Title: Algestone Acetophenide
CAS Registry Number: 24356-94-3
CAS Name: [16a(
R)]-16,17-[(1-Phenylethylidene)bis(oxy)]pregn-4-ene-3,20-dione
Synonyms: 16a,17-dihydroxypregn-4-ene-3,20-dione cyclic acetal with acetophenone; 16a,17a-dihydroxyprogesterone acetophenide; alphasone acetophenide; P-DHP
Manufacturers' Codes: SQ-15101
Trademarks: Deladroxone (obsolete) (BMS); Droxone (obsolete) (BMS); Neolutin Depositum (Medici)
Molecular Formula: C29H36O4
Molecular Weight: 448.59
Percent Composition: C 77.65%, H 8.09%, O 14.27%
Literature References: Progestogen. Prepn: J. Fried,
US 2941997 (1960 to Olin Mathieson); J. Fried
et al., Chem. Ind. (London) 1961, 465. Improved prepn:
IE 6800457; S. J. Brancato
et al., US 3488347 (1968, 1970 both to Smith Kline & French). In estrus synchronization: J. N. Wiltbank
et al., J. Anim. Sci. 26, 764 (1967). Clinical evaluations of combination with estradiol enanthate as injectable contraceptive: R. Plesner,
Acta Endocrinol. 61, 494 (1969);
idem, ibid. 65, 683 (1970); R. Recio
et al., Contraception 33, 579 (1986).
Properties: Crystals from 95% ethanol, mp 150-151°. [a]D23 +51° (CHCl3). Stable to boiling mineral acids; readily cleaved by warming with formic acid, with subsequent deformylation.
Melting point: mp 150-151°
Optical Rotation: [a]D23 +51° (CHCl3)
Therap-Cat: Antiacne.
Keywords: Antiacne.
