GB941122A - 3-enol-ethers of 6-methyl-3-oxo-í¸-steroids - Google Patents
3-enol-ethers of 6-methyl-3-oxo-í¸-steroidsInfo
- Publication number
- GB941122A GB941122A GB6454/61A GB645461A GB941122A GB 941122 A GB941122 A GB 941122A GB 6454/61 A GB6454/61 A GB 6454/61A GB 645461 A GB645461 A GB 645461A GB 941122 A GB941122 A GB 941122A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- acetoxy
- dien
- ethoxy
- methoxy
- 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 piperidino, pyrrolidino Chemical group 0.000 abstract 7
- 150000003431 steroids Chemical class 0.000 abstract 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Natural products CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 6
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 abstract 4
- 229960003290 cortisone acetate Drugs 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 238000002360 preparation method Methods 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 239000007868 Raney catalyst Substances 0.000 abstract 2
- 229910000564 Raney nickel Inorganic materials 0.000 abstract 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract 2
- CVSHMVIPTRSBNF-MPKZYAHHSA-N [2-[(8S,10R,13S,14S,17R)-17-hydroxy-3-methoxy-6,10,13-trimethyl-1,2,7,8,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate Chemical compound C(C)(=O)OCC([C@]1(CC[C@H]2[C@@H]3CC(=C4C=C(CC[C@]4(C)C3=CC[C@]12C)OC)C)O)=O CVSHMVIPTRSBNF-MPKZYAHHSA-N 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 229910000085 borane Inorganic materials 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- QJQZCUSUIUPSOC-BDCMKUQMSA-N (8R,9S,10R,13S,14S)-3-ethoxy-6,10,13-trimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-one Chemical compound C(C)OC1=CC2=C(C[C@H]3[C@@H]4CCC([C@@]4(C)CC[C@@H]3[C@]2(CC1)C)=O)C QJQZCUSUIUPSOC-BDCMKUQMSA-N 0.000 abstract 1
- HHOHDWIGKIMWFA-RLPRXVRJSA-N (8R,9S,10R,13S,14S)-3-methoxy-6,13-dimethyl-2,7,8,9,10,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-one Chemical compound COC1=CC2=C(C[C@H]3[C@@H]4CCC([C@@]4(C)CC[C@@H]3[C@H]2CC1)=O)C HHOHDWIGKIMWFA-RLPRXVRJSA-N 0.000 abstract 1
- HJAMABYQNCZHEW-YGPPEJNESA-N (8R,9S,10R,13S,14S)-6-[(dimethylamino)methyl]-3-ethoxy-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-one Chemical compound C(C)OC1=CC2=C(C[C@H]3[C@@H]4CCC([C@@]4(C)CC[C@@H]3[C@]2(CC1)C)=O)CN(C)C HJAMABYQNCZHEW-YGPPEJNESA-N 0.000 abstract 1
- JWMFYGXQPXQEEM-UEDPGYFUSA-N (8S,9R,10R,13R,14S,17S)-17-ethyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene Chemical compound CC[C@H]1CC[C@H]2[C@@H]3CCC4CCCC[C@@]4(C)[C@@H]3CC[C@]12C JWMFYGXQPXQEEM-UEDPGYFUSA-N 0.000 abstract 1
- QZLYKIGBANMMBK-XTFZJFRFSA-N (8S,9R,10R,13S,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene Chemical compound C[C@@]12CCC[C@H]1[C@@H]1CCC3CCCC[C@@]3(C)[C@@H]1CC2 QZLYKIGBANMMBK-XTFZJFRFSA-N 0.000 abstract 1
- ALSXNTIVNJBNQE-ZWONNITHSA-N (8r,9r,10s,13r,14s,17s)-17-ethyl-13-methyl-1,2,3,4,5,6,7,8,9,10,11,12,14,15,16,17-hexadecahydrocyclopenta[a]phenanthrene Chemical class C1CC2CCCC[C@@H]2[C@@H]2[C@@H]1[C@@H]1CC[C@H](CC)[C@@]1(C)CC2 ALSXNTIVNJBNQE-ZWONNITHSA-N 0.000 abstract 1
