3,4-Dichloromethylphenidate (also known as 3,4-CTMP or 3,4-DCMP)[1] is a stimulant drug related to methylphenidate. Dichloromethylphenidate is a potent psychostimulant that acts as both a dopamine reuptake inhibitor and norepinephrine reuptake inhibitor, meaning it effectively boosts the levels of the norepinephrine and dopamine neurotransmitters in the brain, by binding to, and partially blocking the transporter proteins that normally remove those monoamines from the synaptic cleft.
3,4-DCMP, the threo-diastereomer, is approximately seven times more potent than methylphenidate in animal studies, but has weaker reinforcing effects due to its slower onset of action.[2][3][4][5][6] However, H. M. Deutsch's discrimination ratio[clarification needed] implies it to be more reinforcing than cocaine.[4]
Legalityedit
As of October 2015 3,4-CTMP is a controlled substance in China.[7]
^Wood S (10 April 2015). "Temporary Class Drug Order – legal highs' bubble to be 'burst'". Criminal Law Blog: Kingsley Napley.
^Deutsch HM, Shi Q, Gruszecka-Kowalik E, Schweri MM (March 1996). "Synthesis and pharmacology of potential cocaine antagonists. 2. Structure-activity relationship studies of aromatic ring-substituted methylphenidate analogs". Journal of Medicinal Chemistry. 39 (6): 1201–9. doi:10.1021/jm950697c. PMID 8632426.
^Wayment HK, Deutsch H, Schweri MM, Schenk JO (March 1999). "Effects of methylphenidate analogues on phenethylamine substrates for the striatal dopamine transporter: potential as amphetamine antagonists?". Journal of Neurochemistry. 72 (3): 1266–74. doi:10.1046/j.1471-4159.1999.0721266.x. PMID 10037500. S2CID 26220081.
^ abSchweri MM, Deutsch HM, Massey AT, Holtzman SG (May 2002). "Biochemical and behavioral characterization of novel methylphenidate analogs". The Journal of Pharmacology and Experimental Therapeutics. 301 (2): 527–35. doi:10.1124/jpet.301.2.527. PMID 11961053.
^Davies HM, Hopper DW, Hansen T, Liu Q, Childers SR (April 2004). "Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites". Bioorganic & Medicinal Chemistry Letters. 14 (7): 1799–802. doi:10.1016/j.bmcl.2003.12.097. PMID 15026075.
^Kim DI, Deutsch HM, Ye X, Schweri MM (May 2007). "Synthesis and pharmacology of site-specific cocaine abuse treatment agents: restricted rotation analogues of methylphenidate". Journal of Medicinal Chemistry. 50 (11): 2718–31. doi:10.1021/jm061354p. PMID 17489581.
^ (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.
^Methylphenidate-based NPS: A review of the evidence of use and harm. Advisory Council on the Misuse of Drugs, 31 March 2015
^"Cannabinoider föreslås bli klassade som hälsofarlig vara". Retrieved 29 June 2015.
