KR102148678B1 - 다이하이드로피리미딘 화합물 및 이의 약제학적 용도 - Google Patents
다이하이드로피리미딘 화합물 및 이의 약제학적 용도 Download PDFInfo
- Publication number
- KR102148678B1 KR102148678B1 KR1020147036508A KR20147036508A KR102148678B1 KR 102148678 B1 KR102148678 B1 KR 102148678B1 KR 1020147036508 A KR1020147036508 A KR 1020147036508A KR 20147036508 A KR20147036508 A KR 20147036508A KR 102148678 B1 KR102148678 B1 KR 102148678B1
- Authority
- KR
- South Korea
- Prior art keywords
- compound
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- esi
- independently
- Prior art date
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- 0 C*BCN(C)C Chemical compound C*BCN(C)C 0.000 description 8
- CCKYDOBOPZYHSX-UHFFFAOYSA-N CC(C1N(C)CCOC1)C(O)=O Chemical compound CC(C1N(C)CCOC1)C(O)=O CCKYDOBOPZYHSX-UHFFFAOYSA-N 0.000 description 2
- OVGXYGKNSHVGPS-UHFFFAOYSA-N CCOC(C1=C(CN(CCOC2)C2C(O)=O)NC(c2cccnc2)=NC1c(ccc(F)c1)c1Cl)=O Chemical compound CCOC(C1=C(CN(CCOC2)C2C(O)=O)NC(c2cccnc2)=NC1c(ccc(F)c1)c1Cl)=O OVGXYGKNSHVGPS-UHFFFAOYSA-N 0.000 description 2
- CWLQUGTUXBXTLF-UHFFFAOYSA-N CN(CCC1)C1C(O)=O Chemical compound CN(CCC1)C1C(O)=O CWLQUGTUXBXTLF-UHFFFAOYSA-N 0.000 description 2
- WDLLBNRTXQASRW-UHFFFAOYSA-N CN1CC(CCC(N)=O)OCC1 Chemical compound CN1CC(CCC(N)=O)OCC1 WDLLBNRTXQASRW-UHFFFAOYSA-N 0.000 description 2
- YIHKNAAIQFIGDS-UHFFFAOYSA-N CN1CC(CCCO)OCC1 Chemical compound CN1CC(CCCO)OCC1 YIHKNAAIQFIGDS-UHFFFAOYSA-N 0.000 description 2
- PGWWQDJKVUZEQI-UHFFFAOYSA-N CNC(CCC1OCCN(C)C1)=O Chemical compound CNC(CCC1OCCN(C)C1)=O PGWWQDJKVUZEQI-UHFFFAOYSA-N 0.000 description 2
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- RRTIQZUNJPAMJK-UHFFFAOYSA-N CC(C)(CC(O)=O)C1N(C)CCOC1 Chemical compound CC(C)(CC(O)=O)C1N(C)CCOC1 RRTIQZUNJPAMJK-UHFFFAOYSA-N 0.000 description 1
- JZGNUJHTVOXXPP-UHFFFAOYSA-N CC(C)NC(C1N(C)CCOC1)=O Chemical compound CC(C)NC(C1N(C)CCOC1)=O JZGNUJHTVOXXPP-UHFFFAOYSA-N 0.000 description 1
- JKZBHWNHOLSDQG-UHFFFAOYSA-N CC(C)OC(C1N(C)CCOC1)=O Chemical compound CC(C)OC(C1N(C)CCOC1)=O JKZBHWNHOLSDQG-UHFFFAOYSA-N 0.000 description 1
- IZQDXJMVSPTNIN-UHFFFAOYSA-N CC(CC(COCC1)N1N)C(O)=O Chemical compound CC(CC(COCC1)N1N)C(O)=O IZQDXJMVSPTNIN-UHFFFAOYSA-N 0.000 description 1
- HFYASZDNJJRNSG-UHFFFAOYSA-N CCOC(C(CC1N(C)CCOC1)C(O)=O)=O Chemical compound CCOC(C(CC1N(C)CCOC1)C(O)=O)=O HFYASZDNJJRNSG-UHFFFAOYSA-N 0.000 description 1
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- BBLVJWYJXCCUSY-UHFFFAOYSA-N CCOC(C1=C(CN(CCOC2)C2C(O)=O)NC(c2ncc[s]2)=NC1c1ccccc1[N+]([O-])=O)=O Chemical compound CCOC(C1=C(CN(CCOC2)C2C(O)=O)NC(c2ncc[s]2)=NC1c1ccccc1[N+]([O-])=O)=O BBLVJWYJXCCUSY-UHFFFAOYSA-N 0.000 description 1
