JP2004510761A5 - - Google Patents
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- Publication number
- JP2004510761A5 JP2004510761A5 JP2002532414A JP2002532414A JP2004510761A5 JP 2004510761 A5 JP2004510761 A5 JP 2004510761A5 JP 2002532414 A JP2002532414 A JP 2002532414A JP 2002532414 A JP2002532414 A JP 2002532414A JP 2004510761 A5 JP2004510761 A5 JP 2004510761A5
- Authority
- JP
- Japan
- Prior art keywords
- alkoxy
- sulfamyl
- acetoxy
- phosphonate
- dimethylamino
- 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.)
- Pending
Links
- -1 amino, sulfamyl Chemical group 0.000 description 20
- 125000003545 alkoxy group Chemical group 0.000 description 19
- 150000001875 compounds Chemical class 0.000 description 17
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 13
- 201000010099 disease Diseases 0.000 description 11
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 10
- 206010016654 Fibrosis Diseases 0.000 description 9
- 230000002062 proliferating effect Effects 0.000 description 9
- 239000003814 drug Substances 0.000 description 8
- 229910052736 halogen Inorganic materials 0.000 description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 7
- 206010028980 Neoplasm Diseases 0.000 description 6
- 230000004761 fibrosis Effects 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 5
- 210000000481 breast Anatomy 0.000 description 4
- 210000004027 cell Anatomy 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- ALJYEHUPOPFBCG-UHFFFAOYSA-N nitrophosphonic acid Chemical compound OP(O)(=O)[N+]([O-])=O ALJYEHUPOPFBCG-UHFFFAOYSA-N 0.000 description 4
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 4
- BEEQOAKWOKFBIM-UHFFFAOYSA-N phosphono cyanate Chemical compound OP(O)(=O)OC#N BEEQOAKWOKFBIM-UHFFFAOYSA-N 0.000 description 4
- 201000001320 Atherosclerosis Diseases 0.000 description 3
- 208000000571 Fibrocystic breast disease Diseases 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 208000009905 Neurofibromatoses Diseases 0.000 description 3
- 208000010191 Osteitis Deformans Diseases 0.000 description 3
- 208000027067 Paget disease of bone Diseases 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 210000004204 blood vessel Anatomy 0.000 description 3
- 208000016738 bone Paget disease Diseases 0.000 description 3
- 208000011803 breast fibrocystic disease Diseases 0.000 description 3
- 201000011510 cancer Diseases 0.000 description 3
- 230000001684 chronic effect Effects 0.000 description 3
- 208000007118 chronic progressive multiple sclerosis Diseases 0.000 description 3
- 230000007882 cirrhosis Effects 0.000 description 3
- 208000019425 cirrhosis of liver Diseases 0.000 description 3
- 208000011379 keloid formation Diseases 0.000 description 3
- 201000004931 neurofibromatosis Diseases 0.000 description 3
- 230000000750 progressive effect Effects 0.000 description 3
- 208000037803 restenosis Diseases 0.000 description 3
- 201000000306 sarcoidosis Diseases 0.000 description 3
- 201000008628 secondary progressive multiple sclerosis Diseases 0.000 description 3
- 210000004291 uterus Anatomy 0.000 description 3
- 210000004100 adrenal gland Anatomy 0.000 description 2
- 210000000988 bone and bone Anatomy 0.000 description 2
- 210000004556 brain Anatomy 0.000 description 2
- 210000001072 colon Anatomy 0.000 description 2
