Lynestrenol
Lynestrenol, sold under the brand names Exluton and Ministat among others, is a progestin medication which is used in birth control pills and in the treatment of gynecological disorders.[7][8] It is a prodrug, and upon oral administration, is rapidly and almost completely converted into norethisterone, a potent progestogen, in the liver during first-pass metabolism.[11] The peak blood levels are reached within 2 to 4 hours after oral administration, 97% of the administered dose being bound to plasma proteins.(The mild conditions of this reaction compared to those usually employed in preparing the oxygen ketals probably accounts for the double bond remaining at 4,5).[1][13][14] Around this time, pre- and post-marketing clinical trials of lynestrenol were conducted, and in 1965, a study consisting of 200 Dutch women was published.
Drugs.comRoutes ofadministrationBy mouthDrug classProgestogenProgestinATC codeG03AC02G03DC03G03AA03G03AB02G03FA07G03FB02estrogensIUPAC nameCAS NumberChemSpiderCompTox DashboardECHA InfoCardFormulaMolar massSMILESbirth control pillsgynecological disordersestrogensyntheticagonistprogesterone receptorbiological targetprogesteroneandrogenicestrogenichormonalprodrugnorethisteroneetynodiolintermediateEuropeUnited Statesoral contraceptivesmenstrual disordersactive metaboliteoral administrationconvertedfirst-pass metabolismmetabolitespharmacological activityCYP2C9CYP2C19CYP3A4cytochrome P450enzymeshydroxylationoxygenationhydroxyl grouppeak blood levelsbound to plasma proteinsexcretedelimination half-lifepharmacokinetics5α-DihydronorethisteroneEthinylestradiolNorethisterone acetateNorethisterone enanthateNoretynodrelEtynodiol diacetateligandspromegestonemetriboloneestradioldexamethasonealdosteronedihydrotestosteronecortisolActivemetaboliteList of progestogensList of androgens/anabolic steroidsestranesteroidderivative19-nortestosteroneketonehydroxylChemical synthesesnortestosteronethioketaldithioglycolboron trifluorideJones reagentethynylation17-ketonepharmaceutical companyOrganonpatentclinical trialsUnited Kingdommestranolgeneric nameMedical usesProgestogensantiprogestogensprogestinsagonistsQuingestroneDydrogesteroneTrengestoneAcetomepregenol (mepregenol diacetate)Algestone acetophenide (dihydroxyprogesterone acetophenide)Anagestone acetateChlormadinone acetateChlormethenmadinone acetateCyproterone acetateDelmadinone acetateFlugestone acetate (flurogestone acetate)Flumedroxone acetateHydroxyprogesterone acetateHydroxyprogesterone caproateHydroxyprogesterone heptanoateMedroxyprogesterone acetateMegestrol acetateMelengestrol acetateMethenmadinone acetateOsaterone acetatePentagestrone acetateProligestone