CA1027930A - Preparation of a new triene steroid derivative - Google Patents
Preparation of a new triene steroid derivativeInfo
- Publication number
- CA1027930A CA1027930A CA220,956A CA220956A CA1027930A CA 1027930 A CA1027930 A CA 1027930A CA 220956 A CA220956 A CA 220956A CA 1027930 A CA1027930 A CA 1027930A
- Authority
- CA
- Canada
- Prior art keywords
- estra
- oxo
- amyloxy
- produit
- triène
- 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
- 238000002360 preparation method Methods 0.000 title abstract 2
- -1 triene steroid Chemical class 0.000 title description 4
- MPQOWLNEPUIIBZ-SQNIBIBYSA-N (8s,13s,14s)-13-methyl-1,2,3,6,7,8,14,15,16,17-decahydrocyclopenta[a]phenanthrene Chemical compound C1CC2=CCCCC2=C2[C@@H]1[C@@H]1CCC[C@@]1(C)C=C2 MPQOWLNEPUIIBZ-SQNIBIBYSA-N 0.000 claims abstract description 6
- 230000009471 action Effects 0.000 claims description 5
- 230000001195 anabolic effect Effects 0.000 abstract 1
- 230000001548 androgenic effect Effects 0.000 abstract 1
- VJMRKWPMFQGIPI-UHFFFAOYSA-N n-(2-hydroxyethyl)-5-(hydroxymethyl)-3-methyl-1-[2-[[3-(trifluoromethyl)phenyl]methyl]-1-benzothiophen-7-yl]pyrazole-4-carboxamide Chemical compound OCC1=C(C(=O)NCCO)C(C)=NN1C1=CC=CC2=C1SC(CC=1C=C(C=CC=1)C(F)(F)F)=C2 VJMRKWPMFQGIPI-UHFFFAOYSA-N 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 2
- 230000003416 augmentation Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 210000002307 prostate Anatomy 0.000 description 2
- BLXSFCHWMBESKV-UHFFFAOYSA-N 1-iodopentane Chemical compound CCCCCI BLXSFCHWMBESKV-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- 101100370282 Caenorhabditis elegans tra-4 gene Proteins 0.000 description 1
- 241001644893 Entandrophragma utile Species 0.000 description 1
- 241001331845 Equus asinus x caballus Species 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- 102000003929 Transaminases Human genes 0.000 description 1
- 108090000340 Transaminases Proteins 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000005336 allyloxy group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- MGCQZNBCJBRZDT-UHFFFAOYSA-N midodrine hydrochloride Chemical compound [H+].[Cl-].COC1=CC=C(OC)C(C(O)CNC(=O)CN)=C1 MGCQZNBCJBRZDT-UHFFFAOYSA-N 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000005671 trienes Chemical class 0.000 description 1
- JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07J1/0051—Estrane derivatives
- C07J1/0066—Estrane derivatives substituted in position 17 beta not substituted in position 17 alfa
- C07J1/007—Estrane derivatives substituted in position 17 beta not substituted in position 17 alfa the substituent being an OH group free esterified or etherified
- C07J1/0077—Ethers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Diabetes (AREA)
- Public Health (AREA)
- Endocrinology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7431840A FR2285138A1 (fr) | 1974-09-20 | 1974-09-20 | Nouveau derive steroide trienique, son procede de preparation et son application comme medicament |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1027930A true CA1027930A (en) | 1978-03-14 |
Family
ID=9143293
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA220,956A Expired CA1027930A (en) | 1974-09-20 | 1975-02-26 | Preparation of a new triene steroid derivative |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US4105761A (en, 2012) |
| JP (1) | JPS5813560B2 (en, 2012) |
| AR (1) | AR203898A1 (en, 2012) |
| AT (1) | AT343296B (en, 2012) |
| BE (1) | BE826077A (en, 2012) |
| CA (1) | CA1027930A (en, 2012) |
| CH (1) | CH595398A5 (en, 2012) |
| DD (1) | DD118872A5 (en, 2012) |
| DE (1) | DE2508775C2 (en, 2012) |
| DK (1) | DK134408B (en, 2012) |
| ES (1) | ES435087A1 (en, 2012) |
| FR (1) | FR2285138A1 (en, 2012) |
| GB (1) | GB1457396A (en, 2012) |
| HU (1) | HU169763B (en, 2012) |
| IE (1) | IE40943B1 (en, 2012) |
