Desogestrel

Title: Desogestrel
CAS Registry Number: 54024-22-5
CAS Name: (17a)-13-Ethyl-11-methylene-18,19-dinorpregn-4-en-20-yn-17-ol
Additional Names: 17a-ethynyl-18-methyl-11-methylene-D4-estren-17b-ol
Manufacturers' Codes: Org-2969
Trademarks: Cerazette (Organon)
Molecular Formula: C22H30O
Molecular Weight: 310.47
Percent Composition: C 85.11%, H 9.74%, O 5.15%
Literature References: Progestogen with low androgenic potency. Prepn: A. J. van den Broek, DE 2361120; idem, US 3927046 (1974, 1975 both to Akzo); A. J. van den Broek et al., Rec. Trav. Chim. 94, 36 (1975). Biological effects: L. Viinikka et al., Acta Endocrinol. 83, 429 (1976). Endocrinological studies in animals: J. van der Vies, J. de Visser, Arzneim.-Forsch. 33, 231 (1983). Radioimmunoassay: L. Viinikka, J. Steroid Biochem. 9, 979 (1978). Metabolism, pharmacokinetics in humans: L. Viinikka et al., Eur. J. Clin. Pharmacol. 15, 349 (1979). Receptor binding study: E. W. Bergink et al., J. Steroid Biochem. 14, 175 (1981). Clinical trial in combination with ethinyl estradiol: M. J. Weijers, Clin. Ther. 4, 359 (1982); as progestogen-only contraceptive: T. Korver et al., Eur. J. Contracept. Reprod. Health Care 3, 169 (1998).
Properties: Crystals, mp 109-110°. [a]D20 +55° (chloroform).
Melting point: mp 109-110°
Optical Rotation: [a]D20 +55° (chloroform)
Derivative Type: Mixture with ethinyl estradiol
CAS Registry Number: 71138-35-7
Trademarks: Cyclosa (Nourypharma); Desogen (Organon); Dicromil (Organon); Marvelon 150/30 (Akzo); Mercilon (Organon); Ortho-Cept (Ortho); Oviol (Nourypharma); Varnoline (Organon)
Therap-Cat: Progestogen. Alone or in combination with estrogen as oral contraceptive.
Keywords: Contraceptive (Oral); Progestogen.
Desomorphine Desonide Desosamine Desoximetasone Dess-Martin Periodinane

Desogestrel
Desogestrel.svg
Systematic (IUPAC) name
13-ethyl-17-ethynyl- 11-methylidene- 1,2,3,6,7,8,9,10,12,13,14,15, 16,17- tetradecahydrocyclopenta[a] phenanthren-17-ol
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
MedlinePlus a601050
Legal status  ?
Pharmacokinetic data
Protein binding 98.3%
Identifiers
CAS number 54024-22-5 YesY
ATC code G03AC09
PubChem CID 40973
DrugBank DB00304
ChemSpider 37400 YesY
UNII 81K9V7M3A3 YesY
KEGG D02367 YesY
ChEBI CHEBI:4453 YesY
ChEMBL CHEMBL1533 YesY
Chemical data
Formula C22H30O 
Mol. mass 310.473 g/mol
 YesY (what is this?)  (verify)

Desogestrel is a molecule used in hormonal contraceptives. Most combined oral contraceptive pills (COCPs, or simply OCs) on the market today contain both an estrogen compound (ethinyl estradiol is common) plus a progestin (a progesterone-like compound) such as desogestrel. Desogestrel-containing birth control pills are sometimes referred to as "third generation" oral contraceptives. In contrast, birth control pills that are considered "second generation" (Tri-Levlen, for example) contain an estrogen and a progestin, but the progestin is different, such as levonorgestrel.