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Latanoprostene bunod
Clinical data
Trade names	Vyzulta
Other names	BOL-303259-X
AHFS/Drugs.com	Monograph
License data	US DailyMed: Latanoprostene bunod;
Drug class	Prostaglandin analog
ATC code	S01EE06 (WHO) ;
Legal status
Legal status	CA: ℞-only; US: ℞-only;
Identifiers
	IUPAC name 4-Nitrooxybutyl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate;
CAS Number	860005-21-6;
PubChem CID	11156438;
DrugBank	DB11660;
ChemSpider	9331546;
UNII	I6393O0922;
KEGG	D10441;
ChEMBL	ChEMBL2364612;
CompTox Dashboard (EPA)	DTXSID101027765 ;
ECHA InfoCard	100.251.571
Chemical and physical data
Formula	C27H41NO8
Molar mass	507.624 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1[C@H]([C@@H]([C@H]([C@H]1O)C/C=C\CCCC(=O)OCCCCO[N+](=O)[O-])CC[C@H](CCC2=CC=CC=C2)O)O;
	InChI InChI=1S/C27H41NO8/c29-22(15-14-21-10-4-3-5-11-21)16-17-24-23(25(30)20-26(24)31)12-6-1-2-7-13-27(32)35-18-8-9-19-36-28(33)34/h1,3-6,10-11,22-26,29-31H,2,7-9,12-20H2/b6-1-/t22-,23+,24+,25-,26+/m0/s1; Key:LOVMMUBRQUFEAH-UIEAZXIASA-N;

Latanoprostene bunod, sold under the brand name Vyzulta, is an ophthalmic medication used for the reduction of intraocular pressure in people with open-angle glaucoma or ocular hypertension.^[2]^[3] It targets the trabecular meshwork directly.^[3] It is a prostaglandin analog.^[2]

The most common side effects include conjunctival (eye) redness, eye irritation, and eye discomfort (pain).^[4] Latanoprostene bunod may cause the iris (colored part of the eye) to become darker in color.^[4]

Latanoprostene bunod was approved for medical use in the United States in November 2017.^[2]^[4]^[5]

Medical uses

Latanoprostene bunod is indicated for the reduction of intraocular pressure in people with open-angle glaucoma or ocular hypertension.^[2]

History

The US Food and Drug Administration (FDA) approved latanoprostene bunod based on evidence from two clinical trials that enrolled 840 participants with open angle glaucoma or ocular hypertension.^[4] The trials evaluated the benefits and side effects of latanoprostene bunod.^[4] In each trial, participants were randomly assigned to receive either latanoprostene bunod or an approved drug timolol (ophthalmic solution) every day for three months.^[4] Neither the participants nor the health care providers knew which treatment was being given until after the trials were completed.^[4] The trials were conducted in the United States, the United Kingdom, Germany, Italy, Bulgaria, the Czech Republic, and Japan.^[4]