JP2008535871A5 - - Google Patents
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- JP2008535871A5 JP2008535871A5 JP2008505716A JP2008505716A JP2008535871A5 JP 2008535871 A5 JP2008535871 A5 JP 2008535871A5 JP 2008505716 A JP2008505716 A JP 2008505716A JP 2008505716 A JP2008505716 A JP 2008505716A JP 2008535871 A5 JP2008535871 A5 JP 2008535871A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- pyridone
- fibrosis
- compound
- use according
- 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.)
- Pending
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- 150000001875 compounds Chemical class 0.000 claims description 14
- 206010016654 Fibrosis Diseases 0.000 claims description 8
- 230000004761 fibrosis Effects 0.000 claims description 8
- 208000019425 cirrhosis of liver Diseases 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 4
- 206010061989 glomerulosclerosis Diseases 0.000 claims description 4
- JDZYVVUJIQYGRX-UHFFFAOYSA-N 1-(3-fluorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC(F)=C1 JDZYVVUJIQYGRX-UHFFFAOYSA-N 0.000 claims description 3
- 206010023421 Kidney fibrosis Diseases 0.000 claims description 3
- 206010012601 diabetes mellitus Diseases 0.000 claims description 3
- 210000000056 organ Anatomy 0.000 claims description 3
- 208000024827 Alzheimer disease Diseases 0.000 claims description 2
- 206010004446 Benign prostatic hyperplasia Diseases 0.000 claims description 2
- 208000010412 Glaucoma Diseases 0.000 claims description 2
- 206010028594 Myocardial fibrosis Diseases 0.000 claims description 2
- 208000004403 Prostatic Hyperplasia Diseases 0.000 claims description 2
- 206010039710 Scleroderma Diseases 0.000 claims description 2
- 206010050207 Skin fibrosis Diseases 0.000 claims description 2
- 229940079593 drug Drugs 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 230000003176 fibrotic effect Effects 0.000 claims description 2
- 208000015181 infectious disease Diseases 0.000 claims description 2
- 238000002347 injection Methods 0.000 claims description 2
- 239000007924 injection Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 208000005069 pulmonary fibrosis Diseases 0.000 claims description 2
- 201000004409 schistosomiasis Diseases 0.000 claims description 2
- 230000000699 topical effect Effects 0.000 claims description 2
- 208000019553 vascular disease Diseases 0.000 claims description 2
- ISWRGOKTTBVCFA-UHFFFAOYSA-N pirfenidone Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC=C1 ISWRGOKTTBVCFA-UHFFFAOYSA-N 0.000 claims 1
- 230000001988 toxicity Effects 0.000 claims 1
- 231100000419 toxicity Toxicity 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 description 8
- -1 5-methyl-1- (substituted phenyl) -2 (1H) -pyridones Chemical class 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 238000006467 substitution reaction Methods 0.000 description 2
- IFCIIDXNZSQOPD-UHFFFAOYSA-N 1-(2,3-dibromophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC(Br)=C1Br IFCIIDXNZSQOPD-UHFFFAOYSA-N 0.000 description 1
- MIUCEBJFPNOZFC-UHFFFAOYSA-N 1-(2,3-difluorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC(F)=C1F MIUCEBJFPNOZFC-UHFFFAOYSA-N 0.000 description 1
- BMLCFMLMGNOAPP-UHFFFAOYSA-N 1-(2,3-dimethoxyphenyl)-5-methylpyridin-2-one Chemical compound COC1=CC=CC(N2C(C=CC(C)=C2)=O)=C1OC BMLCFMLMGNOAPP-UHFFFAOYSA-N 0.000 description 1
- JFBQYHYEBRHAPT-UHFFFAOYSA-N 1-(2,3-dimethylphenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC(C)=C1C JFBQYHYEBRHAPT-UHFFFAOYSA-N 0.000 description 1
- BLHHEWJJZFVRNB-UHFFFAOYSA-N 1-(2,4-dibromophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(Br)C=C1Br BLHHEWJJZFVRNB-UHFFFAOYSA-N 0.000 description 1
- DIVMPFRJHNDQHW-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(Cl)C=C1Cl DIVMPFRJHNDQHW-UHFFFAOYSA-N 0.000 description 1
- ICETYRMEWRWSJX-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(F)C=C1F ICETYRMEWRWSJX-UHFFFAOYSA-N 0.000 description 1
- PQEYQPAPGLIVEI-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)-5-methylpyridin-2-one Chemical compound CC1=CC(C)=CC=C1N1C(=O)C=CC(C)=C1 PQEYQPAPGLIVEI-UHFFFAOYSA-N 0.000 description 1
- IXSFWFDBKAFHHA-UHFFFAOYSA-N 1-(2,5-dibromophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC(Br)=CC=C1Br IXSFWFDBKAFHHA-UHFFFAOYSA-N 0.000 description 1
- LUYVIZYIGZWLEK-UHFFFAOYSA-N 1-(2,5-dichlorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC(Cl)=CC=C1Cl LUYVIZYIGZWLEK-UHFFFAOYSA-N 0.000 description 1
- IFJQAFSORYKHGW-UHFFFAOYSA-N 1-(2,5-dimethoxyphenyl)-5-methylpyridin-2-one Chemical compound COC1=CC=C(OC)C(N2C(C=CC(C)=C2)=O)=C1 IFJQAFSORYKHGW-UHFFFAOYSA-N 0.000 description 1
- DMZNWOKZNPSKSP-UHFFFAOYSA-N 1-(2,6-dichlorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=C(Cl)C=CC=C1Cl DMZNWOKZNPSKSP-UHFFFAOYSA-N 0.000 description 1
- CXIJPJZPSZHTNT-UHFFFAOYSA-N 1-(2,6-difluorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=C(F)C=CC=C1F CXIJPJZPSZHTNT-UHFFFAOYSA-N 0.000 description 1
- PIZBPTZVIPMEJT-UHFFFAOYSA-N 1-(2,6-dimethoxyphenyl)-5-methylpyridin-2-one Chemical compound COC1=CC=CC(OC)=C1N1C(=O)C=CC(C)=C1 PIZBPTZVIPMEJT-UHFFFAOYSA-N 0.000 description 1
- BHBNMKITFOZDAB-UHFFFAOYSA-N 1-(2,6-dimethylphenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=C(C)C=CC=C1C BHBNMKITFOZDAB-UHFFFAOYSA-N 0.000 description 1
- QLFMOQVBGPZBAY-UHFFFAOYSA-N 1-(2-bromophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC=C1Br QLFMOQVBGPZBAY-UHFFFAOYSA-N 0.000 description 1
- LNCCSHHBXXNHHJ-UHFFFAOYSA-N 1-(2-fluorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC=C1F LNCCSHHBXXNHHJ-UHFFFAOYSA-N 0.000 description 1
- MJWRQZILSOKOTB-UHFFFAOYSA-N 1-(2-methoxyphenyl)-5-methylpyridin-2-one Chemical compound COC1=CC=CC=C1N1C(=O)C=CC(C)=C1 MJWRQZILSOKOTB-UHFFFAOYSA-N 0.000 description 1
- PPEKVFBDIFWVEV-UHFFFAOYSA-N 1-(3,4-dibromophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(Br)C(Br)=C1 PPEKVFBDIFWVEV-UHFFFAOYSA-N 0.000 description 1
- GAHWJIZKEGFRLL-UHFFFAOYSA-N 1-(3,4-dimethoxyphenyl)-5-methylpyridin-2-one Chemical compound C1=C(OC)C(OC)=CC=C1N1C(=O)C=CC(C)=C1 GAHWJIZKEGFRLL-UHFFFAOYSA-N 0.000 description 1
- KXSZGLHSEASUBA-UHFFFAOYSA-N 1-(3,4-dimethylphenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(C)C(C)=C1 KXSZGLHSEASUBA-UHFFFAOYSA-N 0.000 description 1
- NUFQXKSYNQFJSW-UHFFFAOYSA-N 1-(3,5-dibromophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC(Br)=CC(Br)=C1 NUFQXKSYNQFJSW-UHFFFAOYSA-N 0.000 description 1
