GB898293A - Improvements in or relating to steroids and the manufacture thereof - Google Patents
Improvements in or relating to steroids and the manufacture thereofInfo
- Publication number
- GB898293A GB898293A GB8925/60A GB892560A GB898293A GB 898293 A GB898293 A GB 898293A GB 8925/60 A GB8925/60 A GB 8925/60A GB 892560 A GB892560 A GB 892560A GB 898293 A GB898293 A GB 898293A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- fluoro
- dione
- trihydroxy
- acylate
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000003431 steroids Chemical class 0.000 title 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229930195733 hydrocarbon Natural products 0.000 abstract 3
- -1 hydrocarbon carboxylic acid Chemical class 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 abstract 2
- 125000005907 alkyl ester group Chemical group 0.000 abstract 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 2
- FYTUZWCLOGVPOA-BWNPZNHJSA-N (6S,8S,9S,10R,13S,14S,16S,17R)-6-fluoro-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-1,2,6,7,8,9,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,11-dione Chemical compound F[C@H]1C[C@H]2[C@@H]3C[C@@H]([C@](C(CO)=O)([C@]3(CC([C@@H]2[C@]2(CCC(C=C12)=O)C)=O)C)O)C FYTUZWCLOGVPOA-BWNPZNHJSA-N 0.000 abstract 1
- NWLPNALRHYDYAW-LCMQHTLGSA-N (6s,8s,10r,13s,14s,16s,17r)-6-fluoro-17-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6h-cyclopenta[a]phenanthren-3-one Chemical compound C1([C@@H](F)C[C@H]23)=CC(=O)C=C[C@]1(C)C2=CC[C@@]1(C)[C@H]3C[C@H](C)[C@]1(O)C(=O)CO NWLPNALRHYDYAW-LCMQHTLGSA-N 0.000 abstract 1
- QQCBOIWDENXRLP-BYZMTCBYSA-N (8s,9s,10r,13r,14s,17s)-17-ethyl-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydro-3h-cyclopenta[a]phenanthrene Chemical class C1CC2=CCC=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](CC)[C@@]1(C)CC2 QQCBOIWDENXRLP-BYZMTCBYSA-N 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- 229910010084 LiAlH4 Inorganic materials 0.000 abstract 1
- 229930193140 Neomycin Natural products 0.000 abstract 1
- YJQPYGGHQPGBLI-UHFFFAOYSA-N Novobiocin Natural products O1C(C)(C)C(OC)C(OC(N)=O)C(O)C1OC1=CC=C(C(O)=C(NC(=O)C=2C=C(CC=C(C)C)C(O)=CC=2)C(=O)O2)C2=C1C YJQPYGGHQPGBLI-UHFFFAOYSA-N 0.000 abstract 1
- 229930182555 Penicillin Natural products 0.000 abstract 1
- 239000004098 Tetracycline Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229960005091 chloramphenicol Drugs 0.000 abstract 1
- WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol Chemical compound ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 1
- 230000000640 hydroxylating effect Effects 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000011630 iodine Substances 0.000 abstract 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 235000010755 mineral Nutrition 0.000 abstract 1
- 229960004927 neomycin Drugs 0.000 abstract 1
- 229960002950 novobiocin Drugs 0.000 abstract 1
- YJQPYGGHQPGBLI-KGSXXDOSSA-N novobiocin Chemical compound O1C(C)(C)[C@H](OC)[C@@H](OC(N)=O)[C@@H](O)[C@@H]1OC1=CC=C(C(O)=C(NC(=O)C=2C=C(CC=C(C)C)C(O)=CC=2)C(=O)O2)C2=C1C YJQPYGGHQPGBLI-KGSXXDOSSA-N 0.000 abstract 1
- HVFSJXUIRWUHRG-UHFFFAOYSA-N oic acid Natural products C1CC2C3CC=C4CC(OC5C(C(O)C(O)C(CO)O5)O)CC(O)C4(C)C3CCC2(C)C1C(C)C(O)CC(C)=C(C)C(=O)OC1OC(COC(C)=O)C(O)C(O)C1OC(C(C1O)O)OC(COC(C)=O)C1OC1OC(CO)C(O)C(O)C1O HVFSJXUIRWUHRG-UHFFFAOYSA-N 0.000 abstract 1
