ZA200109496B - 5-phenyl-pyrimidine derivatives. - Google Patents
5-phenyl-pyrimidine derivatives. Download PDFInfo
- Publication number
- ZA200109496B ZA200109496B ZA200109496A ZA200109496A ZA200109496B ZA 200109496 B ZA200109496 B ZA 200109496B ZA 200109496 A ZA200109496 A ZA 200109496A ZA 200109496 A ZA200109496 A ZA 200109496A ZA 200109496 B ZA200109496 B ZA 200109496B
- Authority
- ZA
- South Africa
- Prior art keywords
- methyl
- trifluoromethyl
- bis
- phenyl
- pyrimidine
- Prior art date
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- LVXOXXGCJHYEOS-UHFFFAOYSA-N 5-phenylpyrimidine Chemical class C1=CC=CC=C1C1=CN=CN=C1 LVXOXXGCJHYEOS-UHFFFAOYSA-N 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims description 64
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 239000003814 drug Substances 0.000 claims description 8
- 229910052736 halogen Chemical group 0.000 claims description 7
- 150000002367 halogens Chemical group 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- -1 amino, hydroxy Chemical group 0.000 claims description 6
- 229940047889 isobutyramide Drugs 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 102000002002 Neurokinin-1 Receptors Human genes 0.000 claims description 4
- 108010040718 Neurokinin-1 Receptors Proteins 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- FFYPMPCDMDDUCS-UHFFFAOYSA-N 2-[3,5-bis(trifluoromethyl)phenyl]-n-[5-(2-chlorophenyl)-2-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-n,2-dimethylpropanamide Chemical compound N=1C(N2CCN(C)CC2)=NC=C(C=2C(=CC=CC=2)Cl)C=1N(C)C(=O)C(C)(C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 FFYPMPCDMDDUCS-UHFFFAOYSA-N 0.000 claims description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 125000005322 morpholin-1-yl group Chemical group 0.000 claims description 2
- LSRYMDNKLXDLJR-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-[2-(dimethylamino)ethoxy]-5-(4-fluoro-2-methylphenyl)-n-methylpyrimidine-4-carboxamide Chemical compound N=1C(OCCN(C)C)=NC=C(C=2C(=CC(F)=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 LSRYMDNKLXDLJR-UHFFFAOYSA-N 0.000 claims description 2
- IZLOVDWMZXEZNG-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-[2-(dimethylamino)ethylamino]-5-(2-methoxyphenyl)-n-methylpyrimidine-4-carboxamide Chemical compound COC1=CC=CC=C1C1=CN=C(NCCN(C)C)N=C1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 IZLOVDWMZXEZNG-UHFFFAOYSA-N 0.000 claims description 2
- UKZCQXRZNBIGKY-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-[2-(dimethylamino)ethylamino]-5-(4-fluoro-2-methylphenyl)-n-methylpyrimidine-4-carboxamide Chemical compound N=1C(NCCN(C)C)=NC=C(C=2C(=CC(F)=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 UKZCQXRZNBIGKY-UHFFFAOYSA-N 0.000 claims description 2
- YGBRUEWMHCQPPK-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-[2-(dimethylamino)ethylamino]-5-(4-fluorophenyl)-n-methylpyrimidine-4-carboxamide Chemical compound C=1C(C(F)(F)F)=CC(C(F)(F)F)=CC=1CN(C)C(=O)C1=NC(NCCN(C)C)=NC=C1C1=CC=C(F)C=C1 YGBRUEWMHCQPPK-UHFFFAOYSA-N 0.000 claims description 2
- PFPAFUHVKKCGSM-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-[2-(dimethylamino)ethylamino]-n-methyl-5-naphthalen-1-ylpyrimidine-4-carboxamide Chemical compound N=1C(NCCN(C)C)=NC=C(C=2C3=CC=CC=C3C=CC=2)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 PFPAFUHVKKCGSM-UHFFFAOYSA-N 0.000 claims description 2
- ONGNPPCOCAGOPG-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-[2-(dimethylamino)propoxy]-5-(2-methoxyphenyl)-n-methylpyrimidine-4-carboxamide Chemical compound COC1=CC=CC=C1C1=CN=C(OCC(C)N(C)C)N=C1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 ONGNPPCOCAGOPG-UHFFFAOYSA-N 0.000 claims description 2
