Ritalinic acid

Source: Wikipedia, the free encyclopedia.
Ritalinic acid
Clinical data
ATC code
  • None
Legal status
Legal status
  • US: Unscheduled and Uncontrolled
Identifiers
  • Phenyl(piperidin-2-yl)acetic acid
JSmol)
SMILES
  • C1CCNC(C1)C(C2=CC=CC=C2)C(=O)O
  • InChI=InChI=1S/C13H17NO2/c15-13(16)12(10-6-2-1-3-7-10)11-8-4-5-9-14-11/h1-3,6-7,11-12,14H,4-5,8-9H2,(H,15,16) checkY
  • Key:INGSNVSERUZOAK-UHFFFAOYSA-N checkY
  (verify)

Ritalinic acid is a substituted phenethylamine and an inactive major metabolite of the psychostimulant drugs methylphenidate, dexmethylphenidate 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]

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

Uses

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

References

  1. ^
    PMID 4473537
    .
  2. PMID 26454340
    .
  3. S2CID 24233422
    .
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