JP2005527487A5 - - Google Patents
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- Publication number
- JP2005527487A5 JP2005527487A5 JP2003557380A JP2003557380A JP2005527487A5 JP 2005527487 A5 JP2005527487 A5 JP 2005527487A5 JP 2003557380 A JP2003557380 A JP 2003557380A JP 2003557380 A JP2003557380 A JP 2003557380A JP 2005527487 A5 JP2005527487 A5 JP 2005527487A5
- Authority
- JP
- Japan
- Prior art keywords
- cancer
- use according
- cooh
- compound
- drug
- 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
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 30
- 206010028980 Neoplasm Diseases 0.000 claims 22
- 150000001875 compounds Chemical class 0.000 claims 22
- 201000011510 cancer Diseases 0.000 claims 19
- 239000003814 drug Substances 0.000 claims 14
- 238000002560 therapeutic procedure Methods 0.000 claims 13
- 239000003795 chemical substances by application Substances 0.000 claims 11
- 229940079593 drug Drugs 0.000 claims 11
- 150000001495 arsenic compounds Chemical class 0.000 claims 10
- 239000000203 mixture Substances 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 7
- 125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 claims 7
- 239000008194 pharmaceutical composition Substances 0.000 claims 6
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- -1 nitrosurea Chemical compound 0.000 claims 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims 4
- AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims 4
- 206010025323 Lymphomas Diseases 0.000 claims 4
- 208000034578 Multiple myelomas Diseases 0.000 claims 4
- 201000003793 Myelodysplastic syndrome Diseases 0.000 claims 4
- 208000014767 Myeloproliferative disease Diseases 0.000 claims 4
- 206010035226 Plasma cell myeloma Diseases 0.000 claims 4
- 208000009527 Refractory anemia Diseases 0.000 claims 4
- 206010072684 Refractory cytopenia with unilineage dysplasia Diseases 0.000 claims 4
- NKANXQFJJICGDU-QPLCGJKRSA-N Tamoxifen Chemical compound C=1C=CC=CC=1C(/CC)=C(C=1C=CC(OCCN(C)C)=CC=1)/C1=CC=CC=C1 NKANXQFJJICGDU-QPLCGJKRSA-N 0.000 claims 4
- RJURFGZVJUQBHK-UHFFFAOYSA-N actinomycin D Natural products CC1OC(=O)C(C(C)C)N(C)C(=O)CN(C)C(=O)C2CCCN2C(=O)C(C(C)C)NC(=O)C1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)NC4C(=O)NC(C(N5CCCC5C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-UHFFFAOYSA-N 0.000 claims 4
- 239000002246 antineoplastic agent Substances 0.000 claims 4
- 238000009472 formulation Methods 0.000 claims 4
- 125000000404 glutamine group Chemical group N[C@@H](CCC(N)=O)C(=O)* 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- 239000003053 toxin Substances 0.000 claims 4
- 231100000765 toxin Toxicity 0.000 claims 4
- 208000036762 Acute promyelocytic leukaemia Diseases 0.000 claims 3
- 206010005949 Bone cancer Diseases 0.000 claims 3
- 208000018084 Bone neoplasm Diseases 0.000 claims 3
- 208000003174 Brain Neoplasms Diseases 0.000 claims 3
- 206010006187 Breast cancer Diseases 0.000 claims 3
- 208000026310 Breast neoplasm Diseases 0.000 claims 3
- 206010009944 Colon cancer Diseases 0.000 claims 3
- 206010014733 Endometrial cancer Diseases 0.000 claims 3
- 206010014759 Endometrial neoplasm Diseases 0.000 claims 3
- 208000000461 Esophageal Neoplasms Diseases 0.000 claims 3
