TW202016112A - 吡唑並嘧啶胺基環烷基類化合物及其醫療用途 - Google Patents
吡唑並嘧啶胺基環烷基類化合物及其醫療用途 Download PDFInfo
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- TW202016112A TW202016112A TW108119522A TW108119522A TW202016112A TW 202016112 A TW202016112 A TW 202016112A TW 108119522 A TW108119522 A TW 108119522A TW 108119522 A TW108119522 A TW 108119522A TW 202016112 A TW202016112 A TW 202016112A
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- och
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- cycloalkyl
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- 230000001225 therapeutic effect Effects 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 5
- 150000001875 compounds Chemical class 0.000 claims 31
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 20
- 150000003839 salts Chemical class 0.000 claims 18
- 229910052739 hydrogen Inorganic materials 0.000 claims 16
- 239000001257 hydrogen Substances 0.000 claims 16
- 125000001072 heteroaryl group Chemical group 0.000 claims 14
- 125000004404 heteroalkyl group Chemical group 0.000 claims 11
- 125000003118 aryl group Chemical group 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 9
- 150000002431 hydrogen Chemical class 0.000 claims 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 5
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 4
- 125000002947 alkylene group Chemical group 0.000 claims 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 4
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 3
- 206010028980 Neoplasm Diseases 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical class [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 claims 2
- -1 azaneyl Chemical group 0.000 claims 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- MNILDQSRDHCFJG-OLQVQODUSA-N (1s,5r)-3-oxa-8-azabicyclo[3.2.1]octane Chemical compound C1OC[C@@]2([H])CC[C@]1([H])N2 MNILDQSRDHCFJG-OLQVQODUSA-N 0.000 claims 1
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 1
- ZYVYEJXMYBUCMN-UHFFFAOYSA-N 1-methoxy-2-methylpropane Chemical compound COCC(C)C ZYVYEJXMYBUCMN-UHFFFAOYSA-N 0.000 claims 1
- QAPSIUMUNHNUPW-UHFFFAOYSA-N 1-methylsulfonylpropane Chemical compound CCCS(C)(=O)=O QAPSIUMUNHNUPW-UHFFFAOYSA-N 0.000 claims 1
- KVYOWXUQJLOCIA-UHFFFAOYSA-N 1-oxa-8-azaspiro[4.5]decane Chemical compound C1CCOC21CCNCC2 KVYOWXUQJLOCIA-UHFFFAOYSA-N 0.000 claims 1
- IIADOUMJKYSCPM-UHFFFAOYSA-N 2,2-difluorobutane Chemical compound CCC(C)(F)F IIADOUMJKYSCPM-UHFFFAOYSA-N 0.000 claims 1
- LPSIDWNZLCMXRO-UHFFFAOYSA-N 2,7-diazaspiro[4.4]nonan-1-one Chemical compound O=C1NCCC11CNCC1 LPSIDWNZLCMXRO-UHFFFAOYSA-N 0.000 claims 1
- IXHWZHXLJJPXIS-UHFFFAOYSA-N 2-fluorobutane Chemical compound CCC(C)F IXHWZHXLJJPXIS-UHFFFAOYSA-N 0.000 claims 1
- GYLMCBOAXJVARF-UHFFFAOYSA-N 3-azabicyclo[2.2.1]heptane Chemical compound C1C2CCC1NC2 GYLMCBOAXJVARF-UHFFFAOYSA-N 0.000 claims 1
- ITHSHNHWJCXQNR-UHFFFAOYSA-N 6-oxa-2-azaspiro[4.5]decane Chemical compound C1NCCC21OCCCC2 ITHSHNHWJCXQNR-UHFFFAOYSA-N 0.000 claims 1
- 206010005003 Bladder cancer Diseases 0.000 claims 1
- 208000003174 Brain Neoplasms Diseases 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 241000009298 Trigla lyra Species 0.000 claims 1
- 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 201000010536 head and neck cancer Diseases 0.000 claims 1
- 208000014829 head and neck neoplasm Diseases 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 229940043355 kinase inhibitor Drugs 0.000 claims 1
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
- 201000001441 melanoma Diseases 0.000 claims 1
- VNKYTQGIUYNRMY-UHFFFAOYSA-N methoxypropane Chemical compound CCCOC VNKYTQGIUYNRMY-UHFFFAOYSA-N 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- ZUHZZVMEUAUWHY-UHFFFAOYSA-N n,n-dimethylpropan-1-amine Chemical compound CCCN(C)C ZUHZZVMEUAUWHY-UHFFFAOYSA-N 0.000 claims 1
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000003757 phosphotransferase inhibitor Substances 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical class C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 claims 1
- 229930185107 quinolinone Natural products 0.000 claims 1
- 230000001105 regulatory effect Effects 0.000 claims 1
- HVZJRWJGKQPSFL-UHFFFAOYSA-N tert-Amyl methyl ether Chemical compound CCC(C)(C)OC HVZJRWJGKQPSFL-UHFFFAOYSA-N 0.000 claims 1
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims 1
- 201000005112 urinary bladder cancer Diseases 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 0 *C(CC1)(CC1Nc1ncc(c(*)n[n]2*)c2n1)C(N(*)*)=O Chemical compound *C(CC1)(CC1Nc1ncc(c(*)n[n]2*)c2n1)C(N(*)*)=O 0.000 description 8
- KLBGLTFQPRBBMZ-UHFFFAOYSA-N Brc(cc1)cc2c1nc(N1CCC1)nc2 Chemical compound Brc(cc1)cc2c1nc(N1CCC1)nc2 KLBGLTFQPRBBMZ-UHFFFAOYSA-N 0.000 description 2
- SBUKINULYZANSP-GVHYBUMESA-N CC(C)(C)OC(N[C@H](CC1)CC1O)=O Chemical compound CC(C)(C)OC(N[C@H](CC1)CC1O)=O SBUKINULYZANSP-GVHYBUMESA-N 0.000 description 2
- VSIQDHRHKFJVSW-UHFFFAOYSA-N CC1(C)OB(c2cc3cnc(N4CCC4)nc3cc2)OC1(C)C Chemical compound CC1(C)OB(c2cc3cnc(N4CCC4)nc3cc2)OC1(C)C VSIQDHRHKFJVSW-UHFFFAOYSA-N 0.000 description 2
- UFSBMTRXBGHWCD-FATZIPQQSA-N CNC([C@](CC#N)(CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(F)c1)=O Chemical compound CNC([C@](CC#N)(CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(F)c1)=O UFSBMTRXBGHWCD-FATZIPQQSA-N 0.000 description 2
- CLOXAWYNXXEWBT-SSDOTTSWSA-N CC(C)(C)OC(N[C@H](CC1)CC1=O)=O Chemical compound CC(C)(C)OC(N[C@H](CC1)CC1=O)=O CLOXAWYNXXEWBT-SSDOTTSWSA-N 0.000 description 1
- ZZGMDDXYOHHJMT-YGPZHTELSA-N CC(C)(C)OC(N[C@H](CC1)CC1C(OC)=O)=O Chemical compound CC(C)(C)OC(N[C@H](CC1)CC1C(OC)=O)=O ZZGMDDXYOHHJMT-YGPZHTELSA-N 0.000 description 1
- NQKWHHKQYWYMBG-UHFFFAOYSA-N CC1(C)OB(c(cc2)ccc2-c2nnc(C)[s]2)OC1(C)C Chemical compound CC1(C)OB(c(cc2)ccc2-c2nnc(C)[s]2)OC1(C)C NQKWHHKQYWYMBG-UHFFFAOYSA-N 0.000 description 1
