Product Name: Loteprednol etabonate
Synonyms: Loteprednol Impurity 10;Loteprednol etabonate,HGP 1 cas82034-46-6(whatsapp:+8618830163278);LOTEPREDNOL ETABONATE;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;CDDD-5604, HGP-1, P-5604, Alrex, Lotemax;Androsta-1,4-diene-17-carboxylicacid,17-[(ethoxycarbonyl)oxy]-11-hydroxy-3-oxo-,chloromethylester,;Androsta-1,4-diene-17-carboxylic acid, 17-[(ethoxycarbonyl)oxy]-11-hydroxy-3-oxo-, chloromethyl ester, (11b,17a)-;Lotemax
CAS: 82034-46-6
MF: C24H31ClO7
MW: 466.95
EINECS: 200-010-0
Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;APIs;Steroid and Hormone;Alrex, Lotemax;Hormone Drugs
Mol File: 82034-46-6.mol
Loteprednol etabonate Structure
Loteprednol etabonate Chemical Properties
Melting point 220.5-223.5
Boiling point 600.1±55.0 °C(Predicted)
density 1.31±0.1 g/cm3(Predicted)
storage temp. -20°C Freezer
solubility DMSO: soluble5mg/mL, clear (warmed)
pka 14.06±0.70(Predicted)
form powder
color white to beige
InChIKey DMKSVUSAATWOCU-ICASLIHPSA-N
Safety Information
WGK Germany 3
MSDS Information
Provider Language
Loteprednol etabonate English
Loteprednol etabonate Usage And Synthesis
Description Loteprednol (as Loteprednol Etabonate) is a topical anti-inflammatory corticosteroid. Loteprednol etabonate (LE) has a 17α-chloromethyl ester, in lieu of a ketone group, and a 17β-etabonate group. LE is highly lipophilic and binds with high affinity to the glucocorticoid receptor. Any unbound LE is metabolized to inactive metabolites.
Loteprednol etabonate is used in ophthalmic solution for the treatment of steroid responsive inflammatory conditions of the palpebral and bulbar conjunctiva, cornea and anterior segment of the globe such as allergic conjunctivitis, uveitis, acne rosacea, superficial punctate keratitis, herpes zoster keratitis, iritis, cyclitis, and selected infective conjunctivitis. It is used in ophthalmic ointment for the treatment of post-operative inflammation and pain following ocular surgery. As a nasal spray, it is used for the treatment and management of seasonal allergic rhinitis.
References [1] http://www.webmd.com
[2] https://www.drugbank.ca
[3] http://www.bausch.com
[4] Timothy L. Comstock, Heleen H. DeCory (2012) Advances in Corticosteroid Therapy for Ocular Inflammation: Loteprednol Etabonate, International Journal of Inflammation, 2012, 789623
[5] N. Krug, JM. Hohlfeld, H. Geldmacher, M Larbig, R. Heermann, N. Lavallee, DT. Nguyen, U. Petzold, R. Hermann (2005) Effect of loteprednol etabonate nasal spray suspension on seasonal allergic rhinitis assessed by allergen challenge in an environmental exposure unit, Allergy, 60, 354-359
Description Loteprednol etabonate was introduced in the US as Lotemax (opththalmic suspension at 0.5%) for the treatment of steroid-responsive inflammatory conditions of the palpebral and bulbar conjunctiva, cornea and anterior segment of the ocular globe, and as Alrex (opththalmic suspension at 0.2%) for the symptomatic treatment of seasonal allergic conjunctivitis. Loteprednol etabonate is a novel soft corticosteroid with a superior efficacy and an improved safety profile compared to prior ophthalmic steroids due to its metabolic lability and a fast enzymatic transformation to inactive metabolite. A combination of Lotemax with the antibiotic Tobramycin is currently under development.
Chemical Properties x
Originator Pharmos (US)
Uses An ophthalmic corticosteroid. Used as an anti-inflammatory
Uses Biological Activity Chemical Information Tech Support & FAQs Biological Activity Loteprednol etabonate is an anti-inflammatory corticosteroid used in ophthalmology. It is used for the treatment of steroid responsive inflammatory conditions of the eye su
Brand name Alrex (Bausch & Lomb); Lotemax (Bausch & Lomb); Lotemax (Pharmos);Lotemax (0.5%）.
General Description Loteprednol etabonate,chloromethyl 17α-[(ethoxycarbonyl)oxy]-11β-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate (Alrex,Lotemax), has a modified carboxylate at the C17 positionrather than the typical ketone functionality. This modificationmaintains affinity for the GR but allows facile metabolismto inactive metabolites. This limits the systemic actionof the drug. Loteprednol etabonate is used as anophthalmic suspension that has greatly reduced systemicaction because of rapid metabolism to the inactive carboxylate.
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