JP2013056919A5 - - Google Patents
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- JP2013056919A5 JP2013056919A5 JP2012253103A JP2012253103A JP2013056919A5 JP 2013056919 A5 JP2013056919 A5 JP 2013056919A5 JP 2012253103 A JP2012253103 A JP 2012253103A JP 2012253103 A JP2012253103 A JP 2012253103A JP 2013056919 A5 JP2013056919 A5 JP 2013056919A5
- Authority
- JP
- Japan
- Prior art keywords
- ylcarbonyl
- diazabicyclo
- nonane
- octane
- compound
- 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.)
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- -1 5-chlorofuran-2-ylcarbonyl Chemical group 0.000 claims 16
- 150000001875 compounds Chemical class 0.000 claims 15
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 7
- 239000008194 pharmaceutical composition Substances 0.000 claims 6
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- AFIZEQKQIKDZQH-UHFFFAOYSA-N (5-chlorofuran-2-yl)-(3,7-diazabicyclo[3.3.1]nonan-3-yl)methanone Chemical compound O1C(Cl)=CC=C1C(=O)N1CC(C2)CNCC2C1 AFIZEQKQIKDZQH-UHFFFAOYSA-N 0.000 claims 3
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 2
- BKIMMITUMNQMOS-UHFFFAOYSA-N nonane Chemical compound CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 claims 2
- ZJOMXSOGGLLQHD-UHFFFAOYSA-N (3-bromo-1,2-oxazol-5-yl)-(3,7-diazabicyclo[3.3.1]nonan-3-yl)methanone Chemical compound O1N=C(Br)C=C1C(=O)N1CC(C2)CNCC2C1 ZJOMXSOGGLLQHD-UHFFFAOYSA-N 0.000 claims 1
- MTYYINDDZCLHDE-UHFFFAOYSA-N (3-bromofuran-2-yl)-(3,7-diazabicyclo[3.3.1]nonan-3-yl)methanone Chemical compound C1=COC(C(=O)N2CC3CNCC(C3)C2)=C1Br MTYYINDDZCLHDE-UHFFFAOYSA-N 0.000 claims 1
- WYTGRFGLIURWGC-UHFFFAOYSA-N (3-chlorofuran-2-yl)-(3,7-diazabicyclo[3.3.1]nonan-3-yl)methanone Chemical compound C1=COC(C(=O)N2CC3CNCC(C3)C2)=C1Cl WYTGRFGLIURWGC-UHFFFAOYSA-N 0.000 claims 1
- NEWJHZNVOKNDPN-UHFFFAOYSA-N (5-bromofuran-2-yl)-(3,7-diazabicyclo[3.3.1]nonan-3-yl)methanone Chemical compound O1C(Br)=CC=C1C(=O)N1CC(C2)CNCC2C1 NEWJHZNVOKNDPN-UHFFFAOYSA-N 0.000 claims 1
- GRGNROOZPLBVQQ-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2,4-oxadiazol-3-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C=1N=CON=1 GRGNROOZPLBVQQ-UHFFFAOYSA-N 0.000 claims 1
- QIGLSJSYGRNPDH-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2,4-oxadiazol-5-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=NC=NO1 QIGLSJSYGRNPDH-UHFFFAOYSA-N 0.000 claims 1
- MDHUVGZAFNJECO-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2,4-thiadiazol-3-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C=1N=CSN=1 MDHUVGZAFNJECO-UHFFFAOYSA-N 0.000 claims 1
- IRTZKSSONMSQSU-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2,4-thiadiazol-5-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=NC=NS1 IRTZKSSONMSQSU-UHFFFAOYSA-N 0.000 claims 1
- TXWHMYDLPZCWIE-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2-oxazol-3-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C=1C=CON=1 TXWHMYDLPZCWIE-UHFFFAOYSA-N 0.000 claims 1
- TUNZBRSJHDFFIW-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2-oxazol-4-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C=1C=NOC=1 TUNZBRSJHDFFIW-UHFFFAOYSA-N 0.000 claims 1
- DFVICVZMQQSUPU-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2-oxazol-5-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=CC=NO1 DFVICVZMQQSUPU-UHFFFAOYSA-N 0.000 claims 1
- VZMAGOWVMVDXLQ-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2-thiazol-3-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C=1C=CSN=1 VZMAGOWVMVDXLQ-UHFFFAOYSA-N 0.000 claims 1
- GCXUNLAEQCEZLQ-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2-thiazol-4-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C=1C=NSC=1 GCXUNLAEQCEZLQ-UHFFFAOYSA-N 0.000 claims 1
- WTQVLMLAAMFODI-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,2-thiazol-5-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=CC=NS1 WTQVLMLAAMFODI-UHFFFAOYSA-N 0.000 claims 1
- HWSQOKGBQJLNMR-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,3,4-oxadiazol-2-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=NN=CO1 HWSQOKGBQJLNMR-UHFFFAOYSA-N 0.000 claims 1
- AVHFVARUCSGYLN-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,3,4-thiadiazol-2-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=NN=CS1 AVHFVARUCSGYLN-UHFFFAOYSA-N 0.000 claims 1
- CWYMBKHGVCNXNE-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,3-oxazol-2-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=NC=CO1 CWYMBKHGVCNXNE-UHFFFAOYSA-N 0.000 claims 1
- GJUCFPVXKILPNP-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,3-oxazol-4-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=COC=N1 GJUCFPVXKILPNP-UHFFFAOYSA-N 0.000 claims 1
- CRHHYTWGPWXCHF-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,3-oxazol-5-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=CN=CO1 CRHHYTWGPWXCHF-UHFFFAOYSA-N 0.000 claims 1
- YWMBDQMOCVVNIT-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,3-thiazol-2-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=NC=CS1 YWMBDQMOCVVNIT-UHFFFAOYSA-N 0.000 claims 1
- NRAKAUREFGQJMW-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,3-thiazol-4-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=CSC=N1 NRAKAUREFGQJMW-UHFFFAOYSA-N 0.000 claims 1
- IMQZMVGZKPQKQQ-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(1,3-thiazol-5-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=CN=CS1 IMQZMVGZKPQKQQ-UHFFFAOYSA-N 0.000 claims 1
- UXOBDWKUWQKDRV-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(furan-2-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=CC=CO1 UXOBDWKUWQKDRV-UHFFFAOYSA-N 0.000 claims 1
- KIUXROKMRBBOBZ-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(furan-3-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C=1C=COC=1 KIUXROKMRBBOBZ-UHFFFAOYSA-N 0.000 claims 1
- HZQBHNQELXWIPY-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl(pyridin-4-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C1=CC=NC=C1 HZQBHNQELXWIPY-UHFFFAOYSA-N 0.000 claims 1
- VTBIZWJLVIDQFW-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-(3-bromo-1,2-oxazol-5-yl)methanone Chemical compound O1N=C(Br)C=C1C(=O)N1CC2CNCC2C1 VTBIZWJLVIDQFW-UHFFFAOYSA-N 0.000 claims 1
- CRCWSASAEVRBQR-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-(3-bromofuran-2-yl)methanone Chemical compound C1=COC(C(=O)N2CC3CNCC3C2)=C1Br CRCWSASAEVRBQR-UHFFFAOYSA-N 0.000 claims 1
- XXKYVKOMLITFKH-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-(3-chlorofuran-2-yl)methanone Chemical compound C1=COC(C(=O)N2CC3CNCC3C2)=C1Cl XXKYVKOMLITFKH-UHFFFAOYSA-N 0.000 claims 1
- COFFAHPUFACRCJ-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-(3-methoxy-1,2-oxazol-5-yl)methanone Chemical compound O1N=C(OC)C=C1C(=O)N1CC2CNCC2C1 COFFAHPUFACRCJ-UHFFFAOYSA-N 0.000 claims 1
- XCORZZYKCQYSQJ-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-(3-methylfuran-2-yl)methanone Chemical compound C1=COC(C(=O)N2CC3CNCC3C2)=C1C XCORZZYKCQYSQJ-UHFFFAOYSA-N 0.000 claims 1
- VZTZBWKJSNARCS-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-(4-phenylfuran-2-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C(OC=1)=CC=1C1=CC=CC=C1 VZTZBWKJSNARCS-UHFFFAOYSA-N 0.000 claims 1
- GGPRUUQFBUCJMT-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-(5-bromofuran-2-yl)methanone Chemical compound O1C(Br)=CC=C1C(=O)N1CC2CNCC2C1 GGPRUUQFBUCJMT-UHFFFAOYSA-N 0.000 claims 1
- VGHRMGBKIWAGMS-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-(5-methylfuran-2-yl)methanone Chemical compound O1C(C)=CC=C1C(=O)N1CC2CNCC2C1 VGHRMGBKIWAGMS-UHFFFAOYSA-N 0.000 claims 1
- LYSWGSBJHWGVFD-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-(5-pyridin-2-ylfuran-2-yl)methanone Chemical compound C1C2CNCC2CN1C(=O)C(O1)=CC=C1C1=CC=CC=N1 LYSWGSBJHWGVFD-UHFFFAOYSA-N 0.000 claims 1
- NUBRAZSHSYLVMW-UHFFFAOYSA-N 2,3,3a,4,6,6a-hexahydro-1h-pyrrolo[3,4-c]pyrrol-5-yl-[5-(2-phenylethynyl)furan-2-yl]methanone Chemical compound C1C2CNCC2CN1C(=O)C(O1)=CC=C1C#CC1=CC=CC=C1 NUBRAZSHSYLVMW-UHFFFAOYSA-N 0.000 claims 1
- KYLIVTKHRHWCMA-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2,4-oxadiazol-3-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C=1N=CON=1 KYLIVTKHRHWCMA-UHFFFAOYSA-N 0.000 claims 1
- SIVRDZKAWCUUIO-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2,4-oxadiazol-5-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=NC=NO1 SIVRDZKAWCUUIO-UHFFFAOYSA-N 0.000 claims 1
- ARYFGYLXONLXAD-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2,4-thiadiazol-3-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C=1N=CSN=1 ARYFGYLXONLXAD-UHFFFAOYSA-N 0.000 claims 1
- IPGZNWGMLMYWSM-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2,4-thiadiazol-5-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=NC=NS1 IPGZNWGMLMYWSM-UHFFFAOYSA-N 0.000 claims 1
- KKMPKOQLJDEKSP-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2-oxazol-3-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C=1C=CON=1 KKMPKOQLJDEKSP-UHFFFAOYSA-N 0.000 claims 1
- WNLXIRPOLYUMCD-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2-oxazol-4-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C=1C=NOC=1 WNLXIRPOLYUMCD-UHFFFAOYSA-N 0.000 claims 1
- OMWRNDBURDSUMI-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2-oxazol-5-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=CC=NO1 OMWRNDBURDSUMI-UHFFFAOYSA-N 0.000 claims 1
- WPMDYFZGCGEDCU-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2-thiazol-3-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C=1C=CSN=1 WPMDYFZGCGEDCU-UHFFFAOYSA-N 0.000 claims 1
- KVBYGSFSJKALSO-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2-thiazol-4-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C=1C=NSC=1 KVBYGSFSJKALSO-UHFFFAOYSA-N 0.000 claims 1
