JP2005539045A5 - - Google Patents
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- Publication number
- JP2005539045A5 JP2005539045A5 JP2004532233A JP2004532233A JP2005539045A5 JP 2005539045 A5 JP2005539045 A5 JP 2005539045A5 JP 2004532233 A JP2004532233 A JP 2004532233A JP 2004532233 A JP2004532233 A JP 2004532233A JP 2005539045 A5 JP2005539045 A5 JP 2005539045A5
- Authority
- JP
- Japan
- Prior art keywords
- dioxan
- propylcarbamate
- trans
- general formula
- group
- 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.)
- Granted
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- -1 trifluoromethoxy, benzyloxy Chemical group 0.000 claims description 34
- 150000001875 compounds Chemical class 0.000 claims description 21
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 15
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 13
- 150000001412 amines Chemical class 0.000 claims description 6
- 238000007098 aminolysis reaction Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 16
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 16
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 10
- 125000004093 cyano group Chemical group *C#N 0.000 claims 10
- 125000005843 halogen group Chemical group 0.000 claims 10
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 8
- 239000012453 solvate Substances 0.000 claims 8
- 125000000979 2-amino-2-oxoethyl group Chemical group [H]C([*])([H])C(=O)N([H])[H] 0.000 claims 7
- 239000002253 acid Substances 0.000 claims 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- 125000001624 naphthyl group Chemical group 0.000 claims 7
- 238000007792 addition Methods 0.000 claims 6
- 125000006555 (C3-C5) cycloalkyl group Chemical group 0.000 claims 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 3
- OGKKHZMANPWMSD-UHFFFAOYSA-N (2-amino-2-oxoethyl) n-[3-[5-(6-methoxynaphthalen-1-yl)-1,3-dioxan-2-yl]propyl]carbamate Chemical compound C=1C=CC2=CC(OC)=CC=C2C=1C1COC(CCCNC(=O)OCC(N)=O)OC1 OGKKHZMANPWMSD-UHFFFAOYSA-N 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 230000001154 acute effect Effects 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- 208000024172 Cardiovascular disease Diseases 0.000 claims 1
- 208000000094 Chronic Pain Diseases 0.000 claims 1
- 208000030814 Eating disease Diseases 0.000 claims 1
- 208000019454 Feeding and Eating disease Diseases 0.000 claims 1
- 208000018522 Gastrointestinal disease Diseases 0.000 claims 1
- 101000918494 Homo sapiens Fatty-acid amide hydrolase 1 Proteins 0.000 claims 1
- 208000019693 Lung disease Diseases 0.000 claims 1
- 206010028813 Nausea Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- 208000025966 Neurological disease Diseases 0.000 claims 1
- 208000022873 Ocular disease Diseases 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 208000030852 Parasitic disease Diseases 0.000 claims 1
- 206010063897 Renal ischaemia Diseases 0.000 claims 1
- 206010046543 Urinary incontinence Diseases 0.000 claims 1
- 208000036142 Viral infection Diseases 0.000 claims 1
- 206010047700 Vomiting Diseases 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 208000005298 acute pain Diseases 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 208000026935 allergic disease Diseases 0.000 claims 1
- 208000022362 bacterial infectious disease Diseases 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 235000014632 disordered eating Nutrition 0.000 claims 1
- 208000002173 dizziness Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000002621 endocannabinoid Substances 0.000 claims 1
- 206010015037 epilepsy Diseases 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 208000026278 immune system disease Diseases 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000008693 nausea Effects 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 230000000926 neurological effect Effects 0.000 claims 1
