CA2615926A1 - 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate and the crystalline forms thereof - Google Patents
3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate and the crystalline forms thereof Download PDFInfo
- Publication number
- CA2615926A1 CA2615926A1 CA002615926A CA2615926A CA2615926A1 CA 2615926 A1 CA2615926 A1 CA 2615926A1 CA 002615926 A CA002615926 A CA 002615926A CA 2615926 A CA2615926 A CA 2615926A CA 2615926 A1 CA2615926 A1 CA 2615926A1
- Authority
- CA
- Canada
- Prior art keywords
- cyclohex
- dimethylamino
- methyl
- formula
- crystalline form
- 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.)
- Abandoned
Links
- DYUBYVPYECCFFH-BTJKTKAUSA-N (z)-but-2-enedioic acid;3-[2-[(dimethylamino)methyl]cyclohexyl]phenol Chemical compound OC(=O)\C=C/C(O)=O.CN(C)CC1CCCCC1C1=CC=CC(O)=C1 DYUBYVPYECCFFH-BTJKTKAUSA-N 0.000 title claims 28
- 238000004519 manufacturing process Methods 0.000 claims abstract 5
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims 9
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical class OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 6
- 239000011976 maleic acid Substances 0.000 claims 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 6
- JIRYWFYYBBRJAN-UHFFFAOYSA-N 3-[2-[(dimethylamino)methyl]cyclohexyl]phenol Chemical class CN(C)CC1CCCCC1C1=CC=CC(O)=C1 JIRYWFYYBBRJAN-UHFFFAOYSA-N 0.000 claims 5
- 238000002441 X-ray diffraction Methods 0.000 claims 5
- 239000000203 mixture Substances 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 4
- 239000000843 powder Substances 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- 238000001237 Raman spectrum Methods 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 238000010586 diagram Methods 0.000 claims 2
- 239000000725 suspension Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 125000006222 dimethylaminomethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 239000011261 inert gas Substances 0.000 claims 1
- 239000008024 pharmaceutical diluent Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 229940124531 pharmaceutical excipient Drugs 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000011877 solvent mixture Substances 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- ARKPCUWVXCOCEC-UHFFFAOYSA-N C(C=C/C(=O)O)(=O)O.CN(C1C(CCCC1)(C=1C=C(C=CC1)O)C)C Chemical compound C(C=C/C(=O)O)(=O)O.CN(C1C(CCCC1)(C=1C=C(C=CC1)O)C)C ARKPCUWVXCOCEC-UHFFFAOYSA-N 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
Classifications
-
- 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
-
- 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
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- 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)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Pain & Pain Management (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Rheumatology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102005034974.9 | 2005-07-22 | ||
| DE102005034974A DE102005034974A1 (de) | 2005-07-22 | 2005-07-22 | Salz von Dimethylaminomethyl-phenyl-cyclohexan und dessen kristalline Formen |
| PCT/EP2006/007160 WO2007009792A1 (de) | 2005-07-22 | 2006-07-20 | 3-(2-(dimethylamino)methyl-(cyclohex-1-yl))phenol-maleat und dessen kristalline formen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2615926A1 true CA2615926A1 (en) | 2007-01-25 |
Family
ID=37084866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002615926A Abandoned CA2615926A1 (en) | 2005-07-22 | 2006-07-20 | 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate and the crystalline forms thereof |
Country Status (25)
| Country | Link |
|---|---|
| EP (1) | EP1881956B1 (enExample) |
| JP (1) | JP5205259B2 (enExample) |
| KR (1) | KR20080033436A (enExample) |
| CN (1) | CN101228110A (enExample) |
| AR (1) | AR057674A1 (enExample) |
| AT (1) | ATE431332T1 (enExample) |
| AU (1) | AU2006271856B2 (enExample) |
| BR (1) | BRPI0614057A2 (enExample) |
| CA (1) | CA2615926A1 (enExample) |
| CY (1) | CY1109208T1 (enExample) |
| DE (2) | DE102005034974A1 (enExample) |
| DK (1) | DK1881956T3 (enExample) |
| EC (1) | ECSP088088A (enExample) |
| ES (1) | ES2326493T3 (enExample) |
| HR (1) | HRP20090412T1 (enExample) |
| IL (1) | IL188897A (enExample) |
| MX (1) | MX2008000743A (enExample) |
| NO (1) | NO20080826L (enExample) |
| PE (1) | PE20070368A1 (enExample) |
