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Details

Stereochemistry RACEMIC
Molecular Formula C13H17NO2
Molecular Weight 219.2796
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RITALINIC ACID

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

Molecular Formula C13H17NO2
Molecular Weight 219.2796
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:48:20 GMT 2023
Edited
by admin
on Fri Dec 15 15:48:20 GMT 2023
Record UNII
GT4165RS9H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RITALINIC ACID
Common Name English
METHYLPHENIDATE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
DL-THREO-RITALINIC ACID
Common Name English
2-PIPERIDINEACETIC ACID, .ALPHA.-PHENYL-, (.ALPHA.R,2R)-REL-
Common Name English
METHYLPHENIDATE ACID
Common Name English
ETHYLPHENIDATE ACID
Common Name English
METHYLPHENIDATE RELATED COMPOUND A [USP IMPURITY]
Common Name English
.ALPHA.-PHENYL-2-PIPERIDINEACETIC ACID, THREO-(±)-
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
243-020-7
Created by admin on Fri Dec 15 15:48:20 GMT 2023 , Edited by admin on Fri Dec 15 15:48:20 GMT 2023
PRIMARY
CAS
19395-41-6
Created by admin on Fri Dec 15 15:48:20 GMT 2023 , Edited by admin on Fri Dec 15 15:48:20 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
CAS
54631-24-2
Created by admin on Fri Dec 15 15:48:20 GMT 2023 , Edited by admin on Fri Dec 15 15:48:20 GMT 2023
PRIMARY
EVMPD
SUB122938
Created by admin on Fri Dec 15 15:48:20 GMT 2023 , Edited by admin on Fri Dec 15 15:48:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID20864888
Created by admin on Fri Dec 15 15:48:20 GMT 2023 , Edited by admin on Fri Dec 15 15:48:20 GMT 2023
PRIMARY
WIKIPEDIA
Ritalinic acid
Created by admin on Fri Dec 15 15:48:20 GMT 2023 , Edited by admin on Fri Dec 15 15:48:20 GMT 2023
PRIMARY
FDA UNII
GT4165RS9H
Created by admin on Fri Dec 15 15:48:20 GMT 2023 , Edited by admin on Fri Dec 15 15:48:20 GMT 2023
PRIMARY
PUBCHEM
10922012
Created by admin on Fri Dec 15 15:48:20 GMT 2023 , Edited by admin on Fri Dec 15 15:48:20 GMT 2023
PRIMARY
SMS_ID
100000145107
Created by admin on Fri Dec 15 15:48:20 GMT 2023 , Edited by admin on Fri Dec 15 15:48:20 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> METABOLITE INACTIVE
MAJOR
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
Limit is 0.5 at Detector: UV 209 nm
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP