Dipivefrine

Dipivefrine
Clinical data
Trade names	AKPro, D Epifrin, Diopine, Glaucothil, Pro-Epinephrine, Propine, Pivalephrine, Thilodrin, Vistapine, others
Other names	Dipivefrin; Dipivephrine; Dipivephrin; Dipivalyl epinephrine; Dipivalylepinephrine; DPE; Epinephrine dipivalate; Epinephrine dipivalate ester; Adrenaline dipivalate; Dipivalyl adrenaline; Dipivalyladrenaline; K-30081; 3,4-Dipivalyloxy-β-hydroxy-N-methylphenethylamine; 3,4-Dipivalyloxy-β-hydroxy-N-methyl-β-phenylethylamine
AHFS/Drugs.com	International Drug Names
MedlinePlus	a686005
Routes of; administration	Eye drops
Drug class	Adrenergic receptor agonist; Sympathomimetic
ATC code	S01EA02 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name [2-(2,2-Dimethylpropanoyloxy)-4-(1-hydroxy-2-methylamino-ethyl)-phenyl] 2,2-dimethylpropanoate;
CAS Number	52365-63-6 ;
PubChem CID	3105;
IUPHAR/BPS	7166;
DrugBank	DB00449 ;
ChemSpider	2994 ;
UNII	8Q1PVL543G;
KEGG	D02349 ;
ChEBI	CHEBI:4646 ;
ChEMBL	ChEMBL1201262 ;
CompTox Dashboard (EPA)	DTXSID1048544 ;
Chemical and physical data
Formula	C19H29NO5
Molar mass	351.443 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(Oc1cc(ccc1OC(=O)C(C)(C)C)C(O)CNC)C(C)(C)C;
	InChI InChI=1S/C19H29NO5/c1-18(2,3)16(22)24-14-9-8-12(13(21)11-20-7)10-15(14)25-17(23)19(4,5)6/h8-10,13,20-21H,11H2,1-7H3 ; Key:OCUJLLGVOUDECM-UHFFFAOYSA-N ;
	(verify)

Dipivefrine, or dipivefrin, also known as epinephrine pivalate and sold under the brand name Propine among others, is a sympathomimetic medication which is used in the treatment of open-angle glaucoma. It is available as a 0.1% ophthalmic solution (eye drop).

Side effects of dipivefrine include local eye reactions among others. Dipivefrine is a prodrug of epinephrine (adrenaline) and hence acts as a non-selective adrenergic receptor agonist. It is a substituted phenethylamine and catecholamine and is an ester of epinephrine with much greater fat solubility.

Dipivefrine was first described by 1975. It is widely marketed throughout the world. However, it is no longer available in the United States.