JP2004534025A5 - - Google Patents
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- JP2004534025A5 JP2004534025A5 JP2002586930A JP2002586930A JP2004534025A5 JP 2004534025 A5 JP2004534025 A5 JP 2004534025A5 JP 2002586930 A JP2002586930 A JP 2002586930A JP 2002586930 A JP2002586930 A JP 2002586930A JP 2004534025 A5 JP2004534025 A5 JP 2004534025A5
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- Prior art keywords
- pharmaceutical composition
- compound
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- amino acid
- tumor
- Prior art date
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- 239000008194 pharmaceutical composition Substances 0.000 claims 157
- 150000001875 compounds Chemical class 0.000 claims 56
- 206010028980 Neoplasm Diseases 0.000 claims 32
- 125000000539 amino acid group Chemical group 0.000 claims 32
- 210000004027 cell Anatomy 0.000 claims 31
- 150000003839 salts Chemical group 0.000 claims 21
- PCSMJKASWLYICJ-UHFFFAOYSA-N Succinic aldehyde Chemical compound O=CCCC=O PCSMJKASWLYICJ-UHFFFAOYSA-N 0.000 claims 16
- 239000003112 inhibitor Substances 0.000 claims 16
- 125000001424 substituent group Chemical group 0.000 claims 14
- ORQFDHFZSMXRLM-UHFFFAOYSA-N 4-[4-(3,4-dimethoxyphenyl)-2,3-dimethylbutyl]-1,2-dimethoxybenzene Chemical compound C1=C(OC)C(OC)=CC=C1CC(C)C(C)CC1=CC=C(OC)C(OC)=C1 ORQFDHFZSMXRLM-UHFFFAOYSA-N 0.000 claims 13
- 230000001105 regulatory effect Effects 0.000 claims 13
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- 208000022361 Human papillomavirus infectious disease Diseases 0.000 claims 11
- 230000002401 inhibitory effect Effects 0.000 claims 10
- 239000000546 pharmaceutical excipient Substances 0.000 claims 10
- 102000000763 Survivin Human genes 0.000 claims 9
- 108010002687 Survivin Proteins 0.000 claims 9
- HCZKYJDFEPMADG-UHFFFAOYSA-N nordihydroguaiaretic acid Chemical compound C=1C=C(O)C(O)=CC=1CC(C)C(C)CC1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-UHFFFAOYSA-N 0.000 claims 9
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims 8
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- -1 dimethylaminoacetoxy Chemical group 0.000 claims 6
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- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims 5
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- OYIFNHCXNCRBQI-UHFFFAOYSA-N 2-aminoadipic acid Chemical compound OC(=O)C(N)CCCC(O)=O OYIFNHCXNCRBQI-UHFFFAOYSA-N 0.000 claims 4
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- PMMYEEVYMWASQN-DMTCNVIQSA-N Hydroxyproline Chemical compound O[C@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-DMTCNVIQSA-N 0.000 claims 4
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- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims 4
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- PQNASZJZHFPQLE-LURJTMIESA-N N(6)-methyl-L-lysine Chemical compound CNCCCC[C@H](N)C(O)=O PQNASZJZHFPQLE-LURJTMIESA-N 0.000 claims 4
- JDHILDINMRGULE-LURJTMIESA-N N(pros)-methyl-L-histidine Chemical compound CN1C=NC=C1C[C@H](N)C(O)=O JDHILDINMRGULE-LURJTMIESA-N 0.000 claims 4
- BZQFBWGGLXLEPQ-UHFFFAOYSA-N O-phosphoryl-L-serine Natural products OC(=O)C(N)COP(O)(O)=O BZQFBWGGLXLEPQ-UHFFFAOYSA-N 0.000 claims 4
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 claims 4
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 claims 4
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 claims 4
- 239000004473 Threonine Substances 0.000 claims 4
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims 4
