JP2014508720A5 - - Google Patents
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- Publication number
- JP2014508720A5 JP2014508720A5 JP2013543275A JP2013543275A JP2014508720A5 JP 2014508720 A5 JP2014508720 A5 JP 2014508720A5 JP 2013543275 A JP2013543275 A JP 2013543275A JP 2013543275 A JP2013543275 A JP 2013543275A JP 2014508720 A5 JP2014508720 A5 JP 2014508720A5
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- alkyl
- group
- formula
- phenyl
- 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
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 71
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 68
- 150000001875 compounds Chemical class 0.000 claims description 48
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 32
- 125000001072 heteroaryl group Chemical group 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 238000001356 surgical procedure Methods 0.000 claims description 12
- -1 cyclopentane-1,3-diyl Chemical group 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 11
- 206010028980 Neoplasm Diseases 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 201000011510 cancer Diseases 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 125000003107 substituted aryl group Chemical group 0.000 claims description 10
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 8
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 8
- 239000012634 fragment Substances 0.000 claims description 8
- 125000004076 pyridyl group Chemical group 0.000 claims description 8
- 229910052717 sulfur Inorganic materials 0.000 claims description 8
- 125000001544 thienyl group Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 150000003384 small molecules Chemical class 0.000 claims description 7
- 108010078239 Chemokine CX3CL1 Proteins 0.000 claims description 6
- 102000013818 Fractalkine Human genes 0.000 claims description 6
- 241000124008 Mammalia Species 0.000 claims description 6
- 206010027476 Metastases Diseases 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000000304 alkynyl group Chemical group 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 230000009401 metastasis Effects 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 6
- MMKZVVUZYVERKT-UHFFFAOYSA-N 5-[3-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]propyl]pyrrolo[1,2-a]quinoxalin-4-one Chemical compound C1CN(CCCN2C(C3=CC=CN3C3=CC=CC=C32)=O)CCC1(O)C1=CC=C(Cl)C=C1 MMKZVVUZYVERKT-UHFFFAOYSA-N 0.000 claims description 5
- WOSMCMULWWHMIV-UHFFFAOYSA-N 5-[3-[4-(4-chlorophenyl)piperidin-1-yl]propyl]pyrrolo[1,2-a]quinoxalin-4-one Chemical compound C1=CC(Cl)=CC=C1C1CCN(CCCN2C(C3=CC=CN3C3=CC=CC=C32)=O)CC1 WOSMCMULWWHMIV-UHFFFAOYSA-N 0.000 claims description 5
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims description 4
- 239000003937 drug carrier Substances 0.000 claims description 4
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims description 4
- MEEJEEVTIVAOJP-UHFFFAOYSA-N 5-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,2-diphenylpentanenitrile Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(C#N)(C=1C=CC=CC=1)C1=CC=CC=C1 MEEJEEVTIVAOJP-UHFFFAOYSA-N 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
- UWQDGCAENPSCTL-UHFFFAOYSA-N n-(1-benzylpiperidin-4-yl)-9h-xanthene-9-carboxamide Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C1C(=O)NC(CC1)CCN1CC1=CC=CC=C1 UWQDGCAENPSCTL-UHFFFAOYSA-N 0.000 claims description 3
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 3
- 230000002685 pulmonary effect Effects 0.000 claims description 3
- 230000000699 topical effect Effects 0.000 claims description 3
- 108091023037 Aptamer Proteins 0.000 claims description 2
- 206010006187 Breast cancer Diseases 0.000 claims description 2
- 208000026310 Breast neoplasm Diseases 0.000 claims description 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 2
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 2
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims description 2
- 102000053642 Catalytic RNA Human genes 0.000 claims description 2
- 108090000994 Catalytic RNA Proteins 0.000 claims description 2
- 206010060862 Prostate cancer Diseases 0.000 claims description 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims description 2
- 108020004459 Small interfering RNA Proteins 0.000 claims description 2
- 239000005557 antagonist Substances 0.000 claims description 2
- 230000000692 anti-sense effect Effects 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 210000000988 bone and bone Anatomy 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 108091092562 ribozyme Proteins 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 238000007913 intrathecal administration Methods 0.000 claims 1