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical class CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 abstract 1
- RAHACZBNYCGIIZ-GKQGOBORSA-N 1-[(8S,9S,10R,13S,14S,16R,17S)-3-ethoxy-6,10,13,16-tetramethyl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone Chemical compound C(C)OC1=CC2=C(C[C@H]3[C@@H]4C[C@H]([C@H](C(C)=O)[C@]4(CC[C@@H]3[C@]2(CC1)C)C)C)C RAHACZBNYCGIIZ-GKQGOBORSA-N 0.000 abstract 1
- SMDJCFKQYUOQOI-AZQMGYJQSA-N 2-[(8S,9S,10R,13S,14S)-3-ethoxy-6,10,13-trimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-ylidene]ethyl acetate Chemical compound CC=1C[C@H]2[C@@H]3CCC(=CCOC(C)=O)[C@]3(CC[C@@H]2[C@]2(CCC(=CC12)OCC)C)C SMDJCFKQYUOQOI-AZQMGYJQSA-N 0.000 abstract 1
- UEALJYHJLDBJQK-RSAWAZGESA-N 2-[(8S,9S,10R,13S,14S)-3-methoxy-6,10,13-trimethyl-11-oxo-2,7,8,9,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-ylidene]ethyl acetate Chemical compound C(C)(=O)OCC=C1CC[C@H]2[C@@H]3CC(=C4C=C(CC[C@]4(C)[C@H]3C(C[C@]12C)=O)OC)C UEALJYHJLDBJQK-RSAWAZGESA-N 0.000 abstract 1
- QZLYKIGBANMMBK-UGCZWRCOSA-N 5α-Androstane Chemical compound C([C@@H]1CC2)CCC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CCC[C@@]2(C)CC1 QZLYKIGBANMMBK-UGCZWRCOSA-N 0.000 abstract 1
- JWMFYGXQPXQEEM-NUNROCCHSA-N 5β-pregnane Chemical compound C([C@H]1CC2)CCC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](CC)[C@@]2(C)CC1 JWMFYGXQPXQEEM-NUNROCCHSA-N 0.000 abstract 1
- ITRJWOMZKQRYTA-RFZYENFJSA-N Cortisone acetate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)CC2=O ITRJWOMZKQRYTA-RFZYENFJSA-N 0.000 abstract 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- 239000012448 Lithium borohydride Substances 0.000 abstract 1
- 150000001204 N-oxides Chemical group 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 1
- AZXZUBZBLNFUPF-UHFFFAOYSA-N Tamogenone Natural products CC1C(C2(CCC3C4(C)CCC(=O)C=C4CCC3C2C2)C)C2OC11CCC(C)CO1 AZXZUBZBLNFUPF-UHFFFAOYSA-N 0.000 abstract 1
- CNIXJDVUMXTEKX-UHFFFAOYSA-N Testololactone Natural products O=C1CCC2(C)C3CCC(C)(OC(=O)CC4)C4C3CCC2=C1 CNIXJDVUMXTEKX-UHFFFAOYSA-N 0.000 abstract 1
- XPPUACPFPGVQEZ-AKEWKOFWSA-N [1-[(8S,9S,10R,13S,14S,17R)-6-(dimethylamino)-17-hydroxy-10,13-dimethyl-11-oxo-3-propoxy-2,7,8,9,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-1-oxopropan-2-yl] acetate Chemical compound C(C)(=O)OC(C([C@]1(CC[C@H]2[C@@H]3CC(=C4C=C(CC[C@]4(C)[C@H]3C(C[C@]12C)=O)OCCC)N(C)C)O)=O)C XPPUACPFPGVQEZ-AKEWKOFWSA-N 0.000 abstract 1
- IZOOXEQYYHZVQX-XOZDTIMBSA-N [2-[(8S,9S,10R,13S,14S,17S)-3-ethoxy-6,10,13-trimethyl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate Chemical compound C(C)(=O)OCC([C@H]1CC[C@H]2[C@@H]3CC(=C4C=C(CC[C@]4(C)[C@H]3CC[C@]12C)OCC)C)=O IZOOXEQYYHZVQX-XOZDTIMBSA-N 0.000 abstract 1
- OYUAATWUSQGMSE-KEWPKBCWSA-N [2-[(8S,9S,10R,13S,14S,17S)-6-[(dimethylamino)methyl]-3-ethoxy-10,13-dimethyl-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate Chemical compound C(C)(=O)OCC([C@H]1CC[C@H]2[C@@H]3CC(=C4C=C(CC[C@]4(C)[C@H]3CC[C@]12C)OCC)CN(C)C)=O OYUAATWUSQGMSE-KEWPKBCWSA-N 0.000 abstract 1