April 12, 2024
dichloromethylphenidate, also, known, ctmp, dcmp, stimulant, drug, related, methylphenidate, dichloromethylphenidate, potent, psychostimulant, that, acts, both, dopamine, reuptake, inhibitor, norepinephrine, reuptake, inhibitor, meaning, effectively, boosts, l. 3 4 Dichloromethylphenidate also known as 3 4 CTMP or 3 4 DCMP 1 is a stimulant drug related to methylphenidate Dichloromethylphenidate is a potent psychostimulant that acts as both a dopamine reuptake inhibitor and norepinephrine reuptake inhibitor meaning it effectively boosts the levels of the norepinephrine and dopamine neurotransmitters in the brain by binding to and partially blocking the transporter proteins that normally remove those monoamines from the synaptic cleft 3 4 DichloromethylphenidateClinical dataRoutes ofadministrationOralATC codenoneLegal statusLegal statusCA Schedule III DE NpSG Industrial and scientific use only UK Class BIdentifiersIUPAC name Methyl 2R 2 3 4 dichlorophenyl 2 2R piperidin 2 yl acetateCAS Number210776 65 1 Y racemic 1364331 88 3 R R PubChem CID44296390ChemSpider23104857 YUNIIF7LN3N6ZLACompTox Dashboard EPA DTXSID30658831Chemical and physical dataFormulaC 14H 17Cl 2N O 2Molar mass302 20 g mol 13D model JSmol Interactive imageSMILES N2CCCCC2C C O OC c cc1Cl ccc1ClInChI InChI 1S C14H17Cl2NO2 ClH c1 19 14 18 13 12 4 2 3 7 17 12 9 5 6 10 15 11 16 8 9 h5 6 8 12 13 17H 2 4 7H2 1H3 1H p 1 t12 13 m1 s1 YKey DJQISAOWJXQDPU KZCZEQIWSA M Y N Y what is this verify 3 4 DCMP the threo diastereomer is approximately seven times more potent than methylphenidate in animal studies but has weaker reinforcing effects due to its slower onset of action 2 3 4 5 6 However H M Deutsch s discrimination ratio clarification needed implies it to be more reinforcing than cocaine 4 Legality editAs of October 2015 3 4 CTMP is a controlled substance in China 7 3 4 CTMP was banned in the UK as a Temporary Class Drug from April 2015 following its unapproved sale as a designer drug 8 Sweden s public health agency suggested to classify 3 4 CTMP as hazardous substance on 10 November 2014 9 See also edit3 Bromomethylphenidate 4 Methylmethylphenidate Cilobamine Dichloropane HDEP 28 HDMP 28 Isopropylphenidate LR 5182 O 2390 PropylphenidateReferences edit Wood S 10 April 2015 Temporary Class Drug Order legal highs bubble to be burst Criminal Law Blog Kingsley Napley Deutsch HM Shi Q Gruszecka Kowalik E Schweri MM March 1996 Synthesis and pharmacology of potential cocaine antagonists 2 Structure activity relationship studies of aromatic ring substituted methylphenidate analogs Journal of Medicinal Chemistry 39 6 1201 9 doi 10 1021 jm950697c PMID 8632426 Wayment HK Deutsch H Schweri MM Schenk JO March 1999 Effects of methylphenidate analogues on phenethylamine substrates for the striatal dopamine transporter potential as amphetamine antagonists Journal of Neurochemistry 72 3 1266 74 doi 10 1046 j 1471 4159 1999 0721266 x PMID 10037500 S2CID 26220081 a b Schweri MM Deutsch HM Massey AT Holtzman SG May 2002 Biochemical and behavioral characterization of novel methylphenidate analogs The Journal of Pharmacology and Experimental Therapeutics 301 2 527 35 doi 10 1124 jpet 301 2 527 PMID 11961053 Davies HM Hopper DW Hansen T Liu Q Childers SR April 2004 Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites Bioorganic amp Medicinal Chemistry Letters 14 7 1799 802 doi 10 1016 j bmcl 2003 12 097 PMID 15026075 Kim DI Deutsch HM Ye X Schweri MM May 2007 Synthesis and pharmacology of site specific cocaine abuse treatment agents restricted rotation analogues of methylphenidate Journal of Medicinal Chemistry 50 11 2718 31 doi 10 1021 jm061354p PMID 17489581 关于印发 非药用类麻醉药品和精神药品列管办法 的通知 in Chinese China Food and Drug Administration 27 September 2015 Archived from the original on 1 October 2015 Retrieved 1 October 2015 Methylphenidate based NPS A review of the evidence of use and harm Advisory Council on the Misuse of Drugs 31 March 2015 Cannabinoider foreslas bli klassade som halsofarlig vara Retrieved 29 June 2015 Retrieved from https en wikipedia org w index php title 3 4 Dichloromethylphenidate amp oldid 1215011975, wikipedia, wiki, book, books, library,