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- 125000003295 alanine group Chemical group N[C@@H](C)C(=O)* 0.000 claims 4
- 229960001230 asparagine Drugs 0.000 claims 4
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- 229940009098 aspartate Drugs 0.000 claims 4
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- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims 4
- YSMODUONRAFBET-UHFFFAOYSA-N delta-DL-hydroxylysine Natural products NCC(O)CCC(N)C(O)=O YSMODUONRAFBET-UHFFFAOYSA-N 0.000 claims 4
- 229950006137 dexfosfoserine Drugs 0.000 claims 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethyl sulfoxide Natural products CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 4
- PMMYEEVYMWASQN-UHFFFAOYSA-N dl-hydroxyproline Natural products OC1C[NH2+]C(C([O-])=O)C1 PMMYEEVYMWASQN-UHFFFAOYSA-N 0.000 claims 4
- 239000003937 drug carrier Substances 0.000 claims 4
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- YSMODUONRAFBET-UHNVWZDZSA-N erythro-5-hydroxy-L-lysine Chemical compound NC[C@H](O)CC[C@H](N)C(O)=O YSMODUONRAFBET-UHNVWZDZSA-N 0.000 claims 4
- UHBYWPGGCSDKFX-VKHMYHEASA-N gamma-carboxy-L-glutamic acid Chemical compound OC(=O)[C@@H](N)CC(C(O)=O)C(O)=O UHBYWPGGCSDKFX-VKHMYHEASA-N 0.000 claims 4
- 229930195712 glutamate Natural products 0.000 claims 4
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- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims 4
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- 238000004519 manufacturing process Methods 0.000 claims 4
- HCZKYJDFEPMADG-TXEJJXNPSA-N masoprocol Chemical compound C([C@H](C)[C@H](C)CC=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-TXEJJXNPSA-N 0.000 claims 4
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- DCWXELXMIBXGTH-UHFFFAOYSA-N phosphotyrosine Chemical compound OC(=O)C(N)CC1=CC=C(OP(O)(O)=O)C=C1 DCWXELXMIBXGTH-UHFFFAOYSA-N 0.000 claims 4
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- XUIIKFGFIJCVMT-UHFFFAOYSA-N thyroxine-binding globulin Natural products IC1=CC(CC([NH3+])C([O-])=O)=CC(I)=C1OC1=CC(I)=C(O)C(I)=C1 XUIIKFGFIJCVMT-UHFFFAOYSA-N 0.000 claims 4
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- 239000004474 valine Substances 0.000 claims 4
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical group N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 3
- 102100026810 Cyclin-dependent kinase 7 Human genes 0.000 claims 3
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- NTWVQPHTOUKMDI-YFKPBYRVSA-N N-Methyl-arginine Chemical compound CN[C@H](C(O)=O)CCCN=C(N)N NTWVQPHTOUKMDI-YFKPBYRVSA-N 0.000 claims 3
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- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical group P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 claims 3
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- 101150012716 CDK1 gene Proteins 0.000 claims 2
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- 101000868333 Homo sapiens Cyclin-dependent kinase 1 Proteins 0.000 claims 2
- 101001072338 Homo sapiens Proliferating cell nuclear antigen Proteins 0.000 claims 2
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- KJBQDYDTQCIAFO-ZLELNMGESA-N (2s)-2-amino-4-methylpentanoic acid;(2s)-2,6-diaminohexanoic acid Chemical compound CC(C)C[C@H](N)C(O)=O.NCCCC[C@H](N)C(O)=O KJBQDYDTQCIAFO-ZLELNMGESA-N 0.000 claims 1
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- 208000003445 Mouth Neoplasms Diseases 0.000 claims 1
- MXNRLFUSFKVQSK-QMMMGPOBSA-O N(6),N(6),N(6)-trimethyl-L-lysine Chemical compound C[N+](C)(C)CCCC[C@H]([NH3+])C([O-])=O MXNRLFUSFKVQSK-QMMMGPOBSA-O 0.000 claims 1