- JRKWBSYVDCWPLI-SJLPKXTDSA-N CN(CCN(C1)C([C@H](CC2)C[C@@H]2Nc(nc23)ncc2c(Br)n[n]3-c(cc2)cc(F)c2-c2cnccc2)=O)C1=O Chemical compound CN(CCN(C1)C([C@H](CC2)C[C@@H]2Nc(nc23)ncc2c(Br)n[n]3-c(cc2)cc(F)c2-c2cnccc2)=O)C1=O JRKWBSYVDCWPLI-SJLPKXTDSA-N 0.000 description 1
- SKQUHWSMWUZVGS-CHWSQXEVSA-N CNC([C@H](CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(F)c1)=O Chemical compound CNC([C@H](CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(F)c1)=O SKQUHWSMWUZVGS-CHWSQXEVSA-N 0.000 description 1
- WAXKQXKSAGCYMT-UHFFFAOYSA-N CNC(c(cnc(Cl)n1)c1Cl)=O Chemical compound CNC(c(cnc(Cl)n1)c1Cl)=O WAXKQXKSAGCYMT-UHFFFAOYSA-N 0.000 description 1
- CTJKBJHGAPOFKD-HZPDHXFCSA-N COCCNC(N[C@H](CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2cc1)=O Chemical compound COCCNC(N[C@H](CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2cc1)=O CTJKBJHGAPOFKD-HZPDHXFCSA-N 0.000 description 1
- CHTNMWMVWRKAQF-IEBWSBKVSA-N COCCNC([C@H](CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c(cc1)ccc1-c1cnccc1)=O Chemical compound COCCNC([C@H](CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c(cc1)ccc1-c1cnccc1)=O CHTNMWMVWRKAQF-IEBWSBKVSA-N 0.000 description 1
- DGVZKAIXVHTSSQ-VERVWZFWSA-N C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c(cc1N2C)ccc1OCC2=O)C(NC)=O Chemical compound C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c(cc1N2C)ccc1OCC2=O)C(NC)=O DGVZKAIXVHTSSQ-VERVWZFWSA-N 0.000 description 1
- MBIFMZFZNFDJRU-CRICUBBOSA-N C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(CCN)c1)C(N(C)C)=O Chemical compound C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(CCN)c1)C(N(C)C)=O MBIFMZFZNFDJRU-CRICUBBOSA-N 0.000 description 1
- VZWMNNOLRHIBHZ-VOIUYBSRSA-N C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(CCN)c1)C(NC)=O Chemical compound C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(CCN)c1)C(NC)=O VZWMNNOLRHIBHZ-VOIUYBSRSA-N 0.000 description 1
- GFHSMQOOGNEJQV-JLCFBVMHSA-N C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2cc1)C(NC)=O Chemical compound C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2cc1)C(NC)=O GFHSMQOOGNEJQV-JLCFBVMHSA-N 0.000 description 1
- XASJXFZCMVTGGH-LRTDBIEQSA-N C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2ccnnc2cc1)C(NC)=O Chemical compound C[C@@](CC1)(C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2ccnnc2cc1)C(NC)=O XASJXFZCMVTGGH-LRTDBIEQSA-N 0.000 description 1
- OJZRCXNGTHXPOF-NSCUHMNNSA-N Cc1nnc(-c(c(/C=C/C#N)c2)ccc2Cl)[s]1 Chemical compound Cc1nnc(-c(c(/C=C/C#N)c2)ccc2Cl)[s]1 OJZRCXNGTHXPOF-NSCUHMNNSA-N 0.000 description 1
- PCFNYAGCSKMRCQ-UHFFFAOYSA-N Cc1nnc(-c(c(CCC#N)c2)ccc2Cl)[s]1 Chemical compound Cc1nnc(-c(c(CCC#N)c2)ccc2Cl)[s]1 PCFNYAGCSKMRCQ-UHFFFAOYSA-N 0.000 description 1
- FIAAMSYVBGJZKJ-UHFFFAOYSA-O Cc1nnc(-c(cc2)ccc2S(O)[OH2+])[s]1 Chemical compound Cc1nnc(-c(cc2)ccc2S(O)[OH2+])[s]1 FIAAMSYVBGJZKJ-UHFFFAOYSA-O 0.000 description 1
