JP2002540152A5 - - Google Patents
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- Publication number
- JP2002540152A5 JP2002540152A5 JP2000607623A JP2000607623A JP2002540152A5 JP 2002540152 A5 JP2002540152 A5 JP 2002540152A5 JP 2000607623 A JP2000607623 A JP 2000607623A JP 2000607623 A JP2000607623 A JP 2000607623A JP 2002540152 A5 JP2002540152 A5 JP 2002540152A5
- Authority
- JP
- Japan
- Prior art keywords
- hydrogen
- chloro
- group
- fluoro
- bromo
- 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
- 229910052739 hydrogen Inorganic materials 0.000 description 32
- 239000001257 hydrogen Substances 0.000 description 32
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 15
- 150000002431 hydrogen Chemical class 0.000 description 15
- 125000001309 chloro group Chemical group Cl* 0.000 description 13
- 125000001153 fluoro group Chemical group F* 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- -1 chloro, bromo, iodo Chemical group 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 125000001246 bromo group Chemical group Br* 0.000 description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
- 206010028980 Neoplasm Diseases 0.000 description 3
- 201000011510 cancer Diseases 0.000 description 3
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000002062 proliferating effect Effects 0.000 description 2
- JJSHRTVHJFKOFB-KTKRTIGZSA-N 1-[[(z)-2-(4-bromophenyl)ethenyl]sulfonylmethyl]-4-chlorobenzene Chemical compound C1=CC(Cl)=CC=C1CS(=O)(=O)\C=C/C1=CC=C(Br)C=C1 JJSHRTVHJFKOFB-KTKRTIGZSA-N 0.000 description 1
- URBLDUHDENNTET-KTKRTIGZSA-N 1-[[(z)-2-(4-bromophenyl)ethenyl]sulfonylmethyl]-4-fluorobenzene Chemical compound C1=CC(F)=CC=C1CS(=O)(=O)\C=C/C1=CC=C(Br)C=C1 URBLDUHDENNTET-KTKRTIGZSA-N 0.000 description 1
- XMPVUPXPMAUISH-KTKRTIGZSA-N 1-[[(z)-2-(4-chlorophenyl)ethenyl]sulfonylmethyl]-4-fluorobenzene Chemical compound C1=CC(F)=CC=C1CS(=O)(=O)\C=C/C1=CC=C(Cl)C=C1 XMPVUPXPMAUISH-KTKRTIGZSA-N 0.000 description 1
- WXVZZCHUAIGQKJ-KTKRTIGZSA-N 1-chloro-4-[[(z)-2-(4-chlorophenyl)ethenyl]sulfonylmethyl]benzene Chemical compound C1=CC(Cl)=CC=C1CS(=O)(=O)\C=C/C1=CC=C(Cl)C=C1 WXVZZCHUAIGQKJ-KTKRTIGZSA-N 0.000 description 1
- GMKXPTFOBQFAOD-KTKRTIGZSA-N 1-chloro-4-[[(z)-2-(4-fluorophenyl)ethenyl]sulfonylmethyl]benzene Chemical compound C1=CC(F)=CC=C1\C=C/S(=O)(=O)CC1=CC=C(Cl)C=C1 GMKXPTFOBQFAOD-KTKRTIGZSA-N 0.000 description 1
- 208000003174 Brain Neoplasms Diseases 0.000 description 1
- 208000008839 Kidney Neoplasms Diseases 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
- 210000000481 breast Anatomy 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- 208000032839 leukemia Diseases 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 230000002611 ovarian Effects 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 210000002307 prostate Anatomy 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/282,855 US6201154B1 (en) | 1999-03-31 | 1999-03-31 | Z-styryl sulfone anticancer agents |
| US09/282,855 | 1999-03-31 | ||
| PCT/US2000/008350 WO2000057872A1 (en) | 1999-03-31 | 2000-03-30 | Z-styryl sulfone anticancer agents |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002540152A JP2002540152A (ja) | 2002-11-26 |
| JP2002540152A5 true JP2002540152A5 (enExample) | 2007-05-31 |
| JP4468593B2 JP4468593B2 (ja) | 2010-05-26 |
Family
ID=23083418
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000607623A Expired - Fee Related JP4468593B2 (ja) | 1999-03-31 | 2000-03-30 | Ｚ−スチリルスルホン抗癌剤 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US6201154B1 (enExample) |
| EP (1) | EP1180024B1 (enExample) |
| JP (1) | JP4468593B2 (enExample) |
| AT (1) | ATE258790T1 (enExample) |
