GB1128786A - Processes for the preparation of 11-substituted steroids, products thus obtained, and compositions incorporating them - Google Patents
Processes for the preparation of 11-substituted steroids, products thus obtained, and compositions incorporating themInfo
- Publication number
- GB1128786A GB1128786A GB47255/66A GB4725566A GB1128786A GB 1128786 A GB1128786 A GB 1128786A GB 47255/66 A GB47255/66 A GB 47255/66A GB 4725566 A GB4725566 A GB 4725566A GB 1128786 A GB1128786 A GB 1128786A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- methyl
- gona
- hydroxy
- ethyl
- 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
- 150000003431 steroids Chemical class 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 title 1
- -1 alkali metal azide Chemical class 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 abstract 2
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical group CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 abstract 2
- PDPKCFAHTWINQT-FUBYOFLRSA-N (8S,13S,14R)-11-hydroxy-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one Chemical compound OC1C[C@@H]2CCC[C@H]2[C@H]2C1=C1CCC(C=C1CC2)=O PDPKCFAHTWINQT-FUBYOFLRSA-N 0.000 abstract 1
- 229910015900 BF3 Inorganic materials 0.000 abstract 1
- 206010062767 Hypophysitis Diseases 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 150000001356 alkyl thiols Chemical class 0.000 abstract 1
- 125000004659 aryl alkyl thio group Chemical group 0.000 abstract 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 abstract 1
- 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000001076 estrogenic effect Effects 0.000 abstract 1
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethyl mercaptane Natural products CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 229960004592 isopropanol Drugs 0.000 abstract 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N methyl mercaptane Natural products SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0005—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring the nitrogen atom being directly linked to the cyclopenta(a)hydro phenanthrene skeleton
- C07J41/0027—Azides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR35958A FR1519520A (fr) | 1965-10-22 | 1965-10-22 | Procédé de préparation de dérivés stéroïdes nouveaux et produits ainsi obtenus |
| FR51506A FR5248M (https=) | 1965-10-22 | 1966-03-01 | |
| FR58177 | 1966-04-19 | ||
| FR58340 | 1966-04-20 | ||
| FR63697A FR1504500A (fr) | 1965-10-22 | 1966-06-01 | Nouveaux dérivés stéroïdes substitués en position 11 et procédé de préparation |
| FR69128 | 1966-07-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1128786A true GB1128786A (en) | 1968-10-02 |
Family
ID=27546026
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB47255/66A Expired GB1128786A (en) | 1965-10-22 | 1966-10-21 | Processes for the preparation of 11-substituted steroids, products thus obtained, and compositions incorporating them |
| GB13138/68A Expired GB1128789A (en) | 1965-10-22 | 1966-10-21 | 7ª-alkyl-5(10),9(11)-diene steroids |
| GB13139/68A Expired GB1128790A (en) | 1965-10-22 | 1966-10-21 | 7ª-alkyl-4,9-dien-3-one steroids |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB13138/68A Expired GB1128789A (en) | 1965-10-22 | 1966-10-21 | 7ª-alkyl-5(10),9(11)-diene steroids |
| GB13139/68A Expired GB1128790A (en) | 1965-10-22 | 1966-10-21 | 7ª-alkyl-4,9-dien-3-one steroids |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US3472884A (https=) |
| BE (1) | BE688085A (https=) |
| BR (1) | BR6683910D0 (https=) |
| CH (2) | CH475969A (https=) |
| DK (1) | DK117956B (https=) |
| ES (3) | ES336670A2 (https=) |
| FR (6) | FR1519520A (https=) |
| GB (3) | GB1128786A (https=) |
| IL (3) | IL36946A (https=) |
| NL (3) | NL139964B (https=) |
| SE (1) | SE315890B (https=) |