- PSWVQHQRNNQNMR-UHFFFAOYSA-N CCOC(C1=C(CN(CCOC2)C2C(O)=O)NC(c2nnc[s]2)=NC1c(c(F)c1)ccc1F)=O Chemical compound CCOC(C1=C(CN(CCOC2)C2C(O)=O)NC(c2nnc[s]2)=NC1c(c(F)c1)ccc1F)=O PSWVQHQRNNQNMR-UHFFFAOYSA-N 0.000 description 1
- OXOIJAYEEAUKSY-UHFFFAOYSA-N CCOC(C1=C(CN(CCOC2)C2C(OC(C)C)=O)NC(c2ncc[s]2)=NC1c(ccc(F)c1)c1Br)=O Chemical compound CCOC(C1=C(CN(CCOC2)C2C(OC(C)C)=O)NC(c2ncc[s]2)=NC1c(ccc(F)c1)c1Br)=O OXOIJAYEEAUKSY-UHFFFAOYSA-N 0.000 description 1
- FQSJWPSVNHCNAG-UHFFFAOYSA-N CCOC(C1=C(CN(CCOC2)C2C(OCOC(C(C)(C)C)=O)=O)NC(c2ncc[s]2)=NC1c(ccc(Cl)c1)c1Cl)=O Chemical compound CCOC(C1=C(CN(CCOC2)C2C(OCOC(C(C)(C)C)=O)=O)NC(c2ncc[s]2)=NC1c(ccc(Cl)c1)c1Cl)=O FQSJWPSVNHCNAG-UHFFFAOYSA-N 0.000 description 1
- QLLCWOCPSOYJIZ-IMMUGOHXSA-N CCOC(C1=C(CN(CCOC2)[C@]2(C)C(O)=O)NC(c2ncc[s]2)=NC1c(ccc(F)c1)c1Br)=O Chemical compound CCOC(C1=C(CN(CCOC2)[C@]2(C)C(O)=O)NC(c2ncc[s]2)=NC1c(ccc(F)c1)c1Br)=O QLLCWOCPSOYJIZ-IMMUGOHXSA-N 0.000 description 1
- XJLGNYJLRVXSBS-KZVXBFFYSA-N CCOC(C1=C(CN(CCO[C@@H]2C)[C@@H]2C(O)=O)NC(c2ncc[s]2)=NC1c(c(Cl)c1)ccc1Cl)=O Chemical compound CCOC(C1=C(CN(CCO[C@@H]2C)[C@@H]2C(O)=O)NC(c2ncc[s]2)=NC1c(c(Cl)c1)ccc1Cl)=O XJLGNYJLRVXSBS-KZVXBFFYSA-N 0.000 description 1
- CCKXKMOMERKJTR-UHFFFAOYSA-N CCOC(C1=C(CN2C(CC(O)=O)COCC2)NC(c(c(F)cc(F)c2)c2F)=NC1c(ccc(F)c1)c1Br)=O Chemical compound CCOC(C1=C(CN2C(CC(O)=O)COCC2)NC(c(c(F)cc(F)c2)c2F)=NC1c(ccc(F)c1)c1Br)=O CCKXKMOMERKJTR-UHFFFAOYSA-N 0.000 description 1
- ILJAMWRIYIHSPI-UHFFFAOYSA-N CCOC(C1=C(CN2C(CC(O)=O)COCC2)NC(c2ccccc2)=NC1c(ccc(F)c1)c1Br)=O Chemical compound CCOC(C1=C(CN2C(CC(O)=O)COCC2)NC(c2ccccc2)=NC1c(ccc(F)c1)c1Br)=O ILJAMWRIYIHSPI-UHFFFAOYSA-N 0.000 description 1
- NZIZFIAENKEGCY-UHFFFAOYSA-N CCOC(C1=C(CN2C(CCC(O)=O)COCC2)NC(c2ncccc2F)=NC1c(ccc(F)c1)c1Cl)=O Chemical compound CCOC(C1=C(CN2C(CCC(O)=O)COCC2)NC(c2ncccc2F)=NC1c(ccc(F)c1)c1Cl)=O NZIZFIAENKEGCY-UHFFFAOYSA-N 0.000 description 1
- FALCJTRGAIXAIJ-UHFFFAOYSA-N CCOC(C1=C(CN2C(CO)CCC2)NC(c2n[nH]cn2)=NC1c(c(Br)c1)ccc1F)=O Chemical compound CCOC(C1=C(CN2C(CO)CCC2)NC(c2n[nH]cn2)=NC1c(c(Br)c1)ccc1F)=O FALCJTRGAIXAIJ-UHFFFAOYSA-N 0.000 description 1
- XVQYLXCCZQNJKO-UHFFFAOYSA-N CCOC(C1=C(CN2C(CO)COCC2)NC(c2ncc[s]2)=NC1c(ccc(Cl)c1)c1Cl)=O Chemical compound CCOC(C1=C(CN2C(CO)COCC2)NC(c2ncc[s]2)=NC1c(ccc(Cl)c1)c1Cl)=O XVQYLXCCZQNJKO-UHFFFAOYSA-N 0.000 description 1
- BRWAYHHCHJZPCL-UHFFFAOYSA-N CCOC(C1=C(CN2CC(C(NCC(O)=O)=O)OCC2)NC(c2ncc[s]2)=NC1c(c(Br)c1)ccc1F)=O Chemical compound CCOC(C1=C(CN2CC(C(NCC(O)=O)=O)OCC2)NC(c2ncc[s]2)=NC1c(c(Br)c1)ccc1F)=O BRWAYHHCHJZPCL-UHFFFAOYSA-N 0.000 description 1
