JP2018527330A5 - - Google Patents
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- Publication number
- JP2018527330A5 JP2018527330A5 JP2018504650A JP2018504650A JP2018527330A5 JP 2018527330 A5 JP2018527330 A5 JP 2018527330A5 JP 2018504650 A JP2018504650 A JP 2018504650A JP 2018504650 A JP2018504650 A JP 2018504650A JP 2018527330 A5 JP2018527330 A5 JP 2018527330A5
- Authority
- JP
- Japan
- Prior art keywords
- fibrosis
- inhibitor
- optionally substituted
- alkyl
- substituted
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 claims description 63
- 239000003112 inhibitor Substances 0.000 claims description 33
- 206010016654 Fibrosis Diseases 0.000 claims description 30
- 230000004761 fibrosis Effects 0.000 claims description 30
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 14
- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
- 125000004452 carbocyclyl group Chemical group 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000000304 alkynyl group Chemical group 0.000 claims description 10
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 10
- 239000000758 substrate Substances 0.000 claims description 10
- 125000002252 acyl group Chemical group 0.000 claims description 9
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 7
- -1 1,8-naphthyridyl Chemical group 0.000 claims description 6
- 102000004400 Aminopeptidases Human genes 0.000 claims description 6
- 108090000915 Aminopeptidases Proteins 0.000 claims description 6
- 108010035532 Collagen Proteins 0.000 claims description 6
- 102000008186 Collagen Human genes 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 6
- 238000003556 assay Methods 0.000 claims description 6
- 125000005884 carbocyclylalkyl group Chemical group 0.000 claims description 6
- 230000015556 catabolic process Effects 0.000 claims description 6
- 229920001436 collagen Polymers 0.000 claims description 6
- 238000006731 degradation reaction Methods 0.000 claims description 6
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 6
- 239000012453 solvate Substances 0.000 claims description 6
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- 230000000694 effects Effects 0.000 claims description 5
- 229940002612 prodrug Drugs 0.000 claims description 5
- 239000000651 prodrug Substances 0.000 claims description 5
- 125000003107 substituted aryl group Chemical group 0.000 claims description 5
- VCRXITKKWBOQRZ-ZOWNYOTGSA-N (2s)-2-amino-4-methyl-n-(4-methyl-2-oxochromen-7-yl)pentanamide;hydrochloride Chemical compound Cl.CC1=CC(=O)OC2=CC(NC(=O)[C@@H](N)CC(C)C)=CC=C21 VCRXITKKWBOQRZ-ZOWNYOTGSA-N 0.000 claims description 4
- 108010022452 Collagen Type I Proteins 0.000 claims description 4
- 102000012422 Collagen Type I Human genes 0.000 claims description 4
- 102000002274 Matrix Metalloproteinases Human genes 0.000 claims description 4
- 108010000684 Matrix Metalloproteinases Proteins 0.000 claims description 4
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 4
- 210000004899 c-terminal region Anatomy 0.000 claims description 4
- DDRJAANPRJIHGJ-UHFFFAOYSA-N creatinine Chemical compound CN1CC(=O)NC1=N DDRJAANPRJIHGJ-UHFFFAOYSA-N 0.000 claims description 4
- 230000006378 damage Effects 0.000 claims description 4
- 230000008021 deposition Effects 0.000 claims description 4
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 208000008338 non-alcoholic fatty liver disease Diseases 0.000 claims description 4
- 206010053219 non-alcoholic steatohepatitis Diseases 0.000 claims description 4
- 108090000765 processed proteins & peptides Proteins 0.000 claims description 4
- 230000009787 cardiac fibrosis Effects 0.000 claims description 3