| YU (1) | YU33801B (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2175905A (en) * | 1985-05-31 | 1986-12-10 | Erba Farmitalia | 11 beta -substituted DELTA <4,9>-steroids |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3919267A (en) * | 1970-03-03 | 1975-11-11 | Roussel Uclaf | 13{62 -ethyl-17{60 -methyl-18,19-dinor-{66 {hu 4,9{b -pregnadiene-3,20-dione |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3062846A (en) * | 1961-04-28 | 1962-11-06 | Olin Mathieson | (lower alkoxy) methyl ether derivatives of steroids and process therefor |
| US3444297A (en) * | 1961-07-06 | 1969-05-13 | Roussel Uclaf | 13beta-n-propyl-17alpha-ethynyl-delta**4,9-gonadien-17beta-ol-3- one,its preparation and use |
| BE649224A (https=) * | 1963-07-10 | |||
| US3211764A (en) * | 1963-09-25 | 1965-10-12 | American Cyanamid Co | 19-norandrostadienes and method of preparing the same |
| NL127071C (https=) * | 1964-12-31 | |||
| CH488682A (de) * | 1965-07-30 | 1970-04-15 | Ciba Geigy | Verfahren zur Herstellung von 4,9,11-Trienen der 19-Nor-androstanreihe |
-
0
- FR FR190D patent/FR190F/fr active Active
- FR FR205D patent/FR205F/fr active Active
- FR FR192D patent/FR192F/fr active Active
-
1965
- 1965-10-22 FR FR35958A patent/FR1519520A/fr not_active Expired
-
1966
- 1966-03-01 FR FR51506A patent/FR5248M/fr not_active Expired
- 1966-06-01 FR FR63697A patent/FR1504500A/fr not_active Expired
- 1966-10-11 CH CH333969A patent/CH475969A/fr not_active IP Right Cessation
- 1966-10-11 CH CH1462766A patent/CH473107A/fr not_active IP Right Cessation
- 1966-10-11 BE BE688085D patent/BE688085A/xx unknown
- 1966-10-17 US US587001A patent/US3472884A/en not_active Expired - Lifetime
- 1966-10-18 DK DK536866AA patent/DK117956B/da unknown
- 1966-10-20 SE SE14359/66A patent/SE315890B/xx unknown
- 1966-10-21 GB GB47255/66A patent/GB1128786A/en not_active Expired
- 1966-10-21 IL IL36946A patent/IL36946A/xx unknown
- 1966-10-21 BR BR183910/66A patent/BR6683910D0/pt unknown
- 1966-10-21 IL IL26731A patent/IL26731A/en unknown
- 1966-10-21 IL IL36947A patent/IL36947A/en unknown
- 1966-10-21 GB GB13138/68A patent/GB1128789A/en not_active Expired
- 1966-10-21 GB GB13139/68A patent/GB1128790A/en not_active Expired
- 1966-10-21 NL NL666614883A patent/NL139964B/xx unknown
-
1967
- 1967-02-10 ES ES336670A patent/ES336670A2/es not_active Expired
- 1967-04-19 ES ES339491A patent/ES339491A2/es not_active Expired
- 1967-05-11 YU YU1095/67A patent/YU33801B/xx unknown
- 1967-05-31 ES ES341196A patent/ES341196A2/es not_active Expired
-
1969
- 1969-05-13 US US824321A patent/US3519654A/en not_active Expired - Lifetime
-
1970
- 1970-06-19 NL NL7009051A patent/NL7009051A/xx unknown
- 1970-06-19 NL NL7009052A patent/NL7009052A/xx unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2175905A (en) * | 1985-05-31 | 1986-12-10 | Erba Farmitalia | 11 beta -substituted DELTA <4,9>-steroids |
Also Published As
| Publication number | Publication date |
|---|---|
| YU109567A (en) | 1977-10-31 |
| GB1128790A (en) | 1968-10-02 |
| ES336670A2 (es) | 1968-01-01 |
| GB1128789A (en) | 1968-10-02 |
| CH475969A (fr) | 1969-07-31 |
| FR192F (https=) | |
| IL36947A (en) | 1972-04-27 |
| FR190F (https=) | |
| FR205F (https=) | |
| ES339491A2 (es) | 1968-06-01 |
| NL7009052A (https=) | 1970-10-26 |
| IL36946A (en) | 1972-04-27 |
| SE315890B (https=) | 1969-10-13 |
| YU33801B (en) | 1978-05-15 |
| NL6614883A (https=) | 1967-04-24 |
| CH473107A (fr) | 1969-05-31 |
| FR1504500A (fr) | 1967-12-08 |
| ES341196A2 (es) | 1968-11-16 |
| US3519654A (en) | 1970-07-07 |
| DK117956B (da) | 1970-06-22 |
| FR5248M (https=) | 1967-07-24 |
| IL26731A (en) | 1972-04-27 |
| BE688085A (https=) | 1967-04-11 |
| NL7009051A (https=) | 1970-10-26 |
| BR6683910D0 (pt) | 1973-12-04 |
| NL139964B (nl) | 1973-10-15 |
| US3472884A (en) | 1969-10-14 |
| FR1519520A (fr) | 1968-04-05 |
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