Title:
NOVEL STEROIDS AND STEROID MIMETICS, METHOD FOR THE PRODUCTION AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO2004067547
Kind Code:
A3
Abstract:
The invention relates to the production and use of novel 14beta-alkyl-18-norsteroids, 8alpha,14beta-dialkyl-18-norsteroids, spiro[cyclopentano-perhydronaphthalin]-3,1'-pentanes or hexanes in addition to 14beta-fluoro-15beta,17beta-dihydroxy-steroids, by reacting 17-hydroxy-14,15-epoxi-steroids with water-free acids or Lewis acids and followed by derivatisation. The resulting compounds can be used as intermediate products for or as medicaments in human and veterinary medicine, whereby the emphasis is on improving inflammatory processes, hormone replacement therapy and the use thereof as enzyme inhibitors in the treatment of tumours.
Inventors:
KASCH HELMUT (DE)
LIEDTKE BEATRICE (DE)
LIEDTKE BEATRICE (DE)
Application Number:
PCT/DE2004/000152
Publication Date:
November 04, 2004
Filing Date:
January 28, 2004
Export Citation:
Assignee:
KASCH HELMUT (DE)
LIEDTKE BEATRICE (DE)
LIEDTKE BEATRICE (DE)
International Classes:
C07J1/00; (IPC1-7): C07J75/00
Other References:
W.F.JOHNS ET AL.: "The Retropinacol Rearrangement of 17beta-Hydroxyandrostanes", J.ORG.CHEM., vol. 28, 1963, pages 1854 - 1856, XP001181812
K.E.HARDING ET AL.: "Cyclization of 4-(trans-3,7-octadienyl)-3-methyl-2-cyclohexen-1-ol and 4-(trans,trans-7-Methyl-3,7,11-dodecatrienyl)-3-methyl-2-cyclohexen-1-ol", J.AM.CHEM.SOC., vol. 96, no. 8, 1974, pages 2540 - 2549, XP001181813
M.AUDOUIN ET AL.: "Stéréochimie - LXI - Stéroides Fluorés - XII", BULL.SOC.CHIM.FR., no. 6, 1985, pages 1280 - 1284, XP009031695
T.M.PEAKMAN ET AL.: "Acid-catalysed Rearrangement of Steroid Alkenes. Part 1. Rearrangement of 5alpha-Cholest-7-ene", J.CHEM.SOC.PERKIN TRANS.I, 1988, pages 1065 - 1070, XP009031696
C.CHAVIS ET AL.: "Transpositions Spinales in vitro en Milieu Acide - VII", TETRAHEDRON, vol. 33, 1977, pages 2651 - 2659, XP001181815
KIRK D N ET AL: "OPTICAL ROTATORY DISPERSION. PART LXIV. INFLUENCE OF SOLVENTS UPON THE COTTON EFFECTS OF SOME KETONES", JOURNAL OF THE CHEMICAL SOCIETY, SECTION C: ORGANIC CHEMISTRY, CHEMICAL SOCIETY. LETCHWORTH, GB, 1970, pages 350 - 360, XP001096418, ISSN: 0022-4952
J.SCHMITT ET AL.: "Action de l'acide sulfurique concentré en série stérolique", BULL.SOC.CHIM.FR., 1973, pages 2035 - 2038, XP009031698
K.E.HARDING ET AL.: "Cyclization of 4-(trans-3,7-octadienyl)-3-methyl-2-cyclohexen-1-ol and 4-(trans,trans-7-Methyl-3,7,11-dodecatrienyl)-3-methyl-2-cyclohexen-1-ol", J.AM.CHEM.SOC., vol. 96, no. 8, 1974, pages 2540 - 2549, XP001181813
M.AUDOUIN ET AL.: "Stéréochimie - LXI - Stéroides Fluorés - XII", BULL.SOC.CHIM.FR., no. 6, 1985, pages 1280 - 1284, XP009031695
T.M.PEAKMAN ET AL.: "Acid-catalysed Rearrangement of Steroid Alkenes. Part 1. Rearrangement of 5alpha-Cholest-7-ene", J.CHEM.SOC.PERKIN TRANS.I, 1988, pages 1065 - 1070, XP009031696
C.CHAVIS ET AL.: "Transpositions Spinales in vitro en Milieu Acide - VII", TETRAHEDRON, vol. 33, 1977, pages 2651 - 2659, XP001181815
KIRK D N ET AL: "OPTICAL ROTATORY DISPERSION. PART LXIV. INFLUENCE OF SOLVENTS UPON THE COTTON EFFECTS OF SOME KETONES", JOURNAL OF THE CHEMICAL SOCIETY, SECTION C: ORGANIC CHEMISTRY, CHEMICAL SOCIETY. LETCHWORTH, GB, 1970, pages 350 - 360, XP001096418, ISSN: 0022-4952
J.SCHMITT ET AL.: "Action de l'acide sulfurique concentré en série stérolique", BULL.SOC.CHIM.FR., 1973, pages 2035 - 2038, XP009031698
Download PDF: