JP2016537389A5 - - Google Patents
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- Publication number
- JP2016537389A5 JP2016537389A5 JP2016533532A JP2016533532A JP2016537389A5 JP 2016537389 A5 JP2016537389 A5 JP 2016537389A5 JP 2016533532 A JP2016533532 A JP 2016533532A JP 2016533532 A JP2016533532 A JP 2016533532A JP 2016537389 A5 JP2016537389 A5 JP 2016537389A5
- Authority
- JP
- Japan
- Prior art keywords
- thio
- indol
- pyrazol
- fluoro
- cyclopropyl
- 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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- 150000003839 salts Chemical class 0.000 claims 18
- 239000012453 solvate Substances 0.000 claims 18
- 150000001875 compounds Chemical class 0.000 claims 17
- 229910052736 halogen Inorganic materials 0.000 claims 7
- 150000002367 halogens Chemical class 0.000 claims 7
- 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
- 229910052731 fluorine Inorganic materials 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- -1 L 1 is absent Chemical group 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 229910052801 chlorine Inorganic materials 0.000 claims 3
- 125000005345 deuteroalkyl group Chemical group 0.000 claims 3
- 229910052740 iodine Inorganic materials 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 2
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000003831 tetrazolyl group Chemical group 0.000 claims 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- 125000006716 (C1-C6) heteroalkyl group Chemical group 0.000 claims 1
- 125000006747 (C2-C10) heterocycloalkyl group Chemical group 0.000 claims 1
- SCVJRXQHFJXZFZ-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione Chemical compound C1=2NC(N)=NC(=S)C=2N=CN1[C@H]1C[C@H](O)[C@@H](CO)O1 SCVJRXQHFJXZFZ-KVQBGUIXSA-N 0.000 claims 1
- SOVLUELSMIRMNB-UHFFFAOYSA-N 3-(2,6-dichloro-7-fluoro-1-pyridin-3-ylindol-3-yl)sulfanyl-2-fluorobenzoic acid Chemical compound ClC=1N(C2=C(C(=CC=C2C1SC=1C(=C(C(=O)O)C=CC1)F)Cl)F)C=1C=NC=CC1 SOVLUELSMIRMNB-UHFFFAOYSA-N 0.000 claims 1
- WSYHMZGUKCDJFT-UHFFFAOYSA-N 3-(2-bromo-6-chloro-7-fluoro-1-pyridin-3-ylindol-3-yl)sulfanyl-2-fluorobenzoic acid Chemical compound BrC=1N(C2=C(C(=CC=C2C1SC=1C(=C(C(=O)O)C=CC1)F)Cl)F)C=1C=NC=CC1 WSYHMZGUKCDJFT-UHFFFAOYSA-N 0.000 claims 1
- KKJFSHJWWLQTLF-UHFFFAOYSA-N 3-(6-chloro-2-cyclopropyl-7-fluoro-1-pyridin-3-ylindol-3-yl)sulfanyl-2-fluorobenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NC=CC=1)C1CC1)SC=1C(=C(C(=O)O)C=CC=1)F KKJFSHJWWLQTLF-UHFFFAOYSA-N 0.000 claims 1
- KTYKEXDWYCABHF-UHFFFAOYSA-N 3-[1-[1-(2-aminoethyl)pyrazol-4-yl]-6-chloro-2-cyclopropyl-7-fluoroindol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound NCCN1N=CC(=C1)N1C(=C(C2=CC=C(C(=C12)F)Cl)SC=1C(=C(C(=O)O)C=CC1)F)C1CC1 KTYKEXDWYCABHF-UHFFFAOYSA-N 0.000 claims 1
