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Rimexolone

Names

[ CAS No. ]:
49697-38-3

[ Name ]:
Rimexolone

[Synonym ]:
Rimexolone
(11β,16α,17β)-11-Hydroxy-16,17-dimethyl-17-(1-oxopropyl)androsta-1,4-dien-3-one
11β-Hydroxy-16α,17α-dimethyl-17-propionylandrosta-1,4-dien-3-one
11b-Hydroxy-16a,17a-dimethyl-17-propionylandrosta-1,4-dien-3-one
(8S,9S,10R,11S,13S,14S,16R,17S)-11-Hydroxy-10,13,16,17-tetramethyl-17-propionyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
(8S,9S,10R,11S,13S,14S,16R,17S)-11-Hydroxy-10,13,16,17-tetramethyl-17-propanoyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-on
(8S,9S,10R,11S,13S,14S,16R,17S)-11-hydroxy-10,13,16,17-tetramethyl-17-propanoyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one
(11b,16a,17b)-11-Hydroxy-16,17-dimethyl-17-(1-oxopropyl)androsta-1,4-dien-3-one
Asoprisnil ecamate
Androsta-1,4-dien-3-one, 11-hydroxy-16,17-dimethyl-17-(1-oxopropyl)-, (11β,16α,17β)-
(8S,9S,10R,11S,13S,14S,16R,17S)-11-hydroxy-10,13,16,17-tétraméthyl-17-propanoyl-6,7,8,9,10,11,12,13,14,15,16,17-dodécahydro-3H-cyclopenta[a]phénanthrén-3-one
11β-Hydroxy-16α,17,21-trimethyl-1,4-pregnadien-3,20-dion
(8S,9S,10R,11S,13S,14S,16R,17S)-11-hydroxy-10,13,16,17-tetramethyl-17-propanoyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one (non-preferred name)
(8S,9S,10R,13S,14S,16R,17S)-11-Hydroxy-10,13,16,17-tetramethyl-17-propionyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-3-one (non-preferred name)
VEXOL

Biological Activity

[Description]:

Rimexolone (Org 6216) is a glucocorticoid steroid with anti-inflammatory activity. Rimexolone can be used as a 1% ophthalmic suspension for the management of ocular inflammation[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Inflammation/Immunology

[In Vitro]

Rimexolone (Org 6216) shows highly enhanced persistence at the injection site, minimal systematic effects and virtually does not induce skin artrophy[1].

[In Vivo]

Rimexolone (Org 6216) (0-450 μg/mouse; intraarticular injection; once) shows prolonged anti-inflammatory action in mice with monoarticular antigen-induced arthritis[1]. Animal Model: Male, 8-12 weeks old C57Black/6 mice with antigen induced arthritis[1] Dosage: 5, 25, 50, 150, 250, 450 μg/mouse Administration: Intraarticular injection, once Result: Suppressed the arthritis in a dose-dependent manner. Significantly prevented osteophyte formation at 450 and 150 μg. Resulted in a decrease of the inhibition of the chondrocyte proteoglycan synthesis.

[References]

[1]. Joosten LA, et al. Protective effect of rimexolone on cartilage damage in arthritic mice: a comparative study with triamcinolone hexacetonide. Agents Actions. 1990 Aug;31(1-2):135-42.

[2]. Foster CS, et al. Efficacy and safety of rimexolone 1% ophthalmic suspension vs 1% prednisolone acetate in the treatment of uveitis. Am J Ophthalmol. 1996 Aug;122(2):171-82.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
507.0±50.0 °C at 760 mmHg

[ Melting Point ]:
258-268ºC

[ Molecular Formula ]:
C24H34O3

[ Molecular Weight ]:
370.525

[ Flash Point ]:
274.5±26.6 °C

[ Exact Mass ]:
370.250793

[ PSA ]:
54.37000

[ LogP ]:
4.01

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.559

Synthetic Route

Click to get detail synthetic route