Serdexmethylphenidate chlorideProduct ingredient for Serdexmethylphenidate
- Name
- Serdexmethylphenidate chloride
- Drug Entry
- Serdexmethylphenidate
Attention Deficit Hyperactivity Disorder (ADHD) is an early-onset neurodevelopmental disorder that often extends into adulthood and is characterized by developmentally inappropriate and impaired attention, impulsivity, and motor hyperactivity.1,2 The underlying cause of ADHD is unclear but likely involves dysfunction in dopaminergic and noradrenergic neurotransmission, as evidenced by the clear beneficial effect of CNS stimulants such as methylphenidate and amphetamine that increase extracellular dopamine and norepinephrine levels.1,3 Serdexmethylphenidate is a prodrug of the CNS stimulant dexmethylphenidate, a common first-line treatment for ADHD, that is combined with dexmethylphenidate to provide extended plasma concentrations and therapeutic benefit with once-daily dosing.11,12
Serdexmethylphenidate was granted FDA approval on March 2, 2021, and is currently marketed as a combination capsule with dexmethylphenidate under the trademark AZSTARYS™ by KemPharm, Inc.
- Accession Number
- DBSALT003162
- Structure
Structure for Serdexmethylphenidate chloride (DBSALT003162)
- Synonyms
- Serdexmethylphenidate chloride
- External IDs
- KP415 Cl
- UNII
- FN54BT298Y
- CAS Number
- 1996626-30-2
- Weight
- Average: 535.98
Monoisotopic: 535.1721426 - Chemical Formula
- C25H30ClN3O8
- InChI Key
- GONQEUJYYMYNMN-HWAJWLCKSA-N
- InChI
- InChI=1S/C25H29N3O8.ClH/c1-35-24(33)21(17-8-3-2-4-9-17)20-11-5-6-13-28(20)25(34)36-16-27-12-7-10-18(14-27)22(30)26-19(15-29)23(31)32;/h2-4,7-10,12,14,19-21,29H,5-6,11,13,15-16H2,1H3,(H-,26,30,31,32);1H/t19-,20+,21+;/m0./s1
- IUPAC Name
- 3-{[(1S)-1-carboxy-2-hydroxyethyl]carbamoyl}-1-{[(2R)-2-[(1R)-2-methoxy-2-oxo-1-phenylethyl]piperidine-1-carbonyloxy]methyl}pyridin-1-ium chloride
- SMILES
- [Cl-].[H][C@@]1(CCCCN1C(=O)OC[N+]1=CC=CC(=C1)C(=O)N[C@@H](CO)C(O)=O)[C@H](C(=O)OC)C1=CC=CC=C1
- External Links
- ChemSpider
- 81368035
- ChEMBL
- CHEMBL4298139
- Predicted Properties
Property Value Source logP -2.7 Chemaxon pKa (Strongest Acidic) 2.56 Chemaxon pKa (Strongest Basic) -2.4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 146.35 Å2 Chemaxon Rotatable Bond Count 11 Chemaxon Refractivity 126.91 m3·mol-1 Chemaxon Polarizability 51.22 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon