References of [2-[(8S,10S,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3-oxo-2,6,7,8,12,14,
15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
Title: Anecortave Acetate
CAS Registry Number: 7753-60-8
CAS Name: 21-(Acetyloxy)-17-hydroxypregna-4,9(11)-diene-3,20-dione
Synonyms: D4,9(11)-pregnadien-17a,21-diol-3,20-dione-21-acetate
Manufacturers' Codes: Al-3789
Trademarks: Retaane (Alcon )
Molecular Formula: C23H30O5
Molecular Weight: 386.48
Percent Composition: C 71.48%, H 7.82%, O 20.70%
Literature References: Angiostatic steroid. Prepn: J. Fried, E. F. Sabo,
J. Am. Chem. Soc. 75, 2273 (1953); R. P. Graber
et al.,
ibid.
4722; J. Fried, E. F. Sabo,
ibid.
79, 1130 (1957). Angiostatic activity
in vitro: L. G. McNatt
et al., J. Ocul. Pharmacol. Ther. 15, 413 (1999);
in vivo: D. BenEzra
et al., Invest. Ophthalmol. Visual Sci. 38, 1954 (1997). Clinical study in age-related macular degeneration: J. S. Slakter
et al., Ophthalmology 110, 2372 (2003). Review of pharmacology: A. F. Clark,
Expert Opin. Invest. Drugs 6, 1867-1877 (1997); and clinical experience: S. A. Vinores,
IDrugs 8, 327-334 (2005).
Properties: Crystals from acetone, mp 236-237°. [a]D +117° (c = 1.0 in CHCl3). uv max (alcohol): 238 nm (e 15500). Also reported as mp 231.5-234.5°. [a]D22 +124° (c = 1.04 in CHCl3).
Melting point: mp 236-237°; mp 231.5-234.5°
Optical Rotation: [a]D +117° (c = 1.0 in CHCl3); [a]D22 +124° (c = 1.04 in CHCl3).
Absorption maximum: uv max (alcohol): 238 nm (e 15500)
Therap-Cat: In treatment of macular degeneration.
Keywords: Macular Degeneration Treatment.