CN104884445B - 苯甲酰胺 - Google Patents
苯甲酰胺 Download PDFInfo
- Publication number
- CN104884445B CN104884445B CN201380052671.6A CN201380052671A CN104884445B CN 104884445 B CN104884445 B CN 104884445B CN 201380052671 A CN201380052671 A CN 201380052671A CN 104884445 B CN104884445 B CN 104884445B
- Authority
- CN
- China
- Prior art keywords
- chloro
- trifluoromethyl
- bases
- cyclopropyl
- benzamide
- 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.)
- Expired - Fee Related
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- 0 CCC=*C(C(C=C)N)=*C Chemical compound CCC=*C(C(C=C)N)=*C 0.000 description 8
- IKEHDEFDFXSHKV-UHFFFAOYSA-N CC(C)(C)OC(NCC(C1CCOCC1)c1c[n](C)nc1)=O Chemical compound CC(C)(C)OC(NCC(C1CCOCC1)c1c[n](C)nc1)=O IKEHDEFDFXSHKV-UHFFFAOYSA-N 0.000 description 1
- LLMRANVEYOITJF-UHFFFAOYSA-N CC(C)OC(CNC(c1ccccc1Cl)=O)c1cnc(C)nc1 Chemical compound CC(C)OC(CNC(c1ccccc1Cl)=O)c1cnc(C)nc1 LLMRANVEYOITJF-UHFFFAOYSA-N 0.000 description 1
- GEQKDFLMXAPHEQ-SUHVYBMXSA-N CC/C(/C(NCC(C1CCOCC1)c1cnc(C)nc1)=O)=C\C=C/C(/Cl)=C/Cl Chemical compound CC/C(/C(NCC(C1CCOCC1)c1cnc(C)nc1)=O)=C\C=C/C(/Cl)=C/Cl GEQKDFLMXAPHEQ-SUHVYBMXSA-N 0.000 description 1
- QURBKRFUFINPQC-UHFFFAOYSA-N CN(C(C1CCOCC1)=O)OC Chemical compound CN(C(C1CCOCC1)=O)OC QURBKRFUFINPQC-UHFFFAOYSA-N 0.000 description 1
- VSHZYFRDGHHGIW-UHFFFAOYSA-N CS(c(cc1)cc(C(NCC(CC2)(CCC2(F)F)c(cc2)cnc2F)=O)c1Cl)(=O)=O Chemical compound CS(c(cc1)cc(C(NCC(CC2)(CCC2(F)F)c(cc2)cnc2F)=O)c1Cl)(=O)=O VSHZYFRDGHHGIW-UHFFFAOYSA-N 0.000 description 1
- DKVKREPOYGRADZ-UHFFFAOYSA-N Cc(c(C(NCC(C1CCOCC1)c1cnc(C)nc1)=O)ccc1)c1Cl Chemical compound Cc(c(C(NCC(C1CCOCC1)c1cnc(C)nc1)=O)ccc1)c1Cl DKVKREPOYGRADZ-UHFFFAOYSA-N 0.000 description 1
- JCGYJGYTHPNIAF-UHFFFAOYSA-N Cc(c(C(NCC(c1ccccc1)c1cnncc1)=O)ccc1)c1Cl Chemical compound Cc(c(C(NCC(c1ccccc1)c1cnncc1)=O)ccc1)c1Cl JCGYJGYTHPNIAF-UHFFFAOYSA-N 0.000 description 1
- ALFJPWAUBHGZLO-UHFFFAOYSA-N Cc1cccc(F)c1C(NCC(c1ccncc1)c1cnc(C)nc1)=O Chemical compound Cc1cccc(F)c1C(NCC(c1ccncc1)c1cnc(C)nc1)=O ALFJPWAUBHGZLO-UHFFFAOYSA-N 0.000 description 1
- VEHGGGXOEDWRHE-UHFFFAOYSA-N Cc1ccccc1C(NCC1(CCOCC1)c(cc1)ccc1Cl)=O Chemical compound Cc1ccccc1C(NCC1(CCOCC1)c(cc1)ccc1Cl)=O VEHGGGXOEDWRHE-UHFFFAOYSA-N 0.000 description 1
- MKPUZSPUUYTDNW-UHFFFAOYSA-N Cc1ncc(C(CC2)(CC(C(OC)=O)=C2O)C#N)cn1 Chemical compound Cc1ncc(C(CC2)(CC(C(OC)=O)=C2O)C#N)cn1 MKPUZSPUUYTDNW-UHFFFAOYSA-N 0.000 description 1
- KWVLNPQHGPJNIJ-UHFFFAOYSA-N Cc1ncc(C2(CCOCC2)C(O)=O)cn1 Chemical compound Cc1ncc(C2(CCOCC2)C(O)=O)cn1 KWVLNPQHGPJNIJ-UHFFFAOYSA-N 0.000 description 1
- AOHLHDPIDQSLFK-UMJHXOGRSA-N Cc1ncc([C@@H](COCC2)C2C#N)cn1 Chemical compound Cc1ncc([C@@H](COCC2)C2C#N)cn1 AOHLHDPIDQSLFK-UMJHXOGRSA-N 0.000 description 1
- RPFAUCIXZGMCFN-UHFFFAOYSA-N FC(c(nc1)ccc1Br)(F)F Chemical compound FC(c(nc1)ccc1Br)(F)F RPFAUCIXZGMCFN-UHFFFAOYSA-N 0.000 description 1
- PRZHIPLSSQHIDW-UHFFFAOYSA-N N#CC(CC1)(CCC1(F)F)c(cc1)cnc1F Chemical compound N#CC(CC1)(CCC1(F)F)c(cc1)cnc1F PRZHIPLSSQHIDW-UHFFFAOYSA-N 0.000 description 1
- OROCZTYORVLKTR-UHFFFAOYSA-N N#Cc1ccc(C(NCC(CC2)(CCC2(F)F)c(cc2)cnc2F)=O)c(F)c1 Chemical compound N#Cc1ccc(C(NCC(CC2)(CCC2(F)F)c(cc2)cnc2F)=O)c(F)c1 OROCZTYORVLKTR-UHFFFAOYSA-N 0.000 description 1
