JP2004530655A5 - - Google Patents
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- Publication number
- JP2004530655A5 JP2004530655A5 JP2002567237A JP2002567237A JP2004530655A5 JP 2004530655 A5 JP2004530655 A5 JP 2004530655A5 JP 2002567237 A JP2002567237 A JP 2002567237A JP 2002567237 A JP2002567237 A JP 2002567237A JP 2004530655 A5 JP2004530655 A5 JP 2004530655A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- unsubstituted
- substituted
- alkoxy
- aryl
- 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
Links
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- 230000005865 ionizing radiation Effects 0.000 claims description 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 30
- 125000003107 substituted aryl group Chemical group 0.000 claims 18
- 125000000217 alkyl group Chemical group 0.000 claims 15
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 14
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 11
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000004404 heteroalkyl group Chemical group 0.000 claims 9
- 125000001424 substituent group Chemical group 0.000 claims 9
- 150000003839 salts Chemical class 0.000 claims 8
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims 7
- 125000004442 acylamino group Chemical group 0.000 claims 7
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 7
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 7
- -1 phosphonato, amino Chemical group 0.000 claims 7
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- 238000004519 manufacturing process Methods 0.000 claims 4
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 3
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 3
- 206010028980 Neoplasm Diseases 0.000 claims 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000003282 alkyl amino group Chemical group 0.000 claims 3
- 125000005466 alkylenyl group Chemical group 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 3
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims 3
- 229910052717 sulfur Chemical group 0.000 claims 3
- 239000011593 sulfur Chemical group 0.000 claims 3
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 2
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 2
- 239000000010 aprotic solvent Substances 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims 2
- 230000002062 proliferating effect Effects 0.000 claims 2
- PJVVYXNQBRSHSZ-MDZDMXLPSA-N (e)-2-(4-chlorophenyl)-n-(4-fluorophenyl)ethenesulfonamide Chemical compound C1=CC(F)=CC=C1NS(=O)(=O)\C=C\C1=CC=C(Cl)C=C1 PJVVYXNQBRSHSZ-MDZDMXLPSA-N 0.000 claims 1
- DINXQBZMENCOKI-OUKQBFOZSA-N (e)-2-(4-methoxyphenyl)-n-methyl-n-phenylethenesulfonamide Chemical compound C1=CC(OC)=CC=C1\C=C\S(=O)(=O)N(C)C1=CC=CC=C1 DINXQBZMENCOKI-OUKQBFOZSA-N 0.000 claims 1
- HWNLDTIDRYBPGB-MDZDMXLPSA-N (e)-n-(2-chlorophenyl)-2-(4-chlorophenyl)ethenesulfonamide Chemical compound C1=CC(Cl)=CC=C1\C=C\S(=O)(=O)NC1=CC=CC=C1Cl HWNLDTIDRYBPGB-MDZDMXLPSA-N 0.000 claims 1
- HVYLDFAKCXWXQM-CMDGGOBGSA-N (e)-n-(3-chlorophenyl)-2-(4-chlorophenyl)ethenesulfonamide Chemical compound C1=CC(Cl)=CC=C1\C=C\S(=O)(=O)NC1=CC=CC(Cl)=C1 HVYLDFAKCXWXQM-CMDGGOBGSA-N 0.000 claims 1
