Pivenfrine

Pivenfrine
Clinical data
Other namesPivalylphenylephrine; Phenylephrine pivalate; β,3-Dihydroxy-N-methylphenethylamine 3-pivalate
ATC code
  • None
Identifiers
  • 3-[1-Hydroxy-2-(methylamino)ethyl]phenyl pivalate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H21NO3
Molar mass251.326 g·mol−1
3D model (JSmol)
  • CC(C)(C)C(=O)Oc1cccc(c1)C(CNC)O
  • 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
  • Key:DQCAWJLMFJKICG-UHFFFAOYSA-N

Pivenfrine (INNTooltip International Nonproprietary Name), also known as pivalylphenylephrine or phenylephrine pivalate, is a sympathomimetic and mydriatic agent which was never marketed. It is the 3-pivalyl ester of phenylephrine. Pivenfrine has much greater lipophilicity than phenylephrine. Higher lipophilicity is known to greatly improve corneal permeability, as in dipivefrine (epinephrine dipivalate). Another related compound is etilefrine pivalate (ethylnorphenylephrine pivalate).

References

  1. 1 2 3 Elks, J. (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. pp. 61, 1001. ISBN 978-1-4757-2085-3. Retrieved 2024-09-01.
  2. ↑ Ganellin CR, Triggle DJ (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 615–. ISBN 978-0-412-46630-4.
  3. ↑ World Health Organization (2000). International Nonproprietary Names (INN) for Pharmaceutical Substances. World Health Organization. ISBN 978-0-11-986227-0.
  4. ↑ Korolkovas A (1988). Essentials of medicinal chemistry. John Wiley & Sons, Incorporated. ISBN 978-0-471-88356-2.
  5. ↑ "Pivenfrine". PubChem. Retrieved 1 September 2024.
  6. ↑ Baranowski P, Karolewicz B, Gajda M, Pluta J (2014). "Ophthalmic drug dosage forms: characterisation and research methods". ScientificWorldJournal. 2014 861904. doi:10.1155/2014/861904. PMC 3977496. PMID 24772038.