- ZVYNKLZYFVEQHS-UHFFFAOYSA-N CCOC(C1=C(CN2CC(C(O)=O)OCC2)NC(c2ncccn2)=NC1c(ccc(Cl)c1)c1Cl)=O Chemical compound CCOC(C1=C(CN2CC(C(O)=O)OCC2)NC(c2ncccn2)=NC1c(ccc(Cl)c1)c1Cl)=O ZVYNKLZYFVEQHS-UHFFFAOYSA-N 0.000 description 1
- RJWLAUMWUMAJMZ-UHFFFAOYSA-N CCOC(C1=C(CN2CC(CC(O)=O)OCC2)NC(c2nccnc2)=NC1c(ccc(F)c1)c1Cl)=O Chemical compound CCOC(C1=C(CN2CC(CC(O)=O)OCC2)NC(c2nccnc2)=NC1c(ccc(F)c1)c1Cl)=O RJWLAUMWUMAJMZ-UHFFFAOYSA-N 0.000 description 1
- ILFIXUVIBJYIDE-UHFFFAOYSA-N CCOC(C1=C(CN2CC(CCC(O)=O)OCC2)NC(c2ncc[s]2)=NC1c(c(Br)c1)ccc1F)=O Chemical compound CCOC(C1=C(CN2CC(CCC(O)=O)OCC2)NC(c2ncc[s]2)=NC1c(c(Br)c1)ccc1F)=O ILFIXUVIBJYIDE-UHFFFAOYSA-N 0.000 description 1
- LNJGQKOJQYUTBY-KTQQKIMGSA-N CCOC(C1=C(CN2C[C@@H](CO)OCC2)NC(c2ncc[s]2)=NC1c(ccc(F)c1)c1Br)=O Chemical compound CCOC(C1=C(CN2C[C@@H](CO)OCC2)NC(c2ncc[s]2)=NC1c(ccc(F)c1)c1Br)=O LNJGQKOJQYUTBY-KTQQKIMGSA-N 0.000 description 1
- BVRVCXIJSRPMJG-UHFFFAOYSA-N CN(CCOC1)C1C(N)=O Chemical compound CN(CCOC1)C1C(N)=O BVRVCXIJSRPMJG-UHFFFAOYSA-N 0.000 description 1
- DZRDPQAGMKCUPN-UHFFFAOYSA-N CN(CCS(C1)(=O)=O)C1C(O)=O Chemical compound CN(CCS(C1)(=O)=O)C1C(O)=O DZRDPQAGMKCUPN-UHFFFAOYSA-N 0.000 description 1
- VYONGURITJGAEX-UHFFFAOYSA-N CN1C(CC(CO)CO)COCC1 Chemical compound CN1C(CC(CO)CO)COCC1 VYONGURITJGAEX-UHFFFAOYSA-N 0.000 description 1
- DRVBRICCCNVPBA-UHFFFAOYSA-N CN1CC(CC(O)=O)CCC1 Chemical compound CN1CC(CC(O)=O)CCC1 DRVBRICCCNVPBA-UHFFFAOYSA-N 0.000 description 1
- IJLHBRUCOZPNLF-MYJWUSKBSA-N COC(C1=C(CN(CCOC2)[C@@H]2C(O)=O)NC(c2ncc[s]2)=NC1c(c(Br)c1)ccc1F)=O Chemical compound COC(C1=C(CN(CCOC2)[C@@H]2C(O)=O)NC(c2ncc[s]2)=NC1c(c(Br)c1)ccc1F)=O IJLHBRUCOZPNLF-MYJWUSKBSA-N 0.000 description 1
- INFRXZHVTNHELZ-UHFFFAOYSA-N COC(C1=C(CN2CC(C(O)=O)OCC2)NC(c2ncc[s]2)=NC1c(c(Cl)c1)ccc1F)=O Chemical compound COC(C1=C(CN2CC(C(O)=O)OCC2)NC(c2ncc[s]2)=NC1c(c(Cl)c1)ccc1F)=O INFRXZHVTNHELZ-UHFFFAOYSA-N 0.000 description 1
- KPCQOEYBBPAIFP-UHFFFAOYSA-N OC(C(CS(CC1)=O)N1N1CC1)=O Chemical compound OC(C(CS(CC1)=O)N1N1CC1)=O KPCQOEYBBPAIFP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
-
- 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
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Gastroenterology & Hepatology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210303033 | 2012-08-24 | ||
| CN201210303033.4 | 2012-08-24 | ||
| CN201310116949.3 | 2013-04-03 | ||
| CN201310116949 | 2013-04-03 | ||
| PCT/CN2013/001001 WO2014029193A1 (en) | 2012-08-24 | 2013-08-23 | Dihydropyrimidine compounds and their application in pharmaceuticals |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20150044859A KR20150044859A (ko) | 2015-04-27 |
| KR102148678B1 true KR102148678B1 (ko) | 2020-08-27 |
Family
ID=50149385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020147036508A Active KR102148678B1 (ko) | 2012-08-24 | 2013-08-23 | 다이하이드로피리미딘 화합물 및 이의 약제학적 용도 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US9340538B2 (enExample) |
| EP (1) | EP2888241B1 (enExample) |
| JP (1) | JP6263533B2 (enExample) |
| KR (1) | KR102148678B1 (enExample) |
| CN (2) | CN103626752B (enExample) |
| AU (1) | AU2013305390C1 (enExample) |
| BR (1) | BR112015002858A2 (enExample) |
| CA (1) | CA2876690C (enExample) |
| DK (1) | DK2888241T3 (enExample) |
| ES (1) | ES2640049T3 (enExample) |
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Families Citing this family (63)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20130267517A1 (en) | 2012-03-31 | 2013-10-10 | Hoffmann-La Roche Inc. | Novel 4-methyl-dihydropyrimidines for the treatment and prophylaxis of hepatitis b virus infection |
| KR20150054795A (ko) * | 2012-09-10 | 2015-05-20 | 에프. 호프만-라 로슈 아게 | B형 간염 바이러스 감염의 치료 및 예방을 위한 6-아미노산 헤테로아릴다이하이드로피리미딘 |
| CN103664899B (zh) * | 2012-09-11 | 2017-06-16 | 广东东阳光药业有限公司 | 杂芳基取代的二氢嘧啶类化合物及其在药物中的应用 |
| JP6524081B2 (ja) * | 2013-11-19 | 2019-06-05 | サンシャイン・レイク・ファーマ・カンパニー・リミテッドSunshine Lake Pharma Co.,Ltd. | ジヒドロピリミジン化合物及び医薬におけるその適用 |
| CN104650069B (zh) * | 2013-11-19 | 2019-04-19 | 广东东阳光药业有限公司 | 4-甲基二氢嘧啶类化合物及其在药物中的应用 |
| AU2014356984B2 (en) * | 2013-11-27 | 2018-01-04 | Sunshine Lake Pharma Co., Ltd. | Processes for preparing dihydropyrimidine derivatives and intermediates thereof |
| RS58384B1 (sr) | 2014-03-07 | 2019-04-30 | Hoffmann La Roche | Novi 6-fuzionisani heteroarildihidropirimidini za lečenje i profilaksu infekcije virusom hepatitisa b |
| KR20160133563A (ko) * | 2014-03-28 | 2016-11-22 | 선샤인 레이크 파르마 컴퍼니 리미티드 | 다이하이드로피리미딘 화합물 및 이의 약제학적 용도 |
| CN105153164B (zh) * | 2014-05-30 | 2018-10-30 | 齐鲁制药有限公司 | 作为hbv抑制剂的二氢嘧啶并环衍生物 |
| ES2687606T3 (es) * | 2014-05-30 | 2018-10-26 | Qilu Pharmaceutical Co., Ltd. | Derivado de bucle de dihidropirimido como inhibidor de HBV |
| WO2016012470A1 (en) * | 2014-07-25 | 2016-01-28 | F. Hoffmann-La Roche Ag | New amorphous and crystalline forms of (3s)-4-[[(4r)-4-(2-chloro-4-fluoro-phenyl)-5-methoxycarbonyl-2-thiazol-2-yl-1, 4-dihydropyrimidin-6-yl]methyl]morpholine-3-carboxylic acid |
| CN105859708B (zh) * | 2015-02-07 | 2020-01-21 | 广东东阳光药业有限公司 | 二氢嘧啶衍生物的盐及其在药物中的应用 |