- 150000001475 oxazolidinediones Chemical class 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 230000003071 parasitic effect Effects 0.000 claims 1
- 230000007170 pathology Effects 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- 208000019116 sleep disease Diseases 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 230000003612 virological effect Effects 0.000 claims 1
- 230000008673 vomiting Effects 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 2
- JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 0 *C(OC1)OCC1=* Chemical compound *C(OC1)OCC1=* 0.000 description 1
- CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0210707A FR2843964B1 (fr) | 2002-08-29 | 2002-08-29 | Derives de dioxane-2-alkylcarbamates, leur preparation et leur application en therapeutique |
| PCT/FR2003/002590 WO2004020430A2 (fr) | 2002-08-29 | 2003-08-27 | Derives de dioxane-2-alkylcarbamates, leur preparation et leur application en therapeutique |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010139427A Division JP5244863B2 (ja) | 2002-08-29 | 2010-06-18 | ジオキサン−２−アルキルカルバメート誘導体の製造法およびその中間体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005539045A JP2005539045A (ja) | 2005-12-22 |
| JP2005539045A5 true JP2005539045A5 (cg-RX-API-DMAC10.html) | 2006-10-05 |
| JP4585854B2 JP4585854B2 (ja) | 2010-11-24 |
Family
ID=31502974
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004532233A Expired - Fee Related JP4585854B2 (ja) | 2002-08-29 | 2003-08-27 | ジオキサン−２−アルキルカルバメート誘導体、その製造法および治療における適用 |
| JP2010139427A Expired - Fee Related JP5244863B2 (ja) | 2002-08-29 | 2010-06-18 | ジオキサン−２−アルキルカルバメート誘導体の製造法およびその中間体 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010139427A Expired - Fee Related JP5244863B2 (ja) | 2002-08-29 | 2010-06-18 | ジオキサン−２−アルキルカルバメート誘導体の製造法およびその中間体 |
Country Status (34)
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2843964B1 (fr) * | 2002-08-29 | 2004-10-01 | Sanofi Synthelabo | Derives de dioxane-2-alkylcarbamates, leur preparation et leur application en therapeutique |
| CA2501506C (en) * | 2002-10-07 | 2014-02-11 | Daniele Piomelli | Modulation of anxiety through blockade of anandamide hydrolysis |
| FR2854633B1 (fr) * | 2003-05-07 | 2005-06-24 | Sanofi Synthelabo | Derives de piperidinyl-et piperazinyl-alkylcarbamates, leur preparation et leur application en therapeutique |
| FR2865205B1 (fr) * | 2004-01-16 | 2006-02-24 | Sanofi Synthelabo | Derives de type aryloxyalkylcarbamates, leur preparation et leur application en therapeutique |
| FR2866884B1 (fr) * | 2004-02-26 | 2007-08-31 | Sanofi Synthelabo | Derives d'aryl-et d'heteroaryl-piperidinecarboxylates, leur preparation et leur application en therapeutique |
| FR2866888B1 (fr) * | 2004-02-26 | 2006-05-05 | Sanofi Synthelabo | Derives de alkylpiperazine- et alkylhomopiperazine- carboxylates, leur preparation et leur application en therapeutique |
| FR2866885B1 (fr) | 2004-02-26 | 2007-08-31 | Sanofi Synthelabo | Derives de piperidinylalkylcarbamates, leur prepation et leur application en therapeutique |
| FR2866886B1 (fr) | 2004-02-26 | 2007-08-31 | Sanofi Synthelabo | Derives d'aryl-et d'heteroaryl-akylcarbamates, leur preparation et leur application en therapeutique |
| US7269708B2 (en) * | 2004-04-20 | 2007-09-11 | Rambus Inc. | Memory controller for non-homogenous memory system |
| US20080103209A1 (en) * | 2004-04-23 | 2008-05-01 | The Regents Of The University Of California | Compounds And Methods For Treating Non-Inflammatory Pain Using Ppar Alpha Agonists |
| DE102004039326A1 (de) * | 2004-08-12 | 2006-02-16 | Abbott Gmbh & Co. Kg | Neue medizinische Verwendungen und Verfahren |
| KR101063663B1 (ko) | 2005-02-17 | 2011-09-07 | 아스텔라스세이야쿠 가부시키가이샤 | 피리딜 비방향족 질소 함유 헤테로환-1-카르복실산에스테르유도체 |
| FR2885364B1 (fr) * | 2005-05-03 | 2007-06-29 | Sanofi Aventis Sa | Derives d'alkyl-, alkenyl-et alkynylcarbamates, leur preparation et leur application en therapeutique |