- RMHNSSKWHOINQA-UHFFFAOYSA-N 1-(3,5-dichlorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 RMHNSSKWHOINQA-UHFFFAOYSA-N 0.000 description 1
- CEKMQLXFPZYWRU-UHFFFAOYSA-N 1-(3,5-dimethoxyphenyl)-5-methylpyridin-2-one Chemical compound COC1=CC(OC)=CC(N2C(C=CC(C)=C2)=O)=C1 CEKMQLXFPZYWRU-UHFFFAOYSA-N 0.000 description 1
- DLAIQUGBQRXOBE-UHFFFAOYSA-N 1-(3,5-dimethylphenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC(C)=CC(C)=C1 DLAIQUGBQRXOBE-UHFFFAOYSA-N 0.000 description 1
- MCAAQJLJBILPBZ-UHFFFAOYSA-N 1-(3-bromophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC(Br)=C1 MCAAQJLJBILPBZ-UHFFFAOYSA-N 0.000 description 1
- QOXOVUCNQVZUEH-UHFFFAOYSA-N 1-(3-iodophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC(I)=C1 QOXOVUCNQVZUEH-UHFFFAOYSA-N 0.000 description 1
- NUUFOILDYXVXLL-UHFFFAOYSA-N 1-(3-methoxyphenyl)-5-methylpyridin-2-one Chemical compound COC1=CC=CC(N2C(C=CC(C)=C2)=O)=C1 NUUFOILDYXVXLL-UHFFFAOYSA-N 0.000 description 1
- PYZJZGLJFOVHRH-UHFFFAOYSA-N 1-(4-bromophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(Br)C=C1 PYZJZGLJFOVHRH-UHFFFAOYSA-N 0.000 description 1
- NNOLFDHGQTWVGS-UHFFFAOYSA-N 1-(4-fluorophenyl)-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(F)C=C1 NNOLFDHGQTWVGS-UHFFFAOYSA-N 0.000 description 1
- CPJBLJUDFSFZEP-UHFFFAOYSA-N 1-[2,3-bis(trifluoromethyl)phenyl]-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC(C(F)(F)F)=C1C(F)(F)F CPJBLJUDFSFZEP-UHFFFAOYSA-N 0.000 description 1
- WMCCIACZTXJBNZ-UHFFFAOYSA-N 1-[2,4-bis(trifluoromethyl)phenyl]-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(C(F)(F)F)C=C1C(F)(F)F WMCCIACZTXJBNZ-UHFFFAOYSA-N 0.000 description 1
- NCNYJVDWMNCSPR-UHFFFAOYSA-N 1-[2,5-bis(trifluoromethyl)phenyl]-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC(C(F)(F)F)=CC=C1C(F)(F)F NCNYJVDWMNCSPR-UHFFFAOYSA-N 0.000 description 1
- QQOSQRFHCXTCMT-UHFFFAOYSA-N 1-[2,6-bis(trifluoromethyl)phenyl]-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=C(C(F)(F)F)C=CC=C1C(F)(F)F QQOSQRFHCXTCMT-UHFFFAOYSA-N 0.000 description 1
- LZWXKBBDHOJVPZ-UHFFFAOYSA-N 1-[3,4-bis(trifluoromethyl)phenyl]-5-methylpyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(C(F)(F)F)C(C(F)(F)F)=C1 LZWXKBBDHOJVPZ-UHFFFAOYSA-N 0.000 description 1
- DVVGIUUJYPYENY-UHFFFAOYSA-N 1-methylpyridin-2-one Chemical compound CN1C=CC=CC1=O DVVGIUUJYPYENY-UHFFFAOYSA-N 0.000 description 1
- 125000006304 2-iodophenyl group Chemical group [H]C1=C([H])C(I)=C(*)C([H])=C1[H] 0.000 description 1
- 125000006306 4-iodophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1I 0.000 description 1
- VYXSRCVSKXRDAN-UHFFFAOYSA-N 5-methyl-1-(2-methylphenyl)pyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC=C1C VYXSRCVSKXRDAN-UHFFFAOYSA-N 0.000 description 1
- NDGCMBKTLPWHDG-UHFFFAOYSA-N 5-methyl-1-(3-methylphenyl)pyridin-2-one Chemical compound CC1=CC=CC(N2C(C=CC(C)=C2)=O)=C1 NDGCMBKTLPWHDG-UHFFFAOYSA-N 0.000 description 1
- RRHMWKBGPCGEOI-UHFFFAOYSA-N 5-methyl-1-[2-(trifluoromethyl)phenyl]pyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=CC=C1C(F)(F)F RRHMWKBGPCGEOI-UHFFFAOYSA-N 0.000 description 1
- IKTCWTVJVXLKRU-UHFFFAOYSA-N 5-methyl-1-[4-(trifluoromethyl)phenyl]pyridin-2-one Chemical compound C1=C(C)C=CC(=O)N1C1=CC=C(C(F)(F)F)C=C1 IKTCWTVJVXLKRU-UHFFFAOYSA-N 0.000 description 1