| DK3270915T3 (da) * | 2015-03-16 | 2020-06-15 | Hoffmann La Roche | Kombineret behandling med en TLR7-agonist og en HBV-kapsidsamlingsinhibitor |
| WO2016161268A1 (en) | 2015-04-01 | 2016-10-06 | Enanta Pharmaceuticals, Inc. | Hepatitis b antviral agents |
| US10738035B2 (en) | 2015-05-13 | 2020-08-11 | Enanta Pharmaceuticals, Inc. | Hepatitis B antiviral agents |
| WO2017011552A1 (en) | 2015-07-13 | 2017-01-19 | Enanta Pharmaceuticals, Inc. | Hepatitis b antiviral agents |
| US10301255B2 (en) | 2015-07-22 | 2019-05-28 | Enanta Pharmaceuticals, Inc. | Hepatitis B antiviral agents |
| HK1255463A1 (zh) * | 2015-11-03 | 2019-08-16 | F. Hoffmann-La Roche Ag | Hbv衣壳组装抑制剂和干扰素的组合疗法 |
| WO2017136403A1 (en) | 2016-02-02 | 2017-08-10 | Enanta Pharmaceuticals, Inc. | Hepatitis b antiviral agents |
| AR107633A1 (es) | 2016-02-19 | 2018-05-16 | Hoffmann La Roche | Procedimiento para la preparación del ácido 4-fenil-5-alcoxicarbonil-2-tiazol-2-il-1,4-dihidropirimidin-6-il-[metil]-3-oxo-5,6,8,8a-tetrahidro-1h-imidazo[1,5a]pirazin-2-il-carboxílico |
| CN109069488B (zh) | 2016-03-07 | 2021-09-07 | 英安塔制药有限公司 | 乙型肝炎抗病毒剂 |
| WO2017198201A1 (en) * | 2016-05-19 | 2017-11-23 | Sunshine Lake Pharma Co., Ltd. | Crystalline form, salt and complex of dihydropyrimidine derivative, and uses thereof in medicine |
| KR20190027814A (ko) * | 2016-06-10 | 2019-03-15 | 이난타 파마슈티칼스, 인코포레이티드 | B형 간염 항바이러스제 |
| CN107674072B (zh) * | 2016-08-01 | 2020-11-24 | 广东东阳光药业有限公司 | 二氢嘧啶衍生物及其酸加成物的制备方法 |
| WO2018036941A1 (en) | 2016-08-24 | 2018-03-01 | F. Hoffmann-La Roche Ag | Combination therapy of an hbv capsid assembly inhibitor and a nucleos(t)ide analogue |
| CN107793409B (zh) * | 2016-09-05 | 2022-09-27 | 广东东阳光药业有限公司 | 二氢嘧啶类化合物及其在药物中的应用 |
| CN109803967B (zh) * | 2016-09-09 | 2022-05-24 | 浙江海正药业股份有限公司 | 二氢嘧啶类化合物及其制备方法和用途 |
| CN109790145B (zh) * | 2016-11-18 | 2020-09-22 | 四川科伦博泰生物医药股份有限公司 | 二氢嘧啶类化合物及其制备方法和用途 |
| US11166954B2 (en) | 2016-11-18 | 2021-11-09 | Sichuan Kelun-Biotech Biopharmaceutical Co., Ltd. | Dihydropyrimidine compound and preparation method and use thereof |
| JP2020525490A (ja) * | 2017-06-27 | 2020-08-27 | ヤンセン ファーマシューティカ エヌ.ベー. | ヘテロアリールジヒドロピリミジン誘導体及びb型肝炎感染を治療する方法 |
| CA3070004A1 (en) | 2017-07-27 | 2019-01-31 | Jiangsu Hengrui Medicine Co., Ltd. | Piperazine heteroaryl derivative, preparation method therefor and use of same in medicine |
| TWI811236B (zh) | 2017-08-28 | 2023-08-11 | 美商因那塔製藥公司 | B型肝炎抗病毒試劑 |
| CA3078540A1 (en) | 2017-11-30 | 2019-06-06 | Arrakis Therapeutics, Inc. | Nucleic acid-binding photoprobes and uses thereof |
| WO2019113175A1 (en) | 2017-12-06 | 2019-06-13 | Enanta Pharmaceuticals, Inc. | Hepatitis b antiviral agents |