- 238000000034 method Methods 0.000 description 21
- 0 *CCC(c1ccccc1)NC(*)=O Chemical compound *CCC(c1ccccc1)NC(*)=O 0.000 description 5
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 239000000825 pharmaceutical preparation Substances 0.000 description 2
- 239000000816 peptidomimetic Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42064010P | 2010-12-07 | 2010-12-07 | |
| US61/420,640 | 2010-12-07 | ||
| PCT/US2011/063533 WO2012078633A2 (en) | 2010-12-07 | 2011-12-06 | Methods of inhibiting metastasis from cancer |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017002396A Division JP2017122085A (ja) | 2010-12-07 | 2017-01-11 | 癌からの転移を阻害する方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014508720A JP2014508720A (ja) | 2014-04-10 |
| JP2014508720A5 true JP2014508720A5 (enExample) | 2015-01-29 |
| JP6076913B2 JP6076913B2 (ja) | 2017-02-08 |
Family
ID=46162450
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013543275A Expired - Fee Related JP6076913B2 (ja) | 2010-12-07 | 2011-12-06 | 癌からの転移を阻害する方法 |
| JP2017002396A Pending JP2017122085A (ja) | 2010-12-07 | 2017-01-11 | 癌からの転移を阻害する方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017002396A Pending JP2017122085A (ja) | 2010-12-07 | 2017-01-11 | 癌からの転移を阻害する方法 |
Country Status (4)
| Country | Link |
|---|---|
| US (4) | US8435993B2 (enExample) |
| EP (1) | EP2648754A4 (enExample) |
| JP (2) | JP6076913B2 (enExample) |
| WO (1) | WO2012078633A2 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2648754A4 (en) | 2010-12-07 | 2016-02-24 | Philadelphia Health & Educatio | METHOD OF INHIBITING CANCER METASTASES |
| US8883989B2 (en) * | 2011-10-18 | 2014-11-11 | Regents Of The University Of Minnesota | Fractalkine binding polynucleotides and methods of use |
| EA028183B1 (ru) * | 2012-02-27 | 2017-10-31 | Бёрингер Ингельхайм Интернациональ Гмбх | Cx3cr1-связывающие полипептиды |
| WO2015026884A1 (en) * | 2013-08-21 | 2015-02-26 | Boehringer Ingelheim International Gmbh | Cx3cr1-targeting imaging agents and their use in the diagnosis and treatment of disease |
| WO2016024096A1 (en) * | 2014-08-11 | 2016-02-18 | Redx Pharma Plc | Antibacterial compounds |
| CA3008279A1 (en) | 2015-12-14 | 2017-06-22 | X4 Pharmaceuticals, Inc. | Methods for treating cancer |
| CA3008272A1 (en) | 2015-12-14 | 2017-06-22 | X4 Pharmaceuticals, Inc. | Methods for treating cancer |
| EP3393468B1 (en) | 2015-12-22 | 2022-09-14 | X4 Pharmaceuticals, Inc. | Methods for treating immunodeficiency disease |
| JP2019510785A (ja) | 2016-04-08 | 2019-04-18 | エックス４ ファーマシューティカルズ， インコーポレイテッド | 癌を処置する方法 |
| WO2017223243A1 (en) | 2016-06-21 | 2017-12-28 | X4 Pharmaceuticals, Inc. | Cxcr4 inhibitors and uses thereof |
| CA3027498A1 (en) | 2016-06-21 | 2017-12-28 | X4 Pharmaceuticals, Inc. | Cxcr4 inhibitors and uses thereof |
| US10988465B2 (en) | 2016-06-21 | 2021-04-27 | X4 Pharmaceuticals, Inc. | CXCR4 inhibitors and uses thereof |
| WO2018204370A1 (en) * | 2017-05-02 | 2018-11-08 | Drexel University | Cx3cr1 small molecule antagonists, and methods using same |
| US11279765B2 (en) | 2017-07-08 | 2022-03-22 | The General Hospital Corporation | Compositions and methods to improve anti-angiogenic therapy and immunotherapy |
| US10548889B1 (en) | 2018-08-31 | 2020-02-04 | X4 Pharmaceuticals, Inc. | Compositions of CXCR4 inhibitors and methods of preparation and use |
| US11155538B2 (en) | 2019-07-23 | 2021-10-26 | Board Of Regents, The University Of Texas System | Bicyclic CX3CR1 receptor agonists |
| EP4117662A4 (en) | 2020-03-10 | 2024-04-03 | X4 Pharmaceuticals, Inc. | METHODS OF TREATING NEUTROPENIA |
| CA3186583A1 (en) | 2020-06-11 | 2021-12-16 | Chdi Foundation, Inc. | Heterocyclic compounds and imaging agents for imaging huntingtin protein |
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| US4265874A (en) | 1980-04-25 | 1981-05-05 | Alza Corporation | Method of delivering drug with aid of effervescent activity generated in environment of use |
| JPS63501765A (ja) | 1985-11-01 | 1988-07-21 | インタ−ナショナル、ジェネティック、エンジニアリング インコ−ポレ−テッド | 抗体遺伝子のモジュ−ル組立体、それにより産生された抗体及び用途 |
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-
2011
- 2011-12-06 EP EP11847605.0A patent/EP2648754A4/en not_active Withdrawn
- 2011-12-06 US US13/312,540 patent/US8435993B2/en active Active
- 2011-12-06 JP JP2013543275A patent/JP6076913B2/ja not_active Expired - Fee Related
- 2011-12-06 WO PCT/US2011/063533 patent/WO2012078633A2/en not_active Ceased
-
2013
- 2013-02-25 US US13/776,220 patent/US9375474B2/en active Active
-
2016
- 2016-06-06 US US15/174,227 patent/US9856260B2/en active Active
-
2017
- 2017-01-11 JP JP2017002396A patent/JP2017122085A/ja active Pending
- 2017-11-22 US US15/821,184 patent/US10414771B2/en active Active