CA2517166A1 - Pyridine, pyrimidine, quinoline, quinazoline, and naphthalene urotensin-ii receptor antagonists - Google Patents
Pyridine, pyrimidine, quinoline, quinazoline, and naphthalene urotensin-ii receptor antagonists Download PDFInfo
- Publication number
- CA2517166A1 CA2517166A1 CA002517166A CA2517166A CA2517166A1 CA 2517166 A1 CA2517166 A1 CA 2517166A1 CA 002517166 A CA002517166 A CA 002517166A CA 2517166 A CA2517166 A CA 2517166A CA 2517166 A1 CA2517166 A1 CA 2517166A1
- Authority
- CA
- Canada
- Prior art keywords
- methylquinolin
- ethyl
- ylamino
- amine
- phenyl
- 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
- 108050002984 Urotensin II receptors Proteins 0.000 title claims abstract description 13
- 102000012327 Urotensin II receptors Human genes 0.000 title claims abstract description 13
- 239000002464 receptor antagonist Substances 0.000 title abstract description 6
- 229940044551 receptor antagonist Drugs 0.000 title abstract description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 title description 18
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 title description 9
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 title description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 title description 4
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 title description 2
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 title description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims description 269
- -1 benzoheteroaryl Chemical group 0.000 claims description 188
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 69
- 238000000034 method Methods 0.000 claims description 43
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 34
- 125000000217 alkyl group Chemical group 0.000 claims description 30
- 150000003839 salts Chemical class 0.000 claims description 28
- 125000003118 aryl group Chemical group 0.000 claims description 22
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 15
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 11
- HFNHAPQMXICKCF-USJMABIRSA-N urotensin-ii Chemical compound N([C@@H](CC(O)=O)C(=O)N[C@H]1CSSC[C@H](NC(=O)[C@H](CC=2C=CC(O)=CC=2)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC=2C3=CC=CC=C3NC=2)NC(=O)[C@H](CC=2C=CC=CC=2)NC1=O)C(=O)N[C@@H](C(C)C)C(O)=O)C(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H](N)CCC(O)=O)[C@@H](C)O HFNHAPQMXICKCF-USJMABIRSA-N 0.000 claims description 9
- 108010018369 Urotensin II Proteins 0.000 claims description 8
- 102000050488 Urotensin II Human genes 0.000 claims description 8
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 8
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- 230000006870 function Effects 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
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- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 230000000302 ischemic effect Effects 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical compound OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 claims description 5
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- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 5
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- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 claims description 5
- VTGOHKSTWXHQJK-UHFFFAOYSA-N pyrimidin-2-ol Chemical compound OC1=NC=CC=N1 VTGOHKSTWXHQJK-UHFFFAOYSA-N 0.000 claims description 5
- KPPYVLQMFQUNSU-UHFFFAOYSA-N 6-n-[2-(4-benzylpiperidin-1-yl)ethyl]-4-n-(2-methylquinolin-4-yl)pyrimidine-4,6-diamine Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(N=CN=1)=CC=1NCCN(CC1)CCC1CC1=CC=CC=C1 KPPYVLQMFQUNSU-UHFFFAOYSA-N 0.000 claims description 4
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- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
