CAS 82034-46-6|Loteprednol etabonate

Introduction:Basic information about CAS 82034-46-6|Loteprednol etabonate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameLoteprednol etabonate
CAS Number82034-46-6Molecular Weight466.952
Density1.3±0.1 g/cm3Boiling Point600.1±55.0 °C at 760 mmHg
Molecular FormulaC24H31ClO7Melting Point220.5-223.5ºC
MSDSChineseUSAFlash Point316.7±31.5 °C

Names

Nameloteprednol etabonate
SynonymMore Synonyms

Loteprednol etabonate BiologicalActivity

DescriptionLoteprednol Etabonate is an anti-inflammatory corticosteroid used in optometry and ophthalmology.IC50 Value:Target: Glucocorticoid Receptorin vitro:in vivo: Intravenous administration of loteprednol etabonate (5 mg/kg) to dogs revealed a terminal half-life of 2.8 h, a volume of distribution of 3.7 L/kg, and a total body clearance of 0.9 L/h/kg. Intact loteprednol etabonate was not detectable in the urine. After oral administration of the drug (5 mg/kg) to dogs, only metabolites, but no intact drug, were found in the plasma, an indication for a high first-pass effect. A pronounced binding of the drug to plasma protein (> 90%) and a high erythrocyte-buffer partition coefficient of 7.8 were determined in vitro.
Related CatalogSignaling Pathways >>GPCR/G Protein >>Glucocorticoid ReceptorResearch Areas >>Inflammation/ImmunologyNatural Products >>Others
References

[1]. Noble S, Goa KL. Loteprednol etabonate: clinical potential in the management of ocular inflammation. BioDrugs. 1998 Oct;10(4):329-39.

[2]. Szelenyi I, Hochhaus G, Heer S et al. Loteprednol etabonate: a soft steroid for the treatment of allergic diseases of the airways. Drugs Today (Barc). 2000 May;36(5):313-20.

[3]. Howes JF. Loteprednol etabonate: a review of ophthalmic clinical studies. Pharmazie. 2000 Mar;55(3):178-83.

[4]. Pavesio CE, Decory HH. Treatment of ocular inflammatory conditions with loteprednol etabonate. Br J Ophthalmol. 2008 Apr;92(4):455-9.

[5]. Comstock TL, Decory HH. Advances in corticosteroid therapy for ocular inflammation: loteprednol etabonate. Int J Inflam. 2012;2012:789623.

[6]. Loteprednol

Chemical & Physical Properties

Density1.3±0.1 g/cm3
Boiling Point600.1±55.0 °C at 760 mmHg
Melting Point220.5-223.5ºC
Molecular FormulaC24H31ClO7
Molecular Weight466.952
Flash Point316.7±31.5 °C
Exact Mass466.175842
PSA99.13000
LogP3.17
Appearance of Characterswhite to beige
Vapour Pressure0.0±3.9 mmHg at 25°C
Index of Refraction1.571
InChIKeyDMKSVUSAATWOCU-HROMYWEYSA-N
SMILESCCOC(=O)OC1(C(=O)OCCl)CCC2C3CCC4=CC(=O)C=CC4(C)C3C(O)CC21C
Storage condition-20°C Freezer
Water SolubilityDMSO: soluble5mg/mL, clear (warmed)

Safety Information

Hazard CodesXi
RIDADRNONH for all modes of transport
HS Code2937229000

Customs

HS Code2937229000

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Synonyms

Androsta-1,4-diene-17-carboxylic acid, 17-((ethoxycarbonyl)oxy)-11-hydroxy-3-oxo-, chloromethyl ester, (11β,17α)-
chloromethyl (8S,9S,10R,11S,13S,14S,17R)-17-[(ethoxycarbonyl)oxy]-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-17-carboxylate
(8S,9S,10R,11S,13S,14S,17R)-17-[(éthoxycarbonyl)oxy]-11-hydroxy-10,13-diméthyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodécahydro-3H-cyclopenta[a]phénanthrène-17-carboxylate de chlorométhyle
Chloromethyl 17a-ethoxycarbonyloxy-11b-hydroxyandrosta-1,4-diene-3-one-17b-carboxylate
(11b,17a)-17-[(Ethoxycarbonyl)oxy]-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylic Acid Chloromethyl Ester
Loteprednol (INN)
Androsta-1,4-diene-17-carboxylic acid, 17-[(ethoxycarbonyl)oxy]-11-hydroxy-3-oxo-, chloromethyl ester, (11β,17α)-
Loteprednolum
Loteprednol Etabonate
17a-Ethoxycarbonyloxy-D'-cortienic Acid Chloromethyl Ester
Loteprednol [INN:BAN]
Chloromethyl (11β,17α)-17-[(ethoxycarbonyl)oxy]-11-hydroxy-3-oxoandrosta-1,4-diene-17-carboxylate
HGP 1
loteprednol
Chlormethyl-(8S,9S,10R,11S,13S,14S,17R)-17-[(ethoxycarbonyl)oxy]-11-hydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-carboxylat
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