- 230000003247 decreasing effect Effects 0.000 claims description 3
- 201000002793 renal fibrosis Diseases 0.000 claims description 3
- 206010001580 Albuminuria Diseases 0.000 claims description 2
- QSBGWDDCOJYQGY-KOQODJNWSA-N Angiotensin IV Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(O)=O)NC(=O)[C@@H](N)C(C)C)C1=CC=C(O)C=C1 QSBGWDDCOJYQGY-KOQODJNWSA-N 0.000 claims description 2
- 108090000672 Annexin A5 Proteins 0.000 claims description 2
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 2
- 102100036213 Collagen alpha-2(I) chain Human genes 0.000 claims description 2
- JIZRUFJGHPIYPS-SRVKXCTJSA-N Cys-Tyr-Cys Chemical compound C1=CC(=CC=C1C[C@@H](C(=O)N[C@@H](CS)C(=O)O)NC(=O)[C@H](CS)N)O JIZRUFJGHPIYPS-SRVKXCTJSA-N 0.000 claims description 2
- 108010037362 Extracellular Matrix Proteins Proteins 0.000 claims description 2
- 102000010834 Extracellular Matrix Proteins Human genes 0.000 claims description 2
- 206010019280 Heart failures Diseases 0.000 claims description 2
- 101000875067 Homo sapiens Collagen alpha-2(I) chain Proteins 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 206010058222 Hypertensive cardiomyopathy Diseases 0.000 claims description 2
- 102000004877 Insulin Human genes 0.000 claims description 2
- 108090001061 Insulin Proteins 0.000 claims description 2
- URLZCHNOLZSCCA-VABKMULXSA-N Leu-enkephalin Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(O)=O)NC(=O)CNC(=O)CNC(=O)[C@@H](N)CC=1C=CC(O)=CC=1)C1=CC=CC=C1 URLZCHNOLZSCCA-VABKMULXSA-N 0.000 claims description 2
- 208000027418 Wounds and injury Diseases 0.000 claims description 2
- 125000004423 acyloxy group Chemical group 0.000 claims description 2
- 125000005035 acylthio group Chemical group 0.000 claims description 2
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 2
- 125000005108 alkenylthio group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000005109 alkynylthio group Chemical group 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 125000005110 aryl thio group Chemical group 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 150000001540 azides Chemical class 0.000 claims description 2
- 238000001649 capillary isotachophoresis Methods 0.000 claims description 2
- 230000000747 cardiac effect Effects 0.000 claims description 2
- 125000000259 cinnolinyl group Chemical group N1=NC(=CC2=CC=CC=C12)* 0.000 claims description 2
- 229940109239 creatinine Drugs 0.000 claims description 2
- 125000004966 cyanoalkyl group Chemical group 0.000 claims description 2
- 206010012601 diabetes mellitus Diseases 0.000 claims description 2
- 230000004069 differentiation Effects 0.000 claims description 2
- 230000004064 dysfunction Effects 0.000 claims description 2
- 230000002526 effect on cardiovascular system Effects 0.000 claims description 2
- 230000002500 effect on skin Effects 0.000 claims description 2
- 230000002255 enzymatic effect Effects 0.000 claims description 2
- 210000002744 extracellular matrix Anatomy 0.000 claims description 2
- 210000002950 fibroblast Anatomy 0.000 claims description 2
- 230000009791 fibrotic reaction Effects 0.000 claims description 2
- 230000024924 glomerular filtration Effects 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 2
- 125000005368 heteroarylthio group Chemical group 0.000 claims description 2
- 125000005844 heterocyclyloxy group Chemical group 0.000 claims description 2
- 125000004468 heterocyclylthio group Chemical group 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- 208000015210 hypertensive heart disease Diseases 0.000 claims description 2
