Chemistry:Dipivefrine
 | |
| Clinical data | |
|---|---|
| Trade names | Propine, Pivalephrine |
| Other names | Dipivefrin |
| AHFS/Drugs.com | International Drug Names |
| MedlinePlus | a686005 |
| Pregnancy category |
|
| Routes of administration | Eye drops |
| ATC code | |
| Legal status | |
| Legal status |
|
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| IUPHAR/BPS | |
| DrugBank | |
| ChemSpider | |
| UNII | |
| KEGG | |
| ChEBI | |
| ChEMBL | |
| Chemical and physical data | |
| Formula | C19H29NO5 |
| Molar mass | 351.443 g·mol−1 |
| 3D model (JSmol) | |
| |
| |
  (what is this?) (verify) | |
Dipivefrine (INN) or dipivefrin (USAN), trade name Propine among others, is a prodrug of epinephrine, and is used to treat open-angle glaucoma.[1][2] It is available[citation needed] as a 0.1% ophthalmic solution. It is no longer available in the United States.[3]
Contraindications
Use in narrow-angle glaucoma may be dangerous because it could make the eye susceptible to an attack of angle closure,[2] causing an increase in pressure and pain, and possibly loss of vision.
Side effects
The most common side effects of dipivefrine are burning, stinging and other irritations of the eye. Possible, but uncommon, side effects are those of epinephrine: tachycardia (fast heartbeat), hypertension (high blood pressure) and arrhythmias (irregular heartbeat).[2]
Pharmacology
Dipivefrine penetrates the cornea and is then hydrolysed to epinephrine by esterase enzymes. It increases outflow of the aqueous humour and also reduces its formation (mediated by its action on α1 and α2 receptors), thus reducing pressure inside the eye. It also increases the conductivity of trabecular filtering cells (a β2 receptor mediated action). It is preferred to epinephrine because it is longer acting, more consistent in its action and better tolerated.[1]
References
- ↑ 1.0 1.1 KD Tripari (2004). Essentials of Medical Pharmacology (5 ed.). Jaypee Brothers Medical Publishers(P) Ltd.. p. 88. ISBN 81-8061-187-6.
- ↑ 2.0 2.1 2.2 Dipivefrin FDA Professional Drug Information.
- ↑ "Perioperative medications for preventing temporarily increased intraocular pressure after laser trabeculoplasty". Cochrane Database Syst Rev 2017 (2): CD010746. 2017. doi:10.1002/14651858.CD010746.pub2. PMID 28231380.
 |  |
