Loteprednol - Mashpedia Real-time Encyclopedia

Loteprednol etabonate

Systematic (IUPAC) name
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
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a606003
Pregnancy cat.	C (US)
Legal status	℞-only (US)
Identifiers
CAS number	82034-46-6^Y
ATC code	S01BA14
PubChem	CID 444025
DrugBank	DB00873
ChemSpider	392049^N
UNII	Z8CBU6KR16^N
KEGG	D01689^Y
ChEMBL	CHEMBL1201389^N
Chemical data
Formula	C₂₄H₃₁Cl O₇
Mol. mass	466.951 g/mol
N (what is this?) (verify)

Loteprednol (as the ester loteprednol etabonate) is a corticosteroid used in optometry and ophthalmology. Marketed by Bausch and Lomb as Lotemax in the U.S., ocular applications for this drug include the treatment of inflammation of the eye due to allergies (according to the prescription information sheet), as well as chronic forms of keratitis (e.g.: adenoviral and Thygeson’s keratitis), vernal keratoconjunctivitis, pingueculitis, and episcleritis. The drug has little or no effect on intraocular pressure.

Druzgala, P.; Hochhaus, G.; Bodor, N.; J. Steroid Biochem. Mol. Biol. 1991, 38, 149.

References [edit]

Steward, R; et al. (November 1998). "Double-masked, placebo-controlled evaluation of loteprednol etabonate 0.5% for postoperative inflammation". J Cataract Surg 24: 1480–1489.
Pavesio, CE; Decory, HH (2008). "Treatment of ocular inflammatory conditions with loteprednol etabonate". Br J Ophthalmol 92 (4): 455–459. doi:10.1136/bjo.2007.132621. PMID 18245274.

Mineralocorticoids
(3-one, 4-ene,
no FG at 16)

Glucocorticoids
(3-one, 4-ene,
11-FG,
17-hydroxy)

Pregnene	CORTISONE

Pregnenedione (+20-one)	HYDROCORTISONE/CORTISOL^# (Hydrocortisone aceponate Hydrocortisone buteprate Hydrocortisone butyrate) Budesonide Ciclesonide Deflazacort Medrysone Tixocortol HALOGENATED AT 6: Cloprednol HALOGENATED, WITH FG AT 16: Halcinonide

Pregnadiene (+1-ene)	Rimexolone HALOGENATED, WITH FG AT 16: Flunisolide Triamcinolone Amcinonide Fluocinolone acetonide (Fluocinonide)

Pregnadienediol (+21-hydroxy)	Prednisone (Meprednisone) HALOGENATED AT 9: Fluorometholone HALOGENATED, WITH FG AT 16: Fluocortolone (Clocortolone Diflucortolone Fluocortin) Desoximetasone

Pregnadienetriol (+11-hydroxy)	Prednisolone^# (Methylprednisolone Methylprednisolone aceponate Prednicarbate Prednylidene) Desonide HALOGENATED: Fluprednisolone (Difluprednate Fluperolone) HALOGENATED, WITH FG AT 16: Dexamethasone^# Betamethasone (Clobetasol Clobetasone Diflorasone Halometasone Ulobetasol) Beclometasone Paramethasone Alclometasone Fluclorolone acetonide Flumetasone Fluprednidene

Pregnatriene (+2-ene)	Cortivazol

Androstene	HALOGENATED, WITH FG AT 16: Fluticasone (Fluticasone propionate Fluticasone furoate)

Other/ungrouped	HALOGENATED: Loteprednol HALOGENATED, WITH FG AT 16: Fludroxycortide Formocortal Mometasone furoate

Synthesis modifiers

20,22-Desmolase	22-ABC 3,3′-Dimethoxybenzidine 3-Methoxybenzidine Aminoglutethimide Cyanoketone Danazol Etomidate Mitotane Trilostane

17α-Hydroxylase, 17,20-Lyase	22-ABC 22-Oxime Abiraterone Bifonazole Clotrimazole Cyanoketone Cyproterone Danazol Econazole Galeterone Gestrinone Isoconazole Ketoconazole L-39 Liarozole LY-207,320 MDL-27,302 Miconazole Mifepristone Orteronel Pioglitazone Rosiglitazone Spironolactone Stanozolol SU-10,603 TGF-β Tioconazole Troglitazone VN/87-1 YM116

3β-HSD	4-MA Azastene Cyanoketone Danazol Epostane Genistein Gestrinone Metyrapone Norethisterone Oxymetholone Pioglitazone Rosiglitazone Trilostane Troglitazone

21-Hydroxylase	Aminoglutethimide Amphenone B Bifonazole Clotrimazole Diazepam Econazole Genistein Isoconazole Ketoconazole Metyrapone Miconazole Midazolam Tioconazole

11β-Hydroxylase	Aminoglutethimide Canrenone Etomidate Fadrozole FETO Ketoconazole Metomidate Metyrapone Mitotane Potassium canrenoate Spironolactone Trilostane

18-Hydroxylase	Aminoglutethimide Canrenone FAD286 Fadrozole Ketoconazole LCI699 Metyrapone Mespirenone Potassium canrenoate Spironolactone

Other

Endogenous	Glucocorticoids: Corticosterone Cortisone Cortodoxone/Deoxycortisol Hydrocortisone/Cortisol Antiglucocorticoids: 17-Hydroxyprogesterone Deoxycorticosterone Pregnenolone Progesterone Precursors: Cholesterol 22R-Hydroxycholesterol 20α,22R-Dihydroxycholesterol Pregnenolone 17-Hydroxypregnenolone 17-Hydroxyprogesterone Progesterone Deoxycorticosterone

Indirect	ACTH/Corticotropin CRH DHEA DHEA sulfate Plasma proteins (Transcortin, Albumin) Vasopressin

Procedures	Adrenalectomy Hypophysectomy

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