- CRWUJOJURCQTIK-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-[3-(dimethylamino)propoxy]-5-(4-fluoro-2-methylphenyl)-n-methylpyrimidine-4-carboxamide Chemical compound N=1C(OCCCN(C)C)=NC=C(C=2C(=CC(F)=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 CRWUJOJURCQTIK-UHFFFAOYSA-N 0.000 claims description 2
- ISMXSDYZJDZFOO-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-2-[3-(dimethylamino)propoxy]-n-methyl-5-(2-methylphenyl)pyrimidine-4-carboxamide Chemical compound N=1C(OCCCN(C)C)=NC=C(C=2C(=CC=CC=2)C)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 ISMXSDYZJDZFOO-UHFFFAOYSA-N 0.000 claims description 2
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- YGNKYTPWQFKQCC-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-(2-chlorophenyl)-2-[3-(dimethylamino)propoxy]-n-methylpyrimidine-4-carboxamide Chemical compound C=1C(C(F)(F)F)=CC(C(F)(F)F)=CC=1CN(C)C(=O)C1=NC(OCCCN(C)C)=NC=C1C1=CC=CC=C1Cl YGNKYTPWQFKQCC-UHFFFAOYSA-N 0.000 claims description 2
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- RPANOJYUVQWJJF-UHFFFAOYSA-N n-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-(2-chlorophenyl)-n-methyl-2-(4-methylpiperazin-1-yl)pyrimidine-4-carboxamide Chemical compound N=1C(N2CCN(C)CC2)=NC=C(C=2C(=CC=CC=2)Cl)C=1C(=O)N(C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 RPANOJYUVQWJJF-UHFFFAOYSA-N 0.000 claims description 2
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- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
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- C07D239/42—One nitrogen atom
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- C07D—HETEROCYCLIC COMPOUNDS
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- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
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- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
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Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
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- Veterinary Medicine (AREA)
- Neurology (AREA)
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- Pulmonology (AREA)
- Pain & Pain Management (AREA)
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- Immunology (AREA)
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- Psychology (AREA)
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- Addiction (AREA)
- Dermatology (AREA)
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99110482 | 1999-05-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200109496B true ZA200109496B (en) | 2003-02-17 |
Family
ID=8238270
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200109496A ZA200109496B (en) | 1999-05-31 | 2001-11-16 | 5-phenyl-pyrimidine derivatives. |
Country Status (36)
| Country | Link |
|---|---|
| US (1) | US6756380B1 (pt) |
| EP (1) | EP1187814B1 (pt) |
| JP (1) | JP3590591B2 (pt) |
| KR (1) | KR100478369B1 (pt) |
| CN (1) | CN1187338C (pt) |
| AR (1) | AR024145A1 (pt) |
| AT (1) | ATE273962T1 (pt) |
| AU (1) | AU769265B2 (pt) |
| BR (1) | BR0011097A (pt) |
| CA (1) | CA2375670C (pt) |
| CO (1) | CO5170529A1 (pt) |
| CZ (1) | CZ20014273A3 (pt) |
| DE (1) | DE60013127T2 (pt) |
| DK (1) | DK1187814T3 (pt) |
| ES (1) | ES2225144T3 (pt) |
| GC (1) | GC0000338A (pt) |
| HK (1) | HK1046411B (pt) |
| HR (1) | HRP20010867A2 (pt) |
| HU (1) | HU225016B1 (pt) |
| IL (2) | IL146519A0 (pt) |
| JO (1) | JO2308B1 (pt) |
| MA (1) | MA26794A1 (pt) |
| MX (1) | MXPA01011704A (pt) |
| MY (1) | MY136258A (pt) |
| NO (1) | NO321334B1 (pt) |
| NZ (1) | NZ515408A (pt) |
| PE (1) | PE20010203A1 (pt) |
| PL (1) | PL353492A1 (pt) |
| PT (1) | PT1187814E (pt) |
| RU (1) | RU2244710C2 (pt) |
| SI (1) | SI1187814T1 (pt) |
| TR (1) | TR200103460T2 (pt) |
| TW (1) | TWI263638B (pt) |
| WO (1) | WO2000073278A2 (pt) |
| YU (1) | YU85001A (pt) |
| ZA (1) | ZA200109496B (pt) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AUPQ514600A0 (en) | 2000-01-18 | 2000-02-10 | James Cook University | Brain injury treatment |
