ZA200501428B - 1-Phenyl-12-dimethylaminomethyl cyclohexane compounds used for the therapy of depressive symptoms, pain, and incontinence - Google Patents
1-Phenyl-12-dimethylaminomethyl cyclohexane compounds used for the therapy of depressive symptoms, pain, and incontinence Download PDFInfo
- Publication number
- ZA200501428B ZA200501428B ZA200501428A ZA200501428A ZA200501428B ZA 200501428 B ZA200501428 B ZA 200501428B ZA 200501428 A ZA200501428 A ZA 200501428A ZA 200501428 A ZA200501428 A ZA 200501428A ZA 200501428 B ZA200501428 B ZA 200501428B
- Authority
- ZA
- South Africa
- Prior art keywords
- cyclohexyl
- dimethylaminomethyl
- phenyl
- phenol
- methoxy
- Prior art date
Links
- 208000002193 Pain Diseases 0.000 title claims description 31
- 230000036407 pain Effects 0.000 title claims description 20
- 238000002560 therapeutic procedure Methods 0.000 title description 8
- 206010021639 Incontinence Diseases 0.000 title description 2
- 206010054089 Depressive symptom Diseases 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 35
- 150000003839 salts Chemical class 0.000 claims description 35
- 239000000126 substance Substances 0.000 claims description 34
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- 238000000034 method Methods 0.000 claims description 22
- -1 (1R,2R)-3-(2-dimethylaminomethyl-cyclohexyl) - phenol N-oxide Chemical class 0.000 claims description 21
- 238000002360 preparation method Methods 0.000 claims description 21
- JIRYWFYYBBRJAN-ZFWWWQNUSA-N faxeladol Chemical compound CN(C)C[C@@H]1CCCC[C@H]1C1=CC=CC(O)=C1 JIRYWFYYBBRJAN-ZFWWWQNUSA-N 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 17
- 239000002207 metabolite Substances 0.000 claims description 17
- VTXTVLAQPBIPPF-UHFFFAOYSA-N 1-[2-(3-methoxyphenyl)cyclohexyl]-n,n-dimethylmethanamine Chemical compound COC1=CC=CC(C2C(CCCC2)CN(C)C)=C1 VTXTVLAQPBIPPF-UHFFFAOYSA-N 0.000 claims description 16
- JIRYWFYYBBRJAN-UHFFFAOYSA-N 3-[2-[(dimethylamino)methyl]cyclohexyl]phenol Chemical compound CN(C)CC1CCCCC1C1=CC=CC(O)=C1 JIRYWFYYBBRJAN-UHFFFAOYSA-N 0.000 claims description 13
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- CKMPEIWYGQTXJB-STQMWFEESA-N 4-[(1r,2r)-2-[(dimethylamino)methyl]cyclohexyl]benzene-1,2-diol Chemical compound CN(C)C[C@@H]1CCCC[C@H]1C1=CC=C(O)C(O)=C1 CKMPEIWYGQTXJB-STQMWFEESA-N 0.000 claims description 12
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- VTXTVLAQPBIPPF-HOCLYGCPSA-N 1-[(1r,2r)-2-(3-methoxyphenyl)cyclohexyl]-n,n-dimethylmethanamine Chemical compound COC1=CC=CC([C@H]2[C@@H](CCCC2)CN(C)C)=C1 VTXTVLAQPBIPPF-HOCLYGCPSA-N 0.000 claims description 10
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- FMGWPVLPVFJEAH-QXASIPDLSA-N 6-[3-[(1r,2r)-2-[(dimethylamino)methyl]cyclohexyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CN(C)C[C@@H]1CCCC[C@H]1C1=CC=CC(OC2C(C(O)C(O)C(O2)C(O)=O)O)=C1 FMGWPVLPVFJEAH-QXASIPDLSA-N 0.000 claims description 9
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- WMRBLCTVXONZBT-AAEUAGOBSA-N 3-[(1r,2r)-2-(aminomethyl)cyclohexyl]phenol Chemical compound NC[C@@H]1CCCC[C@H]1C1=CC=CC(O)=C1 WMRBLCTVXONZBT-AAEUAGOBSA-N 0.000 claims description 7
- WMRBLCTVXONZBT-UHFFFAOYSA-N 3-[2-(aminomethyl)cyclohexyl]phenol Chemical compound NCC1CCCCC1C1=CC=CC(O)=C1 WMRBLCTVXONZBT-UHFFFAOYSA-N 0.000 claims description 7
