SU511005A3 - Способ получени (метоксиметилфурилметил)6,7-бензоморфанов или морфинанов - Google Patents
Способ получени (метоксиметилфурилметил)6,7-бензоморфанов или морфинановInfo
- Publication number
- SU511005A3 SU511005A3 SU2069691A SU2069691A SU511005A3 SU 511005 A3 SU511005 A3 SU 511005A3 SU 2069691 A SU2069691 A SU 2069691A SU 2069691 A SU2069691 A SU 2069691A SU 511005 A3 SU511005 A3 SU 511005A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- methyl
- methoxymethyl
- hydrogen atom
- mol
- square
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- INAXVFBXDYWQFN-XHSDSOJGSA-N morphinan Chemical compound C1C2=CC=CC=C2[C@]23CCCC[C@H]3[C@@H]1NCC2 INAXVFBXDYWQFN-XHSDSOJGSA-N 0.000 title claims description 3
- -1 methoxymethylfurylmethyl Chemical group 0.000 title description 29
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 235000006408 oxalic acid Nutrition 0.000 claims description 4
- 125000005521 carbonamide group Chemical group 0.000 claims description 3
- 238000002955 isolation Methods 0.000 claims description 3
- AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 36
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 150000001875 compounds Chemical class 0.000 description 23
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 18
- 238000001953 recrystallisation Methods 0.000 description 18
- 239000000243 solution Substances 0.000 description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 15
- 238000000354 decomposition reaction Methods 0.000 description 14
- 239000012280 lithium aluminium hydride Substances 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 13
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- XUCHPONFCMIULD-UHFFFAOYSA-N 2-(methoxymethyl)furan-3-carbonyl chloride Chemical compound COCC=1OC=CC=1C(Cl)=O XUCHPONFCMIULD-UHFFFAOYSA-N 0.000 description 7
- SGCRYWIPJCJOGF-UHFFFAOYSA-N 3-(methoxymethyl)furan-2-carbonyl chloride Chemical compound COCC=1C=COC=1C(Cl)=O SGCRYWIPJCJOGF-UHFFFAOYSA-N 0.000 description 7
- 238000004587 chromatography analysis Methods 0.000 description 7
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 238000001704 evaporation Methods 0.000 description 6
- 230000008020 evaporation Effects 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- PSLIMVZEAPALCD-UHFFFAOYSA-N ethanol;ethoxyethane Chemical compound CCO.CCOCC PSLIMVZEAPALCD-UHFFFAOYSA-N 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 239000000741 silica gel Substances 0.000 description 5
- 229910002027 silica gel Inorganic materials 0.000 description 5
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 229910052938 sodium sulfate Inorganic materials 0.000 description 4
- 235000011152 sodium sulphate Nutrition 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 150000004678 hydrides Chemical class 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- LVIZASKPGUQRLT-XKCSPQBFSA-N (1R,9R,10R)-17-[[3-(methoxymethyl)furan-2-yl]methyl]-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol Chemical compound C([C@@]12C3=CC(O)=CC=C3C[C@@]3([C@@H]1CCCC2)[H])CN3CC=1OC=CC=1COC LVIZASKPGUQRLT-XKCSPQBFSA-N 0.000 description 1
- IYNWSQDZXMGGGI-NUEKZKHPSA-N 3-hydroxymorphinan Chemical compound C1CCC[C@H]2[C@H]3CC4=CC=C(O)C=C4[C@]21CCN3 IYNWSQDZXMGGGI-NUEKZKHPSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 206010052428 Wound Diseases 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000002026 chloroform extract Substances 0.000 description 1