- 208000035475 disorder Diseases 0.000 description 2
- 210000003238 esophagus Anatomy 0.000 description 2
- 210000000232 gallbladder Anatomy 0.000 description 2
- 210000003734 kidney Anatomy 0.000 description 2
- 210000004185 liver Anatomy 0.000 description 2
- 210000004072 lung Anatomy 0.000 description 2
- 230000001926 lymphatic effect Effects 0.000 description 2
- 230000035755 proliferation Effects 0.000 description 2
- 210000002307 prostate Anatomy 0.000 description 2
- 210000003491 skin Anatomy 0.000 description 2
- 210000002784 stomach Anatomy 0.000 description 2
- 210000001550 testis Anatomy 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- 210000004881 tumor cell Anatomy 0.000 description 2
- BSTLUVRKBCKXGT-ASIDMNOUSA-N 1-ethoxy-4-[(e)-3-[(e)-3-(4-ethoxy-3-methoxyphenyl)-1-(4-methoxyphenyl)prop-2-enyl]sulfonyl-3-(4-methoxyphenyl)prop-1-enyl]-2-methoxybenzene Chemical compound C1=C(OC)C(OCC)=CC=C1\C=C\C(S(=O)(=O)C(\C=C\C=1C=C(OC)C(OCC)=CC=1)C=1C=CC(OC)=CC=1)C1=CC=C(OC)C=C1 BSTLUVRKBCKXGT-ASIDMNOUSA-N 0.000 description 1
- IETYYZGMBLLKGJ-KAVGSWPWSA-N 2,4-dichloro-1-[(e)-1-[(e)-1-(2,4-dichlorophenyl)-3-(2-nitrophenyl)prop-2-enyl]sulfonyl-3-(2-nitrophenyl)prop-2-enyl]benzene Chemical compound [O-][N+](=O)C1=CC=CC=C1\C=C\C(S(=O)(=O)C(\C=C\C=1C(=CC=CC=1)[N+]([O-])=O)C=1C(=CC(Cl)=CC=1)Cl)C1=CC=C(Cl)C=C1Cl IETYYZGMBLLKGJ-KAVGSWPWSA-N 0.000 description 1
- UOSXHFFPGRNSGK-FNCQTZNRSA-N 2,4-dichloro-1-[(e)-1-[(e)-1-(2,4-dichlorophenyl)-3-(3-nitrophenyl)prop-2-enyl]sulfonyl-3-(3-nitrophenyl)prop-2-enyl]benzene Chemical compound [O-][N+](=O)C1=CC=CC(\C=C\C(C=2C(=CC(Cl)=CC=2)Cl)S(=O)(=O)C(\C=C\C=2C=C(C=CC=2)[N+]([O-])=O)C=2C(=CC(Cl)=CC=2)Cl)=C1 UOSXHFFPGRNSGK-FNCQTZNRSA-N 0.000 description 1
- ZSDWWBXFYUNHQD-FDOALMFVSA-N 5-[(e)-3-(4-chlorophenyl)-3-[(e)-1-(4-chlorophenyl)-3-(3-hydroxy-4-nitrophenyl)prop-2-enyl]sulfonylprop-1-enyl]-2-nitrophenol Chemical compound C1=C([N+]([O-])=O)C(O)=CC(\C=C\C(C=2C=CC(Cl)=CC=2)S(=O)(=O)C(\C=C\C=2C=C(O)C(=CC=2)[N+]([O-])=O)C=2C=CC(Cl)=CC=2)=C1 ZSDWWBXFYUNHQD-FDOALMFVSA-N 0.000 description 1
- 206010005949 Bone cancer Diseases 0.000 description 1
- 208000018084 Bone neoplasm Diseases 0.000 description 1
- 208000003174 Brain Neoplasms Diseases 0.000 description 1
- 208000000461 Esophageal Neoplasms Diseases 0.000 description 1
- 208000022072 Gallbladder Neoplasms Diseases 0.000 description 1
- 206010027476 Metastases Diseases 0.000 description 1
- 208000000453 Skin Neoplasms Diseases 0.000 description 1
- KKNYJLLYAAMKKN-UHFFFAOYSA-N [N+](=O)([O-])C1=CC=C(C=CC(C2=C(C=CC(=C2)[N+](=O)[O-])OC)S(=O)(=O)C(C2=C(C=CC(=C2)[N+](=O)[O-])OC)C=CC2=CC=C(C=C2)[N+](=O)[O-])C=C1 Chemical compound [N+](=O)([O-])C1=CC=C(C=CC(C2=C(C=CC(=C2)[N+](=O)[O-])OC)S(=O)(=O)C(C2=C(C=CC(=C2)[N+](=O)[O-])OC)C=CC2=CC=C(C=C2)[N+](=O)[O-])C=C1 KKNYJLLYAAMKKN-UHFFFAOYSA-N 0.000 description 1
- 230000006907 apoptotic process Effects 0.000 description 1
- AWHNUHMUCGRKRA-UHFFFAOYSA-N benzylsulfonylmethylbenzene Chemical compound C=1C=CC=CC=1CS(=O)(=O)CC1=CC=CC=C1 AWHNUHMUCGRKRA-UHFFFAOYSA-N 0.000 description 1
- 210000003679 cervix uteri Anatomy 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 201000004101 esophageal cancer Diseases 0.000 description 1
- 208000024519 eye neoplasm Diseases 0.000 description 1
- 201000010175 gallbladder cancer Diseases 0.000 description 1
