CO4950608A1 - NEW DERIVATIVES OF PIPERAZINE AND PROCESSES FOR ITS PREPARATION - Google Patents
NEW DERIVATIVES OF PIPERAZINE AND PROCESSES FOR ITS PREPARATIONInfo
- Publication number
- CO4950608A1 CO4950608A1 CO98021149A CO98021149A CO4950608A1 CO 4950608 A1 CO4950608 A1 CO 4950608A1 CO 98021149 A CO98021149 A CO 98021149A CO 98021149 A CO98021149 A CO 98021149A CO 4950608 A1 CO4950608 A1 CO 4950608A1
- Authority
- CO
- Colombia
- Prior art keywords
- alkyl
- nitrogen
- oxygen
- alkoxy
- sulfur
- Prior art date
Links
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical class C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 title 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 14
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 12
- 101001043818 Mus musculus Interleukin-31 receptor subunit alpha Proteins 0.000 abstract 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 8
- 229910052739 hydrogen Inorganic materials 0.000 abstract 8
- 239000001257 hydrogen Substances 0.000 abstract 8
- 229910052757 nitrogen Inorganic materials 0.000 abstract 8
- 229910052760 oxygen Inorganic materials 0.000 abstract 8
- 239000001301 oxygen Substances 0.000 abstract 8
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 7
- 101000869592 Daucus carota Major allergen Dau c 1 Proteins 0.000 abstract 7
- 101000650136 Homo sapiens WAS/WASL-interacting protein family member 3 Proteins 0.000 abstract 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 7
- 102100027539 WAS/WASL-interacting protein family member 3 Human genes 0.000 abstract 7
- 229910052717 sulfur Chemical group 0.000 abstract 7
- 239000011593 sulfur Chemical group 0.000 abstract 7
- 125000005842 heteroatom Chemical group 0.000 abstract 5
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical group 0.000 abstract 4
- 150000002431 hydrogen Chemical group 0.000 abstract 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 4
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 125000002252 acyl group Chemical group 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- 125000003341 7 membered heterocyclic group Chemical group 0.000 abstract 2
- 125000004423 acyloxy group Chemical group 0.000 abstract 2
- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 2
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 101100006938 Zea mays CNR10 gene Proteins 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- -1 has logen Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Un compuesto de la fórmula (I) o una de sus salesen la que Ra es un grupo de la fórmula (i)en la que P1 es fenilo, arilo bicíclico, un anillo heterocíclico de 5 a 7 miembros que contiene 1 a 3 heteroátomos seleccionados entre oxígeno, nitrógeno y azufre, o un anillo heterocíclico bicíclico que contiene 1 a 3 heteroátomos seleccionados entre oxígeno, nitrógeno y azufre;R1 es hidrógeno, halógeno, alquilo C1-6 , cicloalquilo C3-6 , CO-alquilo C1-6 , alcoxi C1-6 , hidroxi, hidroxi-alquilo C1-6 , hidroxi-alcoxi C1-6 , alcoxi C1-6 -alcoxi C1-6 , alcanoilo C1-6 , nitro,trifluorometilo, ciano, SR9 , SOR9 , SO2 R9 , SO2 NR10 R11 , CO2 R10 , CONR10 R11 , CO2 NR10 R11 , CONR10 (CH2 )a CO2 R11 , (CH2 )a NR10 R11 ,(CH2 )a CONR10 R11 , (CH2 )a NR10 CONR11 , (CH2 )2 CO2 -alquilo C1-6 , CO2 (CH2 )a OR10 , NR10 R11 , NR10 CO2 R11 , NR10 CONR10 R11 , CR10 =NOR11 , NR10 COOR11 , CNR10 =NOR11 , donde R10 y R11 son independientemente hidrógeno o alquilo C1-6 y C es 1 a 4,R2 es hidrógeno, halógeno, alquilo C1-6 , cicloalquilo C3-6 , cicloalquenilo C3-6 , alcoxi C1-6 , alcanoilo C1-6 , arilo, aciloxi, hidroxi, nitro, trifluorometilo, ciano, CO2 R10 , CONR10 R11 , NR10 R11 , donde R10 y R11 son como se han definido para R1 ;a es 1, 2 ó 3; - 2 -o Ra es un grupo de la fórmula (ii)en la que P2 y P3 son independientemente fenilo, arilo bicíclico, un anillo heterocíclico de 5 a 7 miembros que contiene 1 a 3 heteroátomos seleccionados entre oxígeno, nitrógeno yazufre, o un grupo heterocíclico bicíclico que contiene 1 a 3 heteroátomos seleccionados entre oxígeno, nitrógeno o azufre;A es un enlace u oxígeno, S(O)m donde m es 0 a 2, carbonilo, CH2 , -CH2 CH2 -, o NR4 donde R4 es hidrógeno o alquilo C1-6 ; R1 es como se ha definido antes para la fórmula (I) o R1 es un anillo heterocíclico de 5 a 7 miembros que contiene 1 a 3 heteroátomos seleccionados entre oxígeno, nitrógeno o azufre, opcionalmentesustituido con alquilo C1-6 , halógeno o alcanoilo C1-6 . R2 y R3 son independientemente, hidrógeno, halógeno, alquilo C1-6 , cicloalquilo C3-6 , cicloalquenilo C3-6 , alcoxi C1-6 , alcanoilo C1-6 , arilo, aciloxi, hidroxi, nitro, trifluorometilo, ciano, CO2 R10 , CONR10 R11 , NR10 R11 , donde R10 y R11 son como se han definido para R1 ;y a y b son independientemente, 1, 2 ó 3;Y es -NH-, -NR5 - donde R5 es alquilo C1-6 , o Y es -CH2 - o -O-;V es oxígeno o azufre;D es nitrógeno, carbono o un grupo CH; W es (CR16 R17 )t donde t es 2, 3 ó 4 y R16 y R17 son independientemente hidrógeno o alquilo C1-6 , o W es (CR16 R17 )u AND#8209;J donde u es 0, 1, 2 ó 3 y J es oxígeno, azufre, CR16 =CR17 , CR16 =N, =CR16 O, =CR16 S o =CR16 -N17 ;X es nitrógeno o carbono;Rb es hidrógeno, halógeno, hidroxi, alquilo C1-6 , trifluorometilo, alcoxi C1-6 , alquenilo C2-6 , cicloalquilo C3-7 , opcionalmente sustituido con alquilo C1-4 , o arilo;Ra es hidrógeno o alquilo C1-6 ; y--- es un enlace sencillo cuando X es nitrógeno o un enlace sencillo o doble cuando X es carbono.A compound of formula (I) or a salt thereof in which Ra is a group of formula (i) in which P1 is phenyl, bicyclic aryl, a 5- to 7-membered heterocyclic ring containing 1 to 3 selected heteroatoms between oxygen, nitrogen and sulfur, or a bicyclic heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen and sulfur; R1 is hydrogen, halogen, C1-6 alkyl, C3-6 cycloalkyl, CO-C1-6 alkyl, alkoxy C1-6, hydroxy, hydroxy-C1-6 alkyl, hydroxy-C1-6 alkoxy, C1-6 alkoxy-C1-6 alkoxy, C1-6 alkanoyl, nitro, trifluoromethyl, cyano, SR9, SOR9, SO2 R9, SO2 NR10 R11, CO2 R10, CONR10 R11, CO2 NR10 R11, CONR10 (CH2) to CO2 R11, (CH2) to NR10 R11, (CH2) to CONR10 R11, (CH2) to NR10 CONR11, (CH2) 2 CO2-C1-alkyl 6, CO2 (CH2) to OR10, NR10 