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- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
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- PYILRDAFKQGMCP-UHFFFAOYSA-N n-[2-(benzylamino)ethyl]-3-[(2-methylquinolin-4-yl)amino]benzamide Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(C=1)=CC=CC=1C(=O)NCCNCC1=CC=CC=C1 PYILRDAFKQGMCP-UHFFFAOYSA-N 0.000 claims description 4
- QVNONLOZXCFXAD-UHFFFAOYSA-N n-[3-[2-(2-benzylimidazol-1-yl)ethoxy]phenyl]-2-methylquinolin-4-amine Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(C=1)=CC=CC=1OCCN1C=CN=C1CC1=CC=CC=C1 QVNONLOZXCFXAD-UHFFFAOYSA-N 0.000 claims description 4
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- 201000001320 Atherosclerosis Diseases 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
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- HORKYAIEVBUXGM-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoxaline Chemical group C1=CC=C2NCCNC2=C1 HORKYAIEVBUXGM-UHFFFAOYSA-N 0.000 claims description 2
- RJUCSJZWSQCMNR-UHFFFAOYSA-N 1-[1-[2-[3-[(2-methylquinolin-4-yl)amino]phenoxy]ethyl]-4-phenylpiperidin-4-yl]ethanone Chemical compound C1CN(CCOC=2C=C(NC=3C4=CC=CC=C4N=C(C)C=3)C=CC=2)CCC1(C(=O)C)C1=CC=CC=C1 RJUCSJZWSQCMNR-UHFFFAOYSA-N 0.000 claims description 2
- XLWNZPLLQYYVGP-UHFFFAOYSA-N 2-[2-(3,4-dihydro-1h-isoquinolin-2-yl)ethyl]-4-[(2-methylquinolin-4-yl)amino]-3h-isoindol-1-one Chemical compound C1=CC=CC2=NC(C)=CC(NC=3C=4CN(CCN5CC6=CC=CC=C6CC5)C(=O)C=4C=CC=3)=C21 XLWNZPLLQYYVGP-UHFFFAOYSA-N 0.000 claims description 2
- SLOWGRBTCLSKMX-UHFFFAOYSA-N 2-methyl-n-[3-[2-(2-phenylpropan-2-ylamino)ethoxy]phenyl]quinolin-4-amine Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(C=1)=CC=CC=1OCCNC(C)(C)C1=CC=CC=C1 SLOWGRBTCLSKMX-UHFFFAOYSA-N 0.000 claims description 2
- XJJAAEOYNXFFET-UHFFFAOYSA-N 2-methyl-n-[3-[3-(2-phenylpropan-2-ylamino)propoxy]phenyl]quinolin-4-amine Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(C=1)=CC=CC=1OCCCNC(C)(C)C1=CC=CC=C1 XJJAAEOYNXFFET-UHFFFAOYSA-N 0.000 claims description 2
- JATVYXNBSJIULF-UHFFFAOYSA-N 4-benzyl-1-[2-[3-[(2-methylquinolin-4-yl)amino]-5-(trifluoromethyl)phenoxy]ethyl]piperidin-4-ol Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(C=C(C=1)C(F)(F)F)=CC=1OCCN(CC1)CCC1(O)CC1=CC=CC=C1 JATVYXNBSJIULF-UHFFFAOYSA-N 0.000 claims description 2
- CXPXNWIAWBCIQB-UHFFFAOYSA-N 4-benzyl-1-[2-[3-[(2-tert-butylquinolin-4-yl)amino]phenoxy]ethyl]piperidin-4-ol Chemical compound C=12C=CC=CC2=NC(C(C)(C)C)=CC=1NC(C=1)=CC=CC=1OCCN(CC1)CCC1(O)CC1=CC=CC=C1 CXPXNWIAWBCIQB-UHFFFAOYSA-N 0.000 claims description 2
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- 208000010228 Erectile Dysfunction Diseases 0.000 claims description 2
- CEWQKUDAXBICPI-UHFFFAOYSA-N [1-[2-[3-[(2-methylquinolin-4-yl)amino]phenoxy]ethyl]piperidin-4-yl]-diphenylmethanol Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(C=1)=CC=CC=1OCCN(CC1)CCC1C(O)(C=1C=CC=CC=1)C1=CC=CC=C1 CEWQKUDAXBICPI-UHFFFAOYSA-N 0.000 claims description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 2
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- LPAGFVYQRIESJQ-UHFFFAOYSA-N indoline Chemical compound C1=CC=C2NCCC2=C1 LPAGFVYQRIESJQ-UHFFFAOYSA-N 0.000 claims description 2
- QHDQUTDIBZZLGT-UHFFFAOYSA-N n-[2-(1,3-dihydroisoindol-2-yl)ethyl]-3-[(2-methylquinolin-4-yl)amino]benzamide Chemical compound C1=CC=CC2=NC(C)=CC(NC=3C=C(C=CC=3)C(=O)NCCN3CC4=CC=CC=C4C3)=C21 QHDQUTDIBZZLGT-UHFFFAOYSA-N 0.000 claims description 2
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- XMMGHYOOTGOYIO-UHFFFAOYSA-N n-[3-(4-benzylpiperidin-1-yl)-1-[3-[(2-methylquinolin-4-yl)amino]phenyl]propylidene]hydroxylamine Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(C=1)=CC=CC=1C(=NO)CCN(CC1)CCC1CC1=CC=CC=C1 XMMGHYOOTGOYIO-UHFFFAOYSA-N 0.000 claims description 2