| ATE303367T1 (de) | 2000-06-13 | 2005-09-15 | 5 phenyl substituierte 2-(cyanoamino)-pyrimidine als fungizide | |
| US6706724B2 (en) | 2000-12-21 | 2004-03-16 | Nitromed, Inc. | Substituted aryl compounds as novel cyclooxygenase-2 selective inhibitors, compositions and methods of use |
| AU2003246587A1 (en) | 2002-07-02 | 2004-01-23 | F. Hoffmann-La Roche Ag | 2, 5-substituted pyrimidine derivatives as ccr-3 receptor antagonists ix |
| WO2005046604A2 (en) * | 2003-11-10 | 2005-05-26 | Synta Pharmaceuticals, Corp. | Heteroaryl-hydrazone compounds |
| JP2007217282A (ja) * | 2004-03-04 | 2007-08-30 | Astellas Pharma Inc | 置換ピリミジン誘導体 |
| CA2586870A1 (en) * | 2004-11-10 | 2006-05-18 | Synta Pharmaceuticals Corp. | Il-12 modulatory compounds |
| NZ560232A (en) | 2005-02-25 | 2010-11-26 | Hoffmann La Roche | Tablets with improved drug substance dispersibility |
| US9013997B2 (en) | 2012-06-01 | 2015-04-21 | Broadcom Corporation | System for performing distributed data cut-through |
| CA2906931C (en) | 2013-03-15 | 2023-03-14 | Epigen Biosciences, Inc. | Heterocyclic compounds useful in the treatment of disease |
| GB201316600D0 (en) * | 2013-09-18 | 2013-10-30 | Redx Pharma Ltd | Agricultural chemicals |
| JP6609253B2 (ja) * | 2014-08-06 | 2019-11-20 | キッセイ薬品工業株式会社 | シアノチオフェン誘導体 |
| KR20170107536A (ko) * | 2015-01-30 | 2017-09-25 | 바스프 에스이 | 제초 페닐피리미딘 |
| WO2018015180A1 (en) | 2016-07-20 | 2018-01-25 | Basf Se | Herbicidal compositions comprising phenylpyrimidines |
| BR112018076518A2 (pt) * | 2016-07-25 | 2019-04-02 | Basf Se | compostos de pirimidina, utilização de compostos de pirimidina, composições herbicidas, composição, método para o controle da vegetação indesejada e utilização das composições |
| EA201990335A1 (ru) | 2016-07-25 | 2019-07-31 | Басф Се | Гербицидные пиримидиновые соединения |
| US11178871B2 (en) | 2016-07-26 | 2021-11-23 | Basf Se | Herbicidal pyrimidine compounds |
| BR112018077223A2 (pt) | 2016-07-27 | 2019-04-09 | Basf Se | compostos de pirimidina, uso de compostos de pirimidina, composições herbicidas, método para controlar vegetação indesejada e uso das composições herbicidas |
| US20210345613A1 (en) | 2016-07-28 | 2021-11-11 | Basf Se | Herbicidal pyrimidine compounds |
| EP3638033A1 (en) | 2017-06-14 | 2020-04-22 | Basf Se | Herbicidal pyrimidine compounds |
| WO2019121408A1 (en) | 2017-12-20 | 2019-06-27 | Basf Se | Herbicidal pyrimidine compounds |
| WO2019121373A1 (en) | 2017-12-20 | 2019-06-27 | Basf Se | Herbicidal pyrimidine compounds |
| WO2019121374A1 (en) | 2017-12-20 | 2019-06-27 | Basf Se | Herbicidal pyrimidine compounds |
| WO2019121352A1 (en) | 2017-12-20 | 2019-06-27 | Basf Se | Herbicidal pyrimidine compounds |
| WO2020058062A1 (de) | 2018-09-19 | 2020-03-26 | Bayer Aktiengesellschaft | Herbizid wirksame substituierte phenylpyrimidinhydrazide |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR208171A1 (es) | 1972-09-29 | 1976-12-09 | Ciba Geigy Ag | Procedimiento para la obtencion de nuevos derivados del acido cef-3-em-4-carboxilico |
| BR9408442A (pt) | 1993-12-29 | 1997-08-05 | Merck Sharp & Dohme | Composto composição farmacêutica processos para tratamento ou prevenção de distúrbios fisiológicos associados com um excesso de taquiquininas e para a preparação do composto e de uso do composto |
| CA2230894A1 (en) | 1995-09-01 | 1997-03-13 | Signal Pharmaceuticals, Inc. | Pyrimidine carboxamides and related compounds and methods for treating inflammatory conditions |
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2000
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- 2000-05-24 WO PCT/EP2000/004702 patent/WO2000073278A2/en not_active Application Discontinuation
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2001
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