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- MDKXBBPLEGPIRI-UHFFFAOYSA-N ethoxyethane;methanol Chemical compound OC.CCOCC MDKXBBPLEGPIRI-UHFFFAOYSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000003818 flash chromatography Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000003810 morphinanes Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- SMPAPEKFGLKOIC-UHFFFAOYSA-N oxolane;hydrochloride Chemical compound Cl.C1CCOC1 SMPAPEKFGLKOIC-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
Landscapes
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732354002 DE2354002A1 (de) | 1973-10-27 | 1973-10-27 | Neue n-(methoxymethyl-furylmethyl)6,7-benzomorphane und -morphinane, deren saeureadditionssalze, ihre verwendung als arzneimittel und verfahren zu deren herstellung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU511005A3 true SU511005A3 (ru) | 1976-04-15 |
Family
ID=5896658
Family Applications (6)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU2069691A SU511005A3 (ru) | 1973-10-27 | 1973-10-25 | Способ получени (метоксиметилфурилметил)6,7-бензоморфанов или морфинанов |
| SU2069684A SU510999A3 (ru) | 1973-10-27 | 1973-10-25 | Способ получени (метоксиметил-фурилметил)6,7-бензоморфанов илиморфинанов |
| SU2069689A SU508192A3 (ru) | 1973-10-27 | 1974-10-25 | Способ получени -(метоксиметил-фурилметил)-6,7-бензоморфанов или -морфинанов |
| SU2070657A SU508193A3 (ru) | 1973-10-27 | 1974-10-25 | Способ получени -(метоксиметил-фурилметил)-6,7-бензоморфанов или-морфинанов |
| SU7402069685A SU578870A3 (ru) | 1973-10-27 | 1974-10-25 | Способ получени -(метоксиметил) фурилметил-6,7-бензоморфанов или морфинанов или их солей |
| SU2070713A SU512707A3 (ru) | 1973-10-27 | 1974-10-25 | Способ получени -(метоксиметил-фурилметил)-6,7бензоморфанов или -морфинанов |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU2069684A SU510999A3 (ru) | 1973-10-27 | 1973-10-25 | Способ получени (метоксиметил-фурилметил)6,7-бензоморфанов илиморфинанов |
| SU2069689A SU508192A3 (ru) | 1973-10-27 | 1974-10-25 | Способ получени -(метоксиметил-фурилметил)-6,7-бензоморфанов или -морфинанов |
| SU2070657A SU508193A3 (ru) | 1973-10-27 | 1974-10-25 | Способ получени -(метоксиметил-фурилметил)-6,7-бензоморфанов или-морфинанов |
| SU7402069685A SU578870A3 (ru) | 1973-10-27 | 1974-10-25 | Способ получени -(метоксиметил) фурилметил-6,7-бензоморфанов или морфинанов или их солей |
| SU2070713A SU512707A3 (ru) | 1973-10-27 | 1974-10-25 | Способ получени -(метоксиметил-фурилметил)-6,7бензоморфанов или -морфинанов |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US3981874A (index.php) |
| JP (1) | JPS5738590B2 (index.php) |
| AT (6) | AT336202B (index.php) |
| BE (1) | BE821505A (index.php) |
| BG (3) | BG27902A3 (index.php) |
| CA (1) | CA1056377A (index.php) |
| CH (6) | CH609046A5 (index.php) |
| CS (3) | CS171196B2 (index.php) |
| DD (1) | DD115909A5 (index.php) |
| DE (1) | DE2354002A1 (index.php) |
| DK (1) | DK138325C (index.php) |
| ES (6) | ES431058A1 (index.php) |
| FI (1) | FI62079C (index.php) |
| FR (1) | FR2248838B1 (index.php) |
| GB (1) | GB1482552A (index.php) |
| HU (1) | HU176479B (index.php) |
| IE (1) | IE41528B1 (index.php) |
| IL (1) | IL45938A (index.php) |
| NL (1) | NL7413980A (index.php) |
| NO (1) | NO140859C (index.php) |
| PH (1) | PH11894A (index.php) |
| PL (3) | PL92052B1 (index.php) |
| RO (5) | RO65656A (index.php) |
| SE (1) | SE422791B (index.php) |
| SU (6) | SU511005A3 (index.php) |
| YU (5) | YU36951B (index.php) |
| ZA (1) | ZA746790B (index.php) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1513961A (en) * | 1975-02-25 | 1978-06-14 | Acf Chemiefarma Nv | 6,7-benzomorphans method for their preparation and intermediates |