- DQTBLWSPQCAUDQ-UHFFFAOYSA-N 3-[1-[1-(2-carbamoyloxyethyl)pyrazol-4-yl]-6-chloro-2-cyclopropyl-7-fluoroindol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound C(N)(=O)OCCN1N=CC(=C1)N1C(=C(C2=CC=C(C(=C12)F)Cl)SC=1C(=C(C(=O)O)C=CC1)F)C1CC1 DQTBLWSPQCAUDQ-UHFFFAOYSA-N 0.000 claims 1
- NLLDWNTWQXLYJQ-UHFFFAOYSA-N 3-[1-[1-(3-carboxypropyl)pyrazol-4-yl]-6-chloro-2-cyclopropyl-7-fluoroindol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound C(=O)(O)CCCN1N=CC(=C1)N1C(=C(C2=CC=C(C(=C12)F)Cl)SC=1C(=C(C(=O)O)C=CC1)F)C1CC1 NLLDWNTWQXLYJQ-UHFFFAOYSA-N 0.000 claims 1
- GQVSMWUXZKOCGP-UHFFFAOYSA-N 3-[1-[1-(4-amino-4-oxobutyl)pyrazol-4-yl]-6-chloro-2-cyclopropyl-7-fluoroindol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound NC(CCCN1N=CC(=C1)N1C(=C(C2=CC=C(C(=C12)F)Cl)SC=1C(=C(C(=O)O)C=CC1)F)C1CC1)=O GQVSMWUXZKOCGP-UHFFFAOYSA-N 0.000 claims 1
- HHKSNXCCWSWZRQ-UHFFFAOYSA-N 3-[1-[1-[2-(carbamoylamino)ethyl]pyrazol-4-yl]-6-chloro-2-cyclopropyl-7-fluoroindol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NN(C1)CCNC(=O)N)C1CC1)SC=1C(=C(C(=O)O)C=CC1)F HHKSNXCCWSWZRQ-UHFFFAOYSA-N 0.000 claims 1
- JVJBBGAETSKIOQ-UHFFFAOYSA-N 3-[2,6-dichloro-1-(1-ethylpyrazol-4-yl)-7-fluoroindol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC=1N(C2=C(C(=CC=C2C1SC=1C(=C(C(=O)O)C=CC1)F)Cl)F)C=1C=NN(C1)CC JVJBBGAETSKIOQ-UHFFFAOYSA-N 0.000 claims 1
- XKZONGFBKCVJIJ-UHFFFAOYSA-N 3-[2,6-dichloro-1-(1-propylpyrazol-4-yl)indol-3-yl]sulfanylbenzoic acid Chemical compound C1=NN(CCC)C=C1N1C2=CC(Cl)=CC=C2C(SC=2C=C(C=CC=2)C(O)=O)=C1Cl XKZONGFBKCVJIJ-UHFFFAOYSA-N 0.000 claims 1
- KMKNLPHJEJMJOM-UHFFFAOYSA-N 3-[2,6-dichloro-7-fluoro-1-(1-methylpyrazol-4-yl)indol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC=1N(C2=C(C(=CC=C2C1SC=1C(=C(C(=O)O)C=CC1)F)Cl)F)C=1C=NN(C1)C KMKNLPHJEJMJOM-UHFFFAOYSA-N 0.000 claims 1
- NMDFAQXLJQRHMS-UHFFFAOYSA-N 3-[2,6-dichloro-7-fluoro-1-(1-propylpyrazol-4-yl)indol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound C1=NN(CCC)C=C1N1C2=C(F)C(Cl)=CC=C2C(SC=2C(=C(C(O)=O)C=CC=2)F)=C1Cl NMDFAQXLJQRHMS-UHFFFAOYSA-N 0.000 claims 1
- CHFTWRTZSPUBLH-UHFFFAOYSA-N 3-[2,6-dichloro-7-fluoro-1-(1-propylpyrazol-4-yl)indol-3-yl]sulfanylbenzoic acid Chemical compound ClC=1N(C2=C(C(=CC=C2C1SC=1C=C(C(=O)O)C=CC1)Cl)F)C=1C=NN(C1)CCC CHFTWRTZSPUBLH-UHFFFAOYSA-N 0.000 claims 1
- SAHGEMBFMJNJBH-UHFFFAOYSA-N 3-[2-bromo-6-chloro-1-(1-propylpyrazol-4-yl)indol-3-yl]sulfanylbenzoic acid Chemical compound BrC=1N(C2=CC(=CC=C2C1SC=1C=C(C(=O)O)C=CC1)Cl)C=1C=NN(C1)CCC SAHGEMBFMJNJBH-UHFFFAOYSA-N 0.000 claims 1
- KOCAUNIBIIJPAY-UHFFFAOYSA-N 3-[6-chloro-2-cyano-1-(1-propylpyrazol-4-yl)indol-3-yl]sulfanylbenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1)C=1C=NN(C1)CCC)C#N)SC=1C=C(C(=O)O)C=CC1 KOCAUNIBIIJPAY-UHFFFAOYSA-N 0.000 claims 1
- BQMMCRXYIIKAOB-UHFFFAOYSA-N 3-[6-chloro-2-cyclopropyl-1-(1-ethylpyrazol-4-yl)-7-fluoroindol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NN(C1)CC)C1CC1)SC=1C(=C(C(=O)O)C=CC1)F BQMMCRXYIIKAOB-UHFFFAOYSA-N 0.000 claims 1
- AQYXZSLWKGMODC-UHFFFAOYSA-N 3-[6-chloro-2-cyclopropyl-1-(1-propylpyrazol-4-yl)indol-3-yl]sulfanylbenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1)C=1C=NN(C1)CCC)C1CC1)SC=1C=C(C(=O)O)C=CC1 AQYXZSLWKGMODC-UHFFFAOYSA-N 0.000 claims 1
- AKPNMORVNGXMAR-UHFFFAOYSA-N 3-[6-chloro-2-cyclopropyl-1-[1-[6-[(3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-yl)carbamoylamino]hexyl]pyrazol-4-yl]-7-fluoroindol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NN(C=1)CCCCCCNC(=O)NC=1C=C2C(OC3(C4=CC=C(C=C4OC=4C=C(C=CC3=4)O)O)C2=CC=1)=O)C1CC1)SC=1C(=C(C(=O)O)C=CC=1)F AKPNMORVNGXMAR-UHFFFAOYSA-N 0.000 claims 1
- BXVVWSMGIFMPDK-UHFFFAOYSA-N 3-[6-chloro-2-cyclopropyl-7-fluoro-1-(1-propylpyrazol-4-yl)indol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NN(C1)CCC)C1CC1)SC=1C(=C(C(=O)O)C=CC1)F BXVVWSMGIFMPDK-UHFFFAOYSA-N 0.000 claims 1
- ZGMRPBQYGJRCSH-UHFFFAOYSA-N 3-[6-chloro-2-cyclopropyl-7-fluoro-1-(1-propylpyrazol-4-yl)indol-3-yl]sulfanylbenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NN(C1)CCC)C1CC1)SC=1C=C(C(=O)O)C=CC1 ZGMRPBQYGJRCSH-UHFFFAOYSA-N 0.000 claims 1
- IIMOPZDZUCECRV-UHFFFAOYSA-N 3-[6-chloro-2-cyclopropyl-7-fluoro-1-(1H-pyrazol-4-yl)indol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NNC1)C1CC1)SC=1C(=C(C(=O)O)C=CC1)F IIMOPZDZUCECRV-UHFFFAOYSA-N 0.000 claims 1
- BQMMCRXYIIKAOB-ZBJDZAJPSA-N 3-[6-chloro-2-cyclopropyl-7-fluoro-1-[1-(1,1,2,2,2-pentadeuterioethyl)pyrazol-4-yl]indol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NN(C=1)C(C([2H])([2H])[2H])([2H])[2H])C1CC1)SC=1C(=C(C(=O)O)C=CC=1)F BQMMCRXYIIKAOB-ZBJDZAJPSA-N 0.000 claims 1
- XLYDPYXDKFQHGA-UHFFFAOYSA-N 3-[6-chloro-2-cyclopropyl-7-fluoro-1-[1-(2,2,2-trifluoroethyl)pyrazol-4-yl]indol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NN(C1)CC(F)(F)F)C1CC1)SC=1C(=C(C(=O)O)C=CC1)F XLYDPYXDKFQHGA-UHFFFAOYSA-N 0.000 claims 1
- PMYABKQWACWHAZ-UHFFFAOYSA-N 3-[6-chloro-2-cyclopropyl-7-fluoro-1-[1-(2-hydroxyethyl)pyrazol-4-yl]indol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NN(C1)CCO)C1CC1)SC=1C(=C(C(=O)O)C=CC1)F PMYABKQWACWHAZ-UHFFFAOYSA-N 0.000 claims 1
- YKZDBHMPBGUICX-UHFFFAOYSA-N 3-[6-chloro-2-cyclopropyl-7-fluoro-1-[1-(3-hydroxy-2,2-dimethylpropyl)pyrazol-4-yl]indol-3-yl]sulfanyl-2-fluorobenzoic acid Chemical compound OCC(CN1N=CC(=C1)N1C(=C(C2=CC=C(C(=C12)F)Cl)SC=1C(=C(C(=O)O)C=CC1)F)C1CC1)(C)C YKZDBHMPBGUICX-UHFFFAOYSA-N 0.000 claims 1
- JVMQTLLAGLHIKA-UHFFFAOYSA-N 6-[6-chloro-2-cyclopropyl-1-(1-ethylpyrazol-4-yl)-7-fluoroindol-3-yl]sulfanylpyridine-2-carboxylic acid Chemical compound ClC1=CC=C2C(=C(N(C2=C1F)C=1C=NN(C1)CC)C1CC1)SC1=CC=CC(=N1)C(=O)O JVMQTLLAGLHIKA-UHFFFAOYSA-N 0.000 claims 1
- 206010016654 Fibrosis Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 239000006185 dispersion Substances 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 230000004761 fibrosis Effects 0.000 claims 1
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 125000002541 furyl group Chemical group 0.000 claims 1