- YMSWEHQEGSMKLH-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,2-thiazol-5-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=CC=NS1 YMSWEHQEGSMKLH-UHFFFAOYSA-N 0.000 claims 1
- TUVLYRGJOISXFH-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,3,4-oxadiazol-2-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=NN=CO1 TUVLYRGJOISXFH-UHFFFAOYSA-N 0.000 claims 1
- ZLCXKUZWNUXLME-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,3,4-thiadiazol-2-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=NN=CS1 ZLCXKUZWNUXLME-UHFFFAOYSA-N 0.000 claims 1
- CFTLPIKSWDCMKR-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,3-oxazol-2-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=NC=CO1 CFTLPIKSWDCMKR-UHFFFAOYSA-N 0.000 claims 1
- HOXARZOHBLGJES-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,3-oxazol-4-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=COC=N1 HOXARZOHBLGJES-UHFFFAOYSA-N 0.000 claims 1
- HVYPEWIFRMKLAK-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,3-oxazol-5-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=CN=CO1 HVYPEWIFRMKLAK-UHFFFAOYSA-N 0.000 claims 1
- KOVXOGMTDAQHMH-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,3-thiazol-2-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=NC=CS1 KOVXOGMTDAQHMH-UHFFFAOYSA-N 0.000 claims 1
- GQLVKISITIZPMN-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,3-thiazol-4-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=CSC=N1 GQLVKISITIZPMN-UHFFFAOYSA-N 0.000 claims 1
- XECNAMLXYHEYCQ-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(1,3-thiazol-5-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=CN=CS1 XECNAMLXYHEYCQ-UHFFFAOYSA-N 0.000 claims 1
- PSXPQUNJMZAIKK-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(furan-2-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C1=CC=CO1 PSXPQUNJMZAIKK-UHFFFAOYSA-N 0.000 claims 1
- QTLQGNUJEKVYNF-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl(furan-3-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C=1C=COC=1 QTLQGNUJEKVYNF-UHFFFAOYSA-N 0.000 claims 1
- RCDYEIPQLIIGIL-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl-(3-methoxy-1,2-oxazol-5-yl)methanone Chemical compound O1N=C(OC)C=C1C(=O)N1CC(C2)CNCC2C1 RCDYEIPQLIIGIL-UHFFFAOYSA-N 0.000 claims 1
- FDNXWEUROWLDDO-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl-(3-methylfuran-2-yl)methanone Chemical compound C1=COC(C(=O)N2CC3CNCC(C3)C2)=C1C FDNXWEUROWLDDO-UHFFFAOYSA-N 0.000 claims 1
- WRBGHVBVACEZKL-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl-(4-phenylfuran-2-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C(OC=1)=CC=1C1=CC=CC=C1 WRBGHVBVACEZKL-UHFFFAOYSA-N 0.000 claims 1
- ORHMDEPRGDBBCN-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl-(5-methylfuran-2-yl)methanone Chemical compound O1C(C)=CC=C1C(=O)N1CC(C2)CNCC2C1 ORHMDEPRGDBBCN-UHFFFAOYSA-N 0.000 claims 1
- XIWAHVZJCPKURQ-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl-(5-pyridin-2-ylfuran-2-yl)methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C(O1)=CC=C1C1=CC=CC=N1 XIWAHVZJCPKURQ-UHFFFAOYSA-N 0.000 claims 1
- WXZYZLCFDQSXOV-UHFFFAOYSA-N 3,7-diazabicyclo[3.3.1]nonan-3-yl-[5-(2-phenylethynyl)furan-2-yl]methanone Chemical compound C1C(C2)CNCC2CN1C(=O)C(O1)=CC=C1C#CC1=CC=CC=C1 WXZYZLCFDQSXOV-UHFFFAOYSA-N 0.000 claims 1