| PL (1) | PL1881956T3 (enExample) |
| PT (1) | PT1881956E (enExample) |
| RU (1) | RU2434845C2 (enExample) |
| SI (1) | SI1881956T1 (enExample) |
| WO (1) | WO2007009792A1 (enExample) |
| ZA (1) | ZA200801703B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CL2008000070A1 (es) * | 2007-01-17 | 2008-07-25 | Lg Life Sciences Ltd | Monosal del acido maleico (3-[({1-[(2-amino-9h-purin-9-il)metil]ciclopropil}oxi)metil]-8,8-dimetil-3,7-dioxo-2,4,6-trioxa-3 lambda 5-fosfanon-1-il-pivalato; composicion farmaceutica que comprende a dicha monosal; y uso para el tratamiento del virus h |
| PT2240431T (pt) * | 2007-12-07 | 2017-05-03 | Gruenenthal Gmbh | Modificações cristalinas de (1r,2r)-3-(3-dimetilamino-1- etil-2-metil-propil)fenol |
| EP2085081A1 (de) | 2008-02-04 | 2009-08-05 | Grünenthal GmbH | 3-(2-Dimethylaminomethyl-cyclohexyl)-phenol gegen polyneuropathischen Schmerz |
Family Cites Families (3)
| 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 |
| DE10218862A1 (de) * | 2002-04-26 | 2003-11-06 | Gruenenthal Gmbh | Verfahren zur Chlorierung tertiärer Alkohole |
| DE10356362A1 (de) * | 2003-11-28 | 2005-06-23 | Grünenthal GmbH | Verwendung von 1-Phenyl-3-dimethylamino-propanverbindungen zur Therapie von Angststörungen |
-
2005
- 2005-07-22 DE DE102005034974A patent/DE102005034974A1/de not_active Withdrawn
-
2006
- 2006-07-20 KR KR1020087004229A patent/KR20080033436A/ko not_active Abandoned
- 2006-07-20 MX MX2008000743A patent/MX2008000743A/es active IP Right Grant
- 2006-07-20 SI SI200630355T patent/SI1881956T1/sl unknown
- 2006-07-20 RU RU2008106455/04A patent/RU2434845C2/ru not_active IP Right Cessation
- 2006-07-20 EP EP06776325A patent/EP1881956B1/de active Active
- 2006-07-20 PL PL06776325T patent/PL1881956T3/pl unknown
- 2006-07-20 DK DK06776325T patent/DK1881956T3/da active
- 2006-07-20 HR HR20090412T patent/HRP20090412T1/hr unknown
- 2006-07-20 PT PT06776325T patent/PT1881956E/pt unknown
- 2006-07-20 ES ES06776325T patent/ES2326493T3/es active Active
- 2006-07-20 AU AU2006271856A patent/AU2006271856B2/en not_active Ceased
- 2006-07-20 CN CNA2006800267177A patent/CN101228110A/zh active Pending
- 2006-07-20 PE PE2006000873A patent/PE20070368A1/es not_active Application Discontinuation
- 2006-07-20 BR BRPI0614057-2A patent/BRPI0614057A2/pt not_active IP Right Cessation
- 2006-07-20 WO PCT/EP2006/007160 patent/WO2007009792A1/de not_active Ceased
- 2006-07-20 CA CA002615926A patent/CA2615926A1/en not_active Abandoned
- 2006-07-20 JP JP2008521894A patent/JP5205259B2/ja not_active Expired - Fee Related
- 2006-07-20 AT AT06776325T patent/ATE431332T1/de active
- 2006-07-20 DE DE502006003728T patent/DE502006003728D1/de active Active
- 2006-07-21 AR ARP060103155A patent/AR057674A1/es not_active Application Discontinuation
-
2008
- 2008-01-08 EC EC2008008088A patent/ECSP088088A/es unknown
- 2008-01-21 IL IL188897A patent/IL188897A/en not_active IP Right Cessation
- 2008-02-15 NO NO20080826A patent/NO20080826L/no not_active Application Discontinuation
- 2008-02-21 ZA ZA200801703A patent/ZA200801703B/xx unknown
-
2009
- 2009-07-03 CY CY20091100706T patent/CY1109208T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PT1881956E (pt) | 2009-06-26 |
| MX2008000743A (es) | 2008-03-10 |
| DK1881956T3 (da) | 2009-09-07 |
| DE502006003728D1 (de) | 2009-06-25 |
| EP1881956B1 (de) | 2009-05-13 |
| RU2008106455A (ru) | 2009-08-27 |
| HRP20090412T1 (hr) | 2009-09-30 |
| HK1112612A1 (zh) | 2008-09-12 |
| NO20080826L (no) | 2008-02-20 |
| IL188897A (en) | 2012-12-31 |
| SI1881956T1 (sl) | 2009-10-31 |
| ECSP088088A (es) | 2008-02-20 |
| EP1881956A1 (de) | 2008-01-30 |
| JP5205259B2 (ja) | 2013-06-05 |
| PL1881956T3 (pl) | 2009-10-30 |
| PE20070368A1 (es) | 2007-05-12 |
| ES2326493T3 (es) | 2009-10-13 |
| AR057674A1 (es) | 2007-12-12 |
| BRPI0614057A2 (pt) | 2012-12-11 |
| KR20080033436A (ko) | 2008-04-16 |
| CN101228110A (zh) | 2008-07-23 |
| CY1109208T1 (el) | 2014-07-02 |
| WO2007009792A1 (de) | 2007-01-25 |
| JP2009502757A (ja) | 2009-01-29 |
| ZA200801703B (en) | 2009-08-26 |
| RU2434845C2 (ru) | 2011-11-27 |
| ATE431332T1 (de) | 2009-05-15 |
| DE102005034974A1 (de) | 2007-04-19 |
| IL188897A0 (en) | 2008-04-13 |
| AU2006271856B2 (en) | 2012-03-01 |
| AU2006271856A1 (en) | 2007-01-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |
Effective date: 20140918 |