| IL (1) | IL46705A (en, 2012) |
| LU (1) | LU71928A1 (en, 2012) |
| NL (1) | NL7502319A (en, 2012) |
| OA (1) | OA04963A (en, 2012) |
| PL (1) | PL94852B1 (en, 2012) |
| SE (1) | SE407410B (en, 2012) |
| SU (1) | SU555857A3 (en, 2012) |
| ZA (1) | ZA751097B (en, 2012) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL51468A (en) * | 1976-02-23 | 1981-01-30 | Sparamedica Ag | 17 -hydroxy- -d-homosteroid derivatives,their preparation and pharmaceutical compositions containing them |
| US4297350A (en) * | 1978-10-10 | 1981-10-27 | The Upjohn Company | Male contraceptive steroids and methods of use |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH488682A (de) * | 1965-07-30 | 1970-04-15 | Ciba Geigy | Verfahren zur Herstellung von 4,9,11-Trienen der 19-Nor-androstanreihe |
| FR1491586A (fr) * | 1965-07-30 | 1967-08-11 | Ciba Geigy | Procédé de préparation de delta4, 9, 11-triènes de la série du 19-nor-androstane |
| FR5301M (en, 2012) * | 1966-01-21 | 1967-08-16 | ||
| US3629244A (en) * | 1966-01-21 | 1971-12-21 | Roussel Uclaf | 17beta-ethers of delta 4 9 11-gonatrienes and compositions containing them |
| FR6556M (en, 2012) * | 1967-06-20 | 1968-12-23 |
-
1974
- 1974-09-20 FR FR7431840A patent/FR2285138A1/fr active Granted
-
1975
- 1975-02-21 ZA ZA00751097A patent/ZA751097B/xx unknown
- 1975-02-24 JP JP50021992A patent/JPS5813560B2/ja not_active Expired
- 1975-02-24 HU HURO823A patent/HU169763B/hu unknown
- 1975-02-24 OA OA55423A patent/OA04963A/xx unknown
- 1975-02-25 IL IL46705A patent/IL46705A/xx unknown
- 1975-02-26 CH CH240775A patent/CH595398A5/xx not_active IP Right Cessation
- 1975-02-26 DD DD184439A patent/DD118872A5/xx unknown
- 1975-02-26 ES ES435087A patent/ES435087A1/es not_active Expired
- 1975-02-26 CA CA220,956A patent/CA1027930A/en not_active Expired
- 1975-02-26 US US05/553,249 patent/US4105761A/en not_active Expired - Lifetime
- 1975-02-27 LU LU71928A patent/LU71928A1/xx unknown
- 1975-02-27 IE IE421/75A patent/IE40943B1/xx unknown
- 1975-02-27 SE SE7502232A patent/SE407410B/xx not_active IP Right Cessation
- 1975-02-27 GB GB816675A patent/GB1457396A/en not_active Expired
- 1975-02-27 NL NL7502319A patent/NL7502319A/xx not_active Application Discontinuation
- 1975-02-27 PL PL1975178369A patent/PL94852B1/pl unknown
- 1975-02-27 BE BE153827A patent/BE826077A/xx not_active IP Right Cessation
- 1975-02-27 AT AT150775A patent/AT343296B/de not_active IP Right Cessation
- 1975-02-28 DK DK79675AA patent/DK134408B/da not_active IP Right Cessation
- 1975-02-28 AR AR257818A patent/AR203898A1/es active
- 1975-02-28 DE DE2508775A patent/DE2508775C2/de not_active Expired
- 1975-02-28 SU SU2109651A patent/SU555857A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| SU555857A3 (ru) | 1977-04-25 |
| IE40943B1 (en) | 1979-09-12 |
| IE40943L (en) | 1976-03-20 |
| ATA150775A (de) | 1977-09-15 |
| OA04963A (fr) | 1980-10-31 |
| DE2508775C2 (de) | 1984-04-12 |
| BE826077A (fr) | 1975-08-27 |
| SE407410B (sv) | 1979-03-26 |
| IL46705A (en) | 1978-12-17 |
| JPS5156440A (en, 2012) | 1976-05-18 |
| FR2285138A1 (fr) | 1976-04-16 |
| PL94852B1 (en, 2012) | 1977-09-30 |
| ZA751097B (en) | 1976-01-28 |
| AU7864975A (en) | 1976-09-02 |
| DK134408B (da) | 1976-11-01 |
| SE7502232L (sv) | 1976-03-22 |
| DE2508775A1 (de) | 1976-04-08 |
| LU71928A1 (en, 2012) | 1975-12-09 |
| HU169763B (en, 2012) | 1977-02-28 |
| AT343296B (de) | 1978-05-26 |
| DK79675A (en, 2012) | 1976-03-21 |
| CH595398A5 (en, 2012) | 1978-02-15 |
| DD118872A5 (en, 2012) | 1976-03-20 |
| GB1457396A (en) | 1976-12-01 |
| IL46705A0 (en) | 1975-04-25 |
| JPS5813560B2 (ja) | 1983-03-14 |
| AR203898A1 (es) | 1975-10-31 |
| NL7502319A (nl) | 1976-03-23 |
| FR2285138B1 (en, 2012) | 1978-07-21 |
| ES435087A1 (es) | 1976-12-16 |
| DK134408C (en, 2012) | 1977-04-04 |
| US4105761A (en) | 1978-08-08 |
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