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Details

Stereochemistry RACEMIC
Molecular Formula C15H14O3S
Molecular Weight 274.335
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MODAFINIL ACID

SMILES

OC(=O)C[S+]([O-])C(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=QARQPIWTMBRJFX-UHFFFAOYSA-N
InChI=1S/C15H14O3S/c16-14(17)11-19(18)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15H,11H2,(H,16,17)

HIDE SMILES / InChI

Molecular Formula C15H14O3S
Molecular Weight 274.335
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Modafinil acid is a metabolite of modafinil, a wake-promoting agent for oral administration. Orally administered modafinil is extensively biotransformed in the liver to the inactive metabolites modafinil acid and modafinil sulphone, before being eliminated primarily in the urine (elimination half-life 9 to 14 hours). Modafinil acid was the major urinary metabolite, which accounted for 35% to 60% of the dose. Two major metabolites of modafinil, modafinil acid, and modafinil sulfone, do not appear to contribute to the CNS-activating properties of modafinil.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
A double-blind, placebo-controlled, ascending-dose evaluation of the pharmacokinetics and tolerability of modafinil tablets in healthy male volunteers.
1999 Jan
Determination of modafinil, modafinil acid and modafinil sulfone in human plasma utilizing liquid-liquid extraction and high-performance liquid chromatography.
2002 Feb 15
Population pharmacokinetics of modafinil and its acid and sulfone metabolites in Chinese males.
2011 Dec
Population pharmacokinetics of modafinil acid and estimation of the metabolic conversion of modafinil into modafinil acid in 5 major ethnic groups of China.
2012 Nov
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 Thu Jul 06 16:24:38 UTC 2023
Edited
by admin
on Thu Jul 06 16:24:38 UTC 2023
Record UNII
54N37HN7N4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MODAFINIL ACID
Common Name English
ACETIC ACID, 2-((DIPHENYLMETHYL)SULFINYL)-
Systematic Name English
MODAFINIL RELATED COMPOUND A
USP-RS  
Common Name English
CRL-40467
Code English
((RS)-(DIPHENYLMETHYL)SULFINYL)ACETIC ACID
Common Name English
CRL 40467
Code English
MODAFINILIC ACID
Common Name English
(±)-MODAFINIC ACID
Common Name English
2-((DIPHENYLMETHYL)SULFINYL)ACETIC ACID
Systematic Name English
MODAFINIL IMPURITY A [EP IMPURITY]
Common Name English
MODAFINIL RELATED COMPOUND A [USP-RS]
Common Name English
(BENZHYDRYLSULFINYL)ACETIC ACID
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID60979768
Created by admin on Thu Jul 06 16:24:38 UTC 2023 , Edited by admin on Thu Jul 06 16:24:38 UTC 2023
PRIMARY
CAS
63547-24-0
Created by admin on Thu Jul 06 16:24:38 UTC 2023 , Edited by admin on Thu Jul 06 16:24:38 UTC 2023
PRIMARY
PUBCHEM
3085267
Created by admin on Thu Jul 06 16:24:38 UTC 2023 , Edited by admin on Thu Jul 06 16:24:38 UTC 2023
PRIMARY
WIKIPEDIA
Modafinil acid
Created by admin on Thu Jul 06 16:24:38 UTC 2023 , Edited by admin on Thu Jul 06 16:24:38 UTC 2023
PRIMARY
FDA UNII
54N37HN7N4
Created by admin on Thu Jul 06 16:24:38 UTC 2023 , Edited by admin on Thu Jul 06 16:24:38 UTC 2023
PRIMARY
RS_ITEM_NUM
1445346
Created by admin on Thu Jul 06 16:24:38 UTC 2023 , Edited by admin on Thu Jul 06 16:24:38 UTC 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
PARENT -> METABOLITE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP