NO312362B1 - Naftylforbindelser, intermediater og anvendelse av disse for fremstilling av farmasöytisk preparat - Google Patents
Naftylforbindelser, intermediater og anvendelse av disse for fremstilling av farmasöytisk preparat Download PDFInfo
- Publication number
- NO312362B1 NO312362B1 NO19990913A NO990913A NO312362B1 NO 312362 B1 NO312362 B1 NO 312362B1 NO 19990913 A NO19990913 A NO 19990913A NO 990913 A NO990913 A NO 990913A NO 312362 B1 NO312362 B1 NO 312362B1
- Authority
- NO
- Norway
- Prior art keywords
- ppm
- alkyl
- formula
- compound
- piperidinyl
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 25
- 239000000825 pharmaceutical preparation Substances 0.000 title claims description 6
- 125000001624 naphthyl group Chemical group 0.000 title description 9
- 239000000543 intermediate Substances 0.000 title description 8
- 150000001875 compounds Chemical class 0.000 claims description 116
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 33
- 150000003839 salts Chemical class 0.000 claims description 32
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 125000006239 protecting group Chemical group 0.000 claims description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 13
- 239000001257 hydrogen Substances 0.000 claims description 13
- BRVPVMGUXPKQIJ-UHFFFAOYSA-N 1-[2-[4-[6-methoxy-2-(3-methoxyphenyl)naphthalen-1-yl]oxyphenoxy]ethyl]piperidine;hydrochloride Chemical compound Cl.COC1=CC=CC(C=2C(=C3C=CC(OC)=CC3=CC=2)OC=2C=CC(OCCN3CCCCC3)=CC=2)=C1 BRVPVMGUXPKQIJ-UHFFFAOYSA-N 0.000 claims description 6
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims description 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 5
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- 230000024279 bone resorption Effects 0.000 claims description 5
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- 206010065687 Bone loss Diseases 0.000 claims description 4
- 230000009245 menopause Effects 0.000 claims description 4
- OOLAWHQAOCUWNR-UHFFFAOYSA-N 1-[2-[4-[2-(3-methoxyphenyl)naphthalen-1-yl]oxyphenoxy]ethyl]piperidine;hydrochloride Chemical compound Cl.COC1=CC=CC(C=2C(=C3C=CC=CC3=CC=2)OC=2C=CC(OCCN3CCCCC3)=CC=2)=C1 OOLAWHQAOCUWNR-UHFFFAOYSA-N 0.000 claims description 3
- UXVPZLIJFAYJBI-UHFFFAOYSA-N 6-(3-methoxyphenyl)-5-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-ol;hydrochloride Chemical compound Cl.COC1=CC=CC(C=2C(=C3C=CC(O)=CC3=CC=2)OC=2C=CC(OCCN3CCCCC3)=CC=2)=C1 UXVPZLIJFAYJBI-UHFFFAOYSA-N 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 3
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- BUMJLYMIAPQNMD-UHFFFAOYSA-N 3-[1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-yl]phenol;hydrochloride Chemical compound Cl.OC1=CC=CC(C=2C(=C3C=CC=CC3=CC=2)OC=2C=CC(OCCN3CCCCC3)=CC=2)=C1 BUMJLYMIAPQNMD-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 2
- 238000009806 oophorectomy Methods 0.000 claims description 2
- WREASURALBOMMI-UHFFFAOYSA-N 3-[6-methoxy-1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-yl]phenol;hydrochloride Chemical compound Cl.C=1C=CC(O)=CC=1C=1C=CC2=CC(OC)=CC=C2C=1OC(C=C1)=CC=C1OCCN1CCCCC1 WREASURALBOMMI-UHFFFAOYSA-N 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 56
- 239000000243 solution Substances 0.000 description 39
- 239000002904 solvent Substances 0.000 description 37
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- 239000000047 product Substances 0.000 description 14
- 238000009472 formulation Methods 0.000 description 13
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- 230000000694 effects Effects 0.000 description 12
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 10
- 239000000583 progesterone congener Substances 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 9
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- HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- BFPYWIDHMRZLRN-SLHNCBLASA-N Ethinyl estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 BFPYWIDHMRZLRN-SLHNCBLASA-N 0.000 description 8
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Classifications