| TW201927789A (zh) | 2017-12-06 | 2019-07-16 | 美商因那塔製藥公司 | B型肝炎抗病毒試劑 |
| WO2019143902A2 (en) | 2018-01-22 | 2019-07-25 | Enanta Pharmaceuticals, Inc. | Substituted heterocycles as antiviral agents |
| WO2019191166A1 (en) | 2018-03-29 | 2019-10-03 | Enanta Pharmaceuticals, Inc. | Hepatitis b antiviral agents |
| MA52586A (fr) * | 2018-05-08 | 2021-03-17 | Janssen Sciences Ireland Unlimited Co | Dérivés de dihydropyrimidine et leurs utilisations dans le traitement d'une infection par le virus de l'hépatite b ou de maladies induites par le virus de l'hépatite b |
| CA3099605A1 (en) * | 2018-06-26 | 2020-01-02 | Janssen Sciences Ireland Unlimited Company | Dihydropyrimidine derivatives and uses thereof in the treatment of hbv infection or of hbv-induced diseases |
| CN108947996B (zh) * | 2018-07-12 | 2022-01-18 | 山东大学 | 二氢嘧啶-磺酰胺类衍生物及其制备方法与应用 |
| US11053235B2 (en) | 2018-08-09 | 2021-07-06 | Janssen Sciences Ireland Unlimited Company | Substituted 1,4-dihydropyrimidines for the treatment of HBV infection or HBV-induced diseases |
| US10865211B2 (en) | 2018-09-21 | 2020-12-15 | Enanta Pharmaceuticals, Inc. | Functionalized heterocycles as antiviral agents |
| AU2019373090B2 (en) | 2018-10-31 | 2023-05-25 | The University Of Sydney | Compositions and methods for treating viral infections |
| CN109251201B (zh) * | 2018-11-03 | 2020-06-02 | 深圳市第二人民医院 | 一种抗hbv的含氮杂环化合物 |
| CN109232555B (zh) * | 2018-11-03 | 2020-06-02 | 深圳市第二人民医院 | 一种抗hbv的含氧杂环化合物 |
| US11198693B2 (en) | 2018-11-21 | 2021-12-14 | Enanta Pharmaceuticals, Inc. | Functionalized heterocycles as antiviral agents |
| AU2020249331A1 (en) | 2019-03-25 | 2021-09-23 | F. Hoffmann-La Roche Ag | Solid forms of a compound of HBV core protein allosteric modifier |
| US11198699B2 (en) | 2019-04-02 | 2021-12-14 | Aligos Therapeutics, Inc. | Compounds targeting PRMT5 |
| US11236111B2 (en) | 2019-06-03 | 2022-02-01 | Enanta Pharmaceuticals, Inc. | Hepatitis B antiviral agents |
| US11472808B2 (en) | 2019-06-04 | 2022-10-18 | Enanta Pharmaceuticals, Inc. | Substituted pyrrolo[1,2-c]pyrimidines as hepatitis B antiviral agents |
| WO2020247561A1 (en) | 2019-06-04 | 2020-12-10 | Enanta Pharmaceuticals, Inc, | Hepatitis b antiviral agents |
| US20220249647A1 (en) * | 2019-06-18 | 2022-08-11 | Janssen Sciences Ireland Unlimited Company | Combination of hepatitis b virus (hbv) vaccines and dihydropyrimidine derivatives as capsid assembly modulators |
| CN110204539B (zh) * | 2019-07-03 | 2021-07-23 | 山东大学 | 一种二氢嘧啶类前药及其制备方法和应用 |
