Ekstazi"), pod imenom „Legalno X“.^[5]^[6]

Farmakologija uredi

TFMPP ima afinitet za 5-HT_1A (K_i = 288 nM), 5-HT_1B (K_i = 132 nM), 5-HT_1D (K_i = 282 nM), 5-HT_2A (K_i = 269 nM), i 5-HT_2C (K_i = 62 nM) receptora, i funkcioniše kao pun agonist na istim mestima izuzev 5-HT_2A receptora, gde deluje kao slab parcijalni agonist ili antagonist.^[7] Za razliku od srodnog piperazinskog jedinjenja meta-hlorofenilpiperazina (mCPP), TFMPP ima neznatan afinitet za 5-HT₃ receptor (IC₅₀ = 2.373 nM).^[8] TFMPP se takođe vezuje za SERT (EC₅₀ = 121 nM) i izaziva otpuštanje serotonina.^[7] On nema efekta na preuzimanje ili efluks dopamina ili norepinefrina.^[7]

Reference uredi

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ „Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )”. Internetowy System Aktów Prawnych. Arhivirano iz = WDU20111050614 originala na datum 2012-06-27. Pristupljeno 17. 6. 2011.
↑ erowid
↑ Schep LJ, Slaughter RJ, Vale JA, Beasley DM, Gee P (March 2011). „The clinical toxicology of the designer "party pills" benzylpiperazine and trifluoromethylphenylpiperazine”. Clin Toxicol (Phila) 49 (3): 131–41. DOI:10.3109/15563650.2011.572076. PMID 21495881.
↑ ^7,0 ^7,1 ^7,2 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): 550–60. DOI:10.1038/sj.npp.1300585. PMID 15496938.
↑ Robertson DW, Bloomquist W, Wong DT, Cohen ML (1992). „mCPP but not TFMPP is an antagonist at cardiac 5HT3 receptors”. Life Sciences 50 (8): 599–605. DOI:10.1016/0024-3205(92)90372-V. PMID 1736030.

Vidi još uredi

2

Spoljašnje veze uredi

	Portal Medicina
	Portal Hemija

Erowid: TFMPP Vault

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] „Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )”. Internetowy System Aktów Prawnych. Arhivirano iz = WDU20111050614 originala na datum 2012-06-27. Pristupljeno 17. 6. 2011.

[5] rowid

[Schep2011-6] Schep LJ, Slaughter RJ, Vale JA, Beasley DM, Gee P (March 2011). „The clinical toxicology of the designer "party pills" benzylpiperazine and trifluoromethylphenylpiperazine”. Clin Toxicol (Phila) 49 (3): 131–41. DOI:10.3109/15563650.2011.572076. PMID 21495881.

[pmid15496938-7] 7,0 ^7,1 ^7,2 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): 550–60. DOI:10.1038/sj.npp.1300585. PMID 15496938.

[pmid1736030-8] Robertson DW, Bloomquist W, Wong DT, Cohen ML (1992). „mCPP but not TFMPP is an antagonist at cardiac 5HT3 receptors”. Life Sciences 50 (8): 599–605. DOI:10.1016/0024-3205(92)90372-V. PMID 1736030.

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