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- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/546—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings polycyclic
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- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
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- C07C41/26—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
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- C07C41/01—Preparation of ethers
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- C07C41/28—Preparation of ethers by reactions not forming ether-oxygen bonds from acetals, e.g. by dealcoholysis
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- C07C43/02—Ethers
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- C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
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- C07C43/257—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings
- C07C43/295—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings containing hydroxy or O-metal groups
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- C07C45/46—Friedel-Crafts reactions
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- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
- C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
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- C—CHEMISTRY; METALLURGY
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- C07C47/00—Compounds having —CHO groups
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- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
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- C—CHEMISTRY; METALLURGY
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- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
- C07C49/755—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups a keto group being part of a condensed ring system with two or three rings, at least one ring being a six-membered aromatic ring
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- C07C67/10—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond
- C07C67/11—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond being mineral ester groups
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
- C07C67/293—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
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- C07C67/317—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/017—Esters of hydroxy compounds having the esterified hydroxy group bound to a carbon atom of a six-membered aromatic ring
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
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- Chemical & Material Sciences (AREA)
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- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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- Life Sciences & Earth Sciences (AREA)
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- Physical Education & Sports Medicine (AREA)
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- Diabetes (AREA)
- Oil, Petroleum & Natural Gas (AREA)
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- Obesity (AREA)
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US2512596P | 1996-08-29 | 1996-08-29 | |
PCT/US1997/014896 WO1998008797A1 (en) | 1996-08-29 | 1997-08-22 | Naphthyl compounds, intermediates, compositions, and methods of use |
Publications (3)
Publication Number | Publication Date |
---|---|
NO990913D0 NO990913D0 (no) | 1999-02-25 |
NO990913L NO990913L (no) | 1999-02-25 |
NO312362B1 true NO312362B1 (no) | 2002-04-29 |
Family
ID=21824180
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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NO19990913A NO312362B1 (no) | 1996-08-29 | 1999-02-25 | Naftylforbindelser, intermediater og anvendelse av disse for fremstilling av farmasöytisk preparat |
Country Status (31)
Country | Link |
---|---|
US (3) | US6593345B1 (ru) |
EP (1) | EP0826679B1 (ru) |
