The two primary hydroxyl groups of PPD provide the reactive handles that undergo bis-carbamoylation to form felbamate's dicarbamate structure --- the pharmacophore responsible for its anticonvulsant activity. Beyond pharmaceutical synthesis, its diol functionality also makes it useful as a monomer in polycondensation reactions for specialty polymers, and as a chiral building block for synthesizing enantiomers of related carbamate derivatives via chemoenzymatic methods.
2-Phenyl-1,3-propanediol (PPD) is a phenyl-substituted diol that serves as the key synthetic intermediate for felbamate, an antiepileptic agent used in the management of refractory seizure disorders, including Lennox-Gastaut syndrome. It also functions as a versatile building block in organic synthesis and polymer chemistry.
| Chemical Name | 2-Phenyl-1,3-propanediol (PPD) |
| CAS Number | 1570-95-2 |
| IUPAC Name | 2-Phenylpropane-1,3-diol |
| Molecular Formula | C9H12O2 |
| Molecular Weight | 152.19 g/mol g/mol |
Direct synthetic precursor to felbamate, an antiepileptic drug used for refractory seizure disorders.
Used as a monomer in polycondensation reactions to produce polymers with tailored mechanical strength, flexibility, and thermal stability.
Substrate for producing enantiomerically pure 2-phenyl-3-hydroxypropylcarbamate via enzymatic resolution methods.
Recognized as a related impurity marker in felbamate and, separately, tiotropium bromide quality control testing.
Epilepsia
Tetrahedron: Asymmetry
Epilepsia
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