Ritalinic acid

Ritalinic acid
Clinical data
ATC code
  • None
Legal status
Legal status
  • US: Unscheduled
Identifiers
CAS Number
PubChem CID
ChemSpider
ECHA InfoCard 100.039.094 Edit this at Wikidata
Chemical and physical data
Formula C13H17NO2
Molar mass 219.28 g/mol
3D model (JSmol)
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Ritalinic acid is a substituted phenethylamine and an inactive major metabolite of the psychostimulant drugs methylphenidate and ethylphenidate.[1][2] When administered orally, methylphenidate is extensively metabolized in the liver by hydrolysis of the ester group yielding ritalinic acid.[1] The hydrolysis was found to be catalyzed by carboxylesterase 1 (CES1).[3]

Uses

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

References

  1. 1 2 Faraj, B. A.; Israili, Z. H.; Perel, J. M.; Jenkins, M. L.; Holtzman, S. G.; Cucinell, S. A.; Dayton, P. G. (1974). "Metabolism and disposition of methylphenidate-14C: Studies in man and animals". The Journal of Pharmacology and Experimental Therapeutics. 191 (3): 535–47. PMID 4473537.
  2. ↑ Noelia Negreira; Claudio Erratico; Alexander L.N. van Nuijs; Adrian Covaci (January 2016). "Identification of in vitro metabolites of ethylphenidate by liquid chromatography coupled to quadrupole time-of-flight mass spectrometry". Journal of Pharmaceutical and Biomedical Analysis. 117 (5): 474–484. doi:10.1016/j.jpba.2015.09.029. PMID 26454340.
  3. ↑ Sun, Z.; Murry, D.; Sanghani, S.; Davis, W.; Kedishvili, N.; Zou, Q.; Hurley, T.; Bosron, W. (2004). "Methylphenidate is stereoselectively hydrolyzed by human carboxylesterase CES1A1". The Journal of Pharmacology and Experimental Therapeutics. 310 (2): 469–476. doi:10.1124/jpet.104.067116. PMID 15082749.
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