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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.[H][C@@]1(CCCCN1)[C@H](C(O)=O)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

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

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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 Sat Dec 16 09:14:48 GMT 2023
Edited
by admin
on Sat Dec 16 09:14:48 GMT 2023
Record UNII
2IEY1KK135
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RITALINIC ACID HYDROCHLORIDE
Common 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
DL-THREO-RITALINIC ACID HYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
19395-40-5
Created by admin on Sat Dec 16 09:14:48 GMT 2023 , Edited by admin on Sat Dec 16 09:14:48 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
CAS
1382859-13-3
Created by admin on Sat Dec 16 09:14:48 GMT 2023 , Edited by admin on Sat Dec 16 09:14:48 GMT 2023
PRIMARY
FDA UNII
2IEY1KK135
Created by admin on Sat Dec 16 09:14:48 GMT 2023 , Edited by admin on Sat Dec 16 09:14:48 GMT 2023
PRIMARY
PUBCHEM
49801997
Created by admin on Sat Dec 16 09:14:48 GMT 2023 , Edited by admin on Sat Dec 16 09:14:48 GMT 2023
PRIMARY
RS_ITEM_NUM
1434022
Created by admin on Sat Dec 16 09:14:48 GMT 2023 , Edited by admin on Sat Dec 16 09:14:48 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE