HUE034557T2 - 2-Piridon vegyület - Google Patents
2-Piridon vegyület Download PDFInfo
- Publication number
- HUE034557T2 HUE034557T2 HUE13855534A HUE13855534A HUE034557T2 HU E034557 T2 HUE034557 T2 HU E034557T2 HU E13855534 A HUE13855534 A HU E13855534A HU E13855534 A HUE13855534 A HU E13855534A HU E034557 T2 HUE034557 T2 HU E034557T2
- Authority
- HU
- Hungary
- Prior art keywords
- compound
- ethyl
- compounds
- cyclopropyl
- present
- Prior art date
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- -1 2-pyridone compound Chemical class 0.000 title claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 170
- 150000003839 salts Chemical class 0.000 claims abstract description 17
- 239000012453 solvate Substances 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims description 62
- 239000013078 crystal Substances 0.000 claims description 46
- 239000002904 solvent Substances 0.000 claims description 46
- 239000003814 drug Substances 0.000 claims description 35
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 15
- 238000010521 absorption reaction Methods 0.000 claims description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 12
- 239000000126 substance Substances 0.000 claims description 12
- 238000000862 absorption spectrum Methods 0.000 claims description 11
- 238000002844 melting Methods 0.000 claims description 10
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- 241001424309 Arita Species 0.000 claims 1
- 102000018779 Replication Protein C Human genes 0.000 claims 1
- 108010027647 Replication Protein C Proteins 0.000 claims 1
- 238000002441 X-ray diffraction Methods 0.000 claims 1
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- 125000006001 difluoroethyl group Chemical group 0.000 claims 1
- 210000000981 epithelium Anatomy 0.000 claims 1
- 150000003573 thiols Chemical class 0.000 claims 1
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- 230000000694 effects Effects 0.000 abstract description 10
- 239000000243 solution Substances 0.000 description 57
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 39
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 25
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 22
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- ABERLDAQFUZISG-SJLPKXTDSA-N 3-cyclopropyl-6-[(1r)-1-[4-(1,1-difluoroethyl)phenyl]-2-[(2r)-5-oxopyrrolidin-2-yl]ethyl]-1h-pyridin-2-one Chemical compound C1=CC(C(F)(F)C)=CC=C1[C@H](C=1NC(=O)C(C2CC2)=CC=1)C[C@@H]1NC(=O)CC1 ABERLDAQFUZISG-SJLPKXTDSA-N 0.000 description 12
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- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 10
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- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical class OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 description 10
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 6
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- CYPYTURSJDMMMP-WVCUSYJESA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].[Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 CYPYTURSJDMMMP-WVCUSYJESA-N 0.000 description 4
- APOYTRAZFJURPB-UHFFFAOYSA-N 2-methoxy-n-(2-methoxyethyl)-n-(trifluoro-$l^{4}-sulfanyl)ethanamine Chemical compound COCCN(S(F)(F)F)CCOC APOYTRAZFJURPB-UHFFFAOYSA-N 0.000 description 4
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- OWCOWYGJWMOVKV-UHFFFAOYSA-N (5-cyclopropyl-6-methoxypyridin-2-yl)-[4-(1,1-difluoroethyl)phenyl]methanone Chemical compound COC1=NC(C(=O)C=2C=CC(=CC=2)C(C)(F)F)=CC=C1C1CC1 OWCOWYGJWMOVKV-UHFFFAOYSA-N 0.000 description 3