- FMGWPVLPVFJEAH-UHFFFAOYSA-N 6-[3-[2-[(dimethylamino)methyl]cyclohexyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CN(C)CC1CCCCC1C1=CC=CC(OC2C(C(O)C(O)C(O2)C(O)=O)O)=C1 FMGWPVLPVFJEAH-UHFFFAOYSA-N 0.000 claims description 7
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- NPZGGTZKFXTTSR-UHFFFAOYSA-N [3-[2-[(dimethylamino)methyl]cyclohexyl]phenyl] hydrogen sulfate Chemical compound CN(C)CC1CCCCC1C1=CC=CC(OS(O)(=O)=O)=C1 NPZGGTZKFXTTSR-UHFFFAOYSA-N 0.000 claims description 7
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- UMDGVFXQBMCYNZ-JSGCOSHPSA-N [(1r,2r)-2-(3-methoxyphenyl)cyclohexyl]methanamine Chemical compound COC1=CC=CC([C@H]2[C@@H](CCCC2)CN)=C1 UMDGVFXQBMCYNZ-JSGCOSHPSA-N 0.000 claims description 6
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- 150000004677 hydrates Chemical class 0.000 claims description 6
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- DQCKKXVULJGBQN-XFWGSAIBSA-N naltrexone Chemical compound N1([C@@H]2CC3=CC=C(C=4O[C@@H]5[C@](C3=4)([C@]2(CCC5=O)O)CC1)O)CC1CC1 DQCKKXVULJGBQN-XFWGSAIBSA-N 0.000 description 1
- 229960003086 naltrexone Drugs 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
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- 229940060184 oil ingredients Drugs 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
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- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000008024 pharmaceutical diluent Substances 0.000 description 1
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 235000013809 polyvinylpolypyrrolidone Nutrition 0.000 description 1
- 229920000523 polyvinylpolypyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 235000007715 potassium iodide Nutrition 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 239000013558 reference substance Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 230000000697 serotonin reuptake Effects 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000001540 sodium lactate Substances 0.000 description 1
- 235000011088 sodium lactate Nutrition 0.000 description 1
- 229940005581 sodium lactate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229960004274 stearic acid Drugs 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229960004380 tramadol Drugs 0.000 description 1
- TVYLLZQTGLZFBW-GOEBONIOSA-N tramadol Natural products COC1=CC=CC([C@@]2(O)[C@@H](CCCC2)CN(C)C)=C1 TVYLLZQTGLZFBW-GOEBONIOSA-N 0.000 description 1
- 239000003204 tranquilizing agent Substances 0.000 description 1
- 230000002936 tranquilizing effect Effects 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- 229940057977 zinc stearate Drugs 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D309/08—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/10—Oxygen atoms
-
- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- 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
-
- 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
-
- 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
- A61P25/24—Antidepressants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/48—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/64—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/74—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C291/00—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00
- C07C291/02—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds
- C07C291/04—Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds containing amino-oxide bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C305/00—Esters of sulfuric acids
- C07C305/22—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to carbon atoms of six-membered aromatic rings
- C07C305/24—Esters of sulfuric acids having oxygen atoms of sulfate groups bound to carbon atoms of six-membered aromatic rings of non-condensed six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Pain & Pain Management (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Psychiatry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10233048A DE10233048A1 (de) | 2002-07-19 | 2002-07-19 | Verwendung von 1-Phenyl-3dimethylamino-propanverbindungen zur Therapie von depressiven Symptomatiken |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200501428B true ZA200501428B (en) | 2006-09-27 |
Family
ID=29796483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200501428A ZA200501428B (en) | 2002-07-19 | 2005-02-17 | 1-Phenyl-12-dimethylaminomethyl cyclohexane compounds used for the therapy of depressive symptoms, pain, and incontinence |
Country Status (26)
| Country | Link |
|---|---|
| EP (1) | EP1530462B1 (pt) |
| JP (1) | JP4616644B2 (pt) |
| KR (1) | KR101056343B1 (pt) |
| CN (1) | CN1697651B (pt) |
| AR (1) | AR040574A1 (pt) |
| AT (1) | ATE491442T1 (pt) |
| AU (1) | AU2003263179B2 (pt) |
| BR (1) | BR0312854A (pt) |
| CA (1) | CA2492876C (pt) |
| CO (1) | CO5680411A2 (pt) |
| CY (1) | CY1111607T1 (pt) |
| DE (2) | DE10233048A1 (pt) |
| DK (1) | DK1530462T3 (pt) |
| EC (1) | ECSP055583A (pt) |
| ES (1) | ES2357947T3 (pt) |
| HK (1) | HK1075843A1 (pt) |
| IL (2) | IL166363A (pt) |
| MX (1) | MXPA05000791A (pt) |
| NO (1) | NO333812B1 (pt) |
| PE (1) | PE20050126A1 (pt) |
| PL (1) | PL214703B1 (pt) |
| PT (1) | PT1530462E (pt) |
| RU (1) | RU2387446C2 (pt) |
| SI (1) | SI1530462T1 (pt) |
| WO (1) | WO2004009067A1 (pt) |
| ZA (1) | ZA200501428B (pt) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LT1562567T (lt) * | 2002-11-22 | 2017-08-25 | Grünenthal GmbH | Pasirinktų analgetikų ir cox-ii slopiklių derinys |
| DE10356362A1 (de) * | 2003-11-28 | 2005-06-23 | Grünenthal GmbH | Verwendung von 1-Phenyl-3-dimethylamino-propanverbindungen zur Therapie von Angststörungen |
| WO2006038084A1 (en) * | 2004-10-01 | 2006-04-13 | Neurocure Ltd | Use of pharmaceutical compositions of lofepramine for the treatment of adhd, cfs, fm and depression |
| DE102005034973A1 (de) * | 2005-07-22 | 2007-02-15 | Grünenthal GmbH | Salz von Dimethylaminomethyl-phenyl-cyclohexan und dessen kristalline Formen |
| EP2336103A3 (de) * | 2005-07-22 | 2011-07-20 | Grünenthal GmbH | HCL-Polymorphe von 3-[2-(Dimethylamino)methyl-(cyclohex-1-yl)]phenol |
| EP2154962A4 (en) * | 2007-05-31 | 2012-08-15 | Sepracor Inc | PHENYL-SUBSTITUTED CYCLOALKYLAMINE AS A MONOAMINE RECOVERY INHIBITOR |
| EP2085081A1 (de) | 2008-02-04 | 2009-08-05 | Grünenthal GmbH | 3-(2-Dimethylaminomethyl-cyclohexyl)-phenol gegen polyneuropathischen Schmerz |
| US20110295038A1 (en) * | 2010-05-28 | 2011-12-01 | Gruenenthal Gmbh | Process for the Preparation of Substituted 1-aminomethyl-2-phenyl-cyclohexane Compounds |
| WO2012100423A1 (en) * | 2011-01-27 | 2012-08-02 | Eli Lilly And Company | Analgesic compounds, methods, and formulations |
| US8853393B2 (en) | 2011-07-29 | 2014-10-07 | Anhui New Star Pharmaceutical Development Co., Ltd. | Intermediate for preparing tapentadol or analogues thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19525137C2 (de) * | 1995-07-11 | 2003-02-27 | Gruenenthal Gmbh | 6-Dimethylaminomethyl-1-phenyl-cyclohexanverbin -dungen als Zwischenprodukte zur Herstellung pharmazeutischer Wirkstoffe |
| PE20010623A1 (es) * | 1999-10-05 | 2001-07-07 | Gruenenthal Chemie | Uso de (+)-tramadol y/o o-demetiltramadol para tratamiento de urgencia urinaria incrementada y/o incontinencia urinaria |
| JP2001233762A (ja) * | 2000-02-21 | 2001-08-28 | Gruenenthal Gmbh | Ｏ−デスメチル−ｎ−モノ−デスメチル−トラマドールの使用方法 |
| DE10059411A1 (de) * | 2000-11-30 | 2002-06-13 | Gruenenthal Gmbh | Verwendung von 6-Dimethylaminomethyl-1-phenyl-cyclohexanverbindungen zur Therapie der Harninkontinenz |
-
2002
- 2002-07-19 DE DE10233048A patent/DE10233048A1/de not_active Ceased
-
2003
- 2003-07-15 AR AR20030102542A patent/AR040574A1/es unknown
- 2003-07-16 RU RU2005104821/04A patent/RU2387446C2/ru not_active IP Right Cessation
- 2003-07-16 WO PCT/EP2003/007720 patent/WO2004009067A1/de active Application Filing
- 2003-07-16 EP EP03765006A patent/EP1530462B1/de not_active Expired - Lifetime
- 2003-07-16 CA CA2492876A patent/CA2492876C/en not_active Expired - Fee Related
- 2003-07-16 JP JP2004522472A patent/JP4616644B2/ja not_active Expired - Fee Related
- 2003-07-16 MX MXPA05000791A patent/MXPA05000791A/es active IP Right Grant
- 2003-07-16 CN CN038218631A patent/CN1697651B/zh not_active Expired - Fee Related
- 2003-07-16 PL PL375629A patent/PL214703B1/pl not_active IP Right Cessation
- 2003-07-16 ES ES03765006T patent/ES2357947T3/es not_active Expired - Lifetime
- 2003-07-16 SI SI200331941T patent/SI1530462T1/sl unknown
- 2003-07-16 PT PT03765006T patent/PT1530462E/pt unknown
- 2003-07-16 DK DK03765006.6T patent/DK1530462T3/da active
- 2003-07-16 DE DE50313329T patent/DE50313329D1/de not_active Expired - Lifetime
- 2003-07-16 KR KR1020057001008A patent/KR101056343B1/ko not_active IP Right Cessation
- 2003-07-16 AT AT03765006T patent/ATE491442T1/de active
- 2003-07-16 AU AU2003263179A patent/AU2003263179B2/en not_active Ceased
- 2003-07-16 BR BR0312854-7A patent/BR0312854A/pt not_active IP Right Cessation
- 2003-07-17 PE PE2003000715A patent/PE20050126A1/es not_active Application Discontinuation
-
2005
- 2005-01-18 CO CO05003430A patent/CO5680411A2/es not_active Application Discontinuation
- 2005-01-18 IL IL166363A patent/IL166363A/en not_active IP Right Cessation
- 2005-02-01 EC EC2005005583A patent/ECSP055583A/es unknown
- 2005-02-17 ZA ZA200501428A patent/ZA200501428B/en unknown
- 2005-02-17 NO NO20050861A patent/NO333812B1/no not_active IP Right Cessation
- 2005-11-10 HK HK05110027.1A patent/HK1075843A1/xx not_active IP Right Cessation
-
2010
- 2010-12-06 IL IL209789A patent/IL209789A0/en unknown
-
2011
- 2011-02-08 CY CY20111100144T patent/CY1111607T1/el unknown
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