JP2005502687A5 - - Google Patents
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- Publication number
- JP2005502687A5 JP2005502687A5 JP2003525002A JP2003525002A JP2005502687A5 JP 2005502687 A5 JP2005502687 A5 JP 2005502687A5 JP 2003525002 A JP2003525002 A JP 2003525002A JP 2003525002 A JP2003525002 A JP 2003525002A JP 2005502687 A5 JP2005502687 A5 JP 2005502687A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- aryl
- hydrogen
- compound according
- alkanoyloxy
- 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
Links
- 150000001875 compounds Chemical class 0.000 claims 24
- 239000001257 hydrogen Substances 0.000 claims 16
- 229910052739 hydrogen Inorganic materials 0.000 claims 16
- 125000003118 aryl group Chemical group 0.000 claims 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 12
- 125000004423 acyloxy group Chemical group 0.000 claims 12
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 11
- 125000005843 halogen group Chemical group 0.000 claims 11
- 125000000623 heterocyclic group Chemical group 0.000 claims 9
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 6
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 6
- 125000001589 carboacyl group Chemical group 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000005862 (C1-C6)alkanoyl group Chemical group 0.000 claims 4
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 4
- 125000000304 alkynyl group Chemical group 0.000 claims 4
- 239000003782 beta lactam antibiotic agent Substances 0.000 claims 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- -1 hydroxy, cyano, cyanato, nitro, mercapto Chemical class 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 125000001424 substituent group Chemical group 0.000 claims 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 4
- 239000002132 β-lactam antibiotic Substances 0.000 claims 4
- 229940124586 β-lactam antibiotics Drugs 0.000 claims 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 2
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 125000004104 aryloxy group Chemical group 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 125000004043 oxo group Chemical group O=* 0.000 claims 2
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- 108090000204 Dipeptidase 1 Proteins 0.000 claims 1
- 208000022362 bacterial infectious disease Diseases 0.000 claims 1
- 102000006635 beta-lactamase Human genes 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000002346 iodo group Chemical group I* 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 claims 1
- 150000003952 β-lactams Chemical class 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30740301P | 2001-07-24 | 2001-07-24 | |
| PCT/US2002/023613 WO2003020732A2 (en) | 2001-07-24 | 2002-07-24 | 7-alkylidene-3-substituted-3-cephem-4-carboxylates as beta-lactamase inhibitors. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005502687A JP2005502687A (ja) | 2005-01-27 |
| JP2005502687A5 true JP2005502687A5 (enExample) | 2006-01-12 |
Family
ID=23189607
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003525002A Pending JP2005502687A (ja) | 2001-07-24 | 2002-07-24 | β−ラクタマーゼ阻害剤としての７−アルキリデン−３−置換型−３−セフェム−４−カルボキシラート |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US6916801B2 (enExample) |
| EP (1) | EP1430060B1 (enExample) |
| JP (1) | JP2005502687A (enExample) |
| AT (1) | ATE339424T1 (enExample) |
| AU (1) | AU2002353768A1 (enExample) |
| CA (1) | CA2454413A1 (enExample) |