- 208000031737 Tissue Adhesions Diseases 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2005100314457A CN1846699A (zh) | 2005-04-13 | 2005-04-13 | 1－(取代苯基)－5－甲基－2－(1h) 吡啶酮(i)化合物用于制备抗除肾间质纤维化外其他器官纤维化或组织纤维化药物的应用 |
| PCT/CN2006/000651 WO2006108354A1 (fr) | 2005-04-13 | 2006-04-11 | 5-méthyl-2-(1h)-pyridone substituée en 1 par un groupement phényle dans la fabrication de médicaments pour le traitement de la fibrose d'organes ou de tissus |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008535871A JP2008535871A (ja) | 2008-09-04 |
| JP2008535871A5 true JP2008535871A5 (enExample) | 2009-06-18 |
Family
ID=37076581
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008505716A Pending JP2008535871A (ja) | 2005-04-13 | 2006-04-11 | 器官又は組織における線維症を処置するための医薬の製造における５−メチル−１−（置換されたフェニル）−２−（１ｈ）−ピリドン |
Country Status (10)
| Country | Link |
|---|---|
| US (3) | US20090005424A9 (enExample) |
| EP (1) | EP1878428A4 (enExample) |
| JP (1) | JP2008535871A (enExample) |
| KR (1) | KR20080018857A (enExample) |
| CN (2) | CN1846699A (enExample) |
| AU (1) | AU2006233433A1 (enExample) |
| CA (1) | CA2603763A1 (enExample) |
| RU (1) | RU2007141892A (enExample) |
| TW (1) | TW200808315A (enExample) |
| WO (1) | WO2006108354A1 (enExample) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10569792B2 (en) | 2006-03-20 | 2020-02-25 | General Electric Company | Vehicle control system and method |
| US10308265B2 (en) | 2006-03-20 | 2019-06-04 | Ge Global Sourcing Llc | Vehicle control system and method |
| US9733625B2 (en) | 2006-03-20 | 2017-08-15 | General Electric Company | Trip optimization system and method for a train |
| US8924049B2 (en) | 2003-01-06 | 2014-12-30 | General Electric Company | System and method for controlling movement of vehicles |
| JP4614884B2 (ja) | 2003-11-14 | 2011-01-19 | シャンハイ ゲノミックス インク | ピリドンの誘導体とその使用 |
| CN1846699A (zh) * | 2005-04-13 | 2006-10-18 | 中南大学湘雅医院 | 1－(取代苯基)－5－甲基－2－(1h) 吡啶酮(i)化合物用于制备抗除肾间质纤维化外其他器官纤维化或组织纤维化药物的应用 |
| RS53599B1 (sr) | 2005-05-10 | 2015-02-27 | Intermune, Inc. | Piridon derivati za modulaciju stresom aktiviranog sistema proteinskih kinaza |
| US8370006B2 (en) | 2006-03-20 | 2013-02-05 | General Electric Company | Method and apparatus for optimizing a train trip using signal information |
| US8290645B2 (en) | 2006-03-20 | 2012-10-16 | General Electric Company | Method and computer software code for determining a mission plan for a powered system when a desired mission parameter appears unobtainable |
| US8126601B2 (en) | 2006-03-20 | 2012-02-28 | General Electric Company | System and method for predicting a vehicle route using a route network database |
| US9156477B2 (en) | 2006-03-20 | 2015-10-13 | General Electric Company | Control system and method for remotely isolating powered units in a vehicle system |
| US9689681B2 (en) | 2014-08-12 | 2017-06-27 | General Electric Company | System and method for vehicle operation |
| CN101652138B (zh) * | 2007-09-19 | 2011-07-06 | 中南大学 | 1-取代芳基-2（1h）-吡啶酮化合物的新医药用途 |
| CN101235013A (zh) | 2008-03-10 | 2008-08-06 | 广东东阳光药业有限公司 | 结晶型1-（3-氟苯基）-5-甲基-2-（1h）吡啶酮、其制备方法、及其组合物和应用 |
