Stereochemistry | RACEMIC |
Molecular Formula | C14H21NO3 |
Molecular Weight | 251.3214 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CNCC(O)C1=CC(OC(=O)C(C)(C)C)=CC=C1
InChI
InChIKey=DQCAWJLMFJKICG-UHFFFAOYSA-N
InChI=1S/C14H21NO3/c1-14(2,3)13(17)18-11-7-5-6-10(8-11)12(16)9-15-4/h5-8,12,15-16H,9H2,1-4H3
Molecular Formula | C14H21NO3 |
Molecular Weight | 251.3214 |
Charge | 0 |
Count |
MOL RATIO
1 MOL RATIO (average) |
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
Pivenfrine is a sympathomimetic agent. Pivenfrine is an analog of phenylephrine hydrochloride (PE) ten times more potent as a mydriatic. It is a product of the esterification of a molecule of pivalic acid (PA) to the p-hydroxyl group of PE. It is, therefore, more lipophilic than PE is, and penetrates the cornea more readily. Pivenfrine is called a prodrug of PE because it is enzymatically hydrolyzed to the active, parent compound (PE), and to PA, before reaching its desired active site in the eye. The pivenfrine-treated corneas without epithelium significantly increased in thickness, whereas no change in thickness was observed in corneas with epithelium intact.