| DE (1) | DE60214740T2 (enExample) |
| ES (1) | ES2272795T3 (enExample) |
| WO (1) | WO2003020732A2 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2178301T3 (es) | 1997-12-29 | 2002-12-16 | Res Corp Technologies Inc | Derivados del acido penicilanico 2-beta-sustituido-6-alquilideno como inhibidores de la beta-lactama. |
| US6407091B1 (en) | 1999-04-15 | 2002-06-18 | Research Corporation Technologies, Inc. | β-lactamase inhibiting compounds |
| US6544555B2 (en) | 2000-02-24 | 2003-04-08 | Advancis Pharmaceutical Corp. | Antibiotic product, use and formulation thereof |
| US20020068078A1 (en) | 2000-10-13 | 2002-06-06 | Rudnic Edward M. | Antifungal product, use and formulation thereof |
| AU2002353768A1 (en) | 2001-07-24 | 2003-03-18 | Alamx, L.L.C. | 7-alkylidene-3-substituted-3-cephem-4-carboxylates as beta-lactamase inhibitors. |
| US7022691B2 (en) | 2002-04-04 | 2006-04-04 | John D. Buynak | Inhibitors of serine and metallo-β-lactamases |
| US7833998B2 (en) * | 2003-08-25 | 2010-11-16 | Revaax Pharmaceuticals, Llc | Oral neurotherapeutic cephalosporin sulfoxide and sulfone-containing compositions |
| US8299051B2 (en) * | 2008-05-13 | 2012-10-30 | Southern Methodist University | Beta-lactamase inhibitory compounds |
| KR20110095898A (ko) | 2008-11-20 | 2011-08-25 | 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 | 유기 화합물의 플루오르화 |
| EP2697204B1 (en) | 2011-04-12 | 2017-03-08 | President and Fellows of Harvard College | Fluorination of organic compounds |
| US9273083B2 (en) | 2012-09-26 | 2016-03-01 | President And Fellows Of Harvard College | Nickel fluorinating complexes and uses thereof |
| CN103387584B (zh) * | 2013-07-17 | 2015-02-25 | 盐城开元医药化工有限公司 | 一种7-氨基-3-氯-3-头孢环-4-羧酸的合成方法 |
| WO2015058047A2 (en) | 2013-10-18 | 2015-04-23 | President And Fellows Of Harvard College | Fluorination of organic compounds |
| CN105254648B (zh) * | 2015-11-13 | 2018-04-03 | 广东温氏大华农生物科技有限公司 | 一种头孢维星及其钠盐的合成方法 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4053468A (en) | 1976-02-25 | 1977-10-11 | Smithkline Corporation | Process for preparing 7-oxo cephalosporins and 6-oxo penicillins |
| IT1193922B (it) | 1979-02-24 | 1988-08-31 | Erba Farmitalia | Agenti antibatterici ed inibitori di beta -lattamasi e loro preparazione |
| ZA80993B (en) | 1979-02-24 | 1981-02-25 | Erba Farmitalia | -lactam-containing antibacterial agents and -lactamase inhibitors and preparation thereof |
| GB2076812A (en) | 1980-05-22 | 1981-12-09 | Ciba Geigy Ag | Penam-dioxide compounds, processes for their manufacture, and their use |
| DE3173613D1 (en) | 1980-07-04 | 1986-03-13 | Fujisawa Pharmaceutical Co | 7-oxo-cephalosporins and 6-oxo-penicillins, their analogues and process for their preparation |
| CA1180005A (en) | 1980-10-24 | 1984-12-27 | Solange Adam-Molina | .beta.-LACTAMS |
| ZA826687B (en) | 1981-09-14 | 1983-07-27 | Pfizer | Beta-lactamase inhibiting 2-beta-substituted-2-alpha-methyl 5(r)penam-3-alpha-carboxylic acid 1,1-dioxides and intermediates therefor |
| US4559157A (en) | 1983-04-21 | 1985-12-17 | Creative Products Resource Associates, Ltd. | Cosmetic applicator useful for skin moisturizing |
| LU84979A1 (fr) | 1983-08-30 | 1985-04-24 | Oreal | Composition cosmetique ou pharmaceutique sous forme aqueuse ou anhydre dont la phase grasse contient un polyether oligomere et polyethers oligomeres nouveaux |
| PT79893B (en) | 1984-01-30 | 1987-02-03 | Pfizer | Process for preparing 6-(substituted)methylenepenicillanic and 6-(substituted)hydroxymethylpenicilanic and derivatives thereof |
