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Compound

Ritalinic acid

Also called 2-Phenyl-2-piperidineacetic acid

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Part of the metabolic pathway of Methylphenidate and Serdexmethylphenidate. See the timeline on the metabolic highway.

Overview

Ritalinic acid is a substituted phenethylamine and an inactive major metabolite of the psychostimulant drugs methylphenidate, dexmethylphenidate and ethylphenidate. When administered orally, methylphenidate is extensively metabolized in the liver by hydrolysis of the ester group yielding ritalinic acid. The hydrolysis was found to be catalyzed by carboxylesterase 1 (CES1).[1][2][3] WP

Etymologically, ritalinic acid shares its roots with Ritalin, a common brand name for methylphenidate. WP

Uses, dosage and effects

Uses

Ritalinic acid is used as an intermediate in the synthesis of methylphenidate and its analogues, such as ethylphenidate and isopropylphenidate. WP

Chemistry

Formula
C13H17NO2 PC
CAS number
19395-41-6 PC
Molar mass (g/mol)
219.28 PC
IUPAC name (computed by PubChem)
2-phenyl-2-piperidin-2-ylacetic acid PC
SMILES
C1CCNC(C1)C(C2=CC=CC=C2)C(=O)O PC
InChIKey
INGSNVSERUZOAK-UHFFFAOYSA-N PC
PubChem CID
86863
IUPAC name
Phenyl(piperidin-2-yl)acetic acid WP

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

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Pop culture

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Sources

  1. Journal / agency Faraj BA, Israili ZH, Perel JM, Jenkins ML, Holtzman SG, Cucinell SA, Dayton PG. Metabolism and disposition of methylphenidate-14C: studies in man and animals. The Journal of Pharmacology and Experimental Therapeutics. December 1974. doi:10.1016/S0022-3565(25)30016-9 · PMID 4473537
  2. Journal / agency Negreira N, Erratico C, van Nuijs AL, Covaci A. Identification of in vitro metabolites of ethylphenidate by liquid chromatography coupled to quadrupole time-of-flight mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis. January 2016. doi:10.1016/j.jpba.2015.09.029 · PMID 26454340
  3. Journal / agency Sun Z, Murry DJ, Sanghani SP, Davis WI, Kedishvili NY, Zou Q, Hurley TD, Bosron WF. Methylphenidate is stereoselectively hydrolyzed by human carboxylesterase CES1A1. The Journal of Pharmacology and Experimental Therapeutics. August 2004. doi:10.1124/jpet.104.067116 · PMID 15082749

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.