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Loteprednol

Catalog No. DB00873 Name DrugBank
CAS Number 82034-46-6 Website http://www.ualberta.ca/
M. F. C24H31ClO7 Telephone (780) 492-3111
M. W. 466.95174 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 751

SYNONYMS

IUPAC name
chloromethyl (1S,2R,10S,11S,14R,15S,17S)-14-[(ethoxycarbonyl)oxy]-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-diene-14-carboxylate
IUPAC Traditional name
loteprednol etabonate
Brand Name
Loteflam
Lotemax
Alrex
Zylet
Synonyms
Loteprednol Etabonate

DATABASE IDS

CAS Number 82034-46-6

PROPERTIES

Hydrophobicity(logP) 3.4
Solubility 5 mg/mL

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Loteprednol (as Loteprednol Etabonate) is a topical corticoid antiinflammatory. It is used in ophthalmic solution for the treatment of steroid responsive inflammatory conditions of the eye such as allergic conjunctivitis, uveitis, acne rosacea, superficial punctate keratitis, herpes zoster keratitis, iritis, cyclitis, and selected infective conjunctivitides. As a nasal spray, is used for the treatment and management of seasonal allergic rhinitis.
Indication As an ophthalmic it is used for the treatment of steroid responsive inflammatory conditions of the eye such as allergic conjunctivitis, uveitis, acne rosacea, superficial punctate keratitis, herpes zoster keratitis, iritis, cyclitis, and selected infective conjunctivitides. As a nasal spray, used for the treatment and management of seasonal allergic rhinitis.
Pharmacology Loteprednol etabonate (LE) is a "soft" steroid belonging to a unique class of glucocorticoids. LE possesses a metabolically labile 17 beta-chloromethyl ester function which was designed in order to be hydrolyzed to an inactive carboxylic acid moiety. This inactive metabolite is more hydrophilic and is thus readily eliminated from the body. Loteprednol etabonate has good ocular permeation properties and good skin permeation properties similar to "hard" steroids. It is used as a topical agent for the treatment of steroid responsive inflammatory conditions of the eye such as allergic conjunctivitis, uveitis and iritis.
Toxicity Adverse effects include abnormal vision / blurring, burning on instillation, chemosis, discharge, dry eyes, epiphora, foreign body sensation, itching, injection, and photophobia.
Affected Organisms
Humans and other mammals
Biotransformation The drugs 17 beta-chloromethyl ester function is hydrolyzed to an inactive carboxylic acid moiety.
Absorption Very limited systemic absorption, but good absorption at the point of delivery.
References
[Pubmed]
External Links
Wikipedia
RxList
Drugs.com

REFERENCES