- 206010003805 Autism Diseases 0.000 claims 1
- 208000020706 Autistic disease Diseases 0.000 claims 1
- 208000020406 Creutzfeldt Jacob disease Diseases 0.000 claims 1
- 208000003407 Creutzfeldt-Jakob Syndrome Diseases 0.000 claims 1
- 208000010859 Creutzfeldt-Jakob disease Diseases 0.000 claims 1
- 208000012661 Dyskinesia Diseases 0.000 claims 1
- 201000011240 Frontotemporal dementia Diseases 0.000 claims 1
- 201000004311 Gilles de la Tourette syndrome Diseases 0.000 claims 1
- 208000023105 Huntington disease Diseases 0.000 claims 1
- 208000012902 Nervous system disease Diseases 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 208000027089 Parkinsonian disease Diseases 0.000 claims 1
- 206010034010 Parkinsonism Diseases 0.000 claims 1
- 208000000609 Pick Disease of the Brain Diseases 0.000 claims 1
- 208000000323 Tourette Syndrome Diseases 0.000 claims 1
- 208000016620 Tourette disease Diseases 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
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Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI405763B (zh) * | 2006-11-02 | 2013-08-21 | Targacept Inc | 菸鹼乙醯膽鹼受體亞型選擇性之二氮雜雙環烷類醯胺 |
| US20110071180A1 (en) * | 2008-03-05 | 2011-03-24 | Targacept, Inc. | Sub-type selective amides of diazabicycloalkanes |
| WO2009113950A1 (en) * | 2008-03-10 | 2009-09-17 | Astrazeneca Ab | Therapeutic combinations of (a) an antipsychotic and (b) an alpha-4/beta-2 (a4b2)-neuronal nicotinic receptor agonist |
| ES2445199T3 (es) | 2008-06-05 | 2014-02-28 | Glaxo Group Limited | Derivados de benzpirazol como inhibidores de PI3-quinasas |
| JP5502077B2 (ja) | 2008-06-05 | 2014-05-28 | グラクソ グループ リミテッド | 新規な化合物 |
| WO2009147189A1 (en) | 2008-06-05 | 2009-12-10 | Glaxo Group Limited | Novel compounds |
| WO2010028033A1 (en) * | 2008-09-05 | 2010-03-11 | Targacept, Inc. | Amides of diazabicyclooctanes and uses thereof |
| WO2010028011A1 (en) * | 2008-09-05 | 2010-03-11 | Targacept, Inc. | Amides of diazabicyclononanes and uses thereof |
| WO2010080757A2 (en) | 2009-01-07 | 2010-07-15 | Astrazeneca Ab | Combinations with an alpha-4beta-2 nicotinic agonist |
| US8524751B2 (en) | 2009-03-09 | 2013-09-03 | GlaxoSmithKline Intellecutual Property Development | 4-oxadiazol-2-YL-indazoles as inhibitors of P13 kinases |
| CN102459253B (zh) | 2009-04-30 | 2015-03-25 | 葛兰素集团有限公司 | 作为pi3-激酶抑制剂的*唑取代的吲唑化合物 |
| RU2417082C2 (ru) * | 2009-07-14 | 2011-04-27 | Учреждение Российской Академии Наук Институт Физиологически Активных Веществ Ран (Ифав Ран) | Средство для восстановления утраченной памяти в норме и патологии у пациентов всех возрастных групп на основе n, n'-замещенных 3, 7-диазабицикло[3.3.1]нонанов, фармацевтическая композиция на его основе и способ ее применения |
| CA2773409C (en) | 2009-11-18 | 2015-06-16 | Suven Life Sciences Limited | Bicyclic compounds as .alpha.4.beta.2 nicotinic acetylcholine receptor ligands |
| MX2012006909A (es) | 2009-12-29 | 2012-07-10 | Suven Life Sciences Ltd | LIGANDOS DEL RECEPTOR NICOTINICO NEURONAL A4ß2 DE ACETILCOLINA. |
| GB201018124D0 (en) | 2010-10-27 | 2010-12-08 | Glaxo Group Ltd | Polymorphs and salts |