- JPLUKVLQGXYBFA-UHFFFAOYSA-N n-[3-[2-(2-benzyl-2,5-diazabicyclo[2.2.1]heptan-5-yl)ethoxy]-5-(trifluoromethyl)phenyl]-2-methylquinolin-4-amine Chemical compound C=12C=CC=CC2=NC(C)=CC=1NC(C=C(C=1)C(F)(F)F)=CC=1OCCN1CC2CC1CN2CC1=CC=CC=C1 JPLUKVLQGXYBFA-UHFFFAOYSA-N 0.000 claims description 2
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Classifications
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- A—HUMAN NECESSITIES
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- A61P9/06—Antiarrhythmics
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
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- A—HUMAN NECESSITIES
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A61P9/12—Antihypertensives
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- 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
- 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
- C07D401/14—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 three or more hetero rings
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- Health & Medical Sciences (AREA)
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- Bioinformatics & Cheminformatics (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
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- Biomedical Technology (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US45108903P | 2003-02-28 | 2003-02-28 | |
| US60/451,089 | 2003-02-28 | ||
| PCT/US2004/005150 WO2004078114A2 (en) | 2003-02-28 | 2004-02-20 | Pyridine, pyrimidine, quinoline, quinazoline, and naphthalene urotensin-ii receptor antagonists. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2517166A1 true CA2517166A1 (en) | 2004-09-16 |
Family
ID=32962557
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002517166A Abandoned CA2517166A1 (en) | 2003-02-28 | 2004-02-20 | Pyridine, pyrimidine, quinoline, quinazoline, and naphthalene urotensin-ii receptor antagonists |
Country Status (6)
| Country | Link |
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| US (2) | US7265122B2 (https=) |
| EP (1) | EP1603884A4 (https=) |
| JP (1) | JP2006519258A (https=) |
| AU (1) | AU2004218456A1 (https=) |
| CA (1) | CA2517166A1 (https=) |
| WO (1) | WO2004078114A2 (https=) |
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| US8309562B2 (en) | 2003-07-03 | 2012-11-13 | Myrexis, Inc. | Compounds and therapeutical use thereof |
| NZ544472A (en) | 2003-07-03 | 2009-04-30 | Myriad Genetics Inc | Compounds and therapeutical use thereof |
| JP4932495B2 (ja) | 2004-01-23 | 2012-05-16 | アムゲン インコーポレイテッド | 化合物及び使用方法 |
| WO2005073224A2 (en) | 2004-01-23 | 2005-08-11 | Amgen Inc | Quinoline quinazoline pyridine and pyrimidine counds and their use in the treatment of inflammation angiogenesis and cancer |
| EA011671B1 (ru) * | 2004-06-04 | 2009-04-28 | Арена Фармасьютикалз, Инк. | Замещенные производные арила и гетероарила в качестве модуляторов метаболизма и для профилактики и лечения связанных с ним расстройств |
| WO2006040329A1 (en) * | 2004-10-12 | 2006-04-20 | Novo Nordisk A/S | 1 ibeta- hydroxysteroid dehydrogenase type 1 active spiro compounds |
| MX2007006230A (es) | 2004-11-30 | 2007-07-25 | Amgen Inc | Quinolinas y analogos de quinazolinas y su uso como medicamentos para tratar cancer. |
| US20060167044A1 (en) * | 2004-12-20 | 2006-07-27 | Arnaiz Damian O | Piperidine derivatives and their use as anti-inflammatory agents |
| US8258145B2 (en) | 2005-01-03 | 2012-09-04 | Myrexis, Inc. | Method of treating brain cancer |
| JO2787B1 (en) | 2005-04-27 | 2014-03-15 | امجين إنك, | Alternative amide derivatives and methods of use |