- NBMJWPSGKBOEGM-ZHACJKMWSA-N (e)-n-(4-chlorophenyl)-2-phenylethenesulfonamide Chemical compound C1=CC(Cl)=CC=C1NS(=O)(=O)\C=C\C1=CC=CC=C1 NBMJWPSGKBOEGM-ZHACJKMWSA-N 0.000 claims 1
- NAVWKCWTWVEFGF-ZHACJKMWSA-N (e)-n-(4-fluorophenyl)-2-(4-methoxyphenyl)ethenesulfonamide Chemical compound C1=CC(OC)=CC=C1\C=C\S(=O)(=O)NC1=CC=C(F)C=C1 NAVWKCWTWVEFGF-ZHACJKMWSA-N 0.000 claims 1
- XMABHOFNENDQOQ-ZHACJKMWSA-N (e)-n-(4-fluorophenyl)-2-phenylethenesulfonamide Chemical compound C1=CC(F)=CC=C1NS(=O)(=O)\C=C\C1=CC=CC=C1 XMABHOFNENDQOQ-ZHACJKMWSA-N 0.000 claims 1
- CNXODVDGIBSDFK-MDZDMXLPSA-N (e)-n-(4-methoxyphenyl)-2-(2,4,6-trimethoxyphenyl)ethenesulfonamide Chemical compound C1=CC(OC)=CC=C1NS(=O)(=O)\C=C\C1=C(OC)C=C(OC)C=C1OC CNXODVDGIBSDFK-MDZDMXLPSA-N 0.000 claims 1
- 125000001917 2,4-dinitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1*)[N+]([O-])=O)[N+]([O-])=O 0.000 claims 1
- ZYHQGITXIJDDKC-UHFFFAOYSA-N 2-[2-(2-aminophenyl)ethyl]aniline Chemical group NC1=CC=CC=C1CCC1=CC=CC=C1N ZYHQGITXIJDDKC-UHFFFAOYSA-N 0.000 claims 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000004208 3-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(*)=C1[H] 0.000 claims 1
- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 claims 1
- WYFVQNOPCPSWRR-ZHACJKMWSA-N 4-[[(e)-2-(4-methoxyphenyl)ethenyl]sulfonylamino]benzenesulfonamide Chemical compound C1=CC(OC)=CC=C1\C=C\S(=O)(=O)NC1=CC=C(S(N)(=O)=O)C=C1 WYFVQNOPCPSWRR-ZHACJKMWSA-N 0.000 claims 1
- KTQFCPAZJBKJQK-ZHACJKMWSA-N 4-[[(e)-2-phenylethenyl]sulfonylamino]benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1NS(=O)(=O)\C=C\C1=CC=CC=C1 KTQFCPAZJBKJQK-ZHACJKMWSA-N 0.000 claims 1
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims 1
- 208000003174 Brain Neoplasms Diseases 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 206010009944 Colon cancer Diseases 0.000 claims 1
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
- 208000008839 Kidney Neoplasms Diseases 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 206010038389 Renal cancer Diseases 0.000 claims 1
- 125000002047 benzodioxolyl group Chemical group O1OC(C2=C1C=CC=C2)* 0.000 claims 1
- 210000000481 breast Anatomy 0.000 claims 1
- 125000005805 dimethoxy phenyl group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 201000010982 kidney cancer Diseases 0.000 claims 1
- 208000032839 leukemia Diseases 0.000 claims 1
- 210000004072 lung Anatomy 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 125000006501 nitrophenyl group Chemical group 0.000 claims 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims 1
- 230000002611 ovarian Effects 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 210000002307 prostate Anatomy 0.000 claims 1
- 125000001725 pyrenyl group Chemical group 0.000 claims 1
- 230000005855 radiation Effects 0.000 description 4
- 230000001225 therapeutic effect Effects 0.000 description 4
- 230000001154 acute effect Effects 0.000 description 1
- 230000004223 radioprotective effect Effects 0.000 description 1
