NO781884L - Forbindelser fra pregnanrekken med 19-plasert oksygenfunksjon, fremgangsmaate til deres fremstilling og farmasoeytiske preparater inneholdende disse forbindelser - Google Patents
Forbindelser fra pregnanrekken med 19-plasert oksygenfunksjon, fremgangsmaate til deres fremstilling og farmasoeytiske preparater inneholdende disse forbindelserInfo
- Publication number
- NO781884L NO781884L NO78781884A NO781884A NO781884L NO 781884 L NO781884 L NO 781884L NO 78781884 A NO78781884 A NO 78781884A NO 781884 A NO781884 A NO 781884A NO 781884 L NO781884 L NO 781884L
- Authority
- NO
- Norway
- Prior art keywords
- group
- compounds
- formula
- acid
- compound
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 100
- 238000000034 method Methods 0.000 title claims description 52
- 238000002360 preparation method Methods 0.000 title claims description 19
- JWMFYGXQPXQEEM-WZBAXQLOSA-N pregnane Chemical compound C1CC2CCCC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](CC)[C@@]1(C)CC2 JWMFYGXQPXQEEM-WZBAXQLOSA-N 0.000 title claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title description 7
- 239000000825 pharmaceutical preparation Substances 0.000 title description 7
- 125000002252 acyl group Chemical group 0.000 claims description 41
- 239000002253 acid Substances 0.000 claims description 38
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 35
- -1 steroid compounds Chemical class 0.000 claims description 33
- 150000003839 salts Chemical class 0.000 claims description 26
- 239000013543 active substance Substances 0.000 claims description 24
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 24
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 24
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 23
- 229920006395 saturated elastomer Polymers 0.000 claims description 21
- 239000003795 chemical substances by application Substances 0.000 claims description 17
- 238000004519 manufacturing process Methods 0.000 claims description 17
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 239000007858 starting material Substances 0.000 claims description 13
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- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 12
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- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 11
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 10
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- 229940079593 drug Drugs 0.000 claims description 9
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- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 8
- 239000000543 intermediate Substances 0.000 claims description 8
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- 125000005042 acyloxymethyl group Chemical group 0.000 claims description 7
- 125000006239 protecting group Chemical group 0.000 claims description 7
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 6
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- 125000004043 oxo group Chemical group O=* 0.000 claims description 6
- 241001465754 Metazoa Species 0.000 claims description 5
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- 206010020571 Hyperaldosteronism Diseases 0.000 claims description 4
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- NUJOXMJBOLGQSY-UHFFFAOYSA-N manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 claims description 4
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- 238000002560 therapeutic procedure Methods 0.000 claims description 4
- OTKFCIVOVKCFHR-UHFFFAOYSA-N (Methylsulfinyl)(methylthio)methane Chemical compound CSCS(C)=O OTKFCIVOVKCFHR-UHFFFAOYSA-N 0.000 claims description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 3
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 claims description 3
- 201000010099 disease Diseases 0.000 claims description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 3
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- 230000009471 action Effects 0.000 claims description 2
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- 238000006263 metalation reaction Methods 0.000 claims description 2
- 159000000001 potassium salts Chemical class 0.000 claims description 2
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- 101100490437 Mus musculus Acvrl1 gene Proteins 0.000 claims 1
