4-Me-TMP Crystals

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Threo-4-Methylmethylphenidate (4-MeTMP) is a stimulant drug that is closely related to methylphenidate. While it is slightly less potent than its counterpart, it exhibits relatively low efficacy in blocking dopamine reuptake despite having a high binding affinity. This unique profile has led to its investigation as a potential substitute drug for the treatment of stimulant abuse, particularly in comparison to other substances like nocaine.

Comparative Potency

Interestingly, several other simple ring-substituted derivatives of threo-methylphenidate, such as the 4-fluoro and 3-chloro compounds, demonstrate greater potency than methylphenidate. These derivatives are not only more effective as dopamine reuptake inhibitors but also show enhanced performance in animal drug discrimination assays.

Identifiers

• IUPAC Name: methyl (2R)-2-(4-methylphenyl)-2-[(2R)-piperidin-2-yl]acetate
• CAS Number: 191790-79-1, 680996-70-7 (hydrochloride)
• PubChem CID: 44296147
• ChemSpider: 8281556
• UNII: 1Y11XUO4EY

Chemical and Physical Data

• Formula: C15H21NO2
• Molar Mass: 247.338 g·mol−1

Structural Information

SMILES: Cc2ccc(cc2)C(C(=O)OC)C1CCCCN1
InChI Code: InChI=1S/C15H21NO2/c1-11-6-8-12(9-7-11)14(15(17)18-2)13-5-3-4-10-16-13/h6-9,13-14,16H,3-5,10H2,1-2H3/t13-,14-/m0/s1
InChI Key: WJZNCJIOIACDBR-KBPBESRZSA-N

4-Me-TMP Crystals is for research use only and not intended for human consumption!

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4-Me-TMP Crystals stock last updated at: July 2025