- 231100001274 therapeutic index Toxicity 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27198501P | 2001-02-28 | 2001-02-28 | |
| PCT/US2002/005979 WO2002067865A2 (en) | 2001-02-28 | 2002-02-28 | N-(aryl)-2-arylethenesulfonamides and therapeutic uses thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004530655A JP2004530655A (ja) | 2004-10-07 |
| JP2004530655A5 true JP2004530655A5 (https=) | 2006-01-05 |
| JP4171656B2 JP4171656B2 (ja) | 2008-10-22 |
Family
ID=23037924
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002567237A Expired - Fee Related JP4171656B2 (ja) | 2001-02-28 | 2002-02-28 | Ｎ−（アリール）−２−アリールエテンスルホンアミド及びその製薬用途 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6646009B2 (https=) |
| EP (1) | EP1379508B9 (https=) |
| JP (1) | JP4171656B2 (https=) |
| KR (1) | KR100850330B1 (https=) |
| AT (1) | ATE479657T1 (https=) |
| AU (1) | AU2002306604B2 (https=) |
| CA (1) | CA2439255C (https=) |
| DE (1) | DE60237512D1 (https=) |
| DK (1) | DK1379508T3 (https=) |
| IL (2) | IL157540A0 (https=) |
| WO (1) | WO2002067865A2 (https=) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2002305942B2 (en) * | 2001-02-28 | 2006-10-26 | Onconova Therapeutics, Inc. | Method for protecting cells and tissues from ionizing radiation toxicity with Alpha, Beta unsaturated aryl sulfones |
| EP1534284B1 (en) * | 2002-02-28 | 2011-07-27 | Temple University - Of The Commonwealth System of Higher Education | Amino-substituted sulfonanilides and derivatives thereof for treating proliferative disorders |
| WO2003072062A2 (en) * | 2002-02-28 | 2003-09-04 | Temple University-Of The Commonwealth System Of Higher Education | Amino-substituted (e)-2,6-dialkoxystyryl 4-substituted benzylsulfones for treating proliferative disorders |
| JP5196787B2 (ja) * | 2003-11-14 | 2013-05-15 | テンプル・ユニバーシティ−オブ・ザ・コモンウェルス・システム・オブ・ハイアー・エデュケイション | 増殖性疾患を治療するためのα，β−不飽和スルホキシド |
| KR101274524B1 (ko) * | 2004-03-16 | 2013-06-19 | 온코노바 테라퓨틱스, 인코포레이티드 | 증식성 질병 치료용 치환 페녹시- 및 페닐티오- 유도체 |
| WO2005090297A1 (en) * | 2004-03-19 | 2005-09-29 | Biotie Therapies Corporation | Sulphonamide derivatives |
| MX352516B (es) * | 2006-07-05 | 2017-04-06 | Fibrotech Therapeutics Pty Ltd | Compuestos terapeuticos. |
| JP5278968B2 (ja) | 2006-08-30 | 2013-09-04 | テンプル・ユニバーシティ−オブ・ザ・コモンウェルス・システム・オブ・ハイアー・エデュケイション | 骨髄異形性症候群及び急性骨髄性白血病の治療のための組成物及び方法 |
| CA2709937C (en) * | 2007-12-21 | 2016-03-22 | Fibrotech Therapeutics Pty Ltd | Halogenated analogues of anti-fibrotic agents |
| WO2010144959A1 (en) * | 2009-06-18 | 2010-12-23 | Fibrotech Therapeutics Pty Ltd | Analogues of anti-fibrotic agents |
| CN102574843B (zh) | 2009-10-22 | 2015-06-17 | 法博太科制药有限公司 | 抗纤维化剂的稠环类似物 |
| WO2013039985A2 (en) * | 2011-09-12 | 2013-03-21 | The Johns Hopkins University | Serine protease inhibitors |
| US9730913B2 (en) | 2011-10-13 | 2017-08-15 | The Johns Hopkins University | High affinity beta lactamase inhibitors |
| KR101992929B1 (ko) | 2012-09-20 | 2019-06-25 | 템플 유니버시티-오브 더 커먼웰쓰 시스템 오브 하이어 에듀케이션 | 치환된 알킬 디아릴 유도체, 제조방법 및 용도 |
| US10383831B2 (en) | 2015-08-03 | 2019-08-20 | Temple University—Of the Commonwealth System of Higher Education | 2,4,6-trialkoxystryl aryl sulfones, sulfonamides and carboxamides, and methods of preparation and use |