- 208000008839 Kidney Neoplasms Diseases 0.000 claims 3
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 3
- 201000007224 Myeloproliferative neoplasm Diseases 0.000 claims 3
- 206010030155 Oesophageal carcinoma Diseases 0.000 claims 3
- 206010033128 Ovarian cancer Diseases 0.000 claims 3
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 3
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 3
- 208000033826 Promyelocytic Acute Leukemia Diseases 0.000 claims 3
- 206010060862 Prostate cancer Diseases 0.000 claims 3
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 3
- 206010038389 Renal cancer Diseases 0.000 claims 3
- 208000000453 Skin Neoplasms Diseases 0.000 claims 3
- 208000000277 Splenic Neoplasms Diseases 0.000 claims 3
- 208000005718 Stomach Neoplasms Diseases 0.000 claims 3
- 239000000427 antigen Substances 0.000 claims 3
- 108091007433 antigens Proteins 0.000 claims 3
- 102000036639 antigens Human genes 0.000 claims 3
- 201000006491 bone marrow cancer Diseases 0.000 claims 3
- 201000007455 central nervous system cancer Diseases 0.000 claims 3
- 229940044683 chemotherapy drug Drugs 0.000 claims 3
- 208000029742 colonic neoplasm Diseases 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 201000004101 esophageal cancer Diseases 0.000 claims 3
- 102000015694 estrogen receptors Human genes 0.000 claims 3
- 108010038795 estrogen receptors Proteins 0.000 claims 3
- 206010017758 gastric cancer Diseases 0.000 claims 3
- 201000010536 head and neck cancer Diseases 0.000 claims 3
- 208000014829 head and neck neoplasm Diseases 0.000 claims 3
- 230000002489 hematologic effect Effects 0.000 claims 3
- 201000010982 kidney cancer Diseases 0.000 claims 3
- 208000032839 leukemia Diseases 0.000 claims 3
- 201000007270 liver cancer Diseases 0.000 claims 3
- 208000014018 liver neoplasm Diseases 0.000 claims 3
- 201000005202 lung cancer Diseases 0.000 claims 3
- 208000020816 lung neoplasm Diseases 0.000 claims 3
- 201000010453 lymph node cancer Diseases 0.000 claims 3
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 3
- 201000002528 pancreatic cancer Diseases 0.000 claims 3
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 3
- 201000000849 skin cancer Diseases 0.000 claims 3
- 201000002314 small intestine cancer Diseases 0.000 claims 3
- 201000002471 spleen cancer Diseases 0.000 claims 3
- 201000011549 stomach cancer Diseases 0.000 claims 3
- STQGQHZAVUOBTE-UHFFFAOYSA-N 7-Cyan-hept-2t-en-4,6-diinsaeure Natural products C1=2C(O)=C3C(=O)C=4C(OC)=CC=CC=4C(=O)C3=C(O)C=2CC(O)(C(C)=O)CC1OC1CC(N)C(O)C(C)O1 STQGQHZAVUOBTE-UHFFFAOYSA-N 0.000 claims 2
- SHGAZHPCJJPHSC-ZVCIMWCZSA-N 9-cis-retinoic acid Chemical compound OC(=O)/C=C(\C)/C=C/C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-ZVCIMWCZSA-N 0.000 claims 2
- 108010006654 Bleomycin Proteins 0.000 claims 2
- COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 claims 2
- KLWPJMFMVPTNCC-UHFFFAOYSA-N Camptothecin Natural products CCC1(O)C(=O)OCC2=C1C=C3C4Nc5ccccc5C=C4CN3C2=O KLWPJMFMVPTNCC-UHFFFAOYSA-N 0.000 claims 2
- CMSMOCZEIVJLDB-UHFFFAOYSA-N Cyclophosphamide Chemical compound ClCCN(CCCl)P1(=O)NCCCO1 CMSMOCZEIVJLDB-UHFFFAOYSA-N 0.000 claims 2
- 108010092160 Dactinomycin Proteins 0.000 claims 2
- GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 claims 2
- FBOZXECLQNJBKD-ZDUSSCGKSA-N L-methotrexate Chemical compound C=1N=C2N=C(N)N=C(N)C2=NC=1CN(C)C1=CC=C(C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=C1 FBOZXECLQNJBKD-ZDUSSCGKSA-N 0.000 claims 2
- 229930192392 Mitomycin Natural products 0.000 claims 2
- NWIBSHFKIJFRCO-WUDYKRTCSA-N Mytomycin Chemical compound C1N2C(C(C(C)=C(N)C3=O)=O)=C3[C@@H](COC(N)=O)[C@@]2(OC)[C@@H]2[C@H]1N2 NWIBSHFKIJFRCO-WUDYKRTCSA-N 0.000 claims 2
- 229930012538 Paclitaxel Natural products 0.000 claims 2
- 208000024313 Testicular Neoplasms Diseases 0.000 claims 2
- 206010057644 Testis cancer Diseases 0.000 claims 2
- 229940123468 Transferase inhibitor Drugs 0.000 claims 2
- JXLYSJRDGCGARV-WWYNWVTFSA-N Vinblastine Natural products O=C(O[C@H]1[C@](O)(C(=O)OC)[C@@H]2N(C)c3c(cc(c(OC)c3)[C@]3(C(=O)OC)c4[nH]c5c(c4CCN4C[C@](O)(CC)C[C@H](C3)C4)cccc5)[C@@]32[C@H]2[C@@]1(CC)C=CCN2CC3)C JXLYSJRDGCGARV-WWYNWVTFSA-N 0.000 claims 2
- RJURFGZVJUQBHK-IIXSONLDSA-N actinomycin D Chemical compound C[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](C(C)C)NC(=O)[C@H]1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)N[C@@H]4C(=O)N[C@@H](C(N5CCC[C@H]5C(=O)N(C)CC(=O)N(C)[C@@H](C(C)C)C(=O)O[C@@H]4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-IIXSONLDSA-N 0.000 claims 2
- 229960001445 alitretinoin Drugs 0.000 claims 2
- 229960005070 ascorbic acid Drugs 0.000 claims 2
- 235000010323 ascorbic acid Nutrition 0.000 claims 2
- 239000011668 ascorbic acid Substances 0.000 claims 2
- VSRXQHXAPYXROS-UHFFFAOYSA-N azanide;cyclobutane-1,1-dicarboxylic acid;platinum(2+) Chemical compound [NH2-].[NH2-].[Pt+2].OC(=O)C1(C(O)=O)CCC1 VSRXQHXAPYXROS-UHFFFAOYSA-N 0.000 claims 2
- 239000011230 binding agent Substances 0.000 claims 2
- 229960001561 bleomycin Drugs 0.000 claims 2
- OYVAGSVQBOHSSS-UAPAGMARSA-O bleomycin A2 Chemical compound N([C@H](C(=O)N[C@H](C)[C@@H](O)[C@H](C)C(=O)N[C@@H]([C@H](O)C)C(=O)NCCC=1SC=C(N=1)C=1SC=C(N=1)C(=O)NCCC[S+](C)C)[C@@H](O[C@H]1[C@H]([C@@H](O)[C@H](O)[C@H](CO)O1)O[C@@H]1[C@H]([C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O1)O)C=1N=CNC=1)C(=O)C1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(N)=C1C OYVAGSVQBOHSSS-UAPAGMARSA-O 0.000 claims 2
- 210000000601 blood cell Anatomy 0.000 claims 2
- 229960002092 busulfan Drugs 0.000 claims 2
- 229940127093 camptothecin Drugs 0.000 claims 2
- VSJKWCGYPAHWDS-FQEVSTJZSA-N camptothecin Chemical compound C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)[C@]5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-FQEVSTJZSA-N 0.000 claims 2
- 229960004562 carboplatin Drugs 0.000 claims 2
- 229960004630 chlorambucil Drugs 0.000 claims 2
- JCKYGMPEJWAADB-UHFFFAOYSA-N chlorambucil Chemical compound OC(=O)CCCC1=CC=C(N(CCCl)CCCl)C=C1 JCKYGMPEJWAADB-UHFFFAOYSA-N 0.000 claims 2
- DQLATGHUWYMOKM-UHFFFAOYSA-L cisplatin Chemical compound N[Pt](N)(Cl)Cl DQLATGHUWYMOKM-UHFFFAOYSA-L 0.000 claims 2
- 229960004316 cisplatin Drugs 0.000 claims 2
- 229960004397 cyclophosphamide Drugs 0.000 claims 2
- 229960000640 dactinomycin Drugs 0.000 claims 2
- STQGQHZAVUOBTE-VGBVRHCVSA-N daunorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(C)=O)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 STQGQHZAVUOBTE-VGBVRHCVSA-N 0.000 claims 2
- 229960000975 daunorubicin Drugs 0.000 claims 2
- VSJKWCGYPAHWDS-UHFFFAOYSA-N dl-camptothecin Natural products C1=CC=C2C=C(CN3C4=CC5=C(C3=O)COC(=O)C5(O)CC)C4=NC2=C1 VSJKWCGYPAHWDS-UHFFFAOYSA-N 0.000 claims 2
- 229960004679 doxorubicin Drugs 0.000 claims 2
- VJJPUSNTGOMMGY-MRVIYFEKSA-N etoposide Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O[C@H]3[C@@H]([C@@H](O)[C@@H]4O[C@H](C)OC[C@H]4O3)O)[C@@H]3[C@@H]2C(OC3)=O)=C1 VJJPUSNTGOMMGY-MRVIYFEKSA-N 0.000 claims 2
- 229960002949 fluorouracil Drugs 0.000 claims 2
- 229960001101 ifosfamide Drugs 0.000 claims 2
- HOMGKSMUEGBAAB-UHFFFAOYSA-N ifosfamide Chemical compound ClCCNP1(=O)OCCCN1CCCl HOMGKSMUEGBAAB-UHFFFAOYSA-N 0.000 claims 2
- 229960001924 melphalan Drugs 0.000 claims 2
- SGDBTWWWUNNDEQ-LBPRGKRZSA-N melphalan Chemical compound OC(=O)[C@@H](N)CC1=CC=C(N(CCCl)CCCl)C=C1 SGDBTWWWUNNDEQ-LBPRGKRZSA-N 0.000 claims 2
- 229960000485 methotrexate Drugs 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 229960004857 mitomycin Drugs 0.000 claims 2
- 229940086322 navelbine Drugs 0.000 claims 2
- 239000008203 oral pharmaceutical composition Substances 0.000 claims 2
- 229960001592 paclitaxel Drugs 0.000 claims 2
- 229960000624 procarbazine Drugs 0.000 claims 2
- CPTBDICYNRMXFX-UHFFFAOYSA-N procarbazine Chemical compound CNNCC1=CC=C(C(=O)NC(C)C)C=C1 CPTBDICYNRMXFX-UHFFFAOYSA-N 0.000 claims 2
- GZUITABIAKMVPG-UHFFFAOYSA-N raloxifene Chemical compound C1=CC(O)=CC=C1C1=C(C(=O)C=2C=CC(OCCN3CCCCC3)=CC=2)C2=CC=C(O)C=C2S1 GZUITABIAKMVPG-UHFFFAOYSA-N 0.000 claims 2
- 229960004622 raloxifene Drugs 0.000 claims 2
- 229930002330 retinoic acid Natural products 0.000 claims 2
- SHGAZHPCJJPHSC-YCNIQYBTSA-N retinoic acid group Chemical group C\C(=C/C(=O)O)\C=C\C=C(\C=C\C1=C(CCCC1(C)C)C)/C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 claims 2
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 claims 2
- 229960001603 tamoxifen Drugs 0.000 claims 2
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 claims 2
- 201000003120 testicular cancer Diseases 0.000 claims 2
- 239000003558 transferase inhibitor Substances 0.000 claims 2
- 229960003048 vinblastine Drugs 0.000 claims 2
- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 claims 2
- 229960004528 vincristine Drugs 0.000 claims 2
- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 claims 2
- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 claims 2
- CILBMBUYJCWATM-PYGJLNRPSA-N vinorelbine ditartrate Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O.OC(=O)[C@H](O)[C@@H](O)C(O)=O.C1N(CC=2C3=CC=CC=C3NC=22)CC(CC)=C[C@H]1C[C@]2(C(=O)OC)C1=CC([C@]23[C@H]([C@@]([C@H](OC(C)=O)[C@]4(CC)C=CCN([C@H]34)CC2)(O)C(=O)OC)N2C)=C2C=C1OC CILBMBUYJCWATM-PYGJLNRPSA-N 0.000 claims 2
- 108010022366 Carcinoembryonic Antigen Proteins 0.000 claims 1
- 102100025475 Carcinoembryonic antigen-related cell adhesion molecule 5 Human genes 0.000 claims 1
- 108010049048 Cholera Toxin Proteins 0.000 claims 1
- 102000009016 Cholera Toxin Human genes 0.000 claims 1
- 101001034314 Homo sapiens Lactadherin Proteins 0.000 claims 1
- 102100039648 Lactadherin Human genes 0.000 claims 1
- 102000002297 Laminin Receptors Human genes 0.000 claims 1
- 108010000851 Laminin Receptors Proteins 0.000 claims 1
