GB911814A - Steroid compounds and preparation thereof - Google Patents
Steroid compounds and preparation thereofInfo
- Publication number
- GB911814A GB911814A GB8753/59A GB875359A GB911814A GB 911814 A GB911814 A GB 911814A GB 8753/59 A GB8753/59 A GB 8753/59A GB 875359 A GB875359 A GB 875359A GB 911814 A GB911814 A GB 911814A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- steroid
- radical
- steroido
- pyrazoles
- 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 9
- 238000002360 preparation method Methods 0.000 title abstract 5
- 150000003431 steroids Chemical group 0.000 abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 7
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 6
- 239000000376 reactant Substances 0.000 abstract 6
- 238000006243 chemical reaction Methods 0.000 abstract 5
- 125000003342 alkenyl group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- XLJMAIOERFSOGZ-UHFFFAOYSA-N cyanic acid Chemical compound OC#N XLJMAIOERFSOGZ-UHFFFAOYSA-N 0.000 abstract 4
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical group C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 abstract 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 125000000350 glycoloyl group Chemical group O=C([*])C([H])([H])O[H] 0.000 abstract 3
- 150000002431 hydrogen Chemical group 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 238000000034 method Methods 0.000 abstract 3
- 150000003217 pyrazoles Chemical class 0.000 abstract 3
- 150000003254 radicals Chemical class 0.000 abstract 3
- JWMFYGXQPXQEEM-GCOKGBOCSA-N 5α-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-GCOKGBOCSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000000304 alkynyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000001589 carboacyl group Chemical group 0.000 abstract 2
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 abstract 2
- HHFAWKCIHAUFRX-UHFFFAOYSA-N ethoxide Chemical compound CC[O-] HHFAWKCIHAUFRX-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000000468 ketone group Chemical group 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 125000003226 pyrazolyl group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 abstract 1
- GLVYLTSKTCWWJR-UHFFFAOYSA-N 2-carbonoperoxoylbenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1C(O)=O GLVYLTSKTCWWJR-UHFFFAOYSA-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
- QZLYKIGBANMMBK-DYKIIFRCSA-N 5β-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-DYKIIFRCSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- CIHXIRAAMAUYLZ-UHFFFAOYSA-N [K+].[K+].[C-]#[C-] Chemical compound [K+].[K+].[C-]#[C-] CIHXIRAAMAUYLZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000001919 adrenal effect Effects 0.000 abstract 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 abstract 1
- 230000001195 anabolic effect Effects 0.000 abstract 1
- 230000001548 androgenic effect Effects 0.000 abstract 1
- 239000007900 aqueous suspension Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 230000001054 cortical effect Effects 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 150000002148 esters Chemical class 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
- 230000001076 estrogenic effect Effects 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000002429 hydrazines Chemical class 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 230000001817 pituitary effect Effects 0.000 abstract 1
- 230000001072 progestational effect Effects 0.000 abstract 1
- DUIOPKIIICUYRZ-UHFFFAOYSA-N semicarbazide Chemical compound NNC(N)=O DUIOPKIIICUYRZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 230000001225 therapeutic effect Effects 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 |
|---|---|
| GB911814A true GB911814A (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 After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33126/60A Expired GB911815A (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) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| GB2148899A (en) * | 1983-10-29 | 1985-06-05 | Sterwin Ag | Preparing steroids in microparticulate form |
Families Citing this family (2)
| 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 |
-
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
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| GB2148899A (en) * | 1983-10-29 | 1985-06-05 | Sterwin Ag | Preparing steroids in microparticulate form |
Also Published As
| Publication number | Publication date |
|---|---|
| BE577027A (fr) | 1959-09-24 |
| CH378329A (fr) | 1964-06-15 |
| CH377336A (fr) | 1964-05-15 |
| MY6400099A (en) | 1964-12-31 |
| GB911815A (en) | 1962-11-28 |
| DOP1964001118A (es) | 1969-08-07 |
| FR576M (enrdf_load_stackoverflow) | 1961-06-05 |
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