| US4826833A (en) | 1984-01-30 | 1989-05-02 | Pfizer Inc. | 6-(Substituted)methylene-penicillanic and 6-(substituted)hydroxymethylpenicillanic acids and derivatives thereof |
| DE3584015D1 (de) | 1984-01-30 | 1991-10-17 | Pfizer | 6-(substituierte) methylen-penicillansaeure und 6-(substituierte) hydroxymethyl-penicillansaeure und deren derivate. |
| EP0170192B1 (en) | 1984-07-30 | 1992-05-13 | Merck & Co. Inc. | Penicillin derivatives as anti-inflammatory and antidegenerative agents |
| JPS62198687A (ja) | 1986-02-27 | 1987-09-02 | Taiho Yakuhin Kogyo Kk | ２β−置換チオメチルペニシリン誘導体 |
| US4861768A (en) | 1986-02-27 | 1989-08-29 | Taiho Pharmaceutical Company, Limited | 2 β-substituted thiomethylpenicillin derivatives and their preparation and use |
| US4820508A (en) | 1987-06-23 | 1989-04-11 | Neutrogena Corporation | Skin protective composition |
| JP2603082B2 (ja) | 1987-09-07 | 1997-04-23 | 大塚化学株式会社 | ペニシラン酸誘導体の製造法 |
| US4992478A (en) | 1988-04-04 | 1991-02-12 | Warner-Lambert Company | Antiinflammatory skin moisturizing composition and method of preparing same |
| US4938949A (en) | 1988-09-12 | 1990-07-03 | University Of New York | Treatment of damaged bone marrow and dosage units therefor |
| IT1227462B (it) | 1988-11-04 | 1991-04-11 | Glaxo Spa | Procedimento di preparazione di 6-ossopenicillanati |
| TW383308B (en) | 1993-08-24 | 2000-03-01 | Hoffmann La Roche | 2-beta-alkenyl penam sulfones as beta-lactamase inhibitors |
| US5597817A (en) | 1994-12-09 | 1997-01-28 | Southern Methodist University | 7-vinylidene cephalosporins and methods of using the same |
| US5629306A (en) * | 1994-12-09 | 1997-05-13 | Research Corporation Technologies, Inc. | 7-alkylidene cephalosporanic acid derivatives and methods of using the same |
| US5760027A (en) | 1996-12-06 | 1998-06-02 | Research Corporation Technologies, Inc. | Use of 7-alkylidene cephalosporins to inhibit elastase activity |
| ES2178301T3 (es) | 1997-12-29 | 2002-12-16 | Res Corp Technologies Inc | Derivados del acido penicilanico 2-beta-sustituido-6-alquilideno como inhibidores de la beta-lactama. |
| AU773013B2 (en) | 1999-04-15 | 2004-05-13 | Research Corporation Technologies, Inc. | Beta-lactamase inhibiting compounds |
| US6391855B1 (en) * | 1999-06-02 | 2002-05-21 | Adherex Technologies, Inc. | Compounds and methods for modulating junctional adhesion molecule-mediated functions |
| AU2002353768A1 (en) * | 2001-07-24 | 2003-03-18 | Alamx, L.L.C. | 7-alkylidene-3-substituted-3-cephem-4-carboxylates as beta-lactamase inhibitors. |
-
2002
- 2002-07-24 AU AU2002353768A patent/AU2002353768A1/en not_active Abandoned
- 2002-07-24 AT AT02789149T patent/ATE339424T1/de not_active IP Right Cessation
- 2002-07-24 US US10/202,405 patent/US6916801B2/en not_active Expired - Fee Related
- 2002-07-24 JP JP2003525002A patent/JP2005502687A/ja active Pending
- 2002-07-24 DE DE60214740T patent/DE60214740T2/de not_active Expired - Fee Related
- 2002-07-24 EP EP02789149A patent/EP1430060B1/en not_active Expired - Lifetime
- 2002-07-24 ES ES02789149T patent/ES2272795T3/es not_active Expired - Lifetime
- 2002-07-24 WO PCT/US2002/023613 patent/WO2003020732A2/en not_active Ceased
- 2002-07-24 CA CA002454413A patent/CA2454413A1/en not_active Abandoned
-
2005
- 2005-05-10 US US11/126,061 patent/US7488724B2/en not_active Expired - Fee Related
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