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- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 42
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- GDNVJTZTMCZKSQ-ZOCXKQACSA-N (8s,9s,10s,13s,14s,17s)-17-(2-hydroxyacetyl)-10-(hydroxymethyl)-13-methyl-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one Chemical compound O=C1CC[C@]2(CO)[C@H]3CC[C@](C)([C@H](CC4)C(=O)CO)[C@@H]4[C@@H]3C=CC2=C1 GDNVJTZTMCZKSQ-ZOCXKQACSA-N 0.000 description 13
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 13
- UIIMBOGNXHQVGW-UHFFFAOYSA-M sodium bicarbonate Substances [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 13
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 229910052938 sodium sulfate Inorganic materials 0.000 description 10
- 235000011152 sodium sulphate Nutrition 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
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- 229910002027 silica gel Inorganic materials 0.000 description 9
- 150000003431 steroids Chemical class 0.000 description 9
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
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- 150000007513 acids Chemical class 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- 238000010828 elution Methods 0.000 description 8
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 8
- 229960003975 potassium Drugs 0.000 description 8
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 7
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- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 5
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- 125000001309 chloro group Chemical group Cl* 0.000 description 1
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- 239000008103 glucose Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
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- 229960002449 glycine Drugs 0.000 description 1
- 235000013905 glycine and its sodium salt Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000003163 gonadal steroid hormone Substances 0.000 description 1
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- 238000010438 heat treatment Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N heptanoic acid group Chemical class C(CCCCCC)(=O)O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- BICAGYDGRXJYGD-UHFFFAOYSA-N hydrobromide;hydrochloride Chemical compound Cl.Br BICAGYDGRXJYGD-UHFFFAOYSA-N 0.000 description 1
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- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000005907 ketalization reaction Methods 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 238000012153 long-term therapy Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 229940126601 medicinal product Drugs 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002730 mercury Chemical class 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- YQJANBSOEYEKEF-UHFFFAOYSA-N methoxy(methylsulfinyl)methane Chemical compound COCS(C)=O YQJANBSOEYEKEF-UHFFFAOYSA-N 0.000 description 1
- DYROHZMICXBUMX-UHFFFAOYSA-N methoxymethylidene(triphenyl)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=COC)C1=CC=CC=C1 DYROHZMICXBUMX-UHFFFAOYSA-N 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
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- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- OEOFQABUOAWYMP-UHFFFAOYSA-N oxiren-2-ol Chemical compound OC1=CO1 OEOFQABUOAWYMP-UHFFFAOYSA-N 0.000 description 1
- DUCKXCGALKOSJF-UHFFFAOYSA-N pentanoyl pentanoate Chemical compound CCCCC(=O)OC(=O)CCCC DUCKXCGALKOSJF-UHFFFAOYSA-N 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical group OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229940093429 polyethylene glycol 6000 Drugs 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 208000007645 potassium deficiency Diseases 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 229940086066 potassium hydrogencarbonate Drugs 0.000 description 1
- 239000003286 potassium sparing diuretic agent Substances 0.000 description 1