- 230000002489 hematologic effect Effects 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000003463 hyperproliferative effect Effects 0.000 description 1
- 201000007270 liver cancer Diseases 0.000 description 1
- 208000014018 liver neoplasm Diseases 0.000 description 1
- 210000004324 lymphatic system Anatomy 0.000 description 1
- 201000007275 lymphatic system cancer Diseases 0.000 description 1
- 230000009401 metastasis Effects 0.000 description 1
- 230000009826 neoplastic cell growth Effects 0.000 description 1
- 201000008106 ocular cancer Diseases 0.000 description 1
- 230000002611 ovarian Effects 0.000 description 1
- 210000001672 ovary Anatomy 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 201000000849 skin cancer Diseases 0.000 description 1
- 210000001215 vagina Anatomy 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US23822200P | 2000-10-05 | 2000-10-05 | |
| PCT/US2001/031337 WO2002028828A1 (en) | 2000-10-05 | 2001-10-05 | Substituted (e)-styryl benzylsulfones for treating proliferative disorders |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004510761A JP2004510761A (ja) | 2004-04-08 |
| JP2004510761A5 true JP2004510761A5 (https=) | 2006-12-14 |
Family
ID=22896982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002532414A Pending JP2004510761A (ja) | 2000-10-05 | 2001-10-05 | 増殖性疾病を治療するための置換（ｅ）−スチリルベンジルスルホン |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7053123B2 (https=) |
| EP (1) | EP1328511B1 (https=) |
| JP (1) | JP2004510761A (https=) |
| AT (1) | ATE461915T1 (https=) |
| AU (1) | AU2001296677A1 (https=) |
| CA (1) | CA2424884C (https=) |
| DE (1) | DE60141641D1 (https=) |
| WO (1) | WO2002028828A1 (https=) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6548553B2 (en) * | 1997-10-03 | 2003-04-15 | Temple University-Of The Commonwealth System Of Higher Education | Styryl sulfone anticancer agents |
| US6767926B1 (en) * | 1999-10-12 | 2004-07-27 | Temple University - Of The Commonwealth System Of Higher Education | Method for protecting normal cells from cytotoxicity of chemotherapeutic agents |
| 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 |
| 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 |
| 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 |
| EP1773310B9 (en) | 2004-06-24 | 2012-04-25 | Temple University - Of The Commonwealth System of Higher Education | Alpha, beta-unsaturated sulfones, sulfoxides, sulfonimides, sulfinimides, acylsulfonamides and acylsulfinamides and therapeutic uses thereof |
| 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 |
| KR101992929B1 (ko) | 2012-09-20 | 2019-06-25 | 템플 유니버시티-오브 더 커먼웰쓰 시스템 오브 하이어 에듀케이션 | 치환된 알킬 디아릴 유도체, 제조방법 및 용도 |
| WO2014089483A1 (en) | 2012-12-07 | 2014-06-12 | Onconova Therapeutics, Inc. | Methods and compositions for treatment of cancer |
| 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 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2532612A (en) * | 1945-08-29 | 1950-12-05 | Union Oil Co | Preparation of unsaturated thio-ethers |
| US3185743A (en) * | 1960-08-24 | 1965-05-25 | Union Carbide Corp | Production of olefinic compounds from allyl sulfones |
| US3463774A (en) * | 1963-03-18 | 1969-08-26 | Hoffmann La Roche | Novel 4,1-benzothiazepin-2-(1h)-ones and 4,1-benzothiazepines |
| US3418101A (en) | 1965-12-15 | 1968-12-24 | Pennsalt Chemicals Corp | Process for plant desiccation |
