Structural Formula Vector Image
Title: Norgestimate
CAS Registry Number: 35189-28-7
CAS Name: (17a)-17-(Acetyloxy)-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one 3-oxime
Additional Names: (+)-13-ethyl-17-hydroxy-18,19-dinor-17a-pregn-4-en-20-yn-3-one oxime acetate (ester); 17a-acetoxy-13-ethyl-17-ethynylgon-4-en-3-one oxime; dexnorgestrel acetime
Manufacturers' Codes: D-138; ORF-10131
Molecular Formula: C23H31NO3
Molecular Weight: 369.50
Percent Composition: C 74.76%, H 8.46%, N 3.79%, O 12.99%
Literature References: Acetate oxime of D-norgestrel, q.v. Prepn: A. P. Shroff, DE 2633210; idem, US 4027019 (both 1977 to Ortho). HPLC determn: P. A. Lane et al., J. Pharm. Sci. 76, 44 (1987). Pharmacology: D. W. Hahn et al., Contraception 16, 541 (1977); J. Killinger et al., ibid. 32, 311 (1985). Pharmacodynamics: H. S. Weintraub et al., J. Pharm. Sci. 67, 1406 (1978). Metabolism in female monkeys: S. F. Sisenwine et al., Contraception 15, 25 (1977); in women: K. B. Alton et al., ibid. 29, 19 (1984). Clinical trial as a contraceptive in combination with ethinyl estradiol: B. Rubio-Lotvin, R. Gonzales-Ansorena, Acta Eur. Fertil. 9, 1 (1978).
Properties: Crystals from methylene chloride, mp 214-218°. [a]D25 +110°.
Melting point: mp 214-218°
Optical Rotation: [a]D25 +110°
Derivative Type: Mixture with ethinyl estradiol
CAS Registry Number: 79871-54-8
Trademarks: Cilest (Cilag); Ortho Cyclen (Ortho); Ortho Tri-Cyclen (Ortho); Ortrel (Ortho); TriCilest (Cilag)
Therap-Cat: Progestogen. In combination with estrogen as oral contraceptive.
Keywords: Contraceptive (Oral); Progestogen.

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