Omidenepag

Omidenepag
Names
Trade namesEybelis, Omlonti
Other namesUR-7276, DE-117, Omidenepag isopropyl (JAN JP)
IUPAC name
  • Propan-2-yl 2-[[6-[[(4-pyrazol-1-ylphenyl)methyl-pyridin-3-ylsulfonylamino]methyl]pyridin-2-yl]amino]acetate
Clinical data
Drug classProstaglandin E2 (EP2) receptor activator[1]
Main usesOcular hypertension including glaucoma[1]
Side effectsSensitivity to light, blurry vision, eye redness, headache, eye pain[1]
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Routes of
use		Eye drop
Legal
Legal status
Chemical and physical data
FormulaC26H28N6O4S
Molar mass520.61 g·mol−1
3D model (JSmol)
SMILES
  • CC(C)OC(=O)CNC1=CC=CC(CN(CC2=CC=C(C=C2)N2C=CC=N2)S(=O)(=O)C2=CC=CN=C2)=N1
InChI
  • InChI=1S/C23H22N6O4S/c30-23(31)15-25-22-6-1-4-19(27-22)17-28(34(32,33)21-5-2-11-24-14-21)16-18-7-9-20(10-8-18)29-13-3-12-26-29/h1-14H,15-17H2,(H,25,27)(H,30,31)
  • Key:YHGSTSNEOJUIRN-UHFFFAOYSA-N

  • InChI=1S/C26H28N6O4S/c1-20(2)36-26(33)17-28-25-8-3-6-22(30-25)19-31(37(34,35)24-7-4-13-27-16-24)18-21-9-11-23(12-10-21)32-15-5-14-29-32/h3-16,20H,17-19H2,1-2H3,(H,28,30)
  • Key:VIQCWEGEHRBLAC-UHFFFAOYSA-N

Omidenepag, sold under the brand name Eybelis among others, is a medication used to treat ocular hypertension including glaucoma.[1][3] It is used as an eye drop.[1]

Common side effects include sensitivity to light, blurry vision, eye redness, headache, and eye pain.[1] Other side effects may include changes to the eyelashes and macular edema.[1] It is a relatively selective prostaglandin E2 (EP2) receptor activator.[1]

Omidenepag was approved for medical use in Japan in 2018,[3] and the United States in 2022.[1] It is not currently in the approval process in either Europe or the United Kingdom as of 2022.[4]

Medical uses

Omidenepag is indicated for the treatment of glaucoma and ocular hypertension.[1][3]

Dosage

It comes as a 0.002% (0.02 mg/mL) solution.[1] It is used as one drop once per day.[1]

Side effects

The most common side effects are conjunctival hyperemia and macular edema, including cystoid macular edema.[3]

Pharmacology

Omidenepag isopropyl is a prodrug that is converted by hydrolysis of its isopropyl ester to the active metabolite omidenepag.[5] Omidenepag is a selective prostaglandin E2 receptor agonist.[6][7]

History

Omidenepag was developed by Ube Industries and Santen Pharmaceutical.[3]

References

  1. 1 2 3 4 5 6 7 8 9 10 11 12 13 "Omlonti- omidenepag isopropyl solution/ drops". DailyMed. 30 September 2022. Archived from the original on 16 October 2022. Retrieved 16 October 2022.
  2. ↑ "Drug Approval Package: Omlonti". U.S. Food and Drug Administration (FDA). 20 October 2022. Archived from the original on 4 December 2022. Retrieved 4 December 2022.
  3. 1 2 3 4 5 6 Duggan S (December 2018). "Omidenepag Isopropyl Ophthalmic Solution 0.002%: First Global Approval". Drugs. 78 (18): 1925–1929. doi:10.1007/s40265-018-1016-1. PMID 30465134. S2CID 53721056.
  4. ↑ "Omidenepag isopropyl". SPS - Specialist Pharmacy Service. 30 September 2022. Archived from the original on 24 October 2022. Retrieved 16 December 2022.
  5. ↑ "Omidenepag isopropyl". DrugCentral. Division of Translational Informatics at University of New Mexico. Archived from the original on 8 January 2022. Retrieved 8 January 2022.
  6. ↑ Kirihara T, Taniguchi T, Yamamura K, Iwamura R, Yoneda K, Odani-Kawabata N, et al. (January 2018). "Pharmacologic Characterization of Omidenepag Isopropyl, a Novel Selective EP2 Receptor Agonist, as an Ocular Hypotensive Agent". Investigative Ophthalmology & Visual Science. 59 (1): 145–153. doi:10.1167/iovs.17-22745. PMID 29332128.
  7. ↑ Ida Y, Hikage F, Umetsu A, Ida H, Ohguro H (September 2020). "Omidenepag, a non-prostanoid EP2 receptor agonist, induces enlargement of the 3D organoid of 3T3-L1 cells". Scientific Reports. 10 (1): 16018. Bibcode:2020NatSR..1016018I. doi:10.1038/s41598-020-72538-x. PMC 7524797. PMID 32994409.
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