- CZAPPYRAFCOFOL-UHFFFAOYSA-N Clc1ncc(cn[nH]2)c2n1 Chemical compound Clc1ncc(cn[nH]2)c2n1 CZAPPYRAFCOFOL-UHFFFAOYSA-N 0.000 description 1
- WLRGBAUHMFGMRD-DMZKTXOQSA-N O=C1NCC[C@@]1(CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(F)c1 Chemical compound O=C1NCC[C@@]1(CC1)C[C@@H]1Nc(nc12)ncc1c(Br)n[n]2-c1cc2cccnc2c(F)c1 WLRGBAUHMFGMRD-DMZKTXOQSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201862680891P | 2018-06-05 | 2018-06-05 | |
| US62/680,891 | 2018-06-05 | ||
| US201962831006P | 2019-04-08 | 2019-04-08 | |
| US62/831,006 | 2019-04-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW202016112A true TW202016112A (zh) | 2020-05-01 |
Family
ID=67185700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW108119522A TW202016112A (zh) | 2018-06-05 | 2019-06-05 | 吡唑並嘧啶胺基環烷基類化合物及其醫療用途 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US11046699B2 (https=) |
| EP (1) | EP3802544A1 (https=) |
| JP (1) | JP2021527051A (https=) |
| TW (1) | TW202016112A (https=) |
| WO (1) | WO2019236631A1 (https=) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111499644B (zh) * | 2020-04-24 | 2021-07-20 | 苏州大学 | 咪唑并[1,5-a]喹唑啉-5(4H)-酮类衍生物及其制备方法和用途 |
| GB202008749D0 (en) | 2020-06-09 | 2020-07-22 | Ip2Ipo Innovations Ltd | Novel compounds |
| WO2022072783A1 (en) | 2020-10-02 | 2022-04-07 | Incyte Corporation | Bicyclic dione compounds as inhibitors of kras |
| CN114516828A (zh) * | 2020-11-19 | 2022-05-20 | 江苏威奇达药业有限公司 | 一种提高负氮杂提取率的提取工艺 |
| US20250000859A1 (en) * | 2021-08-25 | 2025-01-02 | Alesta Therapeutics BV | Use of gcn2 inhibitors in treating cancer |
| WO2023107705A1 (en) | 2021-12-10 | 2023-06-15 | Incyte Corporation | Bicyclic amines as cdk12 inhibitors |
| MX2024007328A (es) | 2021-12-14 | 2024-09-30 | Crossfire Oncology Holding B V | Inhibidores macrociclicos de btk. |
| WO2023110936A1 (en) | 2021-12-14 | 2023-06-22 | Netherlands Translational Research Center Holding B.V | Reversible macrocyclic kinase inhibitors |
| CN116478145B (zh) * | 2022-04-13 | 2024-02-02 | 杭州邦顺制药有限公司 | Alk2激酶抑制剂 |
| UY40234A (es) | 2022-04-22 | 2023-11-15 | Vertex Pharma | Compuestos heteroarilo para el tratamiento del dolor |
| WO2024126617A1 (en) | 2022-12-14 | 2024-06-20 | Crossfire Oncology Holding B.V. | Bifunctional compounds for degrading kinases via ubiquitin proteosome pathway |
| WO2024238570A1 (en) * | 2023-05-15 | 2024-11-21 | Aleksia Therapeutics, Inc. | Cdk2 inhibitor pyrazolopyrimidine compounds |
| CN117756677B (zh) * | 2023-12-21 | 2025-09-30 | 上海馨远医药科技有限公司 | 一种手性反式-n-boc-1-氨基环戊烷-3-甲酸的制备方法 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4911920A (en) | 1986-07-30 | 1990-03-27 | Alcon Laboratories, Inc. | Sustained release, comfort formulation for glaucoma therapy |
| FR2588189B1 (fr) | 1985-10-03 | 1988-12-02 | Merck Sharp & Dohme | Composition pharmaceutique de type a transition de phase liquide-gel |
| ATE141502T1 (de) | 1991-01-15 | 1996-09-15 | Alcon Lab Inc | Verwendung von karrageenan in topischen ophthalmologischen zusammensetzungen |