| JP7185631B2 (ja) | 2017-02-03 | 2022-12-07 | サータ セラピューティクス プロプライエタリー リミテッド | 抗線維化化合物 |
| JP2022517797A (ja) * | 2019-01-17 | 2022-03-10 | アイエフエム デュー インコーポレイテッド | Ｓｔｉｎｇ活性に関連する状態を治療するための化合物および組成物 |
| IL310724A (en) | 2021-08-10 | 2024-04-01 | Ifm Due Inc | COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF CONDITIONS ASSOCIATED WITH STING ACTIVITY |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2531367A (en) * | 1947-07-15 | 1950-11-21 | Sharp & Dohme Inc | N-(substituted sulfonyl)-aminobenzoic acids |
| DE2118493C3 (de) | 1971-04-16 | 1980-04-30 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Aminostilbenen |
| US4035421A (en) | 1976-03-19 | 1977-07-12 | Morton-Norwich Products, Inc. | N-(3,4,-dichlorophenyl)-2-phenylethenesulfonamide |
| DE2809377A1 (de) * | 1978-03-04 | 1979-09-13 | Boehringer Mannheim Gmbh | Phenoxyalkylcarbonsaeure-derivate, verfahren zu deren herstellung sowie diese verbindungen enthaltende arzneimittel |
| NZ238911A (en) | 1990-07-17 | 1993-10-26 | Lilly Co Eli | Furyl, pyrrolyl and thienyl sulphonyl urea derivatives, pharmaceutical compositions and intermediates therefor |
| JPH04202173A (ja) * | 1990-11-30 | 1992-07-22 | Zeria Pharmaceut Co Ltd | スルホンアミド誘導体及びそれを含有する５―リポキシゲナーゼ阻害剤 |
| WO1995024190A2 (en) * | 1994-03-07 | 1995-09-14 | Sugen, Inc. | Receptor tyrosine kinase inhibitors for inhibiting cell proliferative disorders and compositions thereof |
| US5780483A (en) * | 1995-02-17 | 1998-07-14 | Smithkline Beecham Corporation | IL-8 receptor antagonists |
| JPH11503110A (ja) | 1995-02-17 | 1999-03-23 | スミスクライン・ビーチャム・コーポレイション | Ｉｌ−８受容体拮抗剤 |
| PT896533E (pt) | 1996-02-22 | 2004-02-27 | Tularik Inc | Pentafluorobenzenosulfonamidas e analogos |
| US6191170B1 (en) * | 1998-01-13 | 2001-02-20 | Tularik Inc. | Benzenesulfonamides and benzamides as therapeutic agents |
| DE69908156T2 (de) | 1998-09-23 | 2003-12-24 | Tularik, Inc. | Arylsulfonanilid-harnstoffe |
| US6586617B1 (en) * | 1999-04-28 | 2003-07-01 | Sumitomo Chemical Takeda Agro Company, Limited | Sulfonamide derivatives |
-
2002
- 2002-02-28 US US10/085,826 patent/US6646009B2/en not_active Expired - Lifetime
- 2002-02-28 DE DE60237512T patent/DE60237512D1/de not_active Expired - Lifetime
- 2002-02-28 WO PCT/US2002/005979 patent/WO2002067865A2/en not_active Ceased
- 2002-02-28 AT AT02802229T patent/ATE479657T1/de not_active IP Right Cessation
- 2002-02-28 IL IL15754002A patent/IL157540A0/xx unknown
- 2002-02-28 CA CA2439255A patent/CA2439255C/en not_active Expired - Fee Related
- 2002-02-28 JP JP2002567237A patent/JP4171656B2/ja not_active Expired - Fee Related
- 2002-02-28 AU AU2002306604A patent/AU2002306604B2/en not_active Ceased
- 2002-02-28 KR KR1020037011303A patent/KR100850330B1/ko not_active Expired - Fee Related
- 2002-02-28 DK DK02802229.1T patent/DK1379508T3/da active
- 2002-02-28 EP EP02802229A patent/EP1379508B9/en not_active Expired - Lifetime
-
2003
- 2003-08-21 IL IL157540A patent/IL157540A/en not_active IP Right Cessation
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