NO326981B1 - Sukkersubstituerte 2-azetidinoner anvendelige som hypokolesterolemiske midler, farmasoytisk preparat og anvendelse av forbindelsene for fremstilling av et medikament - Google Patents
Sukkersubstituerte 2-azetidinoner anvendelige som hypokolesterolemiske midler, farmasoytisk preparat og anvendelse av forbindelsene for fremstilling av et medikament Download PDFInfo
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- NO326981B1 NO326981B1 NO20032806A NO20032806A NO326981B1 NO 326981 B1 NO326981 B1 NO 326981B1 NO 20032806 A NO20032806 A NO 20032806A NO 20032806 A NO20032806 A NO 20032806A NO 326981 B1 NO326981 B1 NO 326981B1
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- Prior art keywords
- alkyl
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- independently selected
- halogen
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- 150000001875 compounds Chemical class 0.000 title claims description 60
- MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical class O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 title claims description 27
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- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 239000003814 drug Substances 0.000 title claims description 8
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- 239000003529 anticholesteremic agent Substances 0.000 title description 5
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 118
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 69
- 235000012000 cholesterol Nutrition 0.000 claims description 42
- 230000015572 biosynthetic process Effects 0.000 claims description 35
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- 239000003112 inhibitor Substances 0.000 claims description 31
- -1 -OH Inorganic materials 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 29
- 229910052736 halogen Inorganic materials 0.000 claims description 29
- 150000002367 halogens Chemical class 0.000 claims description 29
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 18
- 125000001424 substituent group Chemical group 0.000 claims description 17
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- 239000003937 drug carrier Substances 0.000 claims description 14
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 12
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- RYMZZMVNJRMUDD-HGQWONQESA-N simvastatin Chemical compound C([C@H]1[C@@H](C)C=CC2=C[C@H](C)C[C@@H]([C@H]12)OC(=O)C(C)(C)CC)C[C@@H]1C[C@@H](O)CC(=O)O1 RYMZZMVNJRMUDD-HGQWONQESA-N 0.000 claims description 11
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- XUKUURHRXDUEBC-UHFFFAOYSA-N Atorvastatin Natural products C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CCC(O)CC(O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-UHFFFAOYSA-N 0.000 claims description 6
- PCZOHLXUXFIOCF-UHFFFAOYSA-N Monacolin X Natural products C12C(OC(=O)C(C)CC)CC(C)C=C2C=CC(C)C1CCC1CC(O)CC(=O)O1 PCZOHLXUXFIOCF-UHFFFAOYSA-N 0.000 claims description 6
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- TUZYXOIXSAXUGO-PZAWKZKUSA-N pravastatin Chemical compound C1=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@H]2[C@@H](OC(=O)[C@@H](C)CC)C[C@H](O)C=C21 TUZYXOIXSAXUGO-PZAWKZKUSA-N 0.000 claims description 6
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- DFKDOZMCHOGOBR-NCSQYGPNSA-N zaragozic acid A Chemical compound C([C@@H](C)[C@H](OC(C)=O)C(=C)CC[C@]12[C@H](O)[C@H]([C@](O2)(C(O)=O)[C@@](O)([C@H](O1)C(O)=O)C(O)=O)OC(=O)/C=C/[C@@H](C)C[C@@H](C)CC)C1=CC=CC=C1 DFKDOZMCHOGOBR-NCSQYGPNSA-N 0.000 claims description 5
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
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NO20083737A NO20083737L (no) | 2000-12-20 | 2008-08-29 | Hydroksysubstituerte 2-azetidinoner som er anvendbare som hypokolesterolemiske midler |
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NO20083737A NO20083737L (no) | 2000-12-20 | 2008-08-29 | Hydroksysubstituerte 2-azetidinoner som er anvendbare som hypokolesterolemiske midler |
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HK (2) | HK1056735A1 (de) |
HU (1) | HUP0302269A3 (de) |
IL (1) | IL155771A0 (de) |
MA (1) | MA26975A1 (de) |
MX (1) | MXPA03005671A (de) |
MY (1) | MY129148A (de) |
NO (2) | NO326981B1 (de) |
NZ (1) | NZ525722A (de) |
PE (1) | PE20020718A1 (de) |
PL (1) | PL208242B1 (de) |
PT (2) | PT1593670E (de) |
RU (1) | RU2297422C2 (de) |
SI (2) | SI1593670T1 (de) |
SK (1) | SK286703B6 (de) |
TR (1) | TR200402758T4 (de) |
TW (1) | TWI316942B (de) |
WO (1) | WO2002050090A1 (de) |
ZA (1) | ZA200303694B (de) |
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CN1275949C (zh) | 2001-03-28 | 2006-09-20 | 先灵公司 | 2-吖丁啶酮中间体化合物的对映体选择性合成 |
GB0215579D0 (en) | 2002-07-05 | 2002-08-14 | Astrazeneca Ab | Chemical compounds |
AR040588A1 (es) | 2002-07-26 | 2005-04-13 | Schering Corp | Formulacion farmaceutica que comprende un inhibidor de la absorcion del colesterol y un inhibidor de una hmg- co a reductasa |
JP2005015434A (ja) | 2003-06-27 | 2005-01-20 | Kotobuki Seiyaku Kk | 血清コレステロール低下剤或はアテローム性硬化症の予防又は治療剤 |
EP1522541A1 (de) * | 2003-10-07 | 2005-04-13 | Lipideon Biotechnology AG | Neue hypocholesterolemische Verbindungen |
EP1918000A2 (de) | 2003-11-05 | 2008-05-07 | Schering Corporation | Verbindungen aus lipidverändernden Wirkstoffen und substituierten Azetidinonen und Behandlungen für Gefäßzustände |
GB0329778D0 (en) * | 2003-12-23 | 2004-01-28 | Astrazeneca Ab | Chemical compounds |
AU2004308332B2 (en) | 2003-12-23 | 2008-04-10 | Merck Sharp & Dohme Corp. | Anti-hypercholesterolemic compounds |
DE602004029715D1 (de) | 2003-12-23 | 2010-12-02 | Astrazeneca Ab | Diphenylazetidinonderivate mit die cholesterinabsorption hemmender wirkung |
JP2008514718A (ja) * | 2004-09-29 | 2008-05-08 | シェーリング コーポレイション | 置換アゼチドノンおよびcb1アンタゴニストの組み合わせ |
US7737155B2 (en) | 2005-05-17 | 2010-06-15 | Schering Corporation | Nitrogen-containing heterocyclic compounds and methods of use thereof |
SA06270191B1 (ar) * | 2005-06-22 | 2010-03-29 | استرازينيكا ايه بي | مشتقات من 2- أزيتيدينون جديدة باعتبارها مثبطات لامتصاص الكوليسترول لعلاج حالات فرط نسبة الدهون في الدم |
AR054482A1 (es) * | 2005-06-22 | 2007-06-27 | Astrazeneca Ab | Derivados de azetidinona para el tratamiento de hiperlipidemias |
BRPI0708556A2 (pt) * | 2006-03-06 | 2011-05-31 | Teva Pharma | composição de ezetimiba |
TW200811098A (en) | 2006-04-27 | 2008-03-01 | Astrazeneca Ab | Chemical compounds |
RU2492175C2 (ru) * | 2007-04-02 | 2013-09-10 | Теракос, Инк. | Бензиловые производные гликозидов и способы их применения |
EP2379562A1 (de) | 2008-12-16 | 2011-10-26 | Schering Corporation | Bicyclische pyranonderivate als agonisten am nicotinsäurerezeptor |
US20110245209A1 (en) | 2008-12-16 | 2011-10-06 | Schering Corporation | Pyridopyrimidine derivatives and methods of use thereof |
BRPI1008366A2 (pt) * | 2009-02-11 | 2015-08-25 | Dow Agro Sciences Llc | Composições pesticidas |
CA2754384A1 (en) | 2009-03-06 | 2010-09-10 | Lipideon Biotechnology Ag | Pharmaceutical hypocholesterolemic compositions |
US9388440B2 (en) | 2009-04-01 | 2016-07-12 | Mylan Laboratories Limited | Enzymatic process for the preparation of (S)-5-(4-fluoro-phenyl)-5-hydroxy-1morpholin-4-yl-pentan-1-one, an intermediate of Ezetimibe and further conversion to Ezetimibe |
CN101993403B (zh) | 2009-08-11 | 2012-07-11 | 浙江海正药业股份有限公司 | 氮杂环丁酮类化合物及医药应用 |
KR101102749B1 (ko) * | 2009-11-30 | 2012-01-05 | 최길용 | 곱셈 학습기 |
KR20150079373A (ko) | 2013-12-30 | 2015-07-08 | 한미약품 주식회사 | 에제티미브 및 로수바스타틴을 포함하는 경구용 복합제제 |
CN105055404B (zh) * | 2015-08-19 | 2017-07-18 | 四川大学 | Hmgcs2抑制剂在制备治疗可卡因成瘾的药物中的用途 |
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LT3595B (en) * | 1993-01-21 | 1995-12-27 | Schering Corp | Spirocycloalkyl-substituted azetidinones useful as hypocholesterolemic agents |
US5631365A (en) * | 1993-09-21 | 1997-05-20 | Schering Corporation | Hydroxy-substituted azetidinone compounds useful as hypocholesterolemic agents |
US5627176A (en) * | 1994-03-25 | 1997-05-06 | Schering Corporation | Substituted azetidinone compounds useful as hypocholesterolemic agents |
US5633246A (en) * | 1994-11-18 | 1997-05-27 | Schering Corporation | Sulfur-substituted azetidinone compounds useful as hypocholesterolemic agents |
DK0877750T3 (da) * | 1995-10-31 | 2002-07-15 | Schering Corp | Som hypocholesterolemiske midler velegnede, sukkersubstituerede 2-azetidinoner |
US5756470A (en) * | 1996-10-29 | 1998-05-26 | Schering Corporation | Sugar-substituted 2-azetidinones useful as hypocholesterolemic agents |
AUPQ342599A0 (en) * | 1999-10-14 | 1999-11-04 | University Of Melbourne, The | Conjugates and uses thereof |
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