- 229940097241 potassium-sparing diuretic Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- VJZLQIPZNBPASX-OJJGEMKLSA-L prednisolone sodium phosphate Chemical compound [Na+].[Na+].O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)COP([O-])([O-])=O)[C@@H]4[C@@H]3CCC2=C1 VJZLQIPZNBPASX-OJJGEMKLSA-L 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- JWVBUKXMKPDSHG-FCNQAAGQSA-N s-[(7r,8s,9s,10s,13s,14s,17s)-17-(2-hydroxyacetyl)-10-(hydroxymethyl)-13-methyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-yl] ethanethioate Chemical compound C1C[C@]2(C)[C@@H](C(=O)CO)CC[C@H]2[C@@H]2[C@H](SC(=O)C)CC3=CC(=O)CC[C@]3(CO)[C@H]21 JWVBUKXMKPDSHG-FCNQAAGQSA-N 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 235000015424 sodium Nutrition 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000008223 sterile water Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003459 sulfonic acid esters Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002511 suppository base Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229960001712 testosterone propionate Drugs 0.000 description 1
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 1
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000000844 transformation Methods 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- BPLKQGGAXWRFOE-UHFFFAOYSA-M trimethylsulfoxonium iodide Chemical compound [I-].C[S+](C)(C)=O BPLKQGGAXWRFOE-UHFFFAOYSA-M 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 235000016788 valerian Nutrition 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
- C07J31/003—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring the S atom directly linked to a ring carbon atom of the cyclopenta(a)hydrophenanthrene skeleton
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
-
- 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
- C07J33/00—Normal steroids having a sulfur-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
- C07J33/005—Normal steroids having a sulfur-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton spiro-condensed
- C07J33/007—Cyclic thioketals
-
- 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
- C07J41/0094—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing nitrile radicals, including thiocyanide radicals
-
- 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
- C07J5/0007—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 not substituted in position 17 alfa
- C07J5/0015—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 not substituted in position 17 alfa not substituted in position 16
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU77457A LU77457A1 (fr) | 1977-05-31 | 1977-05-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO781884L true NO781884L (no) | 1978-12-01 |
Family
ID=19728591
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO78781884A NO781884L (no) | 1977-05-31 | 1978-05-30 | Forbindelser fra pregnanrekken med 19-plasert oksygenfunksjon, fremgangsmaate til deres fremstilling og farmasoeytiske preparater inneholdende disse forbindelser |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US4309423A (fr) |
| JP (1) | JPS53149964A (fr) |
| AT (1) | AT365609B (fr) |
| AU (1) | AU520330B2 (fr) |
| BE (1) | BE867634A (fr) |
| CA (1) | CA1114367A (fr) |
| DD (1) | DD140146A5 (fr) |
| DE (1) | DE2823239A1 (fr) |
| DK (1) | DK240078A (fr) |
| ES (5) | ES470282A1 (fr) |
| FI (1) | FI781628A (fr) |
| FR (3) | FR2405712A1 (fr) |
| GB (1) | GB1603675A (fr) |
| GR (1) | GR71594B (fr) |
| HU (1) | HU181861B (fr) |
| IL (1) | IL54805A (fr) |
| IT (1) | IT7849581A0 (fr) |
| LU (1) | LU77457A1 (fr) |
| NL (1) | NL7805632A (fr) |
| NO (1) | NO781884L (fr) |
| NZ (1) | NZ187431A (fr) |
| PH (1) | PH14606A (fr) |
| PL (1) | PL207237A1 (fr) |
| PT (1) | PT68095A (fr) |
| SE (1) | SE7806244L (fr) |
| SU (1) | SU786906A3 (fr) |
| ZA (1) | ZA783125B (fr) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MA18433A1 (fr) * | 1978-05-26 | 1979-12-31 | Ciba Geigy Ag | Procede pour la synthese de la chaine laterale hydroxyacetyle de steroides du type pregnagne, nouveaux 21-hydroxy-20-oxo-17 alpha-pregnagnes et produits pharmaceutiques en renfermant |
| US4261985A (en) * | 1978-11-22 | 1981-04-14 | Ciba-Geigy Corporation | Novel diuretics |
| US5002940A (en) * | 1984-11-06 | 1991-03-26 | Ciba-Geigy Corporation | Solid drug formulations and stable suspensions |
| US4659704A (en) * | 1985-05-21 | 1987-04-21 | Ramot University Authority For Applied Research & Industrial Development Ltd. | 19-hydroxyaldosterone and its preparation |
