User:Mr. Ibrahem/Loteprednol

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Loteprednol etabonate
Clinical data
Trade namesLotemax, Loterex, others
Other namesLoteprednol etabonate, 11β,17α,Dihydroxy-21-oxa-21-chloromethylpregna-1,4-diene-3,20-dione 17α-ethylcarbonate
AHFS/Drugs.comMonograph
Routes of
administration
Eye drop
Drug classCorticosteroid; glucocorticoid
Legal status
Legal status
Pharmacokinetic data
BioavailabilityNone
Protein binding95%
MetabolismEster hydrolysis
MetabolitesΔ1-cortienic acid and its etabonate
Onset of action≤2 hrs (allergic conjunctivitis)
Elimination half-life2.8 hrs
Identifiers
  • Chloromethyl 17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-17-carboxylate
Chemical and physical data
FormulaC24H31ClO7
Molar mass466.96 g·mol−1
3D model (JSmol)
Melting point220.5 to 223.5 °C (428.9 to 434.3 °F)
Solubility in water0.0005 mg/mL (20 °C)
  • CCOC(=O)O[C@@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)O)C)C(=O)OCCl
  • InChI=1S/C24H31ClO7/c1-4-30-21(29)32-24(20(28)31-13-25)10-8-17-16-6-5-14-11-15(26)7-9-22(14,2)19(16)18(27)12-23(17,24)3/h7,9,11,16-19,27H,4-6,8,10,12-13H2,1-3H3/t16-,17-,18-,19+,22-,23-,24-/m0/s1 ☒N
  • Key:DMKSVUSAATWOCU-HROMYWEYSA-N ☒N
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Loteprednol, sold under the brand name Lotemax among others, is a corticosteroid used to treat inflammation after eye surgery and allergic conjunctivitis.[1][2] It is used as an eye drop.[1] It should not be used for more than 2 weeks.[1]

Common side effects include dry eye, eye pain, and headaches.[1] Other side effects may include change in taste and facial swelling.[1] It should not be used in people with herpes simplex keratitis.[2]

Loteprednol was patented in 1980 and approved for medical use in 1998.[3] In the United Kingdom 5 ml cost the NHS about £6.[1] In the United States this amount costs about 200 USD.[4] It also comes as a combination medication with tobramycin.[2]

References[edit]

  1. ^ a b c d e f g h BNF 81: March-September 2021. BMJ Group and the Pharmaceutical Press. 2021. p. 1223. ISBN 978-0857114105.
  2. ^ a b c d "Loteprednol Monograph for Professionals". Drugs.com. Archived from the original on 29 August 2021. Retrieved 24 November 2021.
  3. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 488. ISBN 9783527607495. Archived from the original on 2021-03-21. Retrieved 2020-09-20.
  4. ^ "Loteprednol ophthalmic Prices, Coupons & Patient Assistance Programs". Drugs.com. Archived from the original on 28 August 2019. Retrieved 24 November 2021.