- 150000001242 acetic acid derivatives Chemical class 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000005042 acyloxymethyl group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-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
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- AZXZUBZBLNFUPF-CLGLNXEMSA-N chembl1915879 Chemical compound O([C@@H]1[C@@H]([C@]2(CC[C@@H]3[C@@]4(C)CCC(=O)C=C4CC[C@H]3[C@@H]2C1)C)[C@@H]1C)[C@]11CC[C@@H](C)CO1 AZXZUBZBLNFUPF-CLGLNXEMSA-N 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- OCDXZFSOHJRGIL-UHFFFAOYSA-N cyclohexyloxycyclohexane Chemical compound C1CCCCC1OC1CCCCC1 OCDXZFSOHJRGIL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 1
- 238000005695 dehalogenation reaction Methods 0.000 abstract 1
- GRXPVLPQNMUNNX-MHJRRCNVSA-N estrane Chemical compound C1CC2CCCC[C@@H]2[C@@H]2[C@@H]1[C@@H]1CCC[C@@]1(C)CC2 GRXPVLPQNMUNNX-MHJRRCNVSA-N 0.000 abstract 1
- YIRQDAUVGDSZLC-GZBLQCQNSA-N ethyl 2-[(8S,9S,10R,13S,14S)-3-ethoxy-6,10,13-trimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-ylidene]acetate Chemical compound C(C)OC(C=C1CC[C@H]2[C@@H]3CC(=C4C=C(CC[C@]4(C)[C@H]3CC[C@]12C)OCC)C)=O YIRQDAUVGDSZLC-GZBLQCQNSA-N 0.000 abstract 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229960001067 hydrocortisone acetate Drugs 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 150000002596 lactones Chemical class 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 abstract 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- CQLFBEKRDQMJLZ-UHFFFAOYSA-M silver acetate Chemical compound [Ag+].CC([O-])=O CQLFBEKRDQMJLZ-UHFFFAOYSA-M 0.000 abstract 1
- 229940071536 silver acetate Drugs 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- CNIXJDVUMXTEKX-DZBHQSCQSA-N testololactone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)(OC(=O)CC4)[C@@H]4[C@@H]3CCC2=C1 CNIXJDVUMXTEKX-DZBHQSCQSA-N 0.000 abstract 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 abstract 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
- A61K31/573—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
- A61K31/568—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in positions 10 and 13 by a chain having at least one carbon atom, e.g. androstanes, e.g. testosterone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
- A61K31/568—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in positions 10 and 13 by a chain having at least one carbon atom, e.g. androstanes, e.g. testosterone
- A61K31/5685—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in positions 10 and 13 by a chain having at least one carbon atom, e.g. androstanes, e.g. testosterone having an oxo group in position 17, e.g. androsterone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
- A61K31/568—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in positions 10 and 13 by a chain having at least one carbon atom, e.g. androstanes, e.g. testosterone
- A61K31/569—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in positions 10 and 13 by a chain having at least one carbon atom, e.g. androstanes, e.g. testosterone substituted in position 17 alpha, e.g. ethisterone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB6454/61A GB941122A (en) | 1961-02-22 | 1961-02-22 | 3-enol-ethers of 6-methyl-3-oxo-í¸-steroids |