| JP5627574B2 (ja) | 2008-06-03 | 2014-11-19 | インターミューン， インコーポレイテッド | 炎症性および線維性疾患を治療するための化合物および方法 |
| US20100099719A1 (en) * | 2008-10-21 | 2010-04-22 | Dierepharma, Inc. | Composition and method for treating proteinuria |
| US7566729B1 (en) | 2008-11-10 | 2009-07-28 | Intermune, Inc. | Modifying pirfenidone treatment for patients with atypical liver function |
| US7635707B1 (en) | 2008-11-10 | 2009-12-22 | Intermune, Inc. | Pirfenidone treatment for patients with atypical liver function |
| US8016980B2 (en) | 2008-11-25 | 2011-09-13 | Dixie Consumer Products Llc | Paper products |
| US9834237B2 (en) | 2012-11-21 | 2017-12-05 | General Electric Company | Route examining system and method |
| CN101921225B (zh) * | 2009-06-11 | 2013-04-03 | 北京凯得尔森生物技术有限公司 | 吡啡尼酮类化合物、其制备方法和应用 |
| US8084475B2 (en) * | 2009-12-04 | 2011-12-27 | Intermune, Inc. | Pirfenidone therapy and inducers of cytochrome P450 |
| US7816383B1 (en) | 2009-12-04 | 2010-10-19 | Intermune, Inc. | Methods of administering pirfenidone therapy |
| US10105356B2 (en) | 2011-01-31 | 2018-10-23 | Avalyn Pharma Inc. | Aerosol pirfenidone and pyridone analog compounds and uses thereof |
| CA2824432C (en) | 2011-01-31 | 2021-10-19 | Genoa Pharmaceuticals, Inc. | Aerosol pirfenidone and pyridone analog compounds and uses thereof |
| JP6186434B2 (ja) * | 2012-07-18 | 2017-08-23 | サンシャイン・レイク・ファーマ・カンパニー・リミテッドＳｕｎｓｈｉｎｅ Ｌａｋｅ Ｐｈａｒｍａ Ｃｏ．，Ｌｔｄ． | 窒素複素環誘導体及びその医薬品への応用 |
| CA2819967C (en) | 2012-08-31 | 2016-03-22 | Intermune, Inc. | Use of pirfenidone concomitantly with ciprofloxacin |
| AR092742A1 (es) | 2012-10-02 | 2015-04-29 | Intermune Inc | Piridinonas antifibroticas |
| US9682716B2 (en) | 2012-11-21 | 2017-06-20 | General Electric Company | Route examining system and method |
| US9669851B2 (en) | 2012-11-21 | 2017-06-06 | General Electric Company | Route examination system and method |
| CA2929394C (en) | 2013-12-19 | 2021-11-16 | Sunshine Lake Pharma Co., Ltd. | Nitrogenous heterocyclic derivatives and their application in drugs |
| EP4491180A1 (en) | 2014-01-10 | 2025-01-15 | Avalyn Pharma Inc. | Aerosol pirfenidone and pyridone analog compounds and uses thereof |
| WO2015138803A1 (en) * | 2014-03-12 | 2015-09-17 | Icahn School Of Medicine At Mount Sinai | Method for identifying kidney allograft recipients at risk for chronic injury |
| CN106459042B (zh) | 2014-04-02 | 2019-06-28 | 英特穆恩公司 | 抗纤维化吡啶酮类 |
| AU2015279542B2 (en) | 2014-06-26 | 2021-07-29 | Icahn School Of Medicine At Mount Sinai | Method for diagnosing subclinical and clinical acute rejection by analysis of predictive gene sets |
| WO2016044153A1 (en) * | 2014-09-18 | 2016-03-24 | Rush University Medical Center | Methods for preventing or treating osteoarthritis |
| DE102015217418A1 (de) | 2015-09-11 | 2017-03-16 | Mühlbauer Technology Gmbh | Radikalisch polymerisierbares Dentalmaterial |
| EP3308765B1 (de) | 2016-10-17 | 2022-07-13 | Mühlbauer Technology GmbH | Radikalisch polymerisierbare verbindung |
| EP3652158B1 (en) * | 2017-07-14 | 2024-05-29 | Sunshine Lake Pharma Co., Ltd. | Method for preparing pyrimidone compound |
| JP7464279B2 (ja) | 2018-04-16 | 2024-04-09 | アイカーン スクール オブ メディスン アット マウント シナイ | レシピエント血液における移植前トランスクリプトームシグネチャーを使用した急性拒絶反応および腎臓同種異系移植喪失の予測のための方法およびキット |