| US4208523A (en) * | 1978-11-30 | 1980-06-17 | Sterling Drug Inc. | 11-Lower-alkyl-, 11-phenyl-lower-alkyl- and 11-cyclo-lower-alkyl-lower-alkyl-hexahydro-2,6-methano-3-benzazocines |
| JP5470557B2 (ja) | 2007-07-26 | 2014-04-16 | ヴァイティー ファーマシューティカルズ，インコーポレイテッド | １１β−ヒドロキシステロイドデヒドロゲナーゼ１型の阻害剤の合成 |
| CA2704628C (en) * | 2007-11-16 | 2016-11-29 | Boehringer Ingelheim International Gmbh | Aryl- and heteroarylcarbonyl derivatives of benzomorphanes and related scaffolds, medicaments containing such compounds and their use |
| EP2229368A1 (en) | 2007-12-11 | 2010-09-22 | Vitae Pharmaceuticals, Inc. | Cyclic urea inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| TW200934490A (en) | 2008-01-07 | 2009-08-16 | Vitae Pharmaceuticals Inc | Lactam inhibitors of 11 &abgr;-hydroxysteroid dehydrogenase 1 |
| EP2252601B1 (en) | 2008-01-24 | 2012-12-19 | Vitae Pharmaceuticals, Inc. | Cyclic carbazate and semicarbazide inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| JP5538239B2 (ja) * | 2008-02-12 | 2014-07-02 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | ベンゾモルファン及び関連骨格の尿素誘導体、そのような化合物を含む医薬ならびにそれらの使用 |
| EP2254872A2 (en) | 2008-02-15 | 2010-12-01 | Vitae Pharmaceuticals, Inc. | Cycloalkyl lactame derivatives as inhibitors of 11-beta-hydroxysteroid dehydrogenase 1 |
| US8569292B2 (en) | 2008-05-01 | 2013-10-29 | Vitae Pharmaceuticals, Inc. | Cyclic inhibitors of 11β-hydroxysteroid dehydrogenase 1 |
| AR071609A1 (es) | 2008-05-01 | 2010-06-30 | Vitae Pharmaceuticals Inc | Inhibidores ciclicos de 11(beta) -hidroxiesteroide deshidrogenasa 1 |
| WO2009134387A1 (en) | 2008-05-01 | 2009-11-05 | Vitae Pharmaceuticals, Inc. | Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| CL2009001151A1 (es) | 2008-05-13 | 2010-08-13 | Boehringer Ingelheim Int | Compuestos derivados de acidos carbociclicos aliciclicos de benzomorfanos, procedimiento de preparacion, composicion farmaceutica, utiles para tratar enfermedades influenciadas por la inhibicion de la enzima 11beta-hidroxiesteroide deshidrogenasa, como trastornos metabolicos. |
| EP2324017B1 (en) | 2008-07-25 | 2014-12-31 | Boehringer Ingelheim International GmbH | INHIBITORS OF 11beta-HYDROXYSTEROID DEHYDROGENASE 1 |
| JP5379160B2 (ja) | 2008-07-25 | 2013-12-25 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | １１β−ヒドロキシステロイドデヒドロゲナーゼ１の環状インヒビター |
| MA33216B1 (fr) | 2009-04-30 | 2012-04-02 | Boehringer Ingelheim Int | Inhibiteurs cycliques de la 11béta-hydroxysteroïde déshydrogénase 1 |
| JP5656986B2 (ja) | 2009-06-11 | 2015-01-21 | ヴァイティー ファーマシューティカルズ，インコーポレイテッド | １，３−オキサジナン−２−オン構造に基づく１１β−ヒドロキシステロイドデヒドロゲナーゼ１の環状阻害剤 |
| TWI531571B (zh) * | 2009-11-06 | 2016-05-01 | 維它藥物公司 | 六氫茚并吡啶及八氫苯并喹啉之芳基－及雜芳基羰基衍生物 |
| JP5860042B2 (ja) | 2010-06-16 | 2016-02-16 | ヴァイティー ファーマシューティカルズ，インコーポレイテッド | 置換５、６及び７員複素環、そのような化合物を含有する医薬及びそれらの使用 |
| TWI537258B (zh) | 2010-11-05 | 2016-06-11 | 百靈佳殷格翰國際股份有限公司 | 六氫茚并吡啶及八氫苯并喹啉之芳基－及雜環芳基羰基衍生物 |
| EP2744783A1 (en) | 2011-08-17 | 2014-06-25 | Boehringer Ingelheim International GmbH | Indenopyridine derivatives |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3632591A (en) * | 1968-07-19 | 1972-01-04 | Sterling Drug Inc | 1 2 3 4 5 6 - hexahydro-3-(cycloaliphatic or cycloaliphatic 11-dimethyl-2 alkyl)-66-methano-3-benzazocines |
| US3833595A (en) * | 1968-12-26 | 1974-09-03 | Sumitomo Chemical Co | 2-aroylalkyl benzomorphans |
| CS166802B2 (index.php) * | 1971-02-08 | 1976-03-29 | Boehringer Sohn Ingelheim |
-
1973
- 1973-10-25 SU SU2069691A patent/SU511005A3/ru active
- 1973-10-25 SU SU2069684A patent/SU510999A3/ru active
- 1973-10-27 DE DE19732354002 patent/DE2354002A1/de not_active Withdrawn
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1974
- 1974-01-25 RO RO7480315A patent/RO65656A/ro unknown
