GB1398026A - Steroid esters - Google Patents
Steroid estersInfo
- Publication number
- GB1398026A GB1398026A GB5193472A GB5193472A GB1398026A GB 1398026 A GB1398026 A GB 1398026A GB 5193472 A GB5193472 A GB 5193472A GB 5193472 A GB5193472 A GB 5193472A GB 1398026 A GB1398026 A GB 1398026A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- oestra
- sulphonyloxy
- propane
- ethynyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- -1 Steroid esters Chemical class 0.000 title abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 3
- XEHVFKKSDRMODV-UHFFFAOYSA-N ethynyl Chemical compound C#[C] XEHVFKKSDRMODV-UHFFFAOYSA-N 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- CPEONABTMRSIKA-UHFFFAOYSA-N 1,4$l^{2}-oxazinane Chemical compound C1COCC[N]1 CPEONABTMRSIKA-UHFFFAOYSA-N 0.000 abstract 1
- QXAOTXDVEAKEOB-BNDYYXHWSA-N [(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl] propane-2-sulfonate Chemical compound CC(C)S(=O)(=O)OC1=CC=2CC[C@H]3[C@@H]4CCC([C@@]4(C)CC[C@@H]3C2C=C1)=O QXAOTXDVEAKEOB-BNDYYXHWSA-N 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 abstract 1
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 150000003431 steroids Chemical class 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
- C07J41/0016—Oximes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
- C07J31/006—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring not covered by C07J31/003
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/0088—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing unsubstituted amino radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Abstract
1398026 Steroid 3-sulphonates JENAPHARM VEB 10 Nov 1972 51934/72 Addition to 1229732 Heading C2W The invention comprises compounds of formula wherein R 1 is an isopropyl, benzyl, diethylamino, bis - (# - chloroethyl) - amino, pyrrolidino, piperidino or morpholino radical, R 2 is a hydrogen atom or an ethyl, vinyl or ethynyl radical, R 3 is a hydroxyl group or an acetoxy, trimethylacetoxy, propionyloxy, #-phenyl-propionyloxy, valeryloxy, caproyloxy, benzoyloxy, decanoyloxy, methoxy or trimethylsiloxy radical or R 2 and R 3 together represent a keto, oximino, acetoximino, methoximino, trimethylsiloximino or semi-carbazono radical, excluding those compounds in which R 2 is an ethynyl radical and R 3 is a hydroxyl group or trimethylsiloxy radical and excluding 17α-ethynyl-3-(propane-2- sulphonyloxy) - 17# - acetoxy - oestra - 1,3,5(10)- triene; 17α - ethynyl - 3 - (propane - 2 - sulphonyloxy) - 17# - valeryloxy - oestra - 1,3,5(10)- triene; 3 - (propane - 2 - sulphonyloxy) - oestra- 1,3,5(10) - trien - 17 - one; and 3 - (propane - 2- sulphonyloxy) - 17# - valeryloxy - oestra - 1,3,5 (10)-triene. Compounds III are prepared and/or interconverted by one or more reactions selected from: (i) 3-OH+R 1 SO 2 Cl#3-OSO 2 R<SP>1</SP>; (ii) acylation of 17#-OH; (iii) reduction of 17-oxo to OH; (iv) 17-oxo#17=NOH; (v) 17=NOH# 17=NOMe, =NOCOMe or =N.NH.CONH 2 . Pharmaceutical compositions comprise a compound III and a carrier. Pharmacological activity and routes of administration are not specified.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5193472A GB1398026A (en) | 1972-11-10 | 1972-11-10 | Steroid esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5193472A GB1398026A (en) | 1972-11-10 | 1972-11-10 | Steroid esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1398026A true GB1398026A (en) | 1975-06-18 |
Family
ID=10462002
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5193472A Expired GB1398026A (en) | 1972-11-10 | 1972-11-10 | Steroid esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1398026A (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1993005064A1 (en) * | 1991-08-29 | 1993-03-18 | Imperial College Of Science, Technology And Medicine | Steroid sulphatase inhibitors |
| WO1993005063A1 (en) * | 1991-08-29 | 1993-03-18 | Imperial College Of Science, Technology And Medicine | Steroid sulphatase inhibitors |
| WO1996005217A1 (en) * | 1994-08-09 | 1996-02-22 | Jenapharm Gmbh | Pharmaceutical compositions containing estra-1,3,5(10)-triene derivatives |
| WO1996005216A1 (en) * | 1994-08-09 | 1996-02-22 | Jenapharm Gmbh | Estra-1,3,5(10)-triene derivatives, methods of preparing such compounds and pharmaceutical compositions containing them |
| WO1999027936A1 (en) * | 1997-12-04 | 1999-06-10 | Sterix Limited | Steroid 3-o-sulphamate derivatives as inhibitors of oestrone sulphatase |
