17α-Bromoprogesterone

Chemical compound (8R,9S,10R,13S,14S,17R)-17-Acetyl-17-bromo-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one 17-Bromoprogesterone.svg skin-invert-image 225px Progestogen; Progestin 28449-24-3 68524848 103882972 correct FDA YBT8Y54Z9P 17α-BP; 17α-Bromopregn-4-ene-3,20-dione 21 29 1 2 CC(=O)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C)Br 1S/C21H29BrO2/c1-13(23)21(22)11-8-18-16-5-4-14-12-15(24)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1 IENASMFTJRLBJP-CEGNMAFCSA-N 17α-Bromoprogesterone (17α-BP) is a progestin which was first described in 1957 and was never marketed. Engel CR, Jahnke H Steroids and related products. X. 17 alpha-Bromoprogesterone, a new potent gestogen Canadian Journal of Biochemistry and Physiology 35 11 1047–1055 November 1957 13479803 10.1139/o57-120 Seeley DH, Wang WY, Salhanick HA Molecular interactions of progesterone analogues with rabbit uterine cytoplasmic receptor The Journal of Biological Chemistry 257 22 13359–13366 November 1982 7142152 10.1016/S0021-9258(18)33456-2 free Bohl M, Simon Z, Vlad A, Kaufmann G, Ponsold K MTD calculations on quantitative structure-activity relationships of steroids binding to the progesterone receptor Zeitschrift für Naturforschung C 42 7–8 935–940 1987 2961153 10.1515/znc-1987-7-834 22962904 free Simon Z, Bohl M Structure-activity Relations in Gestagenic Steroids by the MTD Method. The Case of Hard Molecules and Soft Receptors Quantitative Structure-Activity Relationships 11 1 1992 23–28 0931-8771 10.1002/qsar.19920110104 It is about twice as potent as progesterone in terms of progestogenic activity in animal bioassays. 17α-BP is a parent compound of haloprogesterone (6α-fluoro-17α-bromoprogesterone) and 6α-methyl-17α-bromoprogesterone. Elks J The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA179 14 November 2014 Springer 978-1-4757-2085-3 179, 620 See also 17α-Hydroxyprogesterone 17α-Methylprogesterone 19-Norprogesterone References Category:Abandoned drugs Category:Organobromides Category:Diketones Category:Pregnanes Category:Progestogens