- 1974-10-02 CS CS6769A patent/CS171196B2/cs unknown
- 1974-10-02 CS CS6768A patent/CS171195B2/cs unknown
- 1974-10-02 CS CS6767A patent/CS171194B2/cs unknown
- 1974-10-15 US US05/514,474 patent/US3981874A/en not_active Expired - Lifetime
- 1974-10-16 ES ES431058A patent/ES431058A1/es not_active Expired
- 1974-10-16 AT AT828974A patent/AT336202B/de not_active IP Right Cessation
- 1974-10-16 ES ES431059A patent/ES431059A1/es not_active Expired
- 1974-10-16 AT AT828774A patent/AT335633B/de not_active IP Right Cessation
- 1974-10-16 ES ES431055A patent/ES431055A1/es not_active Expired
- 1974-10-16 AT AT828574A patent/AT335631B/de not_active IP Right Cessation
- 1974-10-16 AT AT828874A patent/AT335076B/de active
- 1974-10-16 ES ES431056A patent/ES431056A1/es not_active Expired
- 1974-10-16 AT AT829074A patent/AT335634B/de not_active IP Right Cessation
- 1974-10-16 ES ES431057A patent/ES431057A1/es not_active Expired
- 1974-10-16 AT AT828674A patent/AT335632B/de not_active IP Right Cessation
- 1974-10-16 ES ES431054A patent/ES431054A1/es not_active Expired
- 1974-10-24 CH CH1426274A patent/CH609046A5/xx not_active IP Right Cessation
- 1974-10-24 CH CH1426374A patent/CH609047A5/xx not_active IP Right Cessation
- 1974-10-24 YU YU2851/74A patent/YU36951B/xx unknown
- 1974-10-24 YU YU2853/74A patent/YU36952B/xx unknown
- 1974-10-24 CH CH1426574A patent/CH609340A5/xx not_active IP Right Cessation
- 1974-10-24 YU YU02852/74A patent/YU36519B/xx unknown
- 1974-10-24 PH PH16448A patent/PH11894A/en unknown
- 1974-10-24 YU YU2856/74A patent/YU36950B/xx unknown
- 1974-10-24 CH CH1426474A patent/CH609048A5/xx not_active IP Right Cessation
- 1974-10-24 YU YU2854/74A patent/YU36949B/xx unknown
- 1974-10-25 IL IL45938A patent/IL45938A/en unknown
- 1974-10-25 RO RO7480316A patent/RO65657A/ro unknown
- 1974-10-25 GB GB46323/74A patent/GB1482552A/en not_active Expired
- 1974-10-25 NO NO743845A patent/NO140859C/no unknown
- 1974-10-25 SU SU2069689A patent/SU508192A3/ru active
- 1974-10-25 RO RO7480314A patent/RO65655A/ro unknown
- 1974-10-25 CA CA212,340A patent/CA1056377A/en not_active Expired
- 1974-10-25 NL NL7413980A patent/NL7413980A/xx unknown
- 1974-10-25 BE BE149902A patent/BE821505A/xx not_active IP Right Cessation
- 1974-10-25 FI FI3141/74A patent/FI62079C/fi active
- 1974-10-25 IE IE2206/74A patent/IE41528B1/en unknown
- 1974-10-25 HU HU74BO1521A patent/HU176479B/hu unknown
- 1974-10-25 JP JP12261074A patent/JPS5738590B2/ja not_active Expired
- 1974-10-25 ZA ZA00746790A patent/ZA746790B/xx unknown
- 1974-10-25 CH CH1436974A patent/CH609685A5/xx not_active IP Right Cessation
- 1974-10-25 SU SU2070657A patent/SU508193A3/ru active
- 1974-10-25 SU SU7402069685A patent/SU578870A3/ru active
- 1974-10-25 BG BG028037A patent/BG27902A3/xx unknown
- 1974-10-25 CH CH1437074A patent/CH609686A5/xx not_active IP Right Cessation
- 1974-10-25 DK DK559874A patent/DK138325C/da not_active IP Right Cessation
- 1974-10-25 BG BG028036A patent/BG27901A3/xx unknown
- 1974-10-25 RO RO7480318A patent/RO65659A/ro unknown
- 1974-10-25 BG BG028038A patent/BG27903A3/xx unknown
- 1974-10-25 FR FR7435890A patent/FR2248838B1/fr not_active Expired
- 1974-10-25 SE SE7413485A patent/SE422791B/xx unknown
- 1974-10-25 RO RO7480317A patent/RO65658A/ro unknown
- 1974-10-25 DD DD181929A patent/DD115909A5/xx unknown
- 1974-10-25 SU SU2070713A patent/SU512707A3/ru active
- 1974-10-26 PL PL1974175143A patent/PL92052B1/pl unknown
- 1974-10-26 PL PL1974175144A patent/PL92086B1/pl unknown
- 1974-10-26 PL PL1974175142A patent/PL92053B1/pl unknown
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