| US6011024A (en) * | 1991-08-28 | 2000-01-04 | Imperial College Of Science Technology & Medicine | Steroid sulphatase inhibitors |
| US6476011B1 (en) | 1991-08-28 | 2002-11-05 | Sterix Limited | Methods for introducing an estrogenic compound |
| US6642220B1 (en) | 1996-12-05 | 2003-11-04 | Sterix Limited | Compounds that inhibit oestrone sulphatase; compositions thereof; and methods employing the same |
| AU769753B2 (en) * | 1991-08-29 | 2004-02-05 | Sterix Limited | Steroid sulphatase inhibitors |
| US6903084B2 (en) | 1991-08-28 | 2005-06-07 | Sterix Limited | Steroid sulphatase inhibitors |
| US7335650B2 (en) | 2000-01-14 | 2008-02-26 | Sterix Limited | Composition |
-
1972
- 1972-11-10 GB GB5193472A patent/GB1398026A/en not_active Expired
Cited By (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6011024A (en) * | 1991-08-28 | 2000-01-04 | Imperial College Of Science Technology & Medicine | Steroid sulphatase inhibitors |
| US6903084B2 (en) | 1991-08-28 | 2005-06-07 | Sterix Limited | Steroid sulphatase inhibitors |
| US6642397B1 (en) | 1991-08-28 | 2003-11-04 | Sterix Limited | Steroid sulphatase inhibitors |
| US6476011B1 (en) | 1991-08-28 | 2002-11-05 | Sterix Limited | Methods for introducing an estrogenic compound |
| US6187766B1 (en) | 1991-08-28 | 2001-02-13 | Imperial College Of Science Technology & Medicine | Steroid sulphatase inhibitors |
| US6159960A (en) * | 1991-08-28 | 2000-12-12 | Sterix Limited | Steroid sulphatase inhibitors |
| EP0928609A3 (en) * | 1991-08-29 | 2001-11-07 | Sterix Limited | Use of sulphamate derivatives as steroid sulphatase inhibitors |
| RU2210574C2 (en) * | 1991-08-29 | 2003-08-20 | Стерикс Лимитед | Purified steroid-sulfamate compounds, estrone-sulfamates |
| SG73391A1 (en) * | 1991-08-29 | 2006-08-30 | Sterix Ltd | Steroid sulphatase inhibitors |
| US5616574A (en) * | 1991-08-29 | 1997-04-01 | Imperial College Of Science, Technology And Medicine | Steroid sulphatase inhibitors |
| US7098199B2 (en) | 1991-08-29 | 2006-08-29 | Sterix Limited | Steroid sulphatase inhibitors |
| WO1993005063A1 (en) * | 1991-08-29 | 1993-03-18 | Imperial College Of Science, Technology And Medicine | Steroid sulphatase inhibitors |
| US5604215A (en) * | 1991-08-29 | 1997-02-18 | Imperial College Of Science, Technology And Medicine | Steroid sulphatase inhibitors |
| AU668882B2 (en) * | 1991-08-29 | 1996-05-23 | Sterix Limited | Steroid sulphatase inhibitors |
| WO1993005064A1 (en) * | 1991-08-29 | 1993-03-18 | Imperial College Of Science, Technology And Medicine | Steroid sulphatase inhibitors |
| RU2182152C2 (en) * | 1991-08-29 | 2002-05-10 | Стерикс Лимитед | Inhibitors of steroid sulfatase |
| EP1099706A3 (en) * | 1991-08-29 | 2002-09-04 | Sterix Limited | Estrane sulphamate derivatives as steroid sulphatase inhibitors |
| US5830886A (en) * | 1991-08-29 | 1998-11-03 | Imperial College Of Science, Technology And Medicine | Steroid sulphatase inhibitors |
| AU769753B2 (en) * | 1991-08-29 | 2004-02-05 | Sterix Limited | Steroid sulphatase inhibitors |
| WO1996005216A1 (en) * | 1994-08-09 | 1996-02-22 | Jenapharm Gmbh | Estra-1,3,5(10)-triene derivatives, methods of preparing such compounds and pharmaceutical compositions containing them |
| WO1996005217A1 (en) * | 1994-08-09 | 1996-02-22 | Jenapharm Gmbh | Pharmaceutical compositions containing estra-1,3,5(10)-triene derivatives |
| CN1057305C (en) * | 1994-08-09 | 2000-10-11 | 杰纳法姆两合公司 | Estra-1,3,5 (10)-triene derivatives, methods of preparing such compounds and pharmaceutical compositions containing them |
| US6080735A (en) * | 1994-08-09 | 2000-06-27 | Jenapharm Gmbh & Co. Kg | Estra-1,3,5(10)-trien derivatives, processes for their preparation and pharmaceutical compositions containing these compounds |
| US6642220B1 (en) | 1996-12-05 | 2003-11-04 | Sterix Limited | Compounds that inhibit oestrone sulphatase; compositions thereof; and methods employing the same |
| US6670353B2 (en) | 1997-12-04 | 2003-12-30 | Sterix Limited | Oxime-group containing oestrone sulphatase inhibitors |
| GB2331987B (en) * | 1997-12-04 | 2002-11-27 | Imperial College | Polycyclic sulphamate inhibitors of oestrone sulphatase |
| WO1999027936A1 (en) * | 1997-12-04 | 1999-06-10 | Sterix Limited | Steroid 3-o-sulphamate derivatives as inhibitors of oestrone sulphatase |
| US7335650B2 (en) | 2000-01-14 | 2008-02-26 | Sterix Limited | Composition |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |