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Names | |
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Preferred IUPAC name
(Diphenylmethanesulfinyl)acetic acid | |
Other names
Modafinilic acid; Modafinil carboxylate; CRL-40467
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Identifiers | |
3D model (
JSmol)
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ChemSpider | |
ECHA InfoCard | 100.219.633 |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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|
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Properties | |
C15H14O3S | |
Molar mass | 274.33 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Modafinil acid (code name CRL-40467), also known as modafinilic acid or modafinil carboxylate, is one of the two major metabolites of modafinil – the other being modafinil sulfone. [1] Modafinil acid is also a metabolite of the modafinil prodrug, adrafinil, and the (R)-(–)- enantiomer is a metabolite of armodafinil, the (R)-(–)-enantiomer of modafinil. [2] Between 30 - 60% of modafinil is converted to modafinil acid and its half life is roughly half that of modafinil (about 7 hours). [3] Modafinil acid seems to be inactive, [4] and similarly to modafinil sulfone, does not appear to contribute to the wakefulness-promoting/ psychostimulant effects of modafinil. [5] [6] [7]
In the breakdown process of modafinil, modafinil is primarily hydrolyzed by an esterase or amidase enzyme into modafinil acid. [8] The apparent clearance of modafinil acid is significantly higher than that of modafinil, following the hypothesis that metabolism increases the polarity and the clearance of modafinil. [9]
![]() | |
Names | |
---|---|
Preferred IUPAC name
(Diphenylmethanesulfinyl)acetic acid | |
Other names
Modafinilic acid; Modafinil carboxylate; CRL-40467
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.219.633 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C15H14O3S | |
Molar mass | 274.33 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Modafinil acid (code name CRL-40467), also known as modafinilic acid or modafinil carboxylate, is one of the two major metabolites of modafinil – the other being modafinil sulfone. [1] Modafinil acid is also a metabolite of the modafinil prodrug, adrafinil, and the (R)-(–)- enantiomer is a metabolite of armodafinil, the (R)-(–)-enantiomer of modafinil. [2] Between 30 - 60% of modafinil is converted to modafinil acid and its half life is roughly half that of modafinil (about 7 hours). [3] Modafinil acid seems to be inactive, [4] and similarly to modafinil sulfone, does not appear to contribute to the wakefulness-promoting/ psychostimulant effects of modafinil. [5] [6] [7]
In the breakdown process of modafinil, modafinil is primarily hydrolyzed by an esterase or amidase enzyme into modafinil acid. [8] The apparent clearance of modafinil acid is significantly higher than that of modafinil, following the hypothesis that metabolism increases the polarity and the clearance of modafinil. [9]