| US5212162A (en) | 1991-03-27 | 1993-05-18 | Alcon Laboratories, Inc. | Use of combinations gelling polysaccharides and finely divided drug carrier substrates in topical ophthalmic compositions |
| GB9624482D0 (en) | 1995-12-18 | 1997-01-15 | Zeneca Phaema S A | Chemical compounds |
| BR9707495A (pt) | 1996-02-13 | 1999-07-27 | Zeneca Ltd | Derivado de quinazolina processo para a preparação do mesmo composição farmacêutica e processo para a produç o de um efeito antiangiogênico e/ou de redução de permeabilidade vascular em um animal de sangue quente |
| US6291455B1 (en) | 1996-03-05 | 2001-09-18 | Zeneca Limited | 4-anilinoquinazoline derivatives |
| GB9718972D0 (en) | 1996-09-25 | 1997-11-12 | Zeneca Ltd | Chemical compounds |
| GB9714249D0 (en) | 1997-07-08 | 1997-09-10 | Angiogene Pharm Ltd | Vascular damaging agents |
| GB9900334D0 (en) | 1999-01-07 | 1999-02-24 | Angiogene Pharm Ltd | Tricylic vascular damaging agents |
| GB9900752D0 (en) | 1999-01-15 | 1999-03-03 | Angiogene Pharm Ltd | Benzimidazole vascular damaging agents |
| NZ522074A (en) | 2000-05-31 | 2004-06-25 | Astrazeneca Ab | Indole derivatives with vascular damaging activity |
| IL153484A0 (en) | 2000-07-07 | 2003-07-06 | Angiogene Pharm Ltd | Colchinol derivatives as angiogenesis inhibitors |
| CN1255392C (zh) | 2000-07-07 | 2006-05-10 | 安吉奥金尼药品有限公司 | 作为血管生成抑制剂的秋水仙醇衍生物 |
| ES2309206T3 (es) | 2001-10-02 | 2008-12-16 | Smithkline Beecham Corporation | Compuestos quimicos. |
| EP2108019A2 (en) * | 2007-01-30 | 2009-10-14 | Biogen Idec MA, Inc. | 1-h-pyrazolo[3,4b]pyrimidine derivatives and their use as modulators of mitotic kinases |
| US20130345268A1 (en) * | 2009-02-13 | 2013-12-26 | The Trustees Of Dartmouth College | Methods and Compositions for the Treatment of RAS Associated Disorders |
| US8362023B2 (en) * | 2011-01-19 | 2013-01-29 | Hoffmann-La Roche Inc. | Pyrazolo pyrimidines |
| AU2014224976B2 (en) * | 2013-03-05 | 2017-09-28 | Merck Patent Gmbh | 9-(aryl or heteroaryl)-2-(pyrazolyl, pyrrolidinyl or cyclopentyl)aminopurine derivatives as anticancer agents |
| AU2014224975B2 (en) * | 2013-03-05 | 2017-09-14 | Merck Patent Gmbh | Triazolo(4,5-d)pyrimidine derivatives for the treatment of diseases such as cancer |
-
2019
- 2019-06-04 WO PCT/US2019/035462 patent/WO2019236631A1/en not_active Ceased
- 2019-06-04 US US16/431,504 patent/US11046699B2/en active Active
- 2019-06-04 EP EP19736849.1A patent/EP3802544A1/en not_active Withdrawn
- 2019-06-04 JP JP2020567845A patent/JP2021527051A/ja active Pending
- 2019-06-05 TW TW108119522A patent/TW202016112A/zh unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2019236631A1 (en) | 2019-12-12 |
| JP2021527051A (ja) | 2021-10-11 |
| US20190375753A1 (en) | 2019-12-12 |
| US11046699B2 (en) | 2021-06-29 |
| EP3802544A1 (en) | 2021-04-14 |
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