JP6240180B2 - 置換チオフェン−およびフラン−縮合アゾロピリミジン−5−(6h)−オン化合物 - Google Patents
置換チオフェン−およびフラン−縮合アゾロピリミジン−5−(6h)−オン化合物 Download PDFInfo
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- JP6240180B2 JP6240180B2 JP2015518522A JP2015518522A JP6240180B2 JP 6240180 B2 JP6240180 B2 JP 6240180B2 JP 2015518522 A JP2015518522 A JP 2015518522A JP 2015518522 A JP2015518522 A JP 2015518522A JP 6240180 B2 JP6240180 B2 JP 6240180B2
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- Prior art keywords
- triazolo
- methyl
- thieno
- pyrimidin
- methoxybenzyl
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- 0 COc1ccc(CN(c([s]c(C2)c3CCCN2*([C@]2COCC2)=O)c3C2=NCNN22)C2=O)cc1 Chemical compound COc1ccc(CN(c([s]c(C2)c3CCCN2*([C@]2COCC2)=O)c3C2=NCNN22)C2=O)cc1 0.000 description 2
- IBQSPUJNBUZFTM-UHFFFAOYSA-N CC(C)(C)CN(CC1)Cc2c1c(-c1ncn[n]1C(N1Cc(cc3)ccc3OC)=O)c1[s]2 Chemical compound CC(C)(C)CN(CC1)Cc2c1c(-c1ncn[n]1C(N1Cc(cc3)ccc3OC)=O)c1[s]2 IBQSPUJNBUZFTM-UHFFFAOYSA-N 0.000 description 1
- PBFACNIMJDILND-UHFFFAOYSA-N CC(C)(C1)OCc2c1c(-c1ncn[n]1C(N1CC(CC3)=CC=C3Cl)=O)c1[s]2 Chemical compound CC(C)(C1)OCc2c1c(-c1ncn[n]1C(N1CC(CC3)=CC=C3Cl)=O)c1[s]2 PBFACNIMJDILND-UHFFFAOYSA-N 0.000 description 1
- YZBUHGUBKGTUCN-UHFFFAOYSA-N CC1N(C)C(CN(CC2)Cc3c2c(-c2ncn[n]2C(N2Cc(cc4)ccc4OC)=O)c2[s]3)=NC1 Chemical compound CC1N(C)C(CN(CC2)Cc3c2c(-c2ncn[n]2C(N2Cc(cc4)ccc4OC)=O)c2[s]3)=NC1 YZBUHGUBKGTUCN-UHFFFAOYSA-N 0.000 description 1
- UMTKROZJIGITBI-UHFFFAOYSA-N CN(C)Cc1cc(-c2ncn[n]2C(N2Cc(cc3)ccc3OC)=O)c2[s]1 Chemical compound CN(C)Cc1cc(-c2ncn[n]2C(N2Cc(cc3)ccc3OC)=O)c2[s]1 UMTKROZJIGITBI-UHFFFAOYSA-N 0.000 description 1
- YSIHBQFXLASEFI-UHFFFAOYSA-N COc(ccc(CN(c([s]c1c2CCCN1Cc(cc1)ccc1Cl)c2-c1ncn[n]11)C1=O)c1)c1OC Chemical compound COc(ccc(CN(c([s]c1c2CCCN1Cc(cc1)ccc1Cl)c2-c1ncn[n]11)C1=O)c1)c1OC YSIHBQFXLASEFI-UHFFFAOYSA-N 0.000 description 1
- HCJJPDWWCHEOPZ-UHFFFAOYSA-N COc1cc(F)c(CCN(c([s]c2c3CCN(CC4COCCC4)C2)c3-c2ncn[n]22)C2=O)cc1 Chemical compound COc1cc(F)c(CCN(c([s]c2c3CCN(CC4COCCC4)C2)c3-c2ncn[n]22)C2=O)cc1 HCJJPDWWCHEOPZ-UHFFFAOYSA-N 0.000 description 1
- JSNRHRCWDPGKLA-UHFFFAOYSA-N COc1ccc(CN(C(SC(CN(C2)CC2Oc(cccc2)c2F)C2)=C2c2ncn[n]22)C2=O)cc1 Chemical compound COc1ccc(CN(C(SC(CN(C2)CC2Oc(cccc2)c2F)C2)=C2c2ncn[n]22)C2=O)cc1 JSNRHRCWDPGKLA-UHFFFAOYSA-N 0.000 description 1
- HDNTXBRMYBWKLR-UHFFFAOYSA-N COc1ccc(CN(c([s]c(CN(CC2)CC(CO3)N2C3=O)c2)c2-c2ncn[n]22)C2=O)cc1 Chemical compound COc1ccc(CN(c([s]c(CN(CC2)CC(CO3)N2C3=O)c2)c2-c2ncn[n]22)C2=O)cc1 HDNTXBRMYBWKLR-UHFFFAOYSA-N 0.000 description 1
- XXXXKQKGQGTKGC-UHFFFAOYSA-N COc1ccc(CN(c([s]c(CN2CCOCC2)c2)c2-c2ncn[n]22)C2=O)cc1 Chemical compound COc1ccc(CN(c([s]c(CN2CCOCC2)c2)c2-c2ncn[n]22)C2=O)cc1 XXXXKQKGQGTKGC-UHFFFAOYSA-N 0.000 description 1
- MEQOJZZFENSCRU-UHFFFAOYSA-N COc1ccc(CN(c([s]c2c3CCCNC2)c3-c2ncn[n]22)C2=O)cc1 Chemical compound COc1ccc(CN(c([s]c2c3CCCNC2)c3-c2ncn[n]22)C2=O)cc1 MEQOJZZFENSCRU-UHFFFAOYSA-N 0.000 description 1