| US7709516B2 (en) * | 2005-06-17 | 2010-05-04 | Endorecherche, Inc. | Helix 12 directed non-steroidal antiandrogens |
| BRPI0618051A2 (pt) * | 2005-11-01 | 2011-08-16 | Transtech Pharma Inc | uso farmacêutico de amidas substituìdas |
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| TW200804347A (en) * | 2006-01-10 | 2008-01-16 | Janssen Pharmaceutica Nv | Urotensin II receptor antagonists |
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| EP2038255A2 (en) * | 2006-06-16 | 2009-03-25 | High Point Pharmaceuticals, LLC | Pharmaceutical use of substituted piperidine carboxamides |
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| WO2008101907A2 (en) * | 2007-02-23 | 2008-08-28 | High Point Pharmaceuticals, Llc | N-adamantyl benzamides as inhibitors of 11-beta-hydroxysteroid dehydrogenase |
| JP2010519239A (ja) * | 2007-02-23 | 2010-06-03 | ハイ ポイント ファーマシューティカルズ，リミティド ライアビリティ カンパニー | １１−ベータ−ヒドロキシステロイドデヒドロゲナーゼの阻害因子としてのｎ−アドマンチルベンザミド |
| EP2125704A1 (en) * | 2007-02-23 | 2009-12-02 | High Point Pharmaceuticals, LLC | N-adamantyl benzamides as inhibitors of 11-beta-hydroxysteroid dehydrogenase |
| CN101652359A (zh) * | 2007-03-09 | 2010-02-17 | 高点制药有限责任公司 | 作为羟类固醇脱氢酶抑制剂的吲哚-和苯并咪唑酰胺类 |
| EP2141990A4 (en) * | 2007-03-28 | 2011-07-06 | High Point Pharmaceuticals Llc | ACTIVE COMPOUNDS ON 11BETA-HSD1 |
| CN101677562A (zh) * | 2007-04-11 | 2010-03-24 | 高点制药有限责任公司 | 新化合物 |
| JP2010526777A (ja) * | 2007-04-24 | 2010-08-05 | ハイ ポイント ファーマシューティカルズ，リミティド ライアビリティ カンパニー | 置換アミドの医薬用途 |
| PA8782701A1 (es) * | 2007-06-07 | 2009-01-23 | Janssen Pharmaceutica Nv | Antagonistas del receptor de urotensina ii |
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| EP2632461A4 (en) * | 2010-10-29 | 2014-04-02 | Merck Sharp & Dohme | Isoindolinone PDE10 INHIBITORS |
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| DK3054936T5 (da) | 2013-10-10 | 2024-03-18 | Eastern Virginia Medical School | 4-((2-hydroxy-3-methoxybenzyl)amino) benzensulfonamid derivater som 12-lipoxygenase inhibitorer |
| JP6272604B2 (ja) * | 2013-12-27 | 2018-01-31 | 日本サプリメント株式会社 | 糖取り込み促進剤 |
| BR112016015449A8 (pt) * | 2013-12-30 | 2020-06-09 | Lifesci Pharmaceuticals Inc | compostos inibidores terapêuticos, composição farmacêutica os compreendendo e uso dos mesmos |
| EP3177288A4 (en) | 2014-08-04 | 2018-04-04 | Epizyme, Inc. | Prmt5 inhibitors and uses thereof |
| MA41051B1 (fr) | 2014-10-06 | 2020-11-30 | Vertex Pharma | Modulateurs du régulateur de conductance transmembranaire de la mucoviscidose |
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| EP3241874B1 (en) | 2016-05-04 | 2019-08-14 | Agfa Nv | Acylphosphine oxide photoinitiators |
| CN109803962B (zh) | 2016-09-30 | 2022-04-29 | 弗特克斯药品有限公司 | 囊性纤维化跨膜传导调控蛋白的调节剂、以及药物组合物 |
| MD3551622T2 (ro) | 2016-12-09 | 2021-03-31 | Vertex Pharma | Modulator al regulatorului conductanței transmembranare în fibroză chistică, compoziții farmaceutice, metode de tratament și procedeu pentru fabricarea modulatorului |
| CN110494432B (zh) | 2016-12-28 | 2022-08-12 | 米尼奥尔克斯治疗有限公司 | 异喹啉化合物，其制备方法及其在与β-半乳糖苷酶活性改变相关的病症中的治疗用途 |
| US12319659B2 (en) | 2017-02-24 | 2025-06-03 | Shenzhen Linglan Bio-Pharmaceutical Technology Co., Ltd | Selective ligand for dopamine D3 receptor, preparation method therefor, and pharmaceutical application thereof |
| US11253509B2 (en) | 2017-06-08 | 2022-02-22 | Vertex Pharmaceuticals Incorporated | Methods of treatment for cystic fibrosis |
| MA49631A (fr) | 2017-07-17 | 2020-05-27 | Vertex Pharma | Méthodes de traitement de la fibrose kystique |
| JP7121794B2 (ja) | 2017-08-02 | 2022-08-18 | バーテックス ファーマシューティカルズ インコーポレイテッド | ピロリジン化合物を調製するためのプロセス |
| WO2019079760A1 (en) | 2017-10-19 | 2019-04-25 | Vertex Pharmaceuticals Incorporated | CRYSTALLINE FORMS AND COMPOSITIONS OF CFTR MODULATORS |