| AR095079A1 (es) | 2013-03-12 | 2015-09-16 | Hoffmann La Roche | Derivados de octahidro-pirrolo[3,4-c]-pirrol y piridina-fenilo |
| KR20160087900A (ko) | 2013-11-26 | 2016-07-22 | 에프. 호프만-라 로슈 아게 | 신규한 옥타하이드로-사이클로부타[1,2-c；3,4-c'']다이피롤-2-일 |
| SI3122750T1 (sl) | 2014-03-26 | 2019-12-31 | F. Hoffmann-La Roche Ag | Biciklične spojine kot zaviralci proizvodnje avtotaksina (ATX) in lizofosfatidne kisline (LPA) |
| CN111956803B (zh) | 2014-10-20 | 2025-10-31 | 奥伊斯特普安生物制药公司 | 治疗眼部病状的方法 |
| JP6886967B2 (ja) | 2015-09-04 | 2021-06-16 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | フェノキシメチル誘導体 |
| AU2016328365B2 (en) * | 2015-09-24 | 2020-04-23 | F. Hoffmann-La Roche Ag | New bicyclic compounds as dual ATX/CA inhibitors |
| CN107635995B (zh) | 2015-09-24 | 2022-08-19 | 豪夫迈·罗氏有限公司 | 作为atx抑制剂的二环化合物 |
| RU2018112230A (ru) | 2015-09-24 | 2019-10-30 | Ф. Хоффманн-Ля Рош Аг | Бициклические соединения в качестве ингибиторов atx |
| JP6877413B2 (ja) | 2015-09-24 | 2021-05-26 | エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ | 二重ａｔｘ／ｃａ阻害剤としての新規な二環式化合物 |
| CN114533737B (zh) | 2016-04-07 | 2024-05-31 | 奥伊斯特普安生物制药公司 | 治疗眼部病状的方法 |
| WO2018167113A1 (en) | 2017-03-16 | 2018-09-20 | F. Hoffmann-La Roche Ag | New bicyclic compounds as atx inhibitors |
| EP3596059B1 (en) | 2017-03-16 | 2024-04-24 | F. Hoffmann-La Roche AG | Heterocyclic compounds useful as dual atx/ca inhibitors |
| PT3448859T (pt) | 2017-03-20 | 2019-10-25 | Forma Therapeutics Inc | Composições de pirrolopirrole como ativadores de piruvato quinase (pkr). |
| ES2989438T3 (es) | 2018-09-19 | 2024-11-26 | Novo Nordisk Healthcare Ag | Activación de la piruvato cinasa R |
| US12053458B2 (en) | 2018-09-19 | 2024-08-06 | Novo Nordisk Health Care Ag | Treating sickle cell disease with a pyruvate kinase R activating compound |
| CN114615977B (zh) | 2019-09-19 | 2025-01-14 | 诺沃挪第克健康护理股份公司 | 丙酮酸激酶r(pkr)活化组合物 |
| US12128035B2 (en) | 2021-03-19 | 2024-10-29 | Novo Nordisk Health Care Ag | Activating pyruvate kinase R |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4922901A (en) | 1988-09-08 | 1990-05-08 | R. J. Reynolds Tobacco Company | Drug delivery articles utilizing electrical energy |
| IL107184A (en) | 1992-10-09 | 1997-08-14 | Abbott Lab | Heterocyclic ether compounds that enhance cognitive function |
| US5852041A (en) | 1993-04-07 | 1998-12-22 | Sibia Neurosciences, Inc. | Substituted pyridines useful as modulators of acethylcholine receptors |
| US5493026A (en) | 1993-10-25 | 1996-02-20 | Organix, Inc. | Substituted 2-carboxyalkyl-3-(fluorophenyl)-8-(3-halopropen-2-yl) nortropanes and their use as imaging for agents for neurodegenerative disorders |
| US5468858A (en) | 1993-10-28 | 1995-11-21 | The Board Of Regents Of Oklahoma State University Physical Sciences | N-alkyl and n-acyl derivatives of 3,7-diazabicyclo-[3.3.1]nonanes and selected salts thereof as multi-class antiarrhythmic agents |
| ATE177099T1 (de) * | 1993-12-29 | 1999-03-15 | Pfizer | Diazabicyclische neurokinin antagonisten |
| US5457121A (en) | 1994-09-02 | 1995-10-10 | Eli Lilly And Company | Cis-hexahydro-5-(1,2,3,4-tetrahydro-2-naphthalenyl)pyrrolo<3,4-c>pyrroles as inhibitors of serotonin reuptake |
| US5597919A (en) | 1995-01-06 | 1997-01-28 | Dull; Gary M. | Pyrimidinyl or Pyridinyl alkenyl amine compounds |
