GB911815A - Steroid compounds and preparation thereof - Google Patents
Steroid compounds and preparation thereofInfo
- Publication number
- GB911815A GB911815A GB33126/60A GB3312660A GB911815A GB 911815 A GB911815 A GB 911815A GB 33126/60 A GB33126/60 A GB 33126/60A GB 3312660 A GB3312660 A GB 3312660A GB 911815 A GB911815 A GB 911815A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- methyl
- compound
- propynyl
- represents hydrogen
- 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 compounds Chemical class 0.000 title abstract 15
- 229910052739 hydrogen Inorganic materials 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Substances OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 5
- 150000003431 steroids Chemical class 0.000 abstract 5
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- 229910052783 alkali metal Inorganic materials 0.000 abstract 3
- 150000001340 alkali metals Chemical class 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 150000002431 hydrogen Chemical group 0.000 abstract 3
- AURFZBICLPNKBZ-FZCSVUEKSA-N 3beta-hydroxy-5alpha-pregnan-20-one Chemical compound C([C@@H]1CC2)[C@@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)C)[C@@]2(C)CC1 AURFZBICLPNKBZ-FZCSVUEKSA-N 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 abstract 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- OGOUCRHBCASWFZ-ZHQFXOSGSA-N (6R,8R,9S,10S,13S,14S,17R)-6,10,13-trimethyl-17-prop-1-ynyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene Chemical compound C[C@@H]1C[C@H]2[C@@H]3CC[C@H]([C@@]3(C)CC[C@@H]2[C@]2(CCCCC12)C)C#CC OGOUCRHBCASWFZ-ZHQFXOSGSA-N 0.000 abstract 1
- COYZONUDQQFREF-FWQRVQJASA-N (6S,8S,9S,10S,13R,14S,17R)-6,10,13,17-tetramethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene Chemical compound C[C@H]1C[C@H]2[C@@H]3CC[C@H]([C@@]3(C)CC[C@@H]2[C@]2(CCCCC12)C)C COYZONUDQQFREF-FWQRVQJASA-N 0.000 abstract 1
- IATKKATWPOVYCC-VMXHOPILSA-N (8s,9s,10r,13s,14s)-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthrene Chemical compound C1CC2=CCCC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CCC[C@@]1(C)CC2 IATKKATWPOVYCC-VMXHOPILSA-N 0.000 abstract 1
- XMRPGKVKISIQBV-BJMCWZGWSA-N 5alpha-pregnane-3,20-dione Chemical compound C([C@@H]1CC2)C(=O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)C)[C@@]2(C)CC1 XMRPGKVKISIQBV-BJMCWZGWSA-N 0.000 abstract 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 abstract 1
- 230000000397 acetylating effect Effects 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 230000001195 anabolic effect Effects 0.000 abstract 1
- 239000007900 aqueous suspension Substances 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 125000003262 carboxylic acid ester group Chemical class [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 abstract 1
- FMGSKLZLMKYGDP-USOAJAOKSA-N dehydroepiandrosterone Chemical compound C1[C@@H](O)CC[C@]2(C)[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CC=C21 FMGSKLZLMKYGDP-USOAJAOKSA-N 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- 230000002124 endocrine Effects 0.000 abstract 1
- HHFAWKCIHAUFRX-UHFFFAOYSA-N ethoxide Chemical compound CC[O-] HHFAWKCIHAUFRX-UHFFFAOYSA-N 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000000350 glycoloyl group Chemical group O=C([*])C([H])([H])O[H] 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000004678 hydrides Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- VXWPONVCMVLXBW-UHFFFAOYSA-M magnesium;carbanide;iodide Chemical compound [CH3-].[Mg+2].[I-] VXWPONVCMVLXBW-UHFFFAOYSA-M 0.000 abstract 1
- QBNOPZJAURRQCE-UHFFFAOYSA-M magnesium;prop-1-yne;bromide Chemical compound [Mg+2].[Br-].CC#[C-] QBNOPZJAURRQCE-UHFFFAOYSA-M 0.000 abstract 1
- 239000007764 o/w emulsion Substances 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 239000002569 water oil cream Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
-
- 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
- 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
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US72314858A | 1958-03-24 | 1958-03-24 | |
| US79329259A | 1959-02-16 | 1959-02-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB911815A true GB911815A (en) | 1962-11-28 |
Family
ID=27110756
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8753/59A Expired GB911814A (en) | 1958-03-24 | 1959-03-13 | Steroid compounds and preparation thereof |
| GB33126/60A Expired GB911815A (en) | 1958-03-24 | 1959-03-13 | Steroid compounds and preparation thereof |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8753/59A Expired GB911814A (en) | 1958-03-24 | 1959-03-13 | Steroid compounds and preparation thereof |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE577027A (enrdf_load_stackoverflow) |
| CH (2) | CH378329A (enrdf_load_stackoverflow) |
| DO (1) | DOP1964001118A (enrdf_load_stackoverflow) |
| FR (1) | FR576M (enrdf_load_stackoverflow) |
| GB (2) | GB911814A (enrdf_load_stackoverflow) |
| MY (1) | MY6400099A (enrdf_load_stackoverflow) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3299054A (en) * | 1961-12-01 | 1967-01-17 | Merck & Co Inc | 4-pregneno-[3, 2-c] pyrazoles and processes of preparing them |
| US3290293A (en) * | 1961-12-01 | 1966-12-06 | Merck & Co Inc | 4-androsteno-[3, 2-c] pyrazoles |
| US3374243A (en) * | 1965-01-26 | 1968-03-19 | Smith Kline French Lab | B-norsteroidal pyrazoles |
| US3458505A (en) * | 1967-02-17 | 1969-07-29 | Du Pont | Bicyclo(2.2.2)octane and oct-2-ene-1-carboxylates of selected 17beta-hydroxy steroids fused to a heterocyclic ring |
| GB8328929D0 (en) * | 1983-10-29 | 1983-11-30 | Sterwin Ag | Steroid compounds |
-
1959
- 1959-03-13 GB GB8753/59A patent/GB911814A/en not_active Expired
- 1959-03-13 GB GB33126/60A patent/GB911815A/en not_active Expired
- 1959-03-24 CH CH7119259A patent/CH378329A/fr unknown
- 1959-03-24 BE BE577027A patent/BE577027A/fr unknown
- 1959-03-24 CH CH1509762A patent/CH377336A/fr unknown
-
1960
- 1960-08-31 FR FR837377A patent/FR576M/fr active Active
-
1964
- 1964-07-22 DO DO1964001118A patent/DOP1964001118A/es unknown
- 1964-12-31 MY MY196499A patent/MY6400099A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE577027A (fr) | 1959-09-24 |
| GB911814A (en) | 1962-11-28 |
| CH378329A (fr) | 1964-06-15 |
| CH377336A (fr) | 1964-05-15 |
| MY6400099A (en) | 1964-12-31 |
| DOP1964001118A (es) | 1969-08-07 |
| FR576M (enrdf_load_stackoverflow) | 1961-06-05 |
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