| AU (1) | AU771133B2 (enExample) |
| CA (1) | CA2368653C (enExample) |
| DE (1) | DE60008098T2 (enExample) |
| WO (1) | WO2000057872A1 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000059495A1 (en) * | 1999-04-02 | 2000-10-12 | Temple University - Of The Commonwealth System Of Higher Education | (e)-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 |
| 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 |
| CA2424884C (en) * | 2000-10-05 | 2009-12-15 | E. Premkumar Reddy | Substituted (e)-styryl benzylsulfones for treating proliferative disorders |
| WO2002067913A1 (en) * | 2001-02-27 | 2002-09-06 | Temple University-Of The Commonwealth System Of Higher Education | (z)-styrylbenzylsulfones and pharmaceutical uses thereof |
| US6667346B2 (en) | 2001-02-28 | 2003-12-23 | Temple University - Of The Commonwealth System Of Higher Education | Method for protecting cells and tissues from ionizing radiation toxicity with α, β unsaturated aryl sulfones |
| US20060270643A1 (en) * | 2002-10-31 | 2006-11-30 | Chawnshang Chang | Hyfroxyflutamide induced pathways related to androgen receptor negative prostate cancer cells |
| AU2004289281C1 (en) * | 2003-11-14 | 2011-12-08 | Onconova Therapeutics, Inc. | Alpha, beta-Unsaturated sulfoxides for treating proliferative disorders |
| AU2005222947B2 (en) * | 2004-03-16 | 2010-12-23 | Onconova Therapeutics Inc. | Substituted phenoxy- and phenylthio- derivatives for treating proliferative disorders |
| US8058313B2 (en) | 2004-06-24 | 2011-11-15 | Temple University—Of the Commonwealth System of Higher Education | Alpha, beta-unsaturated sulfones, sulfoxides, sulfonimides, sulfinimides, acylsulfonamides and acylsulfinamides and therapeutic uses thereof |
| US8143453B2 (en) * | 2005-02-25 | 2012-03-27 | Temple University—Of the Commonwealth System of Higher Education | Unsaturated sulfides, sulfones, sulfoxides and sulfonamides synthesis |
| US8664272B2 (en) * | 2006-08-30 | 2014-03-04 | Temple University—Of the Commonwealth System of Higher Education | Composition and methods for the treatment of myelodysplastic syndrome and acute myeloid leukemia |
| US8308342B2 (en) * | 2008-11-24 | 2012-11-13 | Kraft Foods Global Brands Llc | Processing elements for mixing meat products |
| GB201010359D0 (en) | 2010-06-21 | 2010-08-04 | Univ Nottingham | Compounds for treating proliferative disorders |
| CA2885217C (en) | 2012-09-20 | 2019-10-08 | Temple University - Of The Commonwealth System Of Higher Education | Substituted alkyl diaryl derivatives, methods of preparation and uses |
| ES2864681T3 (es) | 2012-12-07 | 2021-10-14 | Onconova Therapeutics Inc | Tratamiento del cáncer hematológico refractario a un agente contra el cáncer |
| 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 (11)
| 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 |
-
1999
- 1999-03-31 US US09/282,855 patent/US6201154B1/en not_active Expired - Lifetime
-
2000
- 2000-03-30 WO PCT/US2000/008350 patent/WO2000057872A1/en not_active Ceased
- 2000-03-30 EP EP00919829A patent/EP1180024B1/en not_active Expired - Lifetime
- 2000-03-30 AT AT00919829T patent/ATE258790T1/de not_active IP Right Cessation
- 2000-03-30 US US09/937,805 patent/US6576675B1/en not_active Expired - Lifetime
- 2000-03-30 JP JP2000607623A patent/JP4468593B2/ja not_active Expired - Fee Related
- 2000-03-30 AU AU40450/00A patent/AU771133B2/en not_active Ceased
- 2000-03-30 CA CA002368653A patent/CA2368653C/en not_active Expired - Fee Related
- 2000-03-30 DE DE60008098T patent/DE60008098T2/de not_active Expired - Lifetime
- 2000-11-22 US US09/722,450 patent/US6414034B1/en not_active Expired - Lifetime