R11, NR10 CO2 R11, NR10 CONR10 R11, CR10 = NOR11, NR10 COOR11, CNR10 = NOR11, where R10 and R11 are independently hydrogen or C1-6 alkyl and C is 1 to 4, R2 is hydrogen, has logen, C1-6 alkyl, C3-6 cycloalkyl, C3-6 cycloalkenyl, C1-6 alkoxy, C1-6 alkanoyl, aryl, acyloxy, hydroxy, nitro, trifluoromethyl, cyano, CO2 R10, CONR10 R11, NR10 R11, where R10 and R11 are as defined for R1: a is 1, 2 or 3; - 2 -o Ra is a group of formula (ii) in which P2 and P3 are independently phenyl, bicyclic aryl, a 5- to 7-membered heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen and sulfur, or a bicyclic heterocyclic group containing 1 to 3 heteroatoms selected from oxygen, nitrogen or sulfur; A is a bond or oxygen, S (O) m where m is 0 to 2, carbonyl, CH2, -CH2 CH2 -, or NR4 where R4 is hydrogen or C1-6 alkyl; R1 is as defined above for formula (I) or R1 is a 5-7 membered heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen or sulfur, optionally substituted with C1-6 alkyl, halogen or C1- alkanoyl 6. R2 and R3 are independently hydrogen, halogen, C1-6 alkyl, C3-6 cycloalkyl, C3-6 cycloalkenyl, C1-6 alkoxy, C1-6 alkanoyl, aryl, acyloxy, hydroxy, nitro, trifluoromethyl, cyano, CO2 R10, CONR10 R11, NR10 R11, where R10 and R11 are as defined for R1; y and b are independently, 1, 2 or 3; Y is -NH-, -NR5 - where R5 is C1-6 alkyl, or Y is -CH2 - or -O-; V is oxygen or sulfur; D is nitrogen, carbon or a CH group; W is (CR16 R17) t where t is 2, 3 or 4 and R16 and R17 are independently hydrogen or C1-6 alkyl, or W is (CR16 R17) or AND # 8209; J where u is 0, 1, 2 or 3 and J is oxygen, sulfur, CR16 = CR17, CR16 = N, = CR16 O, = CR16 S or = CR16 -N17; X is nitrogen or carbon; Rb is hydrogen, halogen, hydroxy, C1-6 alkyl, trifluoromethyl, C1-6 alkoxy, C2-6 alkenyl, C3-7 cycloalkyl, optionally substituted with C1-4alkyl, or aryl: Ra is hydrogen or C1-6alkyl; and --- is a single bond when X is nitrogen or a single or double bond when X is carbon.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9707829.9A GB9707829D0 (en) | 1997-04-18 | 1997-04-18 | Novel compounds |
| GBGB9801882.3A GB9801882D0 (en) | 1998-01-29 | 1998-01-29 | Novel compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CO4950608A1 true CO4950608A1 (en) | 2000-09-01 |
Family
ID=26311401
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CO98021149A CO4950608A1 (en) | 1997-04-18 | 1998-04-17 | NEW DERIVATIVES OF PIPERAZINE AND PROCESSES FOR ITS PREPARATION |
Country Status (17)
| Country | Link |
|---|---|
| EP (1) | EP0975593A1 (en) |
| JP (1) | JP2001524116A (en) |
| KR (1) | KR20010006487A (en) |
| CN (1) | CN1260781A (en) |
| AR (1) | AR013076A1 (en) |
| AU (1) | AU732863B2 (en) |
| BR (1) | BR9809092A (en) |
| CA (1) | CA2288662A1 (en) |
| CO (1) | CO4950608A1 (en) |
| HU (1) | HUP0001123A3 (en) |
| IL (1) | IL132409A0 (en) |
| NO (1) | NO995065D0 (en) |
| NZ (1) | NZ500252A (en) |
| PL (1) | PL336317A1 (en) |
| TR (1) | TR199902590T2 (en) |
| TW (1) | TW509687B (en) |
| WO (1) | WO1998050358A1 (en) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9725931D0 (en) * | 1997-12-05 | 1998-02-04 | Smithkline Beecham Plc | Novel compounds |
| US6342516B1 (en) | 1998-07-31 | 2002-01-29 | Nippon Soda Co., Ltd. | Phenylazole compounds, process for producing the same and drugs for hyperlipemia |
| GB9827882D0 (en) * | 1998-12-17 | 1999-02-10 | Smithkline Beecham Plc | Novel compounds |
| UA62015C2 (en) * | 1998-12-28 | 2003-12-15 | Pfizer Prod Inc | Benzoizoxazol derivatives, a pharmaceutical composition (variants) based thereon (variants) and a method for treatment (variants) |
| GB9912413D0 (en) | 1999-05-28 | 1999-07-28 | Pfizer Ltd | Compounds useful in therapy |
| GB9912417D0 (en) | 1999-05-28 | 1999-07-28 | Pfizer Ltd | Compounds useful in therapy |
| WO2001005758A2 (en) * | 1999-07-15 | 2001-01-25 | Nps Allelix Corp. | Indoles and indazoles for the treatment of migraine |
| EP1216239B1 (en) | 1999-09-25 | 2004-02-11 | SmithKline Beecham plc | Piperazine derivatives as 5-ht1b antagonists |
| GB9926303D0 (en) * | 1999-11-05 | 2000-01-12 | Smithkline Beecham Plc | Novel compounds |
| EP1228043B1 (en) * | 1999-11-05 | 2005-01-12 | SmithKline Beecham plc | Isoquinoline and quinazoline deivatives having a combined 5ht1a, 5ht1b and 5ht1d receptor activity |
| DE10051981A1 (en) | 2000-10-20 | 2002-05-02 | Bayer Ag | Substituted phenyluracile |
| GB0106419D0 (en) * | 2001-03-15 | 2001-05-02 | Smithkline Beecham Plc | Novel compounds |
| GB0106586D0 (en) * | 2001-03-16 | 2001-05-09 | Smithkline Beecham Plc | Novel compounds |
| YU96103A (en) * | 2001-06-07 | 2006-08-17 | F.Hoffmann-La Roche Ag. | New indole derivatives with 5-ht6 receptor affinity |
| DE60325025D1 (en) | 2002-02-15 | 2009-01-15 | Glaxo Group Ltd | MODULATORS OF THE VANILLOID RECEPTOR |
| CA2485136C (en) | 2002-05-13 | 2011-12-20 | F. Hoffmann-La Roche Ag | Benzoxazine derivatives as 5-ht6 modulators and uses thereof |
| WO2005058847A1 (en) | 2003-12-09 | 2005-06-30 | F. Hoffmann-La Roche Ag | Benzoxazine derivatives and uses thereof |
| US20110166132A1 (en) * | 2007-12-13 | 2011-07-07 | Amgen Inc. | Gamma Secretase Modulators |
| CA2794153C (en) | 2010-03-25 | 2018-01-02 | Glaxosmithkline Llc | Substituted indoline derivatives as perk inhibitors |
| GB201106817D0 (en) | 2011-04-21 | 2011-06-01 | Astex Therapeutics Ltd | New compound |
| CN102924330A (en) * | 2012-09-03 | 2013-02-13 | 华东理工大学 | Method for large-scale preparation of 5-amino-1-naphthyl nitrile |
| US9980973B2 (en) | 2012-10-19 | 2018-05-29 | Astex Therapeutics Limited | Bicyclic heterocycle compounds and their uses in therapy |
| GB201218850D0 (en) | 2012-10-19 | 2012-12-05 | Astex Therapeutics Ltd | Bicyclic heterocycle compounds and their uses in therapy |
| GB201218862D0 (en) | 2012-10-19 | 2012-12-05 | Astex Therapeutics Ltd | Bicyclic heterocycle compounds and their uses in therapy |
| GB201218864D0 (en) | 2012-10-19 | 2012-12-05 | Astex Therapeutics Ltd | Bicyclic heterocycle compounds and their uses in therapy |
| CN103467374A (en) * | 2013-08-30 | 2013-12-25 | 江苏弘和药物研发有限公司 | Synthesis method of 8-bromine-4-carboxyl quinoline |
