ES2523169T3 - Compuestos tricíclicos como moduladores de la síntesis de TNF y como inhibidores de PDE4 - Google Patents
Compuestos tricíclicos como moduladores de la síntesis de TNF y como inhibidores de PDE4 Download PDFInfo
- Publication number
- ES2523169T3 ES2523169T3 ES09704760.9T ES09704760T ES2523169T3 ES 2523169 T3 ES2523169 T3 ES 2523169T3 ES 09704760 T ES09704760 T ES 09704760T ES 2523169 T3 ES2523169 T3 ES 2523169T3
- Authority
- ES
- Spain
- Prior art keywords
- methoxy
- pyrimido
- quinoline
- dione
- ethyl
- 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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- 150000001875 compounds Chemical class 0.000 title abstract description 9
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- -1 methoxy-2,4-dioxo-1,4-dihydro-2H-pyrimido [5,4-c] quinolin-3-yl Chemical group 0.000 abstract description 4
- 239000002253 acid Substances 0.000 abstract 2
- YZMVLKJJJCMVGX-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoline-2,4-dione Chemical compound C1=CC=C2NC(=O)CC(=O)C2=C1 YZMVLKJJJCMVGX-UHFFFAOYSA-N 0.000 abstract 1
- SRZNJZKKXAHSLG-UHFFFAOYSA-N 1,3-dicyclopentyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C1CCCC1)C1=O)=O)=C2N1C1CCCC1 SRZNJZKKXAHSLG-UHFFFAOYSA-N 0.000 abstract 1
- UDKUBLMDYOBHLI-UHFFFAOYSA-N 1,3-diethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC=C(OC)C2=NC=C(C(=O)N(CC)C(N3CC)=O)C3=C21 UDKUBLMDYOBHLI-UHFFFAOYSA-N 0.000 abstract 1
- GPMSLBNLZRLROA-UHFFFAOYSA-N 1-(2,2-dimethylpropyl)-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC=C(OC)C2=NC=C(C(N(CC)C(=O)N3CC(C)(C)C)=O)C3=C21 GPMSLBNLZRLROA-UHFFFAOYSA-N 0.000 abstract 1
- HBWXXRCASVTUIK-UHFFFAOYSA-N 1-(3,4-dimethoxyphenyl)-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1C1=CC=C(OC)C(OC)=C1 HBWXXRCASVTUIK-UHFFFAOYSA-N 0.000 abstract 1
- UPSTYYVYBRTGFF-UHFFFAOYSA-N 1-benzyl-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1CC1=CC=CC=C1 UPSTYYVYBRTGFF-UHFFFAOYSA-N 0.000 abstract 1
- MYTFCNPKIZVZPE-UHFFFAOYSA-N 1-butyl-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC=C(OC)C2=NC=C(C(=O)N(CC)C(N3CCCC)=O)C3=C21 MYTFCNPKIZVZPE-UHFFFAOYSA-N 0.000 abstract 1
- WDGKSGZQXZNWPK-UHFFFAOYSA-N 1-butyl-3-ethyl-9-fluoro-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=C(F)C=C(OC)C2=NC=C(C(=O)N(CC)C(N3CCCC)=O)C3=C21 WDGKSGZQXZNWPK-UHFFFAOYSA-N 0.000 abstract 1
- OOYIJJCGJUCCLB-UHFFFAOYSA-N 1-butyl-8-chloro-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC(Cl)=C(OC)C2=NC=C(C(=O)N(CC)C(N3CCCC)=O)C3=C21 OOYIJJCGJUCCLB-UHFFFAOYSA-N 0.000 abstract 1
- UCNYVYXBAYDZNX-UHFFFAOYSA-N 1-butyl-9-chloro-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=C(Cl)C=C(OC)C2=NC=C(C(=O)N(CC)C(N3CCCC)=O)C3=C21 UCNYVYXBAYDZNX-UHFFFAOYSA-N 0.000 abstract 1
- AWZHTNMKYCBXLF-UHFFFAOYSA-N 1-cyclobutyl-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1C1CCC1 AWZHTNMKYCBXLF-UHFFFAOYSA-N 0.000 abstract 1
- RXFOWDDYVVMCLX-UHFFFAOYSA-N 1-cyclohexyl-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1C1CCCCC1 RXFOWDDYVVMCLX-UHFFFAOYSA-N 0.000 abstract 1
- BPPAPYQXHQWMGT-UHFFFAOYSA-N 1-cyclopentyl-3-(2,4-dimethoxyphenyl)-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC(OC)=CC=C1N1C(=O)C2=CN=C3C(OC)=CC=CC3=C2N(C2CCCC2)C1=O BPPAPYQXHQWMGT-UHFFFAOYSA-N 0.000 abstract 1