| CN113274389B (zh) * | 2021-07-09 | 2022-11-08 | 中南大学 | 氟非尼酮在制备治疗急性肺损伤药物中的应用 |
| CN113456636A (zh) * | 2021-07-09 | 2021-10-01 | 中南大学 | 一种氟非尼酮在制备急性肝损伤药物中的应用 |
| CN114716365B (zh) * | 2022-01-04 | 2024-03-01 | 大连理工大学 | 一类n-取代苯基-2-吡啶酮化合物或其可药用盐在治疗肺纤维化中的应用 |
| WO2024235145A1 (zh) * | 2023-05-12 | 2024-11-21 | 大连理工大学 | 一类n-取代苯基-2-吡啶酮及内过氧化物的制备和应用 |
| CN118526493A (zh) * | 2023-10-30 | 2024-08-23 | 大连理工大学 | 一类n-取代苯基-2-吡啶酮化合物在治疗癌症和缓解纤维化中的应用 |
| CN120053452B (zh) * | 2023-11-30 | 2025-12-05 | 长沙晶易医药科技股份有限公司 | 一种2,4-二取代-5-氟嘧啶衍生物的新用途 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3839346A (en) | 1972-12-18 | 1974-10-01 | Affiliated Med Res | N-substituted pyridone and general method for preparing pyridones |
| CA1049411A (en) | 1972-12-18 | 1979-02-27 | Affiliated Medical Research | N-substituted pyridone and general method for preparing pyridones |
| US4042699A (en) | 1972-12-18 | 1977-08-16 | Affiliated Medical Research, Inc. | Method for reducing serum glucose levels |
| US4052509A (en) | 1972-12-18 | 1977-10-04 | Affiliated Medical Research, Inc. | Method for reducing serum uric acid levels |
| JPH02215719A (ja) * | 1989-02-15 | 1990-08-28 | Yamauchi Akitomo | 線維化病変組織の修復並びに線維化病変の阻止剤 |
| US5310562A (en) * | 1989-11-22 | 1994-05-10 | Margolin Solomon B | Composition and method for reparation and prevention of fibrotic lesions |
| US5518729A (en) | 1989-11-22 | 1996-05-21 | Margolin; Solomon B. | Compositions and methods for reparation and prevention of fibrotic lesions |
| US5716632A (en) | 1989-11-22 | 1998-02-10 | Margolin; Solomon B. | Compositions and methods for reparation and prevention of fibrotic lesions |
| CN2114190U (zh) | 1992-01-09 | 1992-08-26 | 王刚 | 恒流一体化集成电源器件 |
| US5716623A (en) * | 1994-12-07 | 1998-02-10 | Immunex Corporation | Isolated Herpesvirus saimiri proteins that bind MHC Class II molecules |
| JP3496553B2 (ja) * | 1998-08-07 | 2004-02-16 | 株式会社高尾 | 弾球遊技機 |
| CN1218942C (zh) * | 2002-06-11 | 2005-09-14 | 中南大学湘雅医学院 | 抗纤维化吡啶酮化合物及其生产工艺方法 |
| CN1846699A (zh) * | 2005-04-13 | 2006-10-18 | 中南大学湘雅医院 | 1－(取代苯基)－5－甲基－2－(1h) 吡啶酮(i)化合物用于制备抗除肾间质纤维化外其他器官纤维化或组织纤维化药物的应用 |
-
2005
- 2005-04-13 CN CNA2005100314457A patent/CN1846699A/zh active Pending
-
2006
- 2006-04-11 EP EP06722303A patent/EP1878428A4/en not_active Withdrawn
- 2006-04-11 JP JP2008505716A patent/JP2008535871A/ja active Pending
- 2006-04-11 CA CA002603763A patent/CA2603763A1/en not_active Abandoned
- 2006-04-11 WO PCT/CN2006/000651 patent/WO2006108354A1/zh not_active Ceased
- 2006-04-11 CN CN2006800002161A patent/CN1953749B/zh active Active
- 2006-04-11 KR KR1020077018590A patent/KR20080018857A/ko not_active Ceased
- 2006-04-11 RU RU2007141892/15A patent/RU2007141892A/ru not_active Application Discontinuation
- 2006-04-11 AU AU2006233433A patent/AU2006233433A1/en not_active Abandoned
- 2006-08-04 TW TW095128659A patent/TW200808315A/zh unknown
-
2007
- 2007-05-01 US US11/742,664 patent/US20090005424A9/en not_active Abandoned
-
2008
- 2008-09-04 US US12/204,629 patent/US20080319027A1/en not_active Abandoned
-
2009
- 2009-06-25 US US12/491,506 patent/US20090258911A1/en not_active Abandoned
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