| CA2661085A1 (en) * | 2006-08-18 | 2008-02-21 | N.V. Organon | Combination faah inhibitor and analgesic, anti-inflammatory or anti-pyretic agent |
| US20080089845A1 (en) * | 2006-09-07 | 2008-04-17 | N.V. Organon | Methods for determining effective doses of fatty acid amide hydrolase inhibitors in vivo |
| WO2008042892A2 (en) * | 2006-10-02 | 2008-04-10 | N.V. Organon | Fatty acid amide hydrolase inhibitors for energy metabolism disorders |
| US20080119549A1 (en) * | 2006-11-20 | 2008-05-22 | N.V. Organon | Metabolically-stabilized inhibitors of fatty acid amide hydrolase |
| US8207226B1 (en) | 2008-06-03 | 2012-06-26 | Alcon Research, Ltd. | Use of FAAH antagonists for treating dry eye and ocular pain |
| FR2941696B1 (fr) * | 2009-02-05 | 2011-04-15 | Sanofi Aventis | Derives d'azaspiranyl-alkylcarbamates d'heterocycles a 5 chainons, leur preparation et leur application en therapeutique |
| TW201044234A (en) * | 2009-06-08 | 2010-12-16 | Chunghwa Picture Tubes Ltd | Method of scanning touch panel |
| ES2626246T3 (es) | 2009-09-09 | 2017-07-24 | Sumitomo Dainippon Pharma Co., Ltd. | Derivado de 8-oxodihidropurina |
| US8274566B2 (en) * | 2009-10-09 | 2012-09-25 | John Mezzalingua Associates, Inc. | Modulation analyzer and level measurement device |
| EP2545915A1 (en) | 2011-07-11 | 2013-01-16 | Sanofi | 2-amino-2-oxoethyl trans-3-[5-(6-methoxy-naphtalen-1-yl)-1,3-dioxan-2-yl]propyl-carbamate for use in the treatment of persistent cancer pain |
| EP2545914A1 (en) | 2011-07-11 | 2013-01-16 | Sanofi | 2-amino-2-oxoethyl trans-3-[5-(6-methoxy-naphtalen-1-yl)-1,3-dioxan-2-yl]propyl-carbamate for use in the treatment of persistent cancer pain |
| AU2013207252B2 (en) * | 2012-01-06 | 2016-06-09 | H.Lundbeck A/S | Carbamate compounds and pharmaceutical compositions thereof |
| CN114835726B (zh) * | 2022-03-24 | 2024-01-26 | 上海诺精生物科技有限公司 | 一类抑制肿瘤细胞干性的化合物及用途 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE111460T1 (de) * | 1990-06-15 | 1994-09-15 | Synthelabo | 2-(aminoalkyl)-5-(arylalkyl)1,3-dioxanderivate, ihre herstellung und ihre anwendung in der therapeutik. |
| US5173506A (en) * | 1990-08-16 | 1992-12-22 | Schering Corporation | N-(mercaptoalkyl)ureas and carbamates |
| FR2742152B1 (fr) * | 1995-12-06 | 1998-01-16 | Synthelabo | Derives de 5-naphtalen-1-yl-1,3-dioxanes, leur preparation et leur application en therapeutique |
| AT403579B (de) * | 1995-12-07 | 1998-03-25 | Agrolinz Melamin Gmbh | Verfahren zur herstellung von hochreinem melamin |
| HUP0002166A3 (en) * | 1997-06-05 | 2002-12-28 | Sanofi Synthelabo | 5-naphthalen-1-yl-1,3-dioxane derivatives and pharmaceutical compositions thereof |
| HUP0103752A3 (en) * | 1998-04-16 | 2002-11-28 | Texas Biotechnology Corp Houst | N,n-disubstituted amides and pharmaceutical compositions containing them that inhibit the binding of integrins to their receptors |
| FR2816938B1 (fr) | 2000-11-22 | 2003-01-03 | Sanofi Synthelabo | Derives de 3-aroylindole, leur procede de preparation et les compositions pharmaceutiques en contenant |
| FR2843964B1 (fr) * | 2002-08-29 | 2004-10-01 | Sanofi Synthelabo | Derives de dioxane-2-alkylcarbamates, leur preparation et leur application en therapeutique |
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2002
- 2002-08-29 FR FR0210707A patent/FR2843964B1/fr not_active Expired - Fee Related
-
2003
- 2003-08-26 AR ARP030103063A patent/AR041053A1/es active IP Right Grant
- 2003-08-27 ES ES07013954T patent/ES2329181T3/es not_active Expired - Lifetime
- 2003-08-27 ME MEP-242/08A patent/MEP24208A/xx unknown
- 2003-08-27 ZA ZA200501537A patent/ZA200501537B/en unknown
- 2003-08-27 CA CA2496040A patent/CA2496040C/en not_active Expired - Fee Related
- 2003-08-27 EA EA200500268A patent/EA008218B1/ru not_active IP Right Cessation