JP (1) | JP4170396B2 (ru) |
KR (1) | KR20000035940A (ru) |
CN (1) | CN1121385C (ru) |
AR (2) | AR009320A1 (ru) |
AT (1) | ATE209195T1 (ru) |
AU (1) | AU721467B2 (ru) |
BR (1) | BR9711440A (ru) |
CA (1) | CA2264002C (ru) |
CO (1) | CO4920221A1 (ru) |
CZ (1) | CZ50099A3 (ru) |
DE (1) | DE69708418T2 (ru) |
DK (1) | DK0826679T3 (ru) |
EA (1) | EA001600B1 (ru) |
ES (1) | ES2163715T3 (ru) |
HU (1) | HUP0000203A3 (ru) |
ID (1) | ID19392A (ru) |
IL (1) | IL128614A0 (ru) |
IN (1) | IN183070B (ru) |
MY (1) | MY127474A (ru) |
NO (1) | NO312362B1 (ru) |
NZ (1) | NZ334184A (ru) |
PE (1) | PE108798A1 (ru) |
PL (1) | PL189379B1 (ru) |
PT (1) | PT826679E (ru) |
TR (1) | TR199900384T2 (ru) |
TW (1) | TW407150B (ru) |
WO (1) | WO1998008797A1 (ru) |
YU (1) | YU9199A (ru) |
ZA (1) | ZA977619B (ru) |
Families Citing this family (11)
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ID19392A (id) * | 1996-08-29 | 1998-07-09 | Lilly Co Eli | Senyawa naftil dan bahan pertengahan serta komposisi dan metode penggunaan |
EP1113007A1 (en) | 1999-12-24 | 2001-07-04 | Pfizer Inc. | Tetrahydroisoquinoline compounds as estrogen agonists/antagonists |
AU2002228595A1 (en) | 2000-11-28 | 2002-06-11 | Eli Lilly And Company | Synthesis of 2-aryl-1-naphthol derivatives via a tandem palladium catalyzed arylation and dehydrogenation |
WO2002094268A1 (en) | 2001-05-22 | 2002-11-28 | Eli Lilly And Company | Tetrahydroquinolin derivatives for the inhibition of diseases associated with estrogen deprivation or with an aberrant physiological response to endogenous estrogen |
WO2002094788A1 (en) | 2001-05-22 | 2002-11-28 | Eli Lilly And Company | 2-substituted 1,2,3,4-tetrahydroquinolines and derivatives thereof, compositions and methods |
CA2490580C (en) | 2002-07-22 | 2012-12-11 | Eli Lilly And Company | Selective estrogen receptor modulators containing a naphthalene group |
CN1910167B (zh) * | 2004-01-22 | 2011-08-10 | 伊莱利利公司 | 用于治疗血管舒缩症状的选择性雌激素受体调节剂 |
ATE476428T1 (de) * | 2004-01-22 | 2010-08-15 | Lilly Co Eli | Selektive modulatoren des östrogenrezeptors zur behandlung von vasomotorischen symptomen |
JP2008503588A (ja) * | 2004-06-22 | 2008-02-07 | スミスクライン ビーチャム コーポレーション | 化学化合物 |
US20080200507A1 (en) * | 2005-07-29 | 2008-08-21 | Jeanette Tower Dunlap | Crystalline Non-Solvated Methanesulfonic Acid Salt of 1-(4-(2-Piperidinylethoxy)Phenoxy)-2-(3-Hydroxyphenyl)-6-Hydroxynaphthalene |
US20090102679A1 (en) * | 2007-10-19 | 2009-04-23 | Optimal Innovations Inc. | Infrastructure device with removable face plate for remote operation |
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US3274213A (en) * | 1961-09-05 | 1966-09-20 | Upjohn Co | Alkoxy-substituted 2-phenyl-1-(tertiary-aminoalkoxy)phenyl-3, 4-dihydronaphthalenes |
US3522319A (en) | 1964-01-23 | 1970-07-28 | Ciba Geigy Corp | Phenol substituted tetrahydronaphthalenes useful as estrogenics |
GB1138163A (en) | 1965-05-21 | 1968-12-27 | Bristol Myers Co | Benzothiophene derivatives having anti-fertility properties |
US3394125A (en) | 1965-10-23 | 1968-07-23 | Bristol Myers Co | 2-phenyl-3-tertiary-aminoalkoxy phenyl-and corresponding tertiaryaminoalkyl thio benzfurans substituted in the benzo nucleus with an alkoxy or tertiaryamino alkoxy or alkylthio group |
US4133814A (en) | 1975-10-28 | 1979-01-09 | Eli Lilly And Company | 2-Phenyl-3-aroylbenzothiophenes useful as antifertility agents |
US4230862A (en) | 1975-10-28 | 1980-10-28 | Eli Lilly And Company | Antifertility compounds |
US4380635A (en) | 1981-04-03 | 1983-04-19 | Eli Lilly And Company | Synthesis of acylated benzothiophenes |
US4418068A (en) | 1981-04-03 | 1983-11-29 | Eli Lilly And Company | Antiestrogenic and antiandrugenic benzothiophenes |
US4358593A (en) | 1981-04-03 | 1982-11-09 | Eli Lilly And Company | Process for preparing 3-(4-aminoethoxybenzoyl)benzo[b]thiophenes |
PH18628A (en) | 1981-04-03 | 1985-08-23 | Lilly Co Eli | "6-hydroxy-2-(4-hydroxyphenyl)-3 4-(2- piperidine or 3-methylpyrollidine -benzo b thiophene compounds |
GB8705174D0 (en) | 1987-03-05 | 1987-04-08 | Ici Plc | Heterocyclic compounds |