- RGQDLKWMQGCOLF-UHFFFAOYSA-N 1-cyclopentyl-3-(3,5-dimethyl-1,2-oxazol-4-yl)-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C1=C(ON=C1C)C)C1=O)=O)=C2N1C1CCCC1 RGQDLKWMQGCOLF-UHFFFAOYSA-N 0.000 abstract 1
- OOUYBBSDYRMPDH-UHFFFAOYSA-N 1-cyclopentyl-3-(3-fluoro-4-methylphenyl)-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C=1C=C(F)C(C)=CC=1)C1=O)=O)=C2N1C1CCCC1 OOUYBBSDYRMPDH-UHFFFAOYSA-N 0.000 abstract 1
- BHEJVSJTYQYCBB-UHFFFAOYSA-N 1-cyclopentyl-3-(3-fluorophenyl)-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C=1C=C(F)C=CC=1)C1=O)=O)=C2N1C1CCCC1 BHEJVSJTYQYCBB-UHFFFAOYSA-N 0.000 abstract 1
- NLIFNZBMILAJFA-UHFFFAOYSA-N 1-cyclopentyl-3-(4-fluoro-3-methylphenyl)-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C=1C=C(C)C(F)=CC=1)C1=O)=O)=C2N1C1CCCC1 NLIFNZBMILAJFA-UHFFFAOYSA-N 0.000 abstract 1
- ORDDSLNLVRLQRO-UHFFFAOYSA-N 1-cyclopentyl-3-(furan-2-ylmethyl)-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(CC=1OC=CC=1)C1=O)=O)=C2N1C1CCCC1 ORDDSLNLVRLQRO-UHFFFAOYSA-N 0.000 abstract 1
- NXVJYJZMNWOINV-UHFFFAOYSA-N 1-cyclopentyl-3-[4-(difluoromethoxy)phenyl]-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C=1C=CC(OC(F)F)=CC=1)C1=O)=O)=C2N1C1CCCC1 NXVJYJZMNWOINV-UHFFFAOYSA-N 0.000 abstract 1
- UUWDCIKSKPEDMO-UHFFFAOYSA-N 1-cyclopentyl-3-ethyl-7-methoxy-2-sulfanylidenepyrimido[5,4-c]quinolin-4-one Chemical compound S=C1N(CC)C(=O)C2=CN=C3C(OC)=CC=CC3=C2N1C1CCCC1 UUWDCIKSKPEDMO-UHFFFAOYSA-N 0.000 abstract 1
- SHXAYINEIAIQRK-UHFFFAOYSA-N 1-cyclopentyl-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1C1CCCC1 SHXAYINEIAIQRK-UHFFFAOYSA-N 0.000 abstract 1
- IWWGJHDCEUWDTE-UHFFFAOYSA-N 1-cyclopentyl-3-ethyl-7-propan-2-ylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(C(C)C)C3=NC=C2C(=O)N(CC)C(=O)N1C1CCCC1 IWWGJHDCEUWDTE-UHFFFAOYSA-N 0.000 abstract 1
- JZFDIZGFYOAGNF-UHFFFAOYSA-N 1-cyclopentyl-3-ethyl-9-fluoro-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=C(F)C=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1C1CCCC1 JZFDIZGFYOAGNF-UHFFFAOYSA-N 0.000 abstract 1
- LMOIYPMMDOCPTD-UHFFFAOYSA-N 1-cyclopentyl-7-methoxy-3-(3-methoxyphenyl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC(N2C(C3=CN=C4C(OC)=CC=CC4=C3N(C3CCCC3)C2=O)=O)=C1 LMOIYPMMDOCPTD-UHFFFAOYSA-N 0.000 abstract 1
- NMCBQDCTQPGXHQ-UHFFFAOYSA-N 1-cyclopentyl-7-methoxy-3-(3-methylphenyl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C=1C=C(C)C=CC=1)C1=O)=O)=C2N1C1CCCC1 NMCBQDCTQPGXHQ-UHFFFAOYSA-N 0.000 abstract 1
- FOCBXVWTIKRGEO-UHFFFAOYSA-N 1-cyclopentyl-7-methoxy-3-(4-methylphenyl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C=1C=CC(C)=CC=1)C1=O)=O)=C2N1C1CCCC1 FOCBXVWTIKRGEO-UHFFFAOYSA-N 0.000 abstract 1
- XBMCCMKXNQMPDO-UHFFFAOYSA-N 1-cyclopentyl-7-methoxy-3-(4-methylthiophen-2-yl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C=1SC=C(C)C=1)C1=O)=O)=C2N1C1CCCC1 XBMCCMKXNQMPDO-UHFFFAOYSA-N 0.000 abstract 1
- AIQDEWPLFZXAOT-UHFFFAOYSA-N 1-cyclopentyl-7-methoxy-3-methylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C)C1=O)=O)=C2N1C1CCCC1 AIQDEWPLFZXAOT-UHFFFAOYSA-N 0.000 abstract 1
- RSCKXYMEBLRFKV-UHFFFAOYSA-N 1-cyclopentyl-7-methoxy-3-phenylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C=1C=CC=CC=1)C1=O)=O)=C2N1C1CCCC1 RSCKXYMEBLRFKV-UHFFFAOYSA-N 0.000 abstract 1