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- WGRQANOPCQRCME-PMACEKPBSA-N teneligliptin Chemical compound O=C([C@H]1NC[C@H](C1)N1CCN(CC1)C1=CC(=NN1C=1C=CC=CC=1)C)N1CCSC1 WGRQANOPCQRCME-PMACEKPBSA-N 0.000 description 1
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- 125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003548 thiazolidines Chemical class 0.000 description 1
- 229950006667 tofogliflozin Drugs 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- AHZJKOKFZJYCLG-UHFFFAOYSA-K trifluoromethanesulfonate;ytterbium(3+) Chemical compound [Yb+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F AHZJKOKFZJYCLG-UHFFFAOYSA-K 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910000404 tripotassium phosphate Inorganic materials 0.000 description 1
- 235000019798 tripotassium phosphate Nutrition 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 239000003383 uricosuric agent Substances 0.000 description 1
- 201000005112 urinary bladder cancer Diseases 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- SYOKIDBDQMKNDQ-XWTIBIIYSA-N vildagliptin Chemical compound C1C(O)(C2)CC(C3)CC1CC32NCC(=O)N1CCC[C@H]1C#N SYOKIDBDQMKNDQ-XWTIBIIYSA-N 0.000 description 1
- 229960001254 vildagliptin Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910000166 zirconium phosphate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- 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
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Ophthalmology & Optometry (AREA)
- Child & Adolescent Psychology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Claims (5)
- Szabadalmi igénypontok 1, [1] képletö 2-piridon vegyidet: 1 képletvagy a vegyület tautomere, gyögys^rlsaetlleg elfogadható sdja yagy szolvátja,
- 2, Az 1, igénypont szerinti fenti [1] képletö S-clUopropikö- {( I R}~! 44-(1 >1 -dií1uoreíiÍ)'leníl]~2-[(2R)~5<)xopÍH'oíidín~2-ii]etíI}psridiU'2(lH)-oti kristálya, ameíy az alábbi (a) fizi kai tulajdonsággaí féfröétkezíkí: |a| pór röntgeiv difïtaketôs mintája (Cu-Ro,) csúcsokat tartalmaz 8,5, 13,4, 19,1 és 24,5Ö 20 diffrakciós szögeknél 3, .% 1. Igénypont szerinti fenti [1] képletö 3-eikbpropi:l~6^{(i.R)-U[4'fi,l-di.t1nofétil)-fértiij-iï .[(2R)~5~oxopiaolidin-2*ilJettl}piridín*2(lH)-on kristálya, amely az alábbi taV(e) fizikai tufajdousl* gokkal rendelkezik: (a) por röntgen diffrakciós mintája (Cu~Kef> csúcsokat tartalmaz 8,5, f 3,4, 19,1 és 24,5® 21 dipak-ciös szögeknél; (b) infravörös abszorpciós spektruma karakterisztikus abszorpciós sávokat mutat 916, Î146, 1167, 1295, 1651, 1664, 2909, 2955, 3003 és 3146 cm^-nél; és (e) olvadáspontja 199 - 201CC.
- 4, Eljárás az alábbi (a.Hc) fizikai tulajdonságokkal rendelkező 3"CÍklopropíl-6-{(lRul-[4-(l,l-diíluo.retü)-fénií j-24(2R)-5-oxopÍ!Tolidin”2-ii]etil} piridín~2( l H)-ou kristály előállítására: (a) por röntgen diffrakciós mintája (Cn-Ka) csúcsokat tartalmaz 8,5, 13,4, 19,1 és 24,5ft 20 diffrakciós szögeknél; (b) infravörös abszorpciós spektruma karakterisztikus abszorpciós sávokat mutat 916, 1146, 1167, 1295, 1651, 1664, 2909, 2955, 3003 és 3 ! 46 cin mél; és (e) olvadáspontja 199 - 20 TG; ahol az eljárás tartalmazza a következőket: a fenti [lj képletö 3~ciklopropii-ó-{{! R)-1-[4-(i,R difluóreti!)~feni1j-2-j{2R)'S~oxopírro!ídin~2-ii]etíl}pÍHdin-2( l H)-ont melegítés közben alkohol típusú oldószerben oldjuk egy oldat előállítása céljából; majd az oldalhoz oldószerként vizet adunk; a kapott oldatot SX-ra vagy az alá hűljük, így kristályt kapunk; és a kapott kristályt őOX-on vagy annál alacsonyabb hőmérsékleten szárítjuk.
