CN105175326A - 5-甲基-2(1h)吡啶酮衍生物及其制备方法和用途 - Google Patents
5-甲基-2(1h)吡啶酮衍生物及其制备方法和用途 Download PDFInfo
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- CN105175326A CN105175326A CN201510511401.8A CN201510511401A CN105175326A CN 105175326 A CN105175326 A CN 105175326A CN 201510511401 A CN201510511401 A CN 201510511401A CN 105175326 A CN105175326 A CN 105175326A
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- pyridone
- fibrosis
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- SOHMZGMHXUQHGE-UHFFFAOYSA-N 5-methyl-1h-pyridin-2-one Chemical class CC1=CC=C(O)N=C1 SOHMZGMHXUQHGE-UHFFFAOYSA-N 0.000 title claims abstract description 25
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- 229940002612 prodrug Drugs 0.000 claims abstract description 10
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- 125000003118 aryl group Chemical group 0.000 claims abstract description 9
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 27
- NZASCBIBXNPDMH-UHFFFAOYSA-N 3,3-diethyl-1H-pyridine-2,4-dione Chemical class CCC1(CC)C(=O)NC=CC1=O NZASCBIBXNPDMH-UHFFFAOYSA-N 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 21
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- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 2
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- 239000011575 calcium Substances 0.000 description 1
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- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 229940038773 trisodium citrate Drugs 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
Abstract
Description
Claims (12)
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CN110256405A (zh) * | 2019-07-17 | 2019-09-20 | 四川国康药业有限公司 | 5-烃基-n-取代芳基吡啶酮衍生物及其制备方法和用途 |
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US5362729A (en) * | 1991-09-19 | 1994-11-08 | Farmitalia Carlo Erba S.R.L. | Dihydropyridine derivatives useful in antitumor therapy |
CN1386737A (zh) * | 2002-06-11 | 2002-12-25 | 中南大学湘雅医学院 | 抗纤维化吡啶酮药物及其生产工艺方法 |
CN102786467A (zh) * | 2012-08-15 | 2012-11-21 | 浙江省医学科学院 | 一种n-取代芳基吡啶酮化合物及其制备方法和应用 |
CN103159671A (zh) * | 2011-12-09 | 2013-06-19 | 康普药业股份有限公司 | 一种规模化制备盐酸乐卡地平的方法 |
WO2014159343A1 (en) * | 2013-03-14 | 2014-10-02 | Celtaxsys, Inc. | Method of stimulating immune cell migration |
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- 2015-08-19 CN CN201510511401.8A patent/CN105175326B/zh active Active
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US5362729A (en) * | 1991-09-19 | 1994-11-08 | Farmitalia Carlo Erba S.R.L. | Dihydropyridine derivatives useful in antitumor therapy |
CN1386737A (zh) * | 2002-06-11 | 2002-12-25 | 中南大学湘雅医学院 | 抗纤维化吡啶酮药物及其生产工艺方法 |
CN103159671A (zh) * | 2011-12-09 | 2013-06-19 | 康普药业股份有限公司 | 一种规模化制备盐酸乐卡地平的方法 |
CN102786467A (zh) * | 2012-08-15 | 2012-11-21 | 浙江省医学科学院 | 一种n-取代芳基吡啶酮化合物及其制备方法和应用 |
WO2014159343A1 (en) * | 2013-03-14 | 2014-10-02 | Celtaxsys, Inc. | Method of stimulating immune cell migration |
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Cited By (2)
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CN110256405A (zh) * | 2019-07-17 | 2019-09-20 | 四川国康药业有限公司 | 5-烃基-n-取代芳基吡啶酮衍生物及其制备方法和用途 |
CN110256405B (zh) * | 2019-07-17 | 2022-04-01 | 四川国康药业有限公司 | 5-烃基-n-取代芳基吡啶酮衍生物及其制备方法和用途 |
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