| US5604231A (en) | 1995-01-06 | 1997-02-18 | Smith; Carr J. | Pharmaceutical compositions for prevention and treatment of ulcerative colitis |
| US5585388A (en) | 1995-04-07 | 1996-12-17 | Sibia Neurosciences, Inc. | Substituted pyridines useful as modulators of acetylcholine receptors |
| US5583140A (en) | 1995-05-17 | 1996-12-10 | Bencherif; Merouane | Pharmaceutical compositions for the treatment of central nervous system disorders |
| IL118279A (en) | 1995-06-07 | 2006-10-05 | Abbott Lab | Compounds 3 - Pyridyloxy (or Thio) Alkyl Heterocyclic Pharmaceutical Compositions Containing Them and Their Uses for Preparing Drugs to Control Synaptic Chemical Transmission |
| US5616716A (en) | 1996-01-06 | 1997-04-01 | Dull; Gary M. | (3-(5-ethoxypyridin)yl)-alkenyl 1 amine compounds |
| SE9600683D0 (sv) * | 1996-02-23 | 1996-02-23 | Astra Ab | Azabicyclic esters of carbamic acids useful in therapy |
| US5663356A (en) | 1996-04-23 | 1997-09-02 | Ruecroft; Graham | Method for preparation of aryl substituted alefinic secondary amino compounds |
| US5726189A (en) | 1996-05-03 | 1998-03-10 | The United States Of America, Represented By The Secretary, Department Of Health And Human Services | Method for imaging nicotinic acetylcholinergic receptors in the brain using radiolabeled pyridyl-7-azabicyclo 2.2.1!heptanes |
| US5952339A (en) | 1998-04-02 | 1999-09-14 | Bencherif; Merouane | Pharmaceutical compositions and methods of using nicotinic antagonists for treating a condition or disorder characterized by alteration in normal neurotransmitter release |
| JP2003516988A (ja) * | 1999-12-14 | 2003-05-20 | ニューロサーチ、アクティーゼルスカブ | 新規ヘテロアリール−ジアザビシクロアルカン類 |
| US6809105B2 (en) * | 2000-04-27 | 2004-10-26 | Abbott Laboratories | Diazabicyclic central nervous system active agents |
| CA2440803A1 (en) | 2001-03-07 | 2002-09-12 | Pfizer Products Inc. | Modulators of chemokine receptor activity |
| DK1406900T3 (da) * | 2001-07-06 | 2007-01-29 | Neurosearch As | Hidtil ukendte forbindelser, fremstilling og anvendelse deraf |
| SE0202430D0 (sv) * | 2002-08-14 | 2002-08-14 | Astrazeneca Ab | New Compounds |
| SE0202465D0 (sv) * | 2002-08-14 | 2002-08-14 | Astrazeneca Ab | New compounds |
| CN1317280C (zh) * | 2003-02-27 | 2007-05-23 | 神经研究公司 | 新的二氮杂双环芳基衍生物 |
| JP2006519208A (ja) * | 2003-02-27 | 2006-08-24 | ニューロサーチ、アクティーゼルスカブ | 新規ジアザビシクロアリール誘導体 |
| US7399765B2 (en) * | 2003-09-19 | 2008-07-15 | Abbott Laboratories | Substituted diazabicycloalkane derivatives |
| US7365193B2 (en) * | 2004-02-04 | 2008-04-29 | Abbott Laboratories | Amino-substituted tricyclic derivatives and methods of use |
| PT1761542E (pt) * | 2004-06-09 | 2008-03-26 | Hoffmann La Roche | Derivados de octa-hidro-pirrolo[3,4-c) pirrole e o seu uso com agentes antivirais |
| CA2574307A1 (en) | 2004-07-22 | 2006-02-02 | Cumbre Pharmaceuticals Inc. | Rifamycin derivatives for treating microbial infections |
| RU2007146444A (ru) * | 2005-05-13 | 2009-06-20 | Лексикон Фармасьютикалз, Инк. (Us) | Полициклические соединения и способы их применения |
| TWI405763B (zh) * | 2006-11-02 | 2013-08-21 | Targacept Inc | 菸鹼乙醯膽鹼受體亞型選擇性之二氮雜雙環烷類醯胺 |
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