- 238000003384 imaging method Methods 0.000 claims description 2
- 208000014674 injury Diseases 0.000 claims description 2
- 229940125396 insulin Drugs 0.000 claims description 2
- 230000002452 interceptive effect Effects 0.000 claims description 2
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims description 2
- 208000017169 kidney disease Diseases 0.000 claims description 2
- 210000000651 myofibroblast Anatomy 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 230000004768 organ dysfunction Effects 0.000 claims description 2
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 claims description 2
- 239000002243 precursor Substances 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 201000001474 proteinuria Diseases 0.000 claims description 2
- 125000001042 pteridinyl group Chemical group N1=C(N=CC2=NC=CN=C12)* 0.000 claims description 2
- 208000005069 pulmonary fibrosis Diseases 0.000 claims description 2
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims description 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 2
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims description 2
- 230000001105 regulatory effect Effects 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 230000037390 scarring Effects 0.000 claims description 2
- 150000003384 small molecules Chemical class 0.000 claims description 2
- 125000005017 substituted alkenyl group Chemical group 0.000 claims description 2
- 125000004426 substituted alkynyl group Chemical group 0.000 claims description 2
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 2
- 210000001519 tissue Anatomy 0.000 claims description 2
- 230000002792 vascular Effects 0.000 claims description 2
- 125000000686 lactone group Chemical group 0.000 claims 2
- 206010019668 Hepatic fibrosis Diseases 0.000 claims 1
- 206010062237 Renal impairment Diseases 0.000 claims 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
- 230000005977 kidney dysfunction Effects 0.000 claims 1
- 0 CC(C)C(C(I)[U]1)=C(*)C1=O Chemical compound CC(C)C(C(I)[U]1)=C(*)C1=O 0.000 description 3
- 208000019425 cirrhosis of liver Diseases 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 150000002596 lactones Chemical group 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 230000008085 renal dysfunction Effects 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020127888A JP7457360B2 (ja) | 2015-07-30 | 2020-07-29 | 線維症の処置 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2015903035 | 2015-07-30 | ||
| AU2015903035A AU2015903035A0 (en) | 2015-07-30 | Fibrotic treatment | |
| PCT/AU2016/050681 WO2017015720A1 (en) | 2015-07-30 | 2016-07-29 | Fibrotic treatment |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020127888A Division JP7457360B2 (ja) | 2015-07-30 | 2020-07-29 | 線維症の処置 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2018527330A JP2018527330A (ja) | 2018-09-20 |
| JP2018527330A5 true JP2018527330A5 (cg-RX-API-DMAC7.html) | 2019-03-07 |
Family
ID=57883919
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018504650A Withdrawn JP2018527330A (ja) | 2015-07-30 | 2016-07-29 | 線維症の処置 |
| JP2020127888A Active JP7457360B2 (ja) | 2015-07-30 | 2020-07-29 | 線維症の処置 |
| JP2022199857A Pending JP2023030022A (ja) | 2015-07-30 | 2022-12-15 | 線維症の処置 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020127888A Active JP7457360B2 (ja) | 2015-07-30 | 2020-07-29 | 線維症の処置 |
| JP2022199857A Pending JP2023030022A (ja) | 2015-07-30 | 2022-12-15 | 線維症の処置 |
Country Status (8)
| Country | Link |
|---|---|
| US (5) | US10100311B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3328384B1 (cg-RX-API-DMAC7.html) |