- USNHXPAJBZXQCY-UHFFFAOYSA-N 1-cyclopentyl-7-methoxy-3-propan-2-ylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C(C)C)C1=O)=O)=C2N1C1CCCC1 USNHXPAJBZXQCY-UHFFFAOYSA-N 0.000 abstract 1
- SRIMFCNAXMAGER-UHFFFAOYSA-N 1-cyclopentyl-7-methoxy-3-propylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CCC)C(=O)N1C1CCCC1 SRIMFCNAXMAGER-UHFFFAOYSA-N 0.000 abstract 1
- AYFGDEWSNGOXQG-UHFFFAOYSA-N 1-cyclopentyl-7-methoxy-3-thiophen-3-ylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C1=CSC=C1)C1=O)=O)=C2N1C1CCCC1 AYFGDEWSNGOXQG-UHFFFAOYSA-N 0.000 abstract 1
- UDZPYGQNMVPBJX-UHFFFAOYSA-N 1-cyclopropyl-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1C1CC1 UDZPYGQNMVPBJX-UHFFFAOYSA-N 0.000 abstract 1
- JLEWGPOQAZEORG-UHFFFAOYSA-N 3-benzyl-1-cyclopentyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(CC=1C=CC=CC=1)C1=O)=O)=C2N1C1CCCC1 JLEWGPOQAZEORG-UHFFFAOYSA-N 0.000 abstract 1
- NBFTZVSMVCSLPI-UHFFFAOYSA-N 3-butan-2-yl-1-cyclopentyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(C(C)CC)C(=O)N1C1CCCC1 NBFTZVSMVCSLPI-UHFFFAOYSA-N 0.000 abstract 1
- AWACETHRXRULPL-UHFFFAOYSA-N 3-butyl-1-cyclopentyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CCCC)C(=O)N1C1CCCC1 AWACETHRXRULPL-UHFFFAOYSA-N 0.000 abstract 1
- DSQGVLPQTIMWFJ-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-(2-methylpropyl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC=C(OC)C2=NC=C(C(N(CC)C(=O)N3CC(C)C)=O)C3=C21 DSQGVLPQTIMWFJ-UHFFFAOYSA-N 0.000 abstract 1
- GBSISZMVBGGPRU-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-(3-methoxypropyl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC=C(OC)C2=NC=C(C(N(CC)C(=O)N3CCCOC)=O)C3=C21 GBSISZMVBGGPRU-UHFFFAOYSA-N 0.000 abstract 1
- DLVHYSMNJZZBJZ-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-(4-methylcyclohexyl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1C1CCC(C)CC1 DLVHYSMNJZZBJZ-UHFFFAOYSA-N 0.000 abstract 1
- TWCYMMLRCDYTSL-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-(oxan-4-ylmethyl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1CC1CCOCC1 TWCYMMLRCDYTSL-UHFFFAOYSA-N 0.000 abstract 1
- CNQGAMYTNPEIFE-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-(oxolan-2-ylmethyl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1CC1CCCO1 CNQGAMYTNPEIFE-UHFFFAOYSA-N 0.000 abstract 1
- MCNGHYUNNALYDI-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-(oxolan-3-yl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1C1CCOC1 MCNGHYUNNALYDI-UHFFFAOYSA-N 0.000 abstract 1
- SJGQNDBTUUOYSK-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-[(4-methoxyphenyl)methyl]pyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1CC1=CC=C(OC)C=C1 SJGQNDBTUUOYSK-UHFFFAOYSA-N 0.000 abstract 1
- ZKLWBAVLQDXKPF-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-pentan-3-ylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC=C(OC)C2=NC=C(C(=O)N(CC)C(N3C(CC)CC)=O)C3=C21 ZKLWBAVLQDXKPF-UHFFFAOYSA-N 0.000 abstract 1
- OCWUAPKGIXHEQM-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-propan-2-ylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC=C(OC)C2=NC=C(C(N(CC)C(=O)N3C(C)C)=O)C3=C21 OCWUAPKGIXHEQM-UHFFFAOYSA-N 0.000 abstract 1