| US168794A US3228933A (en) | 1961-02-22 | 1962-01-25 | 3-enol ethers of 6-methyl-3-oxo-deta4-steroids and process for preparing same |
| FR1564454D FR1564454A (enExample) | 1961-02-22 | 1962-02-22 | |
| CH220762A CH500958A (de) | 1961-02-22 | 1962-02-22 | Verfahren zur Herstellung von Steroidverbindungen |
| BR136621/62A BR6236621D0 (pt) | 1961-02-22 | 1962-02-22 | Compostos organicos esteroides e processos de fabricacao |
| BE614259A BE614259A (fr) | 1961-02-22 | 1962-02-22 | Stéroïdes et leurs procédés de préparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB6454/61A GB941122A (en) | 1961-02-22 | 1961-02-22 | 3-enol-ethers of 6-methyl-3-oxo-í¸-steroids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB941122A true GB941122A (en) | 1963-11-06 |
Family
ID=9814763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6454/61A Expired GB941122A (en) | 1961-02-22 | 1961-02-22 | 3-enol-ethers of 6-methyl-3-oxo-í¸-steroids |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3228933A (enExample) |
| BE (1) | BE614259A (enExample) |
| BR (1) | BR6236621D0 (enExample) |
| CH (1) | CH500958A (enExample) |
| FR (1) | FR1564454A (enExample) |
| GB (1) | GB941122A (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1211204A (en) * | 1966-12-06 | 1970-11-04 | Searle & Co | 3-ethoxy-17-oxygenated-6-(disubstituted aminomethyl)-pregna-3,5-dienes and pharmaceutical compositions containing them |
| GB9916757D0 (en) * | 1999-07-17 | 1999-09-15 | Glaxo Group Ltd | Method |
| CN104693213B (zh) * | 2015-01-21 | 2017-05-24 | 南开大学 | 黄酮类天然化合物Frutinones A、B和C的合成方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB802005A (en) * | 1955-06-22 | 1958-09-24 | British Drug Houses Ltd | Improvements in or relating to 6-methyl steroid compounds |
| US2888457A (en) * | 1958-08-18 | 1959-05-26 | Merck & Co Inc | Bismethylenedioxy steroids and methods of making same |
| US3019241A (en) * | 1959-05-04 | 1962-01-30 | Ercoli Alberto | Process for the preparation of enolethers of delta4-3-ketosteroids |
| US3009858A (en) * | 1959-05-04 | 1961-11-21 | Ercoli Alberto | 3-(beta-haloethyl) enolether of cortisone acetate |
| US3047591A (en) * | 1959-08-31 | 1962-07-31 | British Drug Houses Ltd | Preparation of 17alpha-acyloxy-6alpha-methyl-16-methylenepregn-4-ene-3,20-diones |
| US3084174A (en) * | 1960-11-17 | 1963-04-02 | Merck & Co Inc | 3-enol ethers of delta-steroids |
-
1961
- 1961-02-22 GB GB6454/61A patent/GB941122A/en not_active Expired
-
1962
- 1962-01-25 US US168794A patent/US3228933A/en not_active Expired - Lifetime
- 1962-02-22 BR BR136621/62A patent/BR6236621D0/pt unknown
- 1962-02-22 CH CH220762A patent/CH500958A/de not_active IP Right Cessation
- 1962-02-22 BE BE614259A patent/BE614259A/fr unknown
- 1962-02-22 FR FR1564454D patent/FR1564454A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1564454A (enExample) | 1969-04-25 |
| BR6236621D0 (pt) | 1973-05-24 |
| CH500958A (de) | 1970-12-31 |
| US3228933A (en) | 1966-01-11 |
| BE614259A (fr) | 1962-08-22 |
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