- 102100020872 Leucyl-cystinyl aminopeptidase Human genes 0.000 claims 1
- 108010081690 Pertussis Toxin Proteins 0.000 claims 1
- 101710114878 Phospholipase A-2-activating protein Proteins 0.000 claims 1
- 101710193105 Plasmalemma vesicle-associated protein Proteins 0.000 claims 1
- 102100022427 Plasmalemma vesicle-associated protein Human genes 0.000 claims 1
- 102000007066 Prostate-Specific Antigen Human genes 0.000 claims 1
- 108010072866 Prostate-Specific Antigen Proteins 0.000 claims 1
- 108010039491 Ricin Proteins 0.000 claims 1
- 102100039094 Tyrosinase Human genes 0.000 claims 1
- 108060008724 Tyrosinase Proteins 0.000 claims 1
- 101710145727 Viral Fc-gamma receptor-like protein UL119 Proteins 0.000 claims 1
- 230000001093 anti-cancer Effects 0.000 claims 1
- 238000002512 chemotherapy Methods 0.000 claims 1
- 229940127089 cytotoxic agent Drugs 0.000 claims 1
- 230000001605 fetal effect Effects 0.000 claims 1
- 238000001415 gene therapy Methods 0.000 claims 1
- 239000002955 immunomodulating agent Substances 0.000 claims 1
- 238000009169 immunotherapy Methods 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- 229960004961 mechlorethamine Drugs 0.000 claims 1
- HAWPXGHAZFHHAD-UHFFFAOYSA-N mechlorethamine Chemical compound ClCCN(C)CCCl HAWPXGHAZFHHAD-UHFFFAOYSA-N 0.000 claims 1
- BLFWHYXWBKKRHI-JYBILGDPSA-N plap Chemical compound N([C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCC(O)=O)C(=O)N1[C@@H](CCC1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C(=O)[C@@H]1CCCN1C(=O)[C@H](CO)NC(=O)[C@@H](N)CCC(O)=O BLFWHYXWBKKRHI-JYBILGDPSA-N 0.000 claims 1
- 238000001959 radiotherapy Methods 0.000 claims 1
- 125000005630 sialyl group Chemical group 0.000 claims 1
- 238000001356 surgical procedure Methods 0.000 claims 1
- 101150047061 tag-72 gene Proteins 0.000 claims 1
- 210000001550 testis Anatomy 0.000 claims 1
- 239000000439 tumor marker Substances 0.000 claims 1
- 230000002485 urinary effect Effects 0.000 claims 1
- 0 C*1CCCC1 Chemical compound C*1CCCC1 0.000 description 3
- DELIRPXYVPFZSP-UHFFFAOYSA-N CC(CCC1C)S1=C Chemical compound CC(CCC1C)S1=C DELIRPXYVPFZSP-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34649202P | 2002-01-07 | 2002-01-07 | |
| PCT/US2003/000281 WO2003057012A2 (en) | 2002-01-07 | 2003-01-07 | S-dimethylarsino-thiosuccinic acid s-dimethylarsino-2-thiobenzoic acid s-(dimethylarsino) glutathione as treatments for cancer |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009279362A Division JP5603593B2 (ja) | 2002-01-07 | 2009-12-09 | 癌治療薬としての、s−ジメチルアルシノ−チオコハク酸、s−ジメチルアルシノ−2−チオ安息香酸、s−(ジメチルアルシノ)グルタチオン |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005527487A JP2005527487A (ja) | 2005-09-15 |
| JP2005527487A5 true JP2005527487A5 (enExample) | 2006-08-17 |
| JP4571408B2 JP4571408B2 (ja) | 2010-10-27 |
Family
ID=23359639
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003557380A Expired - Lifetime JP4571408B2 (ja) | 2002-01-07 | 2003-01-07 | 癌治療薬としての、s−ジメチルアルシノ−チオコハク酸、s−ジメチルアルシノ−2−チオ安息香酸、s−(ジメチルアルシノ)グルタチオン |
| JP2009279362A Expired - Fee Related JP5603593B2 (ja) | 2002-01-07 | 2009-12-09 | 癌治療薬としての、s−ジメチルアルシノ−チオコハク酸、s−ジメチルアルシノ−2−チオ安息香酸、s−(ジメチルアルシノ)グルタチオン |
| JP2013172071A Pending JP2013237701A (ja) | 2002-01-07 | 2013-08-22 | 癌治療薬としての、s−ジメチルアルシノ−チオコハク酸、s−ジメチルアルシノ−2−チオ安息香酸、s−(ジメチルアルシノ)グルタチオン |