| US3514386A (en) * | 1967-12-11 | 1970-05-26 | Exxon Research Engineering Co | Stereoselective addition of thiols to acetylenic compounds |
| US3917714A (en) * | 1972-09-06 | 1975-11-04 | American Cyanamid Co | Bis(alkylsulfonyl)vinylbenzenes |
| US4161407A (en) * | 1977-10-06 | 1979-07-17 | Eastman Kodak Company | Crosslinkable polymers having vinylsulfonyl groups or styrylsulfonyl groups and their use as hardeners for gelatin |
| US4386221A (en) * | 1981-10-28 | 1983-05-31 | Eastman Kodak Company | Process for the preparation of aryl alkyl sulfones and aryl vinyl sulfones |
| US4937388A (en) * | 1985-08-09 | 1990-06-26 | Imperial Chemical Industries Plc | Insecticidal ethers |
| US5659087A (en) * | 1995-06-07 | 1997-08-19 | Eli Lilly And Company | Diarylvinyl sulfoxides |
| US5733909A (en) * | 1996-02-01 | 1998-03-31 | Merck Frosst Canada, Inc. | Diphenyl stilbenes as prodrugs to COX-2 inhibitors |
| US6030961A (en) * | 1997-03-11 | 2000-02-29 | Bar-Ilan Research & Development Co., Ltd. | Oxyalkylene phosphate compounds and uses thereof |
| US6548553B2 (en) | 1997-10-03 | 2003-04-15 | Temple University-Of The Commonwealth System Of Higher Education | Styryl sulfone anticancer agents |
| AU741042B2 (en) | 1997-10-03 | 2001-11-22 | Temple University - Of The Commonwealth System Of Higher Education | Styryl sulfone anticancer agents |
| US6201154B1 (en) | 1999-03-31 | 2001-03-13 | Temple University-Of The Commonwealth Of Higher Education | Z-styryl sulfone anticancer agents |
| US6762207B1 (en) * | 1999-04-02 | 2004-07-13 | Temple University - Of The Commonwealth System Of Higher Education | (E)-styryl sulfone anticancer agents |
| US6418101B1 (en) * | 1999-09-03 | 2002-07-09 | Zen Research (Ireland), Ltd. | Digital read channel for optical disk reader |
| AU780844B2 (en) | 1999-10-12 | 2005-04-21 | Temple University-Of The Commonwealth System Of Higher Education | Method for protecting normal cells from cytotoxicity of chemotherapeutic agents |
| US6767926B1 (en) * | 1999-10-12 | 2004-07-27 | Temple University - Of The Commonwealth System Of Higher Education | Method for protecting normal cells from cytotoxicity of chemotherapeutic agents |
| US6486210B2 (en) * | 2000-04-14 | 2002-11-26 | Temple University—Of the Commonwealth System of Higher Education | Substituted styryl benzylsulfones for treating proliferative disorders |
| US6541475B2 (en) * | 2000-04-14 | 2003-04-01 | Temple University - Of The Commonwealth System Of Higher Education | α, β-unsaturated sulfones for treating proliferative disorders |
| 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 |
-
2001
- 2001-10-05 WO PCT/US2001/031337 patent/WO2002028828A1/en not_active Ceased
- 2001-10-05 AT AT01977567T patent/ATE461915T1/de not_active IP Right Cessation
- 2001-10-05 CA CA002424884A patent/CA2424884C/en not_active Expired - Fee Related
- 2001-10-05 EP EP01977567A patent/EP1328511B1/en not_active Expired - Lifetime
- 2001-10-05 JP JP2002532414A patent/JP2004510761A/ja active Pending
- 2001-10-05 DE DE60141641T patent/DE60141641D1/de not_active Expired - Lifetime
- 2001-10-05 AU AU2001296677A patent/AU2001296677A1/en not_active Abandoned
- 2001-10-05 US US10/398,545 patent/US7053123B2/en not_active Expired - Fee Related
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