- 239000000499 gel Substances 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000001786 isothiazolyl group Chemical group 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000006210 lotion Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- 239000002674 ointment Substances 0.000 claims 1
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000006187 pill Substances 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000002098 pyridazinyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- 125000001113 thiadiazolyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000004306 triazinyl group Chemical group 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361907965P | 2013-11-22 | 2013-11-22 | |
| US61/907,965 | 2013-11-22 | ||
| US201462038121P | 2014-08-15 | 2014-08-15 | |
| US62/038,121 | 2014-08-15 | ||
| PCT/US2014/066706 WO2015077503A1 (en) | 2013-11-22 | 2014-11-20 | Autotaxin inhibitor compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016537389A JP2016537389A (ja) | 2016-12-01 |
| JP2016537389A5 true JP2016537389A5 (OSRAM) | 2017-12-28 |
| JP6501367B2 JP6501367B2 (ja) | 2019-04-17 |
Family
ID=53180152
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016533532A Active JP6501367B2 (ja) | 2013-11-22 | 2014-11-20 | オートタキシン阻害剤化合物 |
Country Status (31)
| Country | Link |
|---|---|
| US (7) | US9334261B2 (OSRAM) |
| EP (2) | EP3071561B1 (OSRAM) |
| JP (1) | JP6501367B2 (OSRAM) |
| KR (2) | KR102515248B1 (OSRAM) |
| CN (2) | CN110372671B (OSRAM) |
| AU (2) | AU2014352888B2 (OSRAM) |
| BR (1) | BR112016010220B1 (OSRAM) |
| CA (1) | CA2930737C (OSRAM) |
| CL (1) | CL2016001231A1 (OSRAM) |
| CR (2) | CR20160289A (OSRAM) |
| CY (1) | CY1124407T1 (OSRAM) |
| DK (1) | DK3071561T3 (OSRAM) |
| EA (1) | EA030068B1 (OSRAM) |
| ES (1) | ES2875899T3 (OSRAM) |
| HR (1) | HRP20210957T1 (OSRAM) |
| HU (1) | HUE055213T2 (OSRAM) |
| IL (2) | IL245383B (OSRAM) |
| LT (1) | LT3071561T (OSRAM) |
| MX (2) | MX375706B (OSRAM) |
| MY (1) | MY182095A (OSRAM) |
| NI (1) | NI201600071A (OSRAM) |
| NZ (1) | NZ720478A (OSRAM) |
| PE (1) | PE20160654A1 (OSRAM) |
| PH (1) | PH12016500862B1 (OSRAM) |
| PL (1) | PL3071561T3 (OSRAM) |
| PT (1) | PT3071561T (OSRAM) |
| RS (1) | RS62027B1 (OSRAM) |
| SI (1) | SI3071561T1 (OSRAM) |
| SM (1) | SMT202100531T1 (OSRAM) |
| WO (1) | WO2015077503A1 (OSRAM) |
| ZA (2) | ZA201603083B (OSRAM) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI633087B (zh) | 2012-06-13 | 2018-08-21 | 赫孚孟拉羅股份公司 | 新穎二氮雜螺環烷及氮雜螺環烷 |
| HRP20191937T1 (hr) | 2012-09-25 | 2020-01-10 | F. Hoffmann - La Roche Ag | Derivati heksahidropirolo [3,4-c]pirola i srodni spojevi kao inhibitori autotaksina (atx) i kao inhibitori proizvodnje lizofosfatidne kiseline (lpa) za liječenje npr. bubrežnih bolesti |
| AR095079A1 (es) | 2013-03-12 | 2015-09-16 | Hoffmann La Roche | Derivados de octahidro-pirrolo[3,4-c]-pirrol y piridina-fenilo |