| FR2656309B1 (fr) * | 1989-12-22 | 1992-05-07 | Roussel Uclaf | Nouveaux produits sterouides comportant en position 10, un radical ethyle substitue, leur procede de preparation, leur application comme medicaments et les compositions pharmaceutiques les renfermant. |
| FR2676740B1 (fr) * | 1991-05-23 | 1993-11-05 | Roussel Uclaf | Nouveaux derives sterouides du pregna-4,9(11),17(20)-trie-3-one, leur preparation, leur application a la preparation de composes sterouides de type pregna-4,9(11),16-triene-3,20-dione et nouveaux intermediaires. |
| DE4433374A1 (de) * | 1994-09-20 | 1996-03-21 | Hoechst Ag | 17-Desoxi-corticosteroid-21-/O/-Carbonsäure- ester, Verfahren zu deren Herstellung und diese enthaltende Arzneimittel |
| AU2002218179B2 (en) * | 2000-09-18 | 2006-11-16 | Merck Serono Sa | Method for the preparation of 21-hydroxy-6,19-oxidoprogesterone (21oh-6op) |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1146651B (de) * | 1956-07-28 | 1963-04-04 | Giuseppe Giusi | Vorschub-Schaltgetriebe fuer Maschinen zum Ausschneiden von runden Scheiben aus Kunststoffplatten, insbesondere Knopfrondellen |
| US3039926A (en) * | 1958-10-10 | 1962-06-19 | Pfizer & Co C | 19-hydroxy pregnenes |
| CH425774A (de) * | 1961-07-14 | 1966-12-15 | Ciba Geigy | Verfahren zur Herstellung von 19-Nor-steroiden |
| GB1041534A (en) * | 1963-04-24 | 1966-09-07 | Merck & Co Inc | 20-spiroxane compounds |
| US3493564A (en) * | 1968-02-29 | 1970-02-03 | American Home Prod | 2,19-epoxy-delta**4,6-steroids and intermediates for their synthesis |
| BR6915132D0 (pt) * | 1969-04-02 | 1973-02-08 | Ciba Geigy | Processo para a obtencao de delta 4 6-ou delta 5(10) 6-3-oxo-19-nor-esteroides |
| US3849404A (en) * | 1973-03-09 | 1974-11-19 | Searle & Co | Purification of 6,7-dihydro-17-hydroxy-3-oxo-3'h-cyclopropa(6,7)-17alpha-pregna-4,6-diene-21-carboxylic acid gamma-lactones |
| CA1049498A (fr) * | 1973-11-29 | 1979-02-27 | Gunther Kruger | Steroides |
| JPS53116361A (en) * | 1977-03-17 | 1978-10-11 | Mitsubishi Chem Ind Ltd | Preparation of 7 acylthioo44enee33oxosteroid |
-
1977
- 1977-05-31 LU LU77457A patent/LU77457A1/xx unknown
-
1978
- 1978-05-23 FI FI781628A patent/FI781628A/fi not_active Application Discontinuation
- 1978-05-24 NL NL7805632A patent/NL7805632A/xx not_active Application Discontinuation
- 1978-05-26 FR FR7815730A patent/FR2405712A1/fr active Granted
- 1978-05-27 DE DE19782823239 patent/DE2823239A1/de not_active Withdrawn
- 1978-05-29 SU SU782618095A patent/SU786906A3/ru active
- 1978-05-29 GR GR56369A patent/GR71594B/el unknown
- 1978-05-29 PT PT68095A patent/PT68095A/pt unknown
- 1978-05-29 DD DD78205642A patent/DD140146A5/de unknown
- 1978-05-29 IL IL54805A patent/IL54805A/xx unknown
- 1978-05-29 ES ES470282A patent/ES470282A1/es not_active Expired
- 1978-05-29 IT IT7849581A patent/IT7849581A0/it unknown
- 1978-05-30 NZ NZ187431A patent/NZ187431A/xx unknown
- 1978-05-30 BE BE188175A patent/BE867634A/fr not_active IP Right Cessation
- 1978-05-30 ZA ZA00783125A patent/ZA783125B/xx unknown
- 1978-05-30 NO NO78781884A patent/NO781884L/no unknown
- 1978-05-30 AU AU36650/78A patent/AU520330B2/en not_active Expired
- 1978-05-30 GB GB24445/78A patent/GB1603675A/en not_active Expired
- 1978-05-30 AT AT0393178A patent/AT365609B/de not_active IP Right Cessation
- 1978-05-30 HU HU78CI1833A patent/HU181861B/hu unknown
- 1978-05-30 SE SE7806244A patent/SE7806244L/xx unknown
- 1978-05-30 DK DK240078A patent/DK240078A/da unknown
- 1978-05-31 PL PL20723778A patent/PL207237A1/xx unknown
- 1978-05-31 JP JP6443978A patent/JPS53149964A/ja active Pending
- 1978-05-31 CA CA304,525A patent/CA1114367A/fr not_active Expired
- 1978-06-20 PH PH21285A patent/PH14606A/en unknown
- 1978-11-23 FR FR7833066A patent/FR2408623A1/fr active Granted
- 1978-11-23 FR FR7833067A patent/FR2405958A1/fr active Granted
-
1979
- 1979-02-27 ES ES478125A patent/ES478125A1/es not_active Expired
- 1979-02-27 ES ES478126A patent/ES478126A1/es not_active Expired
- 1979-02-27 ES ES478128A patent/ES478128A1/es not_active Expired
- 1979-02-27 ES ES478127A patent/ES478127A1/es not_active Expired
-
1980
- 1980-02-08 US US06/119,702 patent/US4309423A/en not_active Expired - Lifetime
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