- 239000002674 ointment Substances 0.000 abstract 1
- 150000002960 penicillins Chemical class 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000008024 pharmaceutical diluent Substances 0.000 abstract 1
- 229940096017 silver fluoride Drugs 0.000 abstract 1
- REYHXKZHIMGNSE-UHFFFAOYSA-M silver monofluoride Chemical compound [F-].[Ag+] REYHXKZHIMGNSE-UHFFFAOYSA-M 0.000 abstract 1
- 235000009518 sodium iodide Nutrition 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 229960002180 tetracycline Drugs 0.000 abstract 1
- 229930101283 tetracycline Natural products 0.000 abstract 1
- 235000019364 tetracycline Nutrition 0.000 abstract 1
- 150000003522 tetracyclines Chemical class 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
-
- 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
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Steroid Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80009059A | 1959-03-18 | 1959-03-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB898293A true GB898293A (en) | 1962-06-06 |
Family
ID=25177458
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20009/61A Expired GB898294A (en) | 1959-03-18 | 1960-03-14 | Improvements in or relating to steroids and the manufacture thereof |
| GB8925/60A Expired GB898293A (en) | 1959-03-18 | 1960-03-14 | Improvements in or relating to steroids and the manufacture thereof |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20009/61A Expired GB898294A (en) | 1959-03-18 | 1960-03-14 | Improvements in or relating to steroids and the manufacture thereof |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE588796A (enrdf_load_stackoverflow) |
| CH (2) | CH397668A (enrdf_load_stackoverflow) |
| DE (1) | DE1443176A1 (enrdf_load_stackoverflow) |
| DK (1) | DK108860C (enrdf_load_stackoverflow) |
| FR (2) | FR1467005A (enrdf_load_stackoverflow) |
| GB (2) | GB898294A (enrdf_load_stackoverflow) |
| SE (3) | SE307352B (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2010458B2 (de) * | 1970-02-28 | 1979-04-26 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Neue 21-Halogensteroide |
-
1960
- 1960-02-18 DK DK33061AA patent/DK108860C/da active
- 1960-03-11 SE SE2497/60A patent/SE307352B/xx unknown
- 1960-03-14 GB GB20009/61A patent/GB898294A/en not_active Expired
- 1960-03-14 GB GB8925/60A patent/GB898293A/en not_active Expired
- 1960-03-15 CH CH291260A patent/CH397668A/de unknown
- 1960-03-15 CH CH216465A patent/CH397670A/de unknown
- 1960-03-17 FR FR821680A patent/FR1467005A/fr not_active Expired
- 1960-03-17 DE DE19601443176 patent/DE1443176A1/de active Pending
- 1960-03-18 BE BE588796A patent/BE588796A/fr unknown
- 1960-08-30 FR FR837260A patent/FR493M/fr active Active
-
1963
- 1963-10-04 SE SE10885/63A patent/SE312555B/xx unknown
- 1963-10-04 SE SE10884/63A patent/SE312335B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE588796A (fr) | 1960-09-19 |
| SE312555B (enrdf_load_stackoverflow) | 1969-07-21 |
| DE1443176A1 (de) | 1968-12-19 |
| CH397670A (de) | 1965-08-31 |
| CH397668A (de) | 1965-08-31 |
| GB898294A (en) | 1962-06-06 |
| DK108860C (da) | 1968-02-19 |
| FR1467005A (fr) | 1967-01-27 |
| FR493M (enrdf_load_stackoverflow) | 1961-05-08 |
| SE312335B (enrdf_load_stackoverflow) | 1969-07-14 |
| SE307352B (enrdf_load_stackoverflow) | 1969-01-07 |
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