JP2004509073A5 - - Google Patents
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- JP2004509073A5 JP2004509073A5 JP2002508369A JP2002508369A JP2004509073A5 JP 2004509073 A5 JP2004509073 A5 JP 2004509073A5 JP 2002508369 A JP2002508369 A JP 2002508369A JP 2002508369 A JP2002508369 A JP 2002508369A JP 2004509073 A5 JP2004509073 A5 JP 2004509073A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- compound
- composition
- pharmaceutical composition
- pharmaceutically acceptable
- 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
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- 150000001875 compounds Chemical class 0.000 description 34
- 239000000203 mixture Substances 0.000 description 26
- 239000008194 pharmaceutical composition Substances 0.000 description 19
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 10
- 241001465754 Metazoa Species 0.000 description 9
- SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 description 9
- 229930002330 retinoic acid Natural products 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- 229960001727 tretinoin Drugs 0.000 description 6
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 description 5
- SREQLAJQLXPNMC-DXYSAURFSA-N methyl (2e,4e,6e,8e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoate Chemical compound COC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SREQLAJQLXPNMC-DXYSAURFSA-N 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- -1 allylic azoles Chemical class 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000007884 disintegrant Substances 0.000 description 3
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 238000007911 parenteral administration Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 230000002194 synthesizing effect Effects 0.000 description 3
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 206010028980 Neoplasm Diseases 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- OJKZEZMAPKWHTG-UHFFFAOYSA-N bis(2h-triazol-4-yl)methanone Chemical compound C=1NN=NC=1C(=O)C1=CNN=N1 OJKZEZMAPKWHTG-UHFFFAOYSA-N 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- 208000002874 Acne Vulgaris Diseases 0.000 description 1
- MRJVMRQEDQFTGR-JAUKNPJPSA-N CC(C)(CC1)C(/C=C/C(/C)=C/C=C/C(/C)=C/C(O)=O)=C(C)C1[n]1cnnc1 Chemical compound CC(C)(CC1)C(/C=C/C(/C)=C/C=C/C(/C)=C/C(O)=O)=C(C)C1[n]1cnnc1 MRJVMRQEDQFTGR-JAUKNPJPSA-N 0.000 description 1
- 206010025323 Lymphomas Diseases 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 201000004681 Psoriasis Diseases 0.000 description 1
- 206010000496 acne Diseases 0.000 description 1
- 150000001356 alkyl thiols Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- NZKFFGZDNRWTTP-UHFFFAOYSA-N azidocyanamide Chemical compound [N-]=[N+]=NNC#N NZKFFGZDNRWTTP-UHFFFAOYSA-N 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 125000006317 cyclopropyl amino group Chemical group 0.000 description 1
- NUFBGJAEANEZKW-UHFFFAOYSA-N cyclopropyloxycyclopropane Chemical compound C1CC1OC1CC1 NUFBGJAEANEZKW-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 208000032839 leukemia Diseases 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 201000001441 melanoma Diseases 0.000 description 1
- 210000001672 ovary Anatomy 0.000 description 1
- 125000003544 oxime group Chemical group 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 125000000466 oxiranyl group Chemical group 0.000 description 1
- 230000008832 photodamage Effects 0.000 description 1
- 210000002307 prostate Anatomy 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- VOVUARRWDCVURC-UHFFFAOYSA-N thiirane Chemical compound C1CS1 VOVUARRWDCVURC-UHFFFAOYSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 150000003852 triazoles Chemical group 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21746500P | 2000-07-11 | 2000-07-11 | |
| PCT/US2001/016524 WO2002003912A2 (en) | 2000-07-11 | 2001-07-11 | Novel c-4 substituted retinoids |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004509073A JP2004509073A (ja) | 2004-03-25 |