| EP3720849A2 (en) | 2017-12-08 | 2020-10-14 | Vertex Pharmaceuticals Incorporated | Processes for making modulators of cystic fibrosis transmembrane conductance regulator |
| TWI810243B (zh) | 2018-02-05 | 2023-08-01 | 美商維泰克斯製藥公司 | 用於治療囊腫纖化症之醫藥組合物 |
| EP3774825A1 (en) | 2018-04-13 | 2021-02-17 | Vertex Pharmaceuticals Incorporated | Modulators of cystic fibrosis transmembrane conductance regulator, pharmaceutical compositions, methods of treatment, and process for making the modulator |
| CN110938021A (zh) * | 2019-12-18 | 2020-03-31 | 荆门市丽康源纺织科技有限公司 | 一种染料中间体3-(β-羟乙基砜基)苯胺的制备方法 |
| CN111170897A (zh) * | 2019-12-18 | 2020-05-19 | 荆门市丽康源纺织科技有限公司 | 一种间位酯的制备方法及间位酯 |
| JP2023542541A (ja) * | 2020-09-25 | 2023-10-10 | エサイエント ファーマシューティカルズ，インコーポレイティド | Ｍａｓ関連ｇタンパク質受容体ｘ２のモジュレーター、並びに関連製品及び方法 |
| CN114890946B (zh) * | 2022-05-20 | 2023-10-27 | 沈阳药科大学 | 含有吗啉丙基的[(喹啉-4-基)氨基]苯甲酰胺类化合物及其制备与应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2419199A (en) * | 1945-02-09 | 1947-04-22 | Parke Davis & Co | Quinoline compounds and process of making same |
| GB974348A (en) * | 1961-01-25 | 1964-11-04 | Parke Davis & Co | Basic 7-chloroquinoline-1-oxide derivatives and methods for their production |
| BE687335A (https=) | 1965-12-10 | 1967-03-01 | ||
| US3919238A (en) * | 1973-06-06 | 1975-11-11 | Morton Norwich Products Inc | 9-(Substituted amino)imidazo(4,5-f) quinolines |
| CH593266A5 (https=) * | 1973-09-20 | 1977-11-30 | Delalande Sa | |
| EP0982300A3 (en) * | 1998-07-29 | 2000-03-08 | Societe Civile Bioprojet | Non-imidazole alkylamines as histamine H3 - receptor ligands and their therapeutic applications |
| WO2002062787A1 (en) | 2001-02-02 | 2002-08-15 | Glaxo Group Limited | Pyrazoles as tgf inhibitors |
| EP1385495A4 (en) | 2001-05-07 | 2005-12-21 | Smithkline Beecham Corp | SULPHONAMIDES |
| WO2002089793A1 (en) | 2001-05-07 | 2002-11-14 | Smithkline Beecham Corporation | Sulfonamides |
| AR033879A1 (es) | 2001-05-07 | 2004-01-07 | Smithkline Beecham Corp | Compuesto sulfonamida, composicion farmaceutica que lo comprende, su uso para preparar dicha composicion y procedimiento para la obtencion de dicho compuesto |
| JP2004529168A (ja) | 2001-05-07 | 2004-09-24 | スミスクライン・ビーチャム・コーポレイション | スルホンアミド |
| JP2004529170A (ja) | 2001-05-07 | 2004-09-24 | スミスクライン・ビーチャム・コーポレイション | スルホンアミド |
| JP2004535390A (ja) | 2001-05-07 | 2004-11-25 | スミスクライン・ビーチャム・コーポレイション | スルホンアミド |
| CN1627944A (zh) * | 2002-01-17 | 2005-06-15 | 神经能质公司 | 取代的喹唑啉－4－基胺类似物作为辣椒辣素调节剂 |
| EP2399903A1 (en) | 2002-05-24 | 2011-12-28 | Millennium Pharmaceuticals, Inc. | Ccr9 inhibitors and methods of use thereof |
| JP2006505533A (ja) | 2002-09-17 | 2006-02-16 | アクテリオン ファマシューティカルズ リミテッド | １−ピリジン−４−イル−尿素誘導体 |
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2004
- 2004-02-20 EP EP04713383A patent/EP1603884A4/en not_active Withdrawn
- 2004-02-20 AU AU2004218456A patent/AU2004218456A1/en not_active Abandoned
- 2004-02-20 CA CA002517166A patent/CA2517166A1/en not_active Abandoned
- 2004-02-20 JP JP2006508787A patent/JP2006519258A/ja not_active Withdrawn
- 2004-02-20 US US10/783,916 patent/US7265122B2/en not_active Expired - Fee Related
- 2004-02-20 WO PCT/US2004/005150 patent/WO2004078114A2/en not_active Ceased
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2007
- 2007-05-25 US US11/807,047 patent/US20080004312A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2004078114A2 (en) | 2004-09-16 |
| US20080004312A1 (en) | 2008-01-03 |
| EP1603884A2 (en) | 2005-12-14 |
| JP2006519258A (ja) | 2006-08-24 |
| WO2004078114A3 (en) | 2005-02-17 |
| US20040186102A1 (en) | 2004-09-23 |
| US7265122B2 (en) | 2007-09-04 |
| AU2004218456A1 (en) | 2004-09-16 |
| EP1603884A4 (en) | 2008-05-28 |
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