| WO2015042053A1 (en) | 2013-09-17 | 2015-03-26 | Pharmakea, Inc. | Vinyl autotaxin inhibitor compounds |
| US9951026B2 (en) | 2013-09-17 | 2018-04-24 | Pharmakea, Inc. | Heterocyclic vinyl autotaxin inhibitor compounds |
| EP3049405A4 (en) | 2013-09-26 | 2017-03-08 | Pharmakea Inc. | Autotaxin inhibitor compounds |
| HRP20210957T1 (hr) | 2013-11-22 | 2021-09-17 | Sabre Therapeutics Llc | Spojevi inhibitori autotaksina |
| US9926318B2 (en) | 2013-11-22 | 2018-03-27 | Pharmakea, Inc. | Tetracyclic autotaxin inhibitors |
| LT3074400T (lt) | 2013-11-26 | 2018-02-12 | F. Hoffmann-La Roche Ag | Oktahidro-ciklobuta [1,2-c;3,4-c`]dipirolo dariniai kaip autotaksino inhibitoriai |
| EA037928B1 (ru) | 2014-03-26 | 2021-06-08 | Ф. Хоффманн-Ля Рош Аг | Бициклические соединения в качестве ингибиторов продукции аутотаксина (atx) и лизофосфатидиловой кислоты (lpa) |
| PE20161223A1 (es) | 2014-03-26 | 2016-11-12 | Hoffmann La Roche | Compuestos condensados de [1,4]diazepina como inhibidores de la produccion de autotaxina (atx) y acido lisofosfatidico (lpa) |
| MA41898A (fr) | 2015-04-10 | 2018-02-13 | Hoffmann La Roche | Dérivés de quinazolinone bicyclique |
| EP4026549A1 (en) * | 2015-05-27 | 2022-07-13 | Sabre Therapeutics LLC | Autotaxin inhibitors and uses thereof |
| MX377277B (es) | 2015-09-04 | 2025-03-07 | Hoffmann La Roche | Derivados de fenoximetilo. |
| EP3353178B1 (en) | 2015-09-24 | 2021-07-14 | F. Hoffmann-La Roche AG | Bicyclic compounds as dual atx/ca inhibitors |
| AU2016328365B2 (en) | 2015-09-24 | 2020-04-23 | F. Hoffmann-La Roche Ag | New bicyclic compounds as dual ATX/CA inhibitors |
| AU2016328535A1 (en) | 2015-09-24 | 2017-11-09 | F. Hoffmann-La Roche Ag | Bicyclic compounds as ATX inhibitors |
| CA2991615A1 (en) | 2015-09-24 | 2017-03-30 | F. Hoffmann-La Roche Ag | Bicyclic compounds as atx inhibitors |
| US11000142B2 (en) | 2016-12-06 | 2021-05-11 | John Joseph Girard | Flexible floor mat incorporating LED lighting |
| JP7090099B2 (ja) | 2017-03-16 | 2022-06-23 | エフ.ホフマン-ラ ロシュ アーゲー | Atxインヒビターとしての新規二環式化合物 |
| BR112019019017A2 (pt) | 2017-03-16 | 2020-04-14 | Hoffmann La Roche | compostos heterocíclicos de utilidade como inibidores duplos de atx/ca |
| JP7241080B2 (ja) | 2017-08-28 | 2023-03-16 | アンジーエックス・インコーポレーテッド | 抗tm4sf1抗体およびそれを使用する方法 |
| US12428477B2 (en) | 2019-02-27 | 2025-09-30 | Angiex, Inc. | Antibody-drug conjugates comprising anti-TM4SF1 antibodies and methods of using the same |
| WO2023215196A1 (en) * | 2022-05-03 | 2023-11-09 | Sabre Therapeutics Llc | Polymorphic and salt forms of the autotaxin inhibitor cudetaxestat |
| CN116239577A (zh) * | 2023-03-27 | 2023-06-09 | 沈阳药科大学 | 一种制备Cudetaxestat的方法 |
| CN116396205B (zh) * | 2023-04-20 | 2024-10-01 | 沈阳药科大学 | 一种n-芳基吲哚衍生物及其制备方法和应用 |
Family Cites Families (80)
| Publication number | Priority date | Publication date | Assignee | Title |
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