DE3722564A1 (de) | 1987-07-08 | 1989-01-19 | Andreas Szabados | Filtrationseinheit, insbesondere fuer medizinische proben |
US5395842A (en) * | 1988-10-31 | 1995-03-07 | Endorecherche Inc. | Anti-estrogenic compounds and compositions |
DE4117512A1 (de) | 1991-05-25 | 1992-11-26 | Schering Ag | 2-phenylbenzo(b)furane und -thiophene, verfahren zu deren herstellung und diese enthaltende pharmazeutische praeparate |
JP3157882B2 (ja) | 1991-11-15 | 2001-04-16 | 帝国臓器製薬株式会社 | 新規なベンゾチオフエン誘導体 |
US6756388B1 (en) * | 1993-10-12 | 2004-06-29 | Pfizer Inc. | Benzothiophenes and related compounds as estrogen agonists |
US7501441B1 (en) * | 1994-09-20 | 2009-03-10 | Eli Lilly And Company | Naphthyl compounds, intermediates, processes, compositions, and methods |
US5552412A (en) * | 1995-01-09 | 1996-09-03 | Pfizer Inc | 5-substitued-6-cyclic-5,6,7,8-tetrahydronaphthalen2-ol compounds which are useful for treating osteoporosis |
US5998401A (en) * | 1995-02-28 | 1999-12-07 | Eli Lilly And Company | Naphthyl compounds, intermediates, compositions, and methods |
US5510357A (en) * | 1995-02-28 | 1996-04-23 | Eli Lilly And Company | Benzothiophene compounds as anti-estrogenic agents |
ID19392A (id) * | 1996-08-29 | 1998-07-09 | Lilly Co Eli | Senyawa naftil dan bahan pertengahan serta komposisi dan metode penggunaan |
CA2217810A1 (en) | 1996-10-10 | 1998-04-10 | Eli Lilly And Company | 2-aryl-3-aminoaryloxynaphthyl compounds, intermediates, compositions and methods |
US5916916A (en) | 1996-10-10 | 1999-06-29 | Eli Lilly And Company | 1-aryloxy-2-arylnaphthyl compounds, intermediates, compositions, and methods |
CA2215647A1 (en) | 1996-10-24 | 1998-04-24 | Eli Lilly And Company | Naphthyl compounds, compositions, and methods |
AU8683398A (en) | 1997-08-07 | 1999-03-01 | Eli Lilly And Company | 1-{4-(substituted alkoxy)benzyl}naphthalene compounds having estrogen inhibitoryactivity |
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1997
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- 1997-08-22 PL PL97331898A patent/PL189379B1/pl not_active IP Right Cessation
- 1997-08-22 EA EA199900238A patent/EA001600B1/ru not_active IP Right Cessation
- 1997-08-22 IL IL12861497A patent/IL128614A0/xx unknown
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- 1997-08-22 HU HU0000203A patent/HUP0000203A3/hu unknown
- 1997-08-22 JP JP51177698A patent/JP4170396B2/ja not_active Expired - Fee Related
- 1997-08-22 WO PCT/US1997/014896 patent/WO1998008797A1/en active Application Filing
- 1997-08-22 BR BR9711440A patent/BR9711440A/pt active Search and Examination
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- 1997-08-22 KR KR1019997001681A patent/KR20000035940A/ko not_active Application Discontinuation
- 1997-08-22 AU AU43284/97A patent/AU721467B2/en not_active Ceased
- 1997-08-22 CZ CZ99500A patent/CZ50099A3/cs unknown
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- 1997-08-25 PE PE1997000755A patent/PE108798A1/es not_active Application Discontinuation
- 1997-08-25 IN IN1556CA1997 patent/IN183070B/en unknown
- 1997-08-25 ZA ZA977619A patent/ZA977619B/xx unknown
- 1997-08-25 AR ARP970103850A patent/AR009320A1/es active IP Right Grant
- 1997-08-25 AR ARP970103849A patent/AR009319A1/es unknown
- 1997-08-27 US US08/921,625 patent/US6593345B1/en not_active Expired - Fee Related
- 1997-08-27 PT PT97306544T patent/PT826679E/pt unknown
- 1997-08-27 CO CO97049470A patent/CO4920221A1/es unknown
- 1997-08-27 DE DE69708418T patent/DE69708418T2/de not_active Expired - Lifetime
- 1997-08-27 EP EP97306544A patent/EP0826679B1/en not_active Expired - Lifetime
- 1997-08-27 AT AT97306544T patent/ATE209195T1/de not_active IP Right Cessation
- 1997-08-27 DK DK97306544T patent/DK0826679T3/da active
- 1997-08-27 TW TW086112329A patent/TW407150B/zh not_active IP Right Cessation
- 1997-08-27 ES ES97306544T patent/ES2163715T3/es not_active Expired - Lifetime
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1999
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