3,4-Dichloromethylphenidate
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| Systematic (IUPAC) name | |
| methyl (2R)-2-(3,4-dichlorophenyl)-2-[(2R)-piperidin-2-yl]acetate | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | Unscheduled |
| Routes | Oral |
| Identifiers | |
| CAS number | 1400742-68-8 |
| ATC code | None |
| PubChem | CID 44296390 |
| ChemSpider | 23104857  |
| Chemical data | |
| Formula | C14H17Cl2NO2 |
| Mol. mass | 302.196 g/mol |
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threo-3,4-Dichloromethylphenidate (3,4-CTMP) is a stimulant drug related to methylphenidate. It is around 7x more potent than methylphenidate in animal studies, but has weaker reinforcing effects due to its slower onset of action.[1][2][3][4][5] However, H. M. Deutsch's discrimination ratio implies it to be more addictive than even cocaine.[6]
[edit] See also
[edit] References
- ^ Deutsch, H.; Shi, Q.; Gruszecka-Kowalik, E.; Schweri, M. (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): 1201–1209. doi:10.1021/jm950697c. PMID 8632426.
- ^ Wayment, HK; Deutsch, H; Schweri, MM; Schenk, JO (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.
- ^ Schweri, MM; Deutsch, HM; Massey, AT; Holtzman, SG (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 (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 (2007). "Synthesis and pharmacology of site-specific cocaine abuse treatment agents: restricted rotation analogues of methylphenidate". Journal of Medical Chemistry 50 (11): 2718–31. doi:10.1021/jm061354p. PMID 17489581.
- ^ Schweri MM, Deutsch HM, Massey AT, Holtzman SG. Biochemical and behavioral characterization of novel methylphenidate analogs. J Pharmacol Exp Ther. 2002 May;301(2):527-35. DOI|10.1124/jpet.301.2.527 PMID 11961053
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