Totally synthetic (±)-13-Alkyl-3-hydroxy and methoxy-gona-1,3,5(10)-trien-17-ones and related compounds

Smith, Heather; Hughes, G.; Douglas, G. H.; Hartley, David J.; McLoughlin, B. J.; Siddall, J. B.; Wendt, G.; Buzby, G. C.; Herbst, D. R.; Ledig, K. W.; J, McMenamin; Pattison, T. W.; Suida, J.; J, Tokolics; Edgren, Richard A.; Jansen, A. B. A.; Gadsby, B.; Watson, D. M. S.; Phillips, P. C.

doi:10.1007/bf02171503

Cited by 60 publications

(11 citation statements)

References 15 publications

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“…The first-generation progestogens norethynodrel, norethisterone acetate, and lynestrenol are all metabolized to NE and were nearly always combined with 50 μg of EE or more. The synthesis of norgestrel (NG) in 1963 by Smith [2] was followed by the isolation of the biologically active component, levonorgestrel (LNG) [3]. These second-generation progestogens entered the market in the 1970s.…”

Section: Introductionmentioning

confidence: 99%

Effectiveness and acceptability of progestogens in combined oral contraceptives – a systematic review

et al. 2004

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Section: Introductionmentioning

confidence: 99%

Effectiveness and acceptability of progestogens in combined oral contraceptives – a systematic review

et al. 2004

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“…These processes require six and eight reaction steps, respectively, to produce the important intermediate 172, which is then converted to desoximetasone (173) in four further steps:…”

Section: -Deoxycorticosteroidsmentioning

confidence: 99%

“…6α-Fluoro-16α-methyl-1-dehydrocorticosterone, fluocortolone (169) is used in systemic corticoid therapy [293]. The similarly structured 9α-fluoro-16α-methyl-1-dehydrocorticosterone, desoximetasone (173), is commercially available as a highly active local corticoid [294].…”

Section: -Deoxycorticosteroidsmentioning

confidence: 99%

Hormones

Sandow¹,

Scheiffele²,

Haring³

et al. 2000

Ullmann's Encyclopedia of Industrial Chemistry

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“…Levonorgestrel, (−)-13b-ethyl-17b-hydroxy-18,19-dinor-17αpregn-4-en-20-yn-3-one (Fig.1A) is a synthetic progestin used as an oral contraceptive since the mid 1960s (Smith et al, 1963). Quinestrol, (17b)-3-(cyclopentyloxy)-17-ethynylestra-1,3,5(10)trien-17-ol ( Fig.…”

Section: Introductionmentioning

confidence: 99%

Development and validation of a HPLC method for determination of levonorgestrel and quinestrol in rat plasma

Tang

Luo

et al. 2009

Biomedical Chromatography

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Levonorgestrel and quinestrol, commonly known as EP-1, has long been used in the control of wild rodents. Up to the present time, however, no method for simultaneous quantification of levonorgestrel and quinestrol in rat plasma has been reported. In the present study, a sensitive reverse-phase high-performance liquid chromatography with ultraviolet detection (RP-HPLC-UV) method for quantification of levonorgestrel and quinestrol in rat plasma has been developed. It uses a Kromasil ODS C(18) column and acetonitrile-0.1% formic acid (85 : 15, v/v) mobile phase at ambient temperature. The plasma sample was prepared by hexane-isoamyl alcohol extraction (90 : 10, v/v). The flow rate and detection wavelength were 1.0 mL/min and 230 nm. The correlation coefficients were greater than 0.9995 within 0.08-50 microg/mL for levonorgestrel and 0.12-50 microg/mL for quinestrol, and the limits of detection were 0.02 and 0.05 microg/mL for levonorgestrel and quinestrol, respectively. Average recovery ranged from 92.5 to 96.3% and inter-day RSDs were less than 7.56%. This method can be applied to the further pharmacokinetic study of levonorgestrel and quinestrol in rat plasma.

show abstract

Totally synthetic (±)-13-Alkyl-3-hydroxy and methoxy-gona-1,3,5(10)-trien-17-ones and related compounds

Cited by 60 publications

References 15 publications

Effectiveness and acceptability of progestogens in combined oral contraceptives – a systematic review

Effectiveness and acceptability of progestogens in combined oral contraceptives – a systematic review

Hormones

Development and validation of a HPLC method for determination of levonorgestrel and quinestrol in rat plasma

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