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Details

Stereochemistry RACEMIC
Molecular Formula C13H17NO2.ClH
Molecular Weight 255.741
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RITALINIC ACID HYDROCHLORIDE

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
Common Name English
DL-THREO-RITALINIC ACID HYDROCHLORIDE
Preferred Name English
METHYLPHENIDATE RELATED COMPOUND A [USP-RS]
Common Name English
ALPHA-PHENYL-2-PIPERIDINEACETIC ACID HYDROCHLORIDE
Systematic Name English
METHYLPHENIDATE ACID HYDROCHLORIDE
Common Name English
2-PIPERIDINEACETIC ACID, .ALPHA.-PHENYL-, HYDROCHLORIDE (1:1), (.ALPHA.R,2R)-REL-
Systematic Name English
Code System Code Type Description
CAS
19395-40-5
Created by admin on Mon Mar 31 22:35:13 GMT 2025 , Edited by admin on Mon Mar 31 22:35:13 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY
CAS
1382859-13-3
Created by admin on Mon Mar 31 22:35:13 GMT 2025 , Edited by admin on Mon Mar 31 22:35:13 GMT 2025
PRIMARY
FDA UNII
2IEY1KK135
Created by admin on Mon Mar 31 22:35:13 GMT 2025 , Edited by admin on Mon Mar 31 22:35:13 GMT 2025
PRIMARY
RS_ITEM_NUM
1434022
Created by admin on Mon Mar 31 22:35:13 GMT 2025 , Edited by admin on Mon Mar 31 22:35:13 GMT 2025
PRIMARY