- 2003-08-27 DE DE60328138T patent/DE60328138D1/de not_active Expired - Lifetime
- 2003-08-27 SI SI200331438T patent/SI1537096T1/sl unknown
- 2003-08-27 KR KR1020107028059A patent/KR101139160B1/ko not_active Expired - Fee Related
- 2003-08-27 AU AU2003274292A patent/AU2003274292B2/en not_active Ceased
- 2003-08-27 EP EP03758282A patent/EP1537096B1/fr not_active Expired - Lifetime
- 2003-08-27 HR HRP20090270AA patent/HRP20090270B1/hr not_active IP Right Cessation
- 2003-08-27 DK DK07013954T patent/DK1840125T3/da active
- 2003-08-27 UA UAA200501766A patent/UA82847C2/uk unknown
- 2003-08-27 MX MXPA05002319A patent/MXPA05002319A/es active IP Right Grant
- 2003-08-27 PT PT03758282T patent/PT1537096E/pt unknown
- 2003-08-27 PT PT07013954T patent/PT1840125E/pt unknown
- 2003-08-27 AT AT07013954T patent/ATE434598T1/de active
- 2003-08-27 CN CN2010101829555A patent/CN101906071A/zh active Pending
- 2003-08-27 DK DK03758282T patent/DK1537096T3/da active
- 2003-08-27 HR HRP20050190AA patent/HRP20050190B1/hr not_active IP Right Cessation
- 2003-08-27 SI SI200331666T patent/SI1840125T1/sl unknown
- 2003-08-27 RS RSP-2010/0169A patent/RS20100169A/sr unknown
- 2003-08-27 JP JP2004532233A patent/JP4585854B2/ja not_active Expired - Fee Related
- 2003-08-27 CN CNB038241056A patent/CN100491368C/zh not_active Expired - Fee Related
- 2003-08-27 AT AT03758282T patent/ATE409184T1/de active
- 2003-08-27 EP EP07013954A patent/EP1840125B1/fr not_active Expired - Lifetime
- 2003-08-27 KR KR1020057003244A patent/KR101051192B1/ko not_active Expired - Fee Related
- 2003-08-27 DE DE60323754T patent/DE60323754D1/de not_active Expired - Lifetime
- 2003-08-27 WO PCT/FR2003/002590 patent/WO2004020430A2/fr not_active Ceased
- 2003-08-27 ES ES03758282T patent/ES2312808T3/es not_active Expired - Lifetime
- 2003-08-27 CA CA2700319A patent/CA2700319C/en not_active Expired - Fee Related
- 2003-08-27 NZ NZ538404A patent/NZ538404A/en not_active IP Right Cessation
- 2003-08-27 BR BR0313846-1A patent/BR0313846A/pt not_active Application Discontinuation
- 2003-08-27 CN CN200810186321XA patent/CN101445504B/zh not_active Expired - Fee Related
- 2003-08-27 PL PL375753A patent/PL209339B1/pl unknown
- 2003-08-27 RS YUP-2005/0182A patent/RS51085B/sr unknown
- 2003-08-28 TW TW092123746A patent/TWI294878B/zh not_active IP Right Cessation
- 2003-08-28 TW TW096123915A patent/TWI337606B/zh not_active IP Right Cessation
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2004
- 2004-03-11 ME MEP-2008-242A patent/ME00108B/me unknown
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2005
- 2005-02-14 IL IL166882A patent/IL166882A/en not_active IP Right Cessation
- 2005-02-17 IS IS7699A patent/IS2733B/is unknown
- 2005-02-22 US US11/062,541 patent/US7119116B2/en not_active Expired - Lifetime
- 2005-02-24 CO CO05017682A patent/CO5700820A2/es active IP Right Grant
- 2005-02-25 NO NO20051051A patent/NO331165B1/no not_active IP Right Cessation
- 2005-02-25 TN TNP2005000057A patent/TNSN05057A1/fr unknown
- 2005-02-28 MA MA28125A patent/MA27390A1/fr unknown
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2006
- 2006-06-28 US US11/426,964 patent/US20060247290A1/en not_active Abandoned
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2008
- 2008-12-12 CY CY20081101445T patent/CY1108792T1/el unknown
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2009
- 2009-07-28 US US12/510,326 patent/US7777057B2/en not_active Expired - Fee Related
- 2009-09-24 CY CY20091100995T patent/CY1109441T1/el unknown
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2010
- 2010-06-18 JP JP2010139427A patent/JP5244863B2/ja not_active Expired - Fee Related
- 2010-07-12 US US12/834,268 patent/US8119687B2/en not_active Expired - Fee Related
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2011
- 2011-04-15 NO NO20110598A patent/NO335866B1/no not_active IP Right Cessation