| CN105829310B (en) | 2013-12-20 | 2019-04-12 | 阿斯特克斯治疗有限公司 | Bicyclic Heterocyclic Compounds and Their Therapeutic Uses |
| JP6693107B2 (en) * | 2015-12-04 | 2020-05-13 | 東ソー株式会社 | Method for purifying lutidine compound |
| CN115197099A (en) * | 2022-05-30 | 2022-10-18 | 安徽昊帆生物有限公司 | Preparation method of N-Boc-1,4-phenylenediamine |
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| GB9119932D0 (en) * | 1991-09-18 | 1991-10-30 | Glaxo Group Ltd | Chemical compounds |
| GB9119920D0 (en) * | 1991-09-18 | 1991-10-30 | Glaxo Group Ltd | Chemical compounds |
| DE69232003T2 (en) * | 1991-09-18 | 2002-04-25 | Glaxo Group Ltd., Greenford | Benzanilide derivatives as 5-HT1D antagonists |
| DE69418045T2 (en) * | 1993-08-06 | 1999-10-07 | Smithkline Beecham P.L.C., Brentford | AMID DERIVATIVES AS 5HT1D RECEPTOR ANTAGONISTS |
| US5905080A (en) * | 1993-08-20 | 1999-05-18 | Smithkline Beecham, P.L.C. | Amide and urea derivatives as 5HT1D receptor antagonists |
| WO1995006637A1 (en) * | 1993-09-03 | 1995-03-09 | Smithkline Beecham Plc | Indole and indoline derivatives as 5ht1d receptor antagonists |
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1998
- 1998-04-14 AU AU74310/98A patent/AU732863B2/en not_active Ceased
- 1998-04-14 CN CN98806185A patent/CN1260781A/en active Pending
- 1998-04-14 IL IL13240998A patent/IL132409A0/en unknown
- 1998-04-14 HU HU0001123A patent/HUP0001123A3/en unknown
- 1998-04-14 TR TR1999/02590T patent/TR199902590T2/en unknown
- 1998-04-14 JP JP54766098A patent/JP2001524116A/en active Pending
- 1998-04-14 KR KR1019997009577A patent/KR20010006487A/en not_active Withdrawn
- 1998-04-14 NZ NZ500252A patent/NZ500252A/en unknown
- 1998-04-14 WO PCT/EP1998/002262 patent/WO1998050358A1/en not_active Ceased
- 1998-04-14 CA CA002288662A patent/CA2288662A1/en not_active Abandoned
- 1998-04-14 BR BR9809092-5A patent/BR9809092A/en not_active IP Right Cessation
- 1998-04-14 PL PL98336317A patent/PL336317A1/en unknown
- 1998-04-14 EP EP98921462A patent/EP0975593A1/en not_active Withdrawn
- 1998-04-16 AR ARP980101760A patent/AR013076A1/en not_active Application Discontinuation
- 1998-04-17 CO CO98021149A patent/CO4950608A1/en unknown
- 1998-04-17 TW TW087105843A patent/TW509687B/en active
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1999
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Also Published As
| Publication number | Publication date |
|---|---|
| HUP0001123A3 (en) | 2002-04-29 |
| CN1260781A (en) | 2000-07-19 |
| KR20010006487A (en) | 2001-01-26 |
| HUP0001123A2 (en) | 2001-04-28 |
| BR9809092A (en) | 2002-01-22 |
| NZ500252A (en) | 2001-07-27 |
| TR199902590T2 (en) | 2000-06-21 |
| WO1998050358A1 (en) | 1998-11-12 |
| IL132409A0 (en) | 2001-03-19 |
| AU7431098A (en) | 1998-11-27 |
| NO995065L (en) | 1999-10-15 |
| TW509687B (en) | 2002-11-11 |
| EP0975593A1 (en) | 2000-02-02 |
| NO995065D0 (en) | 1999-10-15 |
| CA2288662A1 (en) | 1998-11-12 |
| AU732863B2 (en) | 2001-05-03 |
| JP2001524116A (en) | 2001-11-27 |
| PL336317A1 (en) | 2000-06-19 |
| AR013076A1 (en) | 2000-12-13 |
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