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

Details

Stereochemistry ABSOLUTE
Molecular Formula C13H17NO2
Molecular Weight 219.2796
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

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

SMILES

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

InChI

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

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
RITALINIC ACID, D-THREO-
Common Name English
(+)-THREO-RITALINIC ACID
Common Name English
2-PIPERIDINEACETIC ACID, .ALPHA.-PHENYL-, (.ALPHA.R,2R)-
Common Name English
D-THREO-RITALINIC ACID
Common Name English
THREO-RITALINIC ACID, D-
Common Name English
D-RITALINIC ACID
Common Name English
Code System Code Type Description
FDA UNII
2MNC5Y0IMU
Created by admin on Sat Dec 16 08:53:37 GMT 2023 , Edited by admin on Sat Dec 16 08:53:37 GMT 2023
PRIMARY
CAS
129389-67-9
Created by admin on Sat Dec 16 08:53:37 GMT 2023 , Edited by admin on Sat Dec 16 08:53:37 GMT 2023
PRIMARY
PUBCHEM
10922012
Created by admin on Sat Dec 16 08:53:37 GMT 2023 , Edited by admin on Sat Dec 16 08:53:37 GMT 2023
PRIMARY