| US11738019B2 (en) | 2019-07-11 | 2023-08-29 | Enanta Pharmaceuticals, Inc. | Substituted heterocycles as antiviral agents |
| TW202122392A (zh) * | 2019-07-31 | 2021-06-16 | 愛爾蘭商健生科學愛爾蘭無限公司 | 二氫嘧啶衍生物及其於治療hbv感染或hbv誘發的疾病之用途 |
| US11236108B2 (en) | 2019-09-17 | 2022-02-01 | Enanta Pharmaceuticals, Inc. | Functionalized heterocycles as antiviral agents |
| US20230002408A1 (en) * | 2019-12-20 | 2023-01-05 | Janssen Pharmaceutica Nv | Heteroaryldihydropyrimidine derivatives and methods of treating hepatitis b infections |
| US11802125B2 (en) | 2020-03-16 | 2023-10-31 | Enanta Pharmaceuticals, Inc. | Functionalized heterocyclic compounds as antiviral agents |
| WO2022052923A1 (zh) * | 2020-09-08 | 2022-03-17 | 和博医药有限公司 | 二氢嘧啶类化合物、其应用 |
| AR124719A1 (es) | 2021-01-29 | 2023-04-26 | Janssen Sciences Ireland Unlimited Co | Derivados de dihidropirimidina y usos de estos en el tratamiento de la infección por vhb o de enfermedades inducidas por vhb |
| US20240246978A1 (en) * | 2021-02-05 | 2024-07-25 | Hepagene Therapeutics (HK) Limited | Phenyldihydropyrimidine compound and use thereof |
| WO2022257942A1 (en) | 2021-06-09 | 2022-12-15 | Janssen Sciences Ireland Unlimited Company | Dihydropyrimidine derivatives and uses thereof in the treatment of hbv infection or of hbv-induced diseases |
| CN116284080A (zh) * | 2023-02-23 | 2023-06-23 | 山东大学 | 一种含硼酸及硼酸频哪醇酯基团的二氢嘧啶类衍生物及其制备方法与应用 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010069147A1 (zh) * | 2008-12-17 | 2010-06-24 | 张中能 | 二氢嘧啶类化合物、其组合物及其应用 |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61271278A (ja) | 1985-05-20 | 1986-12-01 | イ− ア−ル スクイブ アンド サンズ インコ−ポレ−テツド | 2−置換チオまたはオキソ−4−アリ−ルまたはヘテロシクロ−5−カルボキシ−1,4−ジヒドロピリミジン |
| GB8906168D0 (en) | 1989-03-17 | 1989-05-04 | Pfizer Ltd | Therapeutic agents |
| CA2154633A1 (en) * | 1995-01-25 | 1996-07-26 | Paul Harry Sandstrom | Silica reinforced rubber composition and use in tires |
| SE9702564D0 (sv) | 1997-07-02 | 1997-07-02 | Astra Ab | New compounds |
| SE9702563D0 (sv) | 1997-07-02 | 1997-07-02 | Astra Ab | Compounds |
| DE19817262A1 (de) | 1998-04-18 | 1999-10-21 | Bayer Ag | Neue 2-heterocyclisch substituierte Dihydropyrimidine |
| DE19817265A1 (de) | 1998-04-18 | 1999-10-21 | Bayer Ag | Verwendung von Dihydropyrimidinen als Arzneimittel und neue Stoffe |
| DE19817264A1 (de) * | 1998-04-18 | 1999-10-21 | Bayer Ag | Neue Dihydropyrimidine |
| WO2000058302A1 (de) | 1999-03-25 | 2000-10-05 | Bayer Aktiengesellschaft | Dihydropyrimidine und ihre verwendung zur behandlung von hepatitis b |
| DE10012549A1 (de) | 2000-03-15 | 2001-09-20 | Bayer Ag | Arzneimittel gegen virale Erkrankungen |