| JP2004509073A5 true JP2004509073A5 (https=) | 2008-09-04 |
Family
ID=22811193
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002508369A Pending JP2004509073A (ja) | 2000-07-11 | 2001-07-11 | 新規なｃ−４置換レチノイド |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US7265143B2 (https=) |
| EP (1) | EP1305274A4 (https=) |
| JP (1) | JP2004509073A (https=) |
| AU (2) | AU2001271265B2 (https=) |
| CA (1) | CA2415169C (https=) |
| WO (1) | WO2002003912A2 (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040242689A1 (en) * | 1999-08-26 | 2004-12-02 | Parks L. Dean | Method of treating benign prostatic hyperplasia and other benign prostate conditions |
| US20050107352A1 (en) * | 1999-08-26 | 2005-05-19 | Parks L. D. | Method of treating benign prostatic hyperplasia |
| FR2894465B1 (fr) | 2005-12-14 | 2010-09-10 | Fabre Pierre Dermo Cosmetique | Utilisation de composes polyinsatures en tant qu'agents blanchissants |
| FR2894577B1 (fr) * | 2005-12-14 | 2008-02-22 | Fabre Pierre Dermo Cosmetique | Nouveaux composes polyinsatures, leur procede de preparation et les compositions les contenant. |
| EP2167090A4 (en) | 2007-06-06 | 2010-08-25 | Univ Maryland | HDAC INHIBITORS AND HORMONE TREATMENT MEDICAMENTS |
| US20100184812A1 (en) * | 2007-06-06 | 2010-07-22 | University Of Maryland, Baltimore | Mutual prodrugs and methods to treat cancer |
| WO2010036404A2 (en) * | 2008-05-09 | 2010-04-01 | University Of Maryland, Baltimore | Novel retinamide retinoic acid metabolism blocking agents |
| WO2011016863A2 (en) * | 2009-08-05 | 2011-02-10 | Angion Biomedica Corp. | Methods and uses of cytochrome p450 inhibitors |
| US10414760B2 (en) | 2016-11-29 | 2019-09-17 | Angion Biomedica Corp. | Cytochrome P450 inhibitors and uses thereof |
| CN102985420B (zh) | 2010-06-01 | 2017-07-04 | 安吉翁生物医药有限公司 | 细胞色素p450抑制剂及其用途 |
| WO2013028771A1 (en) | 2011-08-23 | 2013-02-28 | Leong Hwei Xian | Reversing intestinal inflammation by inhibiting retinoic acid metabolism |
| WO2014093960A1 (en) * | 2012-12-16 | 2014-06-19 | Angion Biomedica Corp. | Compositions and methods for treating disease |
| CA2957785C (en) | 2014-08-11 | 2023-01-03 | Angion Biomedica Corporation | Cytochrome p450 inhibitors and uses thereof |
| WO2016081589A2 (en) | 2014-11-20 | 2016-05-26 | University Of Maryland, Baltimore | 13-cis-ramba retinamides that degrade mnks for treating cancer |
| JP2018501279A (ja) | 2014-12-31 | 2018-01-18 | アンギオン バイオメディカ コーポレイション | 疾患を治療するための方法及び薬剤 |
| CN109675256B (zh) * | 2019-03-02 | 2023-05-23 | 哈尔滨理工大学 | 一种内齿啮合式乳腺癌术后康复训练装置及使用方法 |
| US12528776B2 (en) * | 2019-12-19 | 2026-01-20 | University Of Maryland, Baltimore | Composition and method for treating dermatological disorders using retinamides |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4169103A (en) * | 1978-04-12 | 1979-09-25 | Hoffmann-La Roche Inc. | Nonatetraenoic acid derivatives |
| US5124083A (en) * | 1990-08-30 | 1992-06-23 | Southern Research Institute | 3-substituted and 3,3-disubstituted 4-oxoretinoic acids and their esters |
| US5808120A (en) * | 1995-08-22 | 1998-09-15 | Wisconsin Alumni Research Foundation | Method of synthesis of retinoic acid |
-
2001
- 2001-07-11 WO PCT/US2001/016524 patent/WO2002003912A2/en not_active Ceased
- 2001-07-11 JP JP2002508369A patent/JP2004509073A/ja active Pending
- 2001-07-11 CA CA2415169A patent/CA2415169C/en not_active Expired - Fee Related
- 2001-07-11 EP EP01950246A patent/EP1305274A4/en not_active Withdrawn
- 2001-07-11 AU AU2001271265A patent/AU2001271265B2/en not_active Ceased
- 2001-07-11 AU AU7126501A patent/AU7126501A/xx active Pending
-
2003
- 2003-01-10 US US10/339,332 patent/US7265143B2/en not_active Expired - Fee Related
-
2007
- 2007-07-25 US US11/782,938 patent/US20120122908A1/en not_active Abandoned
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