- GVQGBAXLLVVARQ-UHFFFAOYSA-N COc1ccc(CN(c([s]c2c3CCN(Cc(cc4)ccc4F)C2)c3-c2ncn[n]22)C2=O)cc1 Chemical compound COc1ccc(CN(c([s]c2c3CCN(Cc(cc4)ccc4F)C2)c3-c2ncn[n]22)C2=O)cc1 GVQGBAXLLVVARQ-UHFFFAOYSA-N 0.000 description 1
- FMZSFAPMKBFABQ-GASCZTMLSA-N C[C@H]1N[C@@H](C)CN(Cc2c(C)c(-c3ncn[n]3C(N3Cc(cc4)ccc4OC)=O)c3[s]2)C1 Chemical compound C[C@H]1N[C@@H](C)CN(Cc2c(C)c(-c3ncn[n]3C(N3Cc(cc4)ccc4OC)=O)c3[s]2)C1 FMZSFAPMKBFABQ-GASCZTMLSA-N 0.000 description 1
- PPVLOQNFNFUCKX-UHFFFAOYSA-N Cc1c(CN(C)C)[s]c(N2Cc(cc3)ccc3OC)c1-c1ncn[n]1C2=O Chemical compound Cc1c(CN(C)C)[s]c(N2Cc(cc3)ccc3OC)c1-c1ncn[n]1C2=O PPVLOQNFNFUCKX-UHFFFAOYSA-N 0.000 description 1
- LBNBGOUWBHZXCA-UHFFFAOYSA-N Cc1n[o]c(C)c1-c1cc(-c2nc[n][n]2C(N2Cc(cc3)ccc3OC)=O)c2[s]1 Chemical compound Cc1n[o]c(C)c1-c1cc(-c2nc[n][n]2C(N2Cc(cc3)ccc3OC)=O)c2[s]1 LBNBGOUWBHZXCA-UHFFFAOYSA-N 0.000 description 1
- IBDFVRQSPKTKHQ-UHFFFAOYSA-N O=C1N(Cc(ccc(Cl)c2)c2F)c([s]c2c3CCN(CC4COCC4)C2)c3-c2ncn[n]12 Chemical compound O=C1N(Cc(ccc(Cl)c2)c2F)c([s]c2c3CCN(CC4COCC4)C2)c3-c2ncn[n]12 IBDFVRQSPKTKHQ-UHFFFAOYSA-N 0.000 description 1
- DJASSSXMLDJHHC-UHFFFAOYSA-N O=C1N(Cc2ccc(C(F)(F)F)cc2)c([s]c2c3CCOC2)c3-c2ncn[n]12 Chemical compound O=C1N(Cc2ccc(C(F)(F)F)cc2)c([s]c2c3CCOC2)c3-c2ncn[n]12 DJASSSXMLDJHHC-UHFFFAOYSA-N 0.000 description 1
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- A—HUMAN NECESSITIES
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- 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
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
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- 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
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
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- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5386—1,4-Oxazines, e.g. morpholine spiro-condensed or forming part of bridged ring systems
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- A61K31/54—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 sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/541—Non-condensed thiazines containing further heterocyclic rings
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- A—HUMAN NECESSITIES
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- A61K31/551—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
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- A—HUMAN NECESSITIES
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
- A61K31/553—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having at least one nitrogen and one oxygen as ring hetero atoms, e.g. loxapine, staurosporine
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- C—CHEMISTRY; METALLURGY
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- 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
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- C07D487/14—Ortho-condensed systems
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- 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/107—Spiro-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
