GB934574A - Steroids - Google Patents
SteroidsInfo
- Publication number
- GB934574A GB934574A GB209661A GB209661A GB934574A GB 934574 A GB934574 A GB 934574A GB 209661 A GB209661 A GB 209661A GB 209661 A GB209661 A GB 209661A GB 934574 A GB934574 A GB 934574A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- ring
- aryl
- steroido
- triazoles
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
- C07D249/18—Benzotriazoles
-
- 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
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0036—Nitrogen-containing hetero ring
- C07J71/0042—Nitrogen only
- C07J71/0047—Nitrogen only at position 2(3)
-
- 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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises steroido-[2,3-d]-triazoles having at ring A the formula <FORM:0934574/IV(a)/1> having an alpha or beta configuration at C5 and wherein R represents a hydrogen atom or an aryl radical, and acid addition salts thereof, and having at ring A the formula <FORM:0934574/IV(a)/2> wherein Y represents an alkyl, aryl or aralkyl radical and NR12 represents a dialkylamine or morpholine residue, and the preparation of steroido-[2,3-d]-triazoles of the first general formula above wherein R represents an aryl radical by reacting 3-ketosteroids having at ring A the formula <FORM:0934574/IV(a)/3> with a dialkylamine or morpholine in an inert organic solvent in the presence of a catalytic amount of a proton donor such as p-toluene sulphonic acid, and reacting the resulting steroid enamines having at ring A the formula <FORM:0934574/IV(a)/4> wherein NR12 has the above significance, with an aryl azide in an inert organic solvent, and the preparation of steroido-[2,3-d]-triazoles of the first general formula above wherein R represents a hydrogen atom by reacting the steroid enamines of the fourth general formula above with an azide of the formula YOCON3, wherein Y represents an alkyl, aryl or aralkyl radical, such as benzyl azidoformate, in an inert organic solvent, and subjecting the resulting steroido-[2,3-d]-triazoles having at ring A the second formula above wherein Y and NR12 have the above significance to reduction, for example, by means of lithium aluminium hydride or hydrogen in the presence of a hydrogenation catalyst, or to hydrolysis, for example, by means of a solution of an alkali metal hydroxide. In the above compounds and processes, the steroids may be of the 5a - and 5b -pregnane, androstane and cholestane series. Benzyl azidoformate is prepared by reacting benzyl chloroformate and sodium azide.
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL273722D NL273722A (en) | 1961-01-18 | ||
GB209661A GB934574A (en) | 1961-01-18 | 1961-01-18 | Steroids |
DEL40751A DE1170943B (en) | 1961-01-18 | 1961-12-20 | Process for the preparation of [2, 3-d] -triazolo-steroids of the 5ª ‡ -Pregnan-, -Androstan- and -Cholestanreihe |
CH1509361A CH453372A (en) | 1961-01-18 | 1961-12-28 | Process for the production of therapeutically effective steroids |
FR884863A FR1310385A (en) | 1961-01-18 | 1962-01-15 | Process for the preparation of nitrogenous steroids, intermediate useful for this preparation and new compounds obtained by carrying out said process |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB209661A GB934574A (en) | 1961-01-18 | 1961-01-18 | Steroids |
Publications (1)
Publication Number | Publication Date |
---|---|
GB934574A true GB934574A (en) | 1963-08-21 |
Family
ID=9733520
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB209661A Expired GB934574A (en) | 1961-01-18 | 1961-01-18 | Steroids |
Country Status (5)
Country | Link |
---|---|
CH (1) | CH453372A (en) |
DE (1) | DE1170943B (en) |
FR (1) | FR1310385A (en) |
GB (1) | GB934574A (en) |
NL (1) | NL273722A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005523254A (en) * | 2002-01-22 | 2005-08-04 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | Non-steroidal ligands for glucocorticoid receptors, compositions thereof and uses |
-
0
- NL NL273722D patent/NL273722A/xx unknown
-
1961
- 1961-01-18 GB GB209661A patent/GB934574A/en not_active Expired
- 1961-12-20 DE DEL40751A patent/DE1170943B/en active Pending
- 1961-12-28 CH CH1509361A patent/CH453372A/en unknown
-
1962
- 1962-01-15 FR FR884863A patent/FR1310385A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005523254A (en) * | 2002-01-22 | 2005-08-04 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | Non-steroidal ligands for glucocorticoid receptors, compositions thereof and uses |
US7947726B2 (en) | 2002-01-22 | 2011-05-24 | The Regents Of The University Of California | Non-steroidal ligands for the glucocorticoid receptor, and compositions thereof |
Also Published As
Publication number | Publication date |
---|---|
CH453372A (en) | 1968-06-14 |
NL273722A (en) | |
FR1310385A (en) | 1962-11-23 |
DE1170943B (en) | 1964-05-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ES284085A1 (en) | Procedure for the production of new exilenic glycol peroxides (Machine-translation by Google Translate, not legally binding) | |
GB934574A (en) | Steroids | |
GB864198A (en) | A process for the manufacture of ferrocene derivatives | |
GB927739A (en) | Tetracycline compounds and preparation thereof | |
GB1043510A (en) | D-(--)-n-alkyl-1-phenyl-2-aminoethanols | |
GB982076A (en) | 2-halosteroids of the androstane series | |
GB1074491A (en) | Novel processes for preparing steroid compounds, the compounds when thus prepared, novel steroid compounds thereby prepared, and pharmaceutical compositions containing the novel compounds | |
GB1004054A (en) | Steroids and improved process for the manufacture thereof | |
GB1029440A (en) | New methyl-androstanes | |
GB802005A (en) | Improvements in or relating to 6-methyl steroid compounds | |
GB976051A (en) | Improvements in or relating to steroid compounds | |
GB982265A (en) | Improvements in or relating to the production of 16ª-alkylthio-17ª-hydroxy-steroids | |
Nathan et al. | Communications: Adrenal Hormones and Related Compounds. VI. A Series of 2-Fluorotestosterone Derivatives | |
GB950899A (en) | Improvements in or relating to steroidal alkyl ethers | |
GB1041278A (en) | 13-alkyl steroid ketone derivatives | |
GB957581A (en) | Steroid compounds | |
GB1067345A (en) | Novel steroid compounds, processes for preparing them and compositions containing them | |
GB1056933A (en) | A novel process for the preparation of steroid compounds and the compounds thus prepared | |
GB957683A (en) | Method for preparation of alpha-omega-dinitroalkanes | |
GB938432A (en) | Amino-compounds of the oestrane series and a process for their manufacture | |
GB739597A (en) | Steroid ketals | |
GB927165A (en) | Improvements in or relating to steroids | |
ES239811A1 (en) | A procedure for the preparation of steroid compounds (Machine-translation by Google Translate, not legally binding) | |
GB992370A (en) | Improvements in or relating to androstenone derivatives | |
GB1003307A (en) | Novel therapeutically-active steroid compounds, their preparation and formulation into pharmaceutical compositions |