- UUMJILIRWRRMQI-UHFFFAOYSA-N 3-ethyl-7-methoxy-1-propylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC=C(OC)C2=NC=C(C(=O)N(CC)C(N3CCC)=O)C3=C21 UUMJILIRWRRMQI-UHFFFAOYSA-N 0.000 abstract 1
- JOIBVZRWQOUEPG-UHFFFAOYSA-N 3-tert-butyl-1-cyclopentyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound COC1=CC=CC2=C1N=CC(C(N(C1=O)C(C)(C)C)=O)=C2N1C1CCCC1 JOIBVZRWQOUEPG-UHFFFAOYSA-N 0.000 abstract 1
- RNTPXDNXVJTNNP-UHFFFAOYSA-N 7-chloro-1-cyclopentyl-3-ethylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC=C(Cl)C3=NC=C2C(=O)N(CC)C(=O)N1C1CCCC1 RNTPXDNXVJTNNP-UHFFFAOYSA-N 0.000 abstract 1
- XITTVWWONPPRFO-UHFFFAOYSA-N 7-cyclopentyl-7-methoxy-3-thiophen-2-yl-1,8-dihydropyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1CCCC1C1(OC)CC=CC2=C1N=CC(C1=O)=C2NC(=O)N1C1=CC=CS1 XITTVWWONPPRFO-UHFFFAOYSA-N 0.000 abstract 1
- MCTDULZKJXVUFN-UHFFFAOYSA-N 7-methoxy-1,3-di(propan-2-yl)pyrimido[5,4-c]quinoline-2,4-dione Chemical compound N1=CC(C(N(C(C)C)C(=O)N2C(C)C)=O)=C2C2=C1C(OC)=CC=C2 MCTDULZKJXVUFN-UHFFFAOYSA-N 0.000 abstract 1
- KJANSHCZBVJFTF-UHFFFAOYSA-N 7-methoxy-1-propan-2-yl-3-propylpyrimido[5,4-c]quinoline-2,4-dione Chemical compound C1=CC=C(OC)C2=NC=C(C(N(CCC)C(=O)N3C(C)C)=O)C3=C21 KJANSHCZBVJFTF-UHFFFAOYSA-N 0.000 abstract 1
- QWLBWEZOVHNMEN-UHFFFAOYSA-N 8-chloro-1-cyclopentyl-3-ethyl-7-methoxypyrimido[5,4-c]quinoline-2,4-dione Chemical compound C12=C3C=CC(Cl)=C(OC)C3=NC=C2C(=O)N(CC)C(=O)N1C1CCCC1 QWLBWEZOVHNMEN-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 9
- 239000006146 Roswell Park Memorial Institute medium Substances 0.000 description 6
- 235000010633 broth Nutrition 0.000 description 6
- 239000004743 Polypropylene Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
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- 239000002994 raw material Substances 0.000 description 2
- 238000002965 ELISA Methods 0.000 description 1
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- 230000005764 inhibitory process Effects 0.000 description 1
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Classifications
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- 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
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
-
- 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
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- 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
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
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- 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
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- 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
- A61P1/10—Laxatives
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- 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
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- 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
- A61P1/18—Drugs for disorders of the alimentary tract or the digestive system for pancreatic disorders, e.g. pancreatic enzymes
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| CN109705037A (zh) * | 2019-01-24 | 2019-05-03 | 广西师范大学 | 4-氨基喹啉-3-甲酸酯衍生物及其制备方法和应用 |
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