- C07D491/147—Ortho-condensed systems the condensed system containing one ring with oxygen as ring hetero atom and two rings with nitrogen as ring hetero atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/22—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains four or more hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
- C07D495/14—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/22—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains four or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/08—Bridged systems
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261661091P | 2012-06-18 | 2012-06-18 | |
| PCT/US2013/046403 WO2013192225A1 (en) | 2012-06-18 | 2013-06-18 | Substituted thiophene- and furan-fused azolopyrimidine-5-(6h)-one compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015526394A JP2015526394A (ja) | 2015-09-10 |
| JP2015526394A5 JP2015526394A5 (enExample) | 2016-07-21 |
| JP6240180B2 true JP6240180B2 (ja) | 2017-11-29 |
Family
ID=49756458
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015518522A Active JP6240180B2 (ja) | 2012-06-18 | 2013-06-18 | 置換チオフェン−およびフラン−縮合アゾロピリミジン−5−(6h)−オン化合物 |
| JP2015518523A Active JP6129960B2 (ja) | 2012-06-18 | 2013-06-18 | 置換ピリジンアゾロピリミジン−5−(6h)−オン化合物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015518523A Active JP6129960B2 (ja) | 2012-06-18 | 2013-06-18 | 置換ピリジンアゾロピリミジン−5−(6h)−オン化合物 |
Country Status (17)
| Country | Link |
|---|---|
| US (7) | US9499562B2 (enExample) |
| EP (3) | EP2861605B1 (enExample) |
| JP (2) | JP6240180B2 (enExample) |
| KR (2) | KR102191816B1 (enExample) |
| CN (2) | CN104583217B (enExample) |
| AU (3) | AU2013277298B2 (enExample) |
| BR (2) | BR112014031730B1 (enExample) |
| CA (2) | CA2877149C (enExample) |
| DK (2) | DK2861603T3 (enExample) |
| ES (2) | ES2715325T3 (enExample) |
| IL (2) | IL236232A (enExample) |
| IN (2) | IN2015DN00335A (enExample) |
| MX (2) | MX357320B (enExample) |
| NZ (2) | NZ703950A (enExample) |
| RU (2) | RU2653054C2 (enExample) |
| SG (3) | SG10201703253XA (enExample) |
| WO (2) | WO2013192225A1 (enExample) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK1355669T3 (da) * | 2000-08-10 | 2011-11-21 | Cold Spring Harbor Lab | Forbedret kognitiv træning |
| CN104583217B (zh) | 2012-06-18 | 2017-11-17 | 达特神经科学(开曼)有限公司 | 取代的噻吩稠合的和呋喃稠合的唑并嘧啶‑5‑(6h)‑酮化合物 |
| JP6396231B2 (ja) * | 2014-01-27 | 2018-09-26 | 株式会社ポーラファルマ | 使用時泡状を呈する外用医薬組成物 |
| JP6396229B2 (ja) * | 2014-01-27 | 2018-09-26 | 株式会社ポーラファルマ | 使用時泡状を呈する外用医薬組成物 |
| JP6396230B2 (ja) * | 2014-01-27 | 2018-09-26 | 株式会社ポーラファルマ | 使用時泡状を呈する外用医薬組成物 |
| GB201406486D0 (en) * | 2014-04-10 | 2014-05-28 | Redx Pharma Ltd | Antibacterial compounds |
| TW201629064A (zh) | 2014-10-10 | 2016-08-16 | H 朗德貝克公司 | 作爲pde1抑制劑之三唑並吡酮 |
| JO3627B1 (ar) | 2015-04-30 | 2020-08-27 | H Lundbeck As | إيميدازو بيرازينونات على هيئة مثبطات pde1 |
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