| JP (3) | JP2018527330A (cg-RX-API-DMAC7.html) |
| AU (1) | AU2016301113B2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA3017028C (cg-RX-API-DMAC7.html) |
| HK (1) | HK1256423A1 (cg-RX-API-DMAC7.html) |
| SG (1) | SG11201808478RA (cg-RX-API-DMAC7.html) |
| WO (1) | WO2017015720A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3294721A4 (en) * | 2015-05-08 | 2018-11-07 | Monash University | 4h-pyran compounds as insulin-regulated aminopeptidase (irap) inhibitors |
| EP3328384B1 (en) | 2015-07-30 | 2020-07-29 | Monash University | Fibrotic treatment |
| US11331368B2 (en) * | 2017-07-17 | 2022-05-17 | Monash University | Angiotensin receptor agonists and uses thereof |
| EP3902460A4 (en) * | 2018-12-28 | 2023-01-11 | The General Hospital Corporation | ANTI-EPHRIN B2 BLOCKER ANTIBODIES FOR THE TREATMENT OF FIBROTIC DISEASES |
| WO2021050089A1 (en) * | 2019-09-09 | 2021-03-18 | Washington State University | Genetic test for identifying cats at a high risk for developing tubulointerstitial fibrosis |
| CN115427060A (zh) | 2020-02-19 | 2022-12-02 | 海必恩制药公司 | 环孢菌素类似物用于治疗纤维化的用途 |
| JP2024543981A (ja) * | 2021-12-01 | 2024-11-26 | アンスティチュ ナショナル ドゥ ラ サンテ エ ドゥ ラ ルシェルシュ メディカル | 炎症性疾患の処置に使用するためのｉｒａｐアミノペプチダーゼ阻害剤の使用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK1789079T3 (da) * | 2004-09-09 | 2013-03-11 | Florey Howard Inst | Insulinregulrede aminopeptidase (IRAP)-inhibitorer og anvendelser deraf |
| MX2008002431A (es) * | 2005-08-23 | 2008-04-03 | Wyeth Corp | Metodos para el tratamiento contra ansiedad y para identificacion de agentes ansioliticos. |
| NZ585338A (en) * | 2007-11-19 | 2012-08-31 | Howard Florey Inst | Insulin-regulated aminopeptidase (irap) inhibitors and uses thereof |
| US20150057216A1 (en) * | 2011-12-16 | 2015-02-26 | Tarix Pharmaceuticals Ltd. | Angiotensins for treatment of fibrosis |
| AU2013218148A1 (en) * | 2012-02-06 | 2014-07-24 | Glaxosmithkline Intellectual Property (No. 2) Limited | PI3K inhibitors for treating fibrotic diseases |
| JP6327923B2 (ja) | 2014-04-25 | 2018-05-23 | 旭化成株式会社 | ポリアセタール樹脂組成物、及びそれからなる成形体 |
| DE102014114090A1 (de) | 2014-09-29 | 2016-03-31 | Karlsruher Institut für Technologie | Verfahren zur Abtrennung von Aluminium bei der Calciumsilikatproduktion |
| US9519061B2 (en) * | 2014-12-26 | 2016-12-13 | Here Global B.V. | Geometric fingerprinting for localization of a device |
| EP3294721A4 (en) * | 2015-05-08 | 2018-11-07 | Monash University | 4h-pyran compounds as insulin-regulated aminopeptidase (irap) inhibitors |
| EP3328384B1 (en) * | 2015-07-30 | 2020-07-29 | Monash University | Fibrotic treatment |
-
2016
- 2016-07-29 EP EP16829507.9A patent/EP3328384B1/en active Active
- 2016-07-29 AU AU2016301113A patent/AU2016301113B2/en active Active
- 2016-07-29 WO PCT/AU2016/050681 patent/WO2017015720A1/en not_active Ceased
- 2016-07-29 JP JP2018504650A patent/JP2018527330A/ja not_active Withdrawn
- 2016-07-29 HK HK18115556.4A patent/HK1256423A1/zh unknown
- 2016-07-29 CA CA3017028A patent/CA3017028C/en active Active
- 2016-07-29 SG SG11201808478RA patent/SG11201808478RA/en unknown
- 2016-07-29 US US15/747,697 patent/US10100311B2/en active Active
-
2018
- 2018-09-06 US US16/123,898 patent/US10787668B2/en active Active
-
2020
- 2020-07-29 JP JP2020127888A patent/JP7457360B2/ja active Active
- 2020-08-04 US US16/984,996 patent/US11078488B2/en active Active
-
2021
- 2021-07-01 US US17/365,260 patent/US11834663B2/en active Active
-
2022
- 2022-12-15 JP JP2022199857A patent/JP2023030022A/ja active Pending
-
2023
- 2023-10-26 US US18/495,512 patent/US20240084308A1/en active Pending
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