| JP2015051753A Pending JP2015120745A (ja) | 2002-01-07 | 2015-03-16 | 癌治療薬としての、s−ジメチルアルシノ−チオコハク酸、s−ジメチルアルシノ−2−チオ安息香酸、s−(ジメチルアルシノ)グルタチオン |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009279362A Expired - Fee Related JP5603593B2 (ja) | 2002-01-07 | 2009-12-09 | 癌治療薬としての、s−ジメチルアルシノ−チオコハク酸、s−ジメチルアルシノ−2−チオ安息香酸、s−(ジメチルアルシノ)グルタチオン |
| JP2013172071A Pending JP2013237701A (ja) | 2002-01-07 | 2013-08-22 | 癌治療薬としての、s−ジメチルアルシノ−チオコハク酸、s−ジメチルアルシノ−2−チオ安息香酸、s−(ジメチルアルシノ)グルタチオン |
| JP2015051753A Pending JP2015120745A (ja) | 2002-01-07 | 2015-03-16 | 癌治療薬としての、s−ジメチルアルシノ−チオコハク酸、s−ジメチルアルシノ−2−チオ安息香酸、s−(ジメチルアルシノ)グルタチオン |
Country Status (6)
| Country | Link |
|---|---|
| US (4) | US6911471B2 (enExample) |
| EP (3) | EP2462932A1 (enExample) |
| JP (4) | JP4571408B2 (enExample) |
| AU (1) | AU2003207455B2 (enExample) |
| CA (1) | CA2472633C (enExample) |
| WO (1) | WO2003057012A2 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003057012A2 (en) * | 2002-01-07 | 2003-07-17 | Board Of Regents, The University Of Texas System | S-dimethylarsino-thiosuccinic acid s-dimethylarsino-2-thiobenzoic acid s-(dimethylarsino) glutathione as treatments for cancer |
| AU2011204901B2 (en) * | 2004-07-16 | 2013-09-12 | Board Of Regents, The University Of Texas System | Compounds and methods for treatment of cancer |
| TW201440760A (zh) * | 2004-07-16 | 2014-11-01 | Texas A & M Univ Sys | 有機砷化合物、其用於治療癌症之用途及包含其之醫藥組成物 |
| EP2394702B1 (en) * | 2005-07-29 | 2014-12-31 | Ziopharm Oncology, Inc. | Compounds and methods for the treatment of cancer |
| EP1979368B1 (en) * | 2006-01-13 | 2014-12-24 | The Texas A&M University System | Compounds and methods for the treatment of cancer |
| TW200829261A (en) | 2006-09-29 | 2008-07-16 | Ziopharm Oncology Inc | Method for controlling angiogenesis in animals |
| JP5301449B2 (ja) * | 2006-11-01 | 2013-09-25 | ニューサウス イノベイションズ ピーティーワイ リミテッド | 有機アルセノキシド化合物およびその使用 |
| CA2704395A1 (en) * | 2007-11-02 | 2009-05-14 | Ziopharm Oncology, Inc. | Combination therapy with organic arsenicals |
| BRPI0821002A2 (pt) * | 2007-12-12 | 2015-06-16 | Ziopharm Oncology Inc | Compostos e métodos para o tratamento de câncer |
| EP2286235A1 (en) * | 2008-05-28 | 2011-02-23 | Basf Se | Means and methods for assessing liver enzyme induction |
| PT2321012T (pt) | 2008-08-20 | 2019-01-11 | Solasia Pharma K K | Compostos organoarsénicos e métodos para o tratamento de cancro |
| WO2011133475A2 (en) * | 2010-04-19 | 2011-10-27 | Sri International | Compositions and method for the treatment of multiple myeloma |
| TWI617305B (zh) * | 2013-12-05 | 2018-03-11 | 蘇愛康制藥有限公司 | 治療癌症的化合物及其應用程序 |
| CN112941027B (zh) * | 2021-03-19 | 2021-11-02 | 苏州大学 | 二甲基亚胂酸致人角质形成细胞恶性转化细胞株及其应用 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2349729A (en) * | 1940-08-24 | 1944-05-23 | Parke Davis & Co | Therapeutic arsenic preparation |
| US2701812A (en) * | 1951-06-26 | 1955-02-08 | Dainippon Pharmaceutical Co | Diarylarsenious acid derivatives and the preparation thereof |
| DE3229565A1 (de) * | 1982-08-07 | 1984-02-16 | Etschenberg, Eugen, Dr., 5000 Köln | Arsenhaltige nucleoside |
| FR2640269B1 (fr) * | 1988-12-13 | 1991-03-15 | Maes Ludo | Composes organometalliques, leurs modes de preparation et compositions pharmaceutiques les contenant |