- 5. Gyógyszer, amely hatóanyagként tartalmazza az 1, igénypont szerinti 2-piridon vegyületet, a vegyidet íautomerét, annak gyógyszerészetileg elfogadható sóját vagy a 2ypirídon vegyüíet szolvátját. é. Az 5. igénypont szerinti gyógyszer egy gíükokinâz.-aktivà 1 ó hatással javítható betegség vagy állapot megelőzésében vagy kezelésében történő alkalmazásra, % Az 5. igénypont szerinti gyógy szeryhipoglikénílás
- 8. Az 5, igénypont szetaníi gyógyszer, eakörhetepég megelőzésére vagy kezelésére szolgáié szerként történő alkalmazásra.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012249792 | 2012-11-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HUE034557T2 true HUE034557T2 (hu) | 2018-02-28 |
Family
ID=50731146
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HUE13855534A HUE034557T2 (hu) | 2012-11-13 | 2013-11-12 | 2-Piridon vegyület |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US9695148B2 (hu) |
| EP (1) | EP2921489B1 (hu) |
| JP (1) | JP5963025B2 (hu) |
| KR (1) | KR102160841B1 (hu) |
| CN (1) | CN104768944B (hu) |
| AU (1) | AU2013345930B2 (hu) |
| BR (1) | BR112015010823A2 (hu) |
| CA (1) | CA2891406C (hu) |
| DK (1) | DK2921489T3 (hu) |
| ES (1) | ES2641469T3 (hu) |
| HK (1) | HK1207856A1 (hu) |
| HU (1) | HUE034557T2 (hu) |
| IL (1) | IL238701B (hu) |
| IN (1) | IN2015DN03869A (hu) |
| MX (1) | MX361479B (hu) |
| MY (1) | MY173812A (hu) |
| NO (1) | NO2921489T3 (hu) |
| NZ (1) | NZ707832A (hu) |
| PH (1) | PH12015501056B1 (hu) |
| PL (1) | PL2921489T3 (hu) |
| PT (1) | PT2921489T (hu) |
| RU (1) | RU2662157C2 (hu) |
| SG (1) | SG11201503716RA (hu) |
| TW (1) | TWI591064B (hu) |
| WO (1) | WO2014077235A1 (hu) |
| ZA (1) | ZA201503323B (hu) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6048533B2 (ja) * | 2014-05-12 | 2016-12-21 | 日産化学工業株式会社 | ２−ピリドン化合物を含有する医薬 |
| JPWO2015174377A1 (ja) * | 2014-05-13 | 2017-04-20 | 日産化学工業株式会社 | ２−ピリドン化合物の製造方法 |
| US11992477B2 (en) * | 2018-05-31 | 2024-05-28 | Hua Medicine (Shanghai) Ltd. | Pharmaceutical combination, composition, and combination preparation comprising glucokinase activator and SGLT-2 inhibitor and preparation methods and uses thereof |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4275069A (en) | 1979-01-22 | 1981-06-23 | The Upjohn Company | Anti-diabetic 1,2-dihydro-2-oxo-6-alkyl-nicotinic acids |
| EP1169312B1 (en) | 1999-03-29 | 2004-10-06 | F. Hoffmann-La Roche Ag | Glucokinase activators |
| US6353111B1 (en) | 1999-12-15 | 2002-03-05 | Hoffmann-La Roche Inc. | Trans olefinic glucokinase activators |
| PT2076502E (pt) | 2006-06-08 | 2011-06-07 | Lilly Co Eli | Carboxamidas substituídas |
| JP5419706B2 (ja) | 2006-12-20 | 2014-02-19 | タケダ カリフォルニア インコーポレイテッド | グルコキナーゼアクチベーター |
| EP2170864B1 (en) * | 2007-07-17 | 2011-09-14 | Bristol-Myers Squibb Company | Pyridone gpr119 g protein-coupled receptor agonists |
| WO2010013161A1 (en) | 2008-07-29 | 2010-02-04 | Pfizer Inc. | Fluorinated heteroaryls |
| TWI471132B (zh) * | 2009-12-04 | 2015-02-01 | 大正製藥股份有限公司 | ２－吡啶酮化合物 |
| JP2013010750A (ja) * | 2011-06-02 | 2013-01-17 | Taisho Pharmaceutical Co Ltd | ２−ピリドン化合物を含有する医薬 |
-
2013
- 2013-11-12 IN IN3869DEN2015 patent/IN2015DN03869A/en unknown
- 2013-11-12 CN CN201380059272.2A patent/CN104768944B/zh not_active Expired - Fee Related
- 2013-11-12 BR BR112015010823A patent/BR112015010823A2/pt not_active Application Discontinuation
- 2013-11-12 EP EP13855534.7A patent/EP2921489B1/en active Active
- 2013-11-12 KR KR1020157012117A patent/KR102160841B1/ko active IP Right Grant
- 2013-11-12 NO NO13855534A patent/NO2921489T3/no unknown
- 2013-11-12 CA CA2891406A patent/CA2891406C/en not_active Expired - Fee Related
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- 2013-11-12 PL PL13855534T patent/PL2921489T3/pl unknown
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