| DE10012823A1 (de) * | 2000-03-16 | 2001-09-20 | Bayer Ag | Arzneimittel gegen virale Erkrankungen |
| DE10012824A1 (de) | 2000-03-16 | 2001-09-20 | Bayer Ag | Arzneimittel gegen virale Erkrankungen |
| DE10013125A1 (de) | 2000-03-17 | 2001-09-20 | Bayer Ag | Arzneimittel gegen virale Erkrankungen |
| DE10013126A1 (de) | 2000-03-17 | 2001-09-20 | Bayer Ag | Arzneimittel gegen virale Erkrankungen |
| US7157461B2 (en) | 2003-07-23 | 2007-01-02 | Bristol-Myers Squibb Co. | Substituted dihydropyrimidine inhibitors of calcium channel function |
| PE20110118A1 (es) * | 2005-10-04 | 2011-03-08 | Aventis Pharma Inc | Compuestos de pirimidina amida como inhibidores de pgds |
| CN101104617B (zh) | 2006-07-10 | 2010-06-23 | 北京摩力克科技有限公司 | 二氢嘧啶类化合物及其用于制备治疗和预防病毒性疾病的药物的用途 |
| CN101104604B (zh) | 2006-07-10 | 2011-03-02 | 北京摩力克科技有限公司 | 光学纯二氢嘧啶类化合物及其用于制备治疗和预防病毒性疾病的药物的用途 |
| WO2008024692A1 (en) | 2006-08-23 | 2008-02-28 | Neurogen Corporation | N-oxide aryl sulfones and sulfoxides |
| CN101225084A (zh) | 2007-01-16 | 2008-07-23 | 北京摩力克科技有限公司 | 二氢嘧啶类化合物及其用于制备治疗和预防病毒性疾病的药物的用途 |
| CN101328168B (zh) * | 2007-06-18 | 2011-09-07 | 张中能 | 一种乙氧碳酰基-取代噻唑二氢嘧啶 |
| WO2008154818A1 (fr) | 2007-06-18 | 2008-12-24 | Zhang, Zhongneng | Thiazolyl-dihydropyrimidines à substitution fluorophényle |
| KR101173892B1 (ko) | 2007-06-18 | 2012-08-16 | 선샤인 레이크 파르마 컴퍼니 리미티드 | 브로모-페닐 치환된 티아졸릴 디하이드로피리미딘 |
| WO2008154819A1 (fr) | 2007-06-18 | 2008-12-24 | Zhang, Zhongneng | Thiazolyl-dihydropyrimidines à substitution carbéthoxy |
| CN101744823B (zh) | 2008-12-17 | 2013-06-19 | 广东东阳光药业有限公司 | 一种二氢嘧啶类化合物的固体分散体及其药用制剂 |
| CN101575318B (zh) * | 2009-06-25 | 2012-02-08 | 中国人民解放军军事医学科学院毒物药物研究所 | 二氢嘧啶类化合物及其用于制备治疗和/或预防病毒性疾病的药物的用途 |
| US9968650B2 (en) * | 2011-07-13 | 2018-05-15 | Indiana University Research And Technology Corporation | Modified viral structural protein with antiviral activity |
| US9487534B2 (en) * | 2011-08-02 | 2016-11-08 | Scripps Research Institute, A Not-For-Profit Public Benefit Corporation Of California | Modulators of virus assembly as antiviral agents |
| CN104302626B (zh) | 2012-01-06 | 2016-09-07 | 爱尔兰詹森科学公司 | 4,4-二取代的-1,4-二氢嘧啶及其作为治疗乙型肝炎的药物的用途 |
| US20130267517A1 (en) | 2012-03-31 | 2013-10-10 | Hoffmann-La Roche Inc. | Novel 4-methyl-dihydropyrimidines for the treatment and prophylaxis of hepatitis b virus infection |
| KR20150054795A (ko) * | 2012-09-10 | 2015-05-20 | 에프. 호프만-라 로슈 아게 | B형 간염 바이러스 감염의 치료 및 예방을 위한 6-아미노산 헤테로아릴다이하이드로피리미딘 |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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