| ATE407683T1 (de) * | 1997-10-15 | 2008-09-15 | Polarx Biopharmaceuticals Inc | Pharmazeutische zusammensetzungen enthaltend arsentrioxid zur behandlung von multiplen myelom |
| IL136051A0 (en) | 1997-11-10 | 2001-05-20 | Sloan Kettering Inst Cancer | Process for producing arsenic trioxide formulations and methods for treating cancer using arsenic trioxide or melarsoprol |
| CN1233476A (zh) | 1998-04-24 | 1999-11-03 | 陆道培 | 治疗急性白血病的药物及其制备方法 |
| EP1002537A1 (en) | 1998-10-30 | 2000-05-24 | Assistance Publique, Hopitaux De Paris | Use of melarsoprol for the manufacture of a medicament for treating B-cell lymphoproliferative diseases, such as multiple myeloma |
| US6191123B1 (en) * | 1999-03-19 | 2001-02-20 | Parker Hughes Institute | Organic-arsenic compounds |
| AUPQ296799A0 (en) | 1999-09-20 | 1999-10-14 | Unisearch Limited | A cell-membrane impermeable trivalent organoarsenical derivative and use thereof |
| EP1328253B1 (en) * | 2000-04-26 | 2006-03-22 | Oregon Health Sciences University | Administration of a thiol-based chemoprotectant compound |
| AUPR379801A0 (en) | 2001-03-19 | 2001-04-12 | Unisearch Limited | Use of a substantially cell membrane impermeable compound for treating arthritis |
| AUPR598901A0 (en) | 2001-06-28 | 2001-07-19 | Unisearch Limited | Inhibition of angiogenesis by targeting protein tyrosine phosphatases |
| EP1411876B1 (en) | 2001-07-06 | 2009-10-28 | Cochlear Limited | Configuration of implanted devices |
| WO2003057012A2 (en) | 2002-01-07 | 2003-07-17 | Board Of Regents, The University Of Texas System | S-dimethylarsino-thiosuccinic acid s-dimethylarsino-2-thiobenzoic acid s-(dimethylarsino) glutathione as treatments for cancer |
| ES2330519T3 (es) | 2002-11-07 | 2009-12-11 | Newsouth Innovations Pty Limited | Inducion de la transicion de permeabilidad mitocondrial. |
| TW201440760A (zh) | 2004-07-16 | 2014-11-01 | Texas A & M Univ Sys | 有機砷化合物、其用於治療癌症之用途及包含其之醫藥組成物 |
| JP5301449B2 (ja) | 2006-11-01 | 2013-09-25 | ニューサウス イノベイションズ ピーティーワイ リミテッド | 有機アルセノキシド化合物およびその使用 |
-
2003
- 2003-01-07 WO PCT/US2003/000281 patent/WO2003057012A2/en not_active Ceased
- 2003-01-07 AU AU2003207455A patent/AU2003207455B2/en not_active Ceased
- 2003-01-07 US US10/337,969 patent/US6911471B2/en not_active Expired - Lifetime
- 2003-01-07 EP EP11187256A patent/EP2462932A1/en not_active Withdrawn
- 2003-01-07 JP JP2003557380A patent/JP4571408B2/ja not_active Expired - Lifetime
- 2003-01-07 EP EP03705662.9A patent/EP1474128B1/en not_active Expired - Lifetime
- 2003-01-07 CA CA2472633A patent/CA2472633C/en not_active Expired - Fee Related
- 2003-01-07 EP EP20110187261 patent/EP2420229A1/en not_active Withdrawn
-
2005
- 2005-01-13 US US11/035,178 patent/US6995188B2/en not_active Expired - Lifetime
-
2006
- 2006-02-06 US US11/349,043 patent/US7619000B2/en not_active Expired - Lifetime
-
2007
- 2007-08-20 US US11/894,807 patent/US20080090904A1/en not_active Abandoned
-
2009
- 2009-12-09 JP JP2009279362A patent/JP5603593B2/ja not_active Expired - Fee Related
-
2013
- 2013-08-22 JP JP2013172071A patent/JP2013237701A/ja active Pending
-
2015
- 2015-03-16 JP JP2015051753A patent/JP2015120745A/ja active Pending
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