- GTRKDWAJYLEDGZ-UHFFFAOYSA-N O=C(c(c(Cl)ccc1)c1F)NCC(C1CCOCC1)c(cc1)ccc1Cl Chemical compound O=C(c(c(Cl)ccc1)c1F)NCC(C1CCOCC1)c(cc1)ccc1Cl GTRKDWAJYLEDGZ-UHFFFAOYSA-N 0.000 description 1
- GRQCSOYTLVIPEY-UHFFFAOYSA-N O=C(c(cccc1)c1Cl)NCC(CC1(CC1)C(F)(F)F)c1cnc(C(F)(F)F)cc1 Chemical compound O=C(c(cccc1)c1Cl)NCC(CC1(CC1)C(F)(F)F)c1cnc(C(F)(F)F)cc1 GRQCSOYTLVIPEY-UHFFFAOYSA-N 0.000 description 1
- QHQDQDLSKSNOLG-UHFFFAOYSA-N O=C(c1cc(F)ccc1F)NCC(CC1)(CCC1(F)F)c(cc1)cnc1F Chemical compound O=C(c1cc(F)ccc1F)NCC(CC1)(CCC1(F)F)c(cc1)cnc1F QHQDQDLSKSNOLG-UHFFFAOYSA-N 0.000 description 1
- LPJZCUNIFPBMAB-UHFFFAOYSA-N O=C(c1cccc(F)c1Cl)NCC(C1CCOCC1)c(cc1)ccc1Cl Chemical compound O=C(c1cccc(F)c1Cl)NCC(C1CCOCC1)c(cc1)ccc1Cl LPJZCUNIFPBMAB-UHFFFAOYSA-N 0.000 description 1
- DAKFRUYJBJKBME-UHFFFAOYSA-N O=C(c1ccccc1Cl)NCC1(CCCC1)c1cccnc1 Chemical compound O=C(c1ccccc1Cl)NCC1(CCCC1)c1cccnc1 DAKFRUYJBJKBME-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
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- C07C233/66—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
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- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
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- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
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- 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
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| TWI598325B (zh) | 2012-10-12 | 2017-09-11 | H 朗德貝克公司 | 苯甲醯胺類 |
| TW201427947A (zh) * | 2012-10-12 | 2014-07-16 | Lundbeck & Co As H | 環狀胺 |
| MA38192B1 (fr) | 2012-12-12 | 2017-11-30 | Actelion Pharmaceuticals Ltd | Dérivés d'indole carboxamide utilisés en tant qu'antagonistes du récepteur p2x7 |
| CN104854087B (zh) | 2012-12-18 | 2017-03-22 | 埃科特莱茵药品有限公司 | 作为p2x7受体拮抗剂的吲哚羧酰胺衍生物 |
| CA2896790C (en) | 2013-01-22 | 2022-05-10 | Actelion Pharmaceuticals Ltd | Heterocyclic amide derivatives as p2x7 receptor antagonists |
| CN104918946B (zh) | 2013-01-22 | 2017-03-29 | 埃科特莱茵药品有限公司 | 作为p2x7受体拮抗剂的杂环酰胺衍生物 |
| CN105503787A (zh) * | 2015-12-31 | 2016-04-20 | 阜阳欣奕华材料科技有限公司 | 一种索非布韦中间体的纯化方法 |
| CN106366056B (zh) * | 2016-08-26 | 2018-12-11 | 常州市阳光药业有限公司 | 3-氨甲基四氢呋喃的制备方法 |
| AU2018235561B2 (en) * | 2017-03-13 | 2020-06-18 | Asahi Kasei Pharma Corporation | Tetrahydroquinoline derivatives as P2X7 receptor antagonists |
| RS63124B1 (sr) | 2018-03-08 | 2022-05-31 | Incyte Corp | Aminopirazin diol jedinjenja kao pi3k-y inhibitori |
| WO2020010003A1 (en) | 2018-07-02 | 2020-01-09 | Incyte Corporation | AMINOPYRAZINE DERIVATIVES AS PI3K-γ INHIBITORS |
| EP3962493A2 (en) | 2019-05-03 | 2022-03-09 | Flagship Pioneering Innovations V, Inc. | Methods of modulating immune activity/level of irf or sting or of treating cancer, comprising the administration of a sting modulator and/or purinergic receptor modulator or postcellular signaling factor |
| CN117088875A (zh) * | 2020-10-28 | 2023-11-21 | 杭州阿诺生物医药科技有限公司 | 一种高活性Wnt通路抑制剂化合物 |
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