U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C13H17NO2.ClH
Molecular Weight 255.741
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RITALINIC ACID HYDROCHLORIDE, D-THREO-

SMILES

Cl.OC(=O)[C@@H]([C@H]1CCCCN1)C2=CC=CC=C2

InChI

InChIKey=SCUMDQFFZZGUQY-MNMPKAIFSA-N
InChI=1S/C13H17NO2.ClH/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);1H/t11-,12-;/m1./s1

HIDE SMILES / InChI
Ritalinic acid is an inactive, major metabolite of methylphenidate, a schedule II drug in the United States commonly used as a psychostimulant drugs methylphenidate and ethylphenidate. The elimination half-life of methylphenidate is relatively short (approximately 2 hours); therefore it is also available in extended release (ER) forms. The main metabolite is ritalinic acid, and the methylphenidate metabolites are mostly excreted in urine.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Biotransformation of ritalinic acid by laccase in the presence of mediator TEMPO.
2018-07-25
Metabolomics of Methylphenidate and Ethylphenidate: Implications in Pharmacological and Toxicological Effects.
2017-02
Identification of selected therapeutic agents as inhibitors of carboxylesterase 1: potential sources of metabolic drug interactions.
2010-04-11
A single-dose, two-way crossover, bioequivalence study of dexmethylphenidate HCl with and without food in healthy subjects.
2004-02
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
RITALINIC ACID HYDROCHLORIDE, D-THREO-
Common Name English
D-THREO-RITALINIC ACID HYDROCHLORIDE
Preferred Name English
METHYLPHENIDATE ACID HYDROCHLORIDE, D-
Common Name English
2-PIPERIDINEACETIC ACID, .ALPHA.-PHENYL-, HYDROCHLORIDE (1:1), (.ALPHA.R,2R)-
Systematic Name English
2-PIPERIDINEACETIC ACID, .ALPHA.-PHENYL-, HYDROCHLORIDE, (.ALPHA.R,2R)-
Systematic Name English
Code System Code Type Description
FDA UNII
MK6CT5PX5D
Created by admin on Wed Apr 02 05:32:35 GMT 2025 , Edited by admin on Wed Apr 02 05:32:35 GMT 2025
PRIMARY
CAS
741705-70-4
Created by admin on Wed Apr 02 05:32:35 GMT 2025 , Edited by admin on Wed Apr 02 05:32:35 GMT 2025
PRIMARY
PUBCHEM
49801997
Created by admin on Wed Apr 02 05:32:35 GMT 2025 , Edited by admin on Wed Apr 02 05:32:35 GMT 2025
PRIMARY