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/851,425 US6608108B2 (en) | 1999-10-15 | 2001-05-09 | Method for treatment of tumors using nordihydroguaiaretic acid derivatives |
| PCT/US2002/014374 WO2002089795A1 (en) | 2001-05-09 | 2002-05-08 | Method for treatment of tumors using nordihydroguaiaretic acid derivatives |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009177106A Division JP2009242438A (ja) | 2001-05-09 | 2009-07-29 | ノルジヒドログアヤレティク酸誘導体を使用して腫瘍を処置するための方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004534025A JP2004534025A (ja) | 2004-11-11 |
| JP2004534025A5 true JP2004534025A5 (enExample) | 2006-01-05 |
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Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002586930A Pending JP2004534025A (ja) | 2001-05-09 | 2002-05-08 | ノルジヒドログアヤレティク酸誘導体を使用して腫瘍を処置するための方法 |
| JP2009177106A Pending JP2009242438A (ja) | 2001-05-09 | 2009-07-29 | ノルジヒドログアヤレティク酸誘導体を使用して腫瘍を処置するための方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009177106A Pending JP2009242438A (ja) | 2001-05-09 | 2009-07-29 | ノルジヒドログアヤレティク酸誘導体を使用して腫瘍を処置するための方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US6608108B2 (enExample) |
| EP (1) | EP1392293B1 (enExample) |
| JP (2) | JP2004534025A (enExample) |
| CN (1) | CN1525857B (enExample) |
| AU (1) | AU2002311890C1 (enExample) |
| CA (1) | CA2447045A1 (enExample) |
| SG (1) | SG169224A1 (enExample) |
| WO (1) | WO2002089795A1 (enExample) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6365787B1 (en) * | 1994-09-30 | 2002-04-02 | The Johns Hopkins University | Compounds for the suppression of HIV TAT transactivation |
| US6608108B2 (en) * | 1999-10-15 | 2003-08-19 | Johns Hopkins University | Method for treatment of tumors using nordihydroguaiaretic acid derivatives |
| US20060141029A1 (en) * | 2003-05-20 | 2006-06-29 | Erimos Pharmaceuticals Llc | Methods and compositions for delivery of catecholic butanes for treatment of diseases |
| AU2004249124A1 (en) * | 2003-05-20 | 2004-12-29 | Erimos Pharmaceuticals Llc | Methods and compositions for delivery of catecholic butanes for treatment of diseases |
| US7728036B2 (en) | 2003-05-20 | 2010-06-01 | Erimos Pharmaceuticals, Llc | Methods for delivery of catecholic butanes for treatment of tumors |
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| KR20090006062A (ko) * | 2006-02-23 | 2009-01-14 | 에리모스 파마슈티컬스 엘엘씨 | 인플루엔자 바이러스 감염의 치료 방법 |
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| US5276060A (en) * | 1979-06-19 | 1994-01-04 | Block/Chemex, G.P. | Methods of treating tumors with compositions of catecholic butanes |
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-
2001
- 2001-05-09 US US09/851,425 patent/US6608108B2/en not_active Expired - Lifetime
-
2002
- 2002-05-08 CA CA002447045A patent/CA2447045A1/en not_active Withdrawn
- 2002-05-08 WO PCT/US2002/014374 patent/WO2002089795A1/en not_active Ceased
- 2002-05-08 AU AU2002311890A patent/AU2002311890C1/en not_active Ceased
- 2002-05-08 JP JP2002586930A patent/JP2004534025A/ja active Pending
- 2002-05-08 CN CN028138627A patent/CN1525857B/zh not_active Expired - Lifetime
- 2002-05-08 SG SG200507965-2A patent/SG169224A1/en unknown
- 2002-05-08 EP EP02739227.3A patent/EP1392293B1/en not_active Expired - Lifetime
- 2002-10-15 US US10/270,313 patent/US6777444B2/en not_active Expired - Lifetime
-
2003
- 2003-12-16 US US10/735,910 patent/US8318815B2/en not_active Expired - Fee Related
-
2009
- 2009-07-29 JP JP2009177106A patent/JP2009242438A/ja active Pending
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