GB1377573A - Acrloxyalkyl ester derivatives of penicillin and cephalosporin - Google Patents
Acrloxyalkyl ester derivatives of penicillin and cephalosporinInfo
- Publication number
- GB1377573A GB1377573A GB1571572A GB1571572A GB1377573A GB 1377573 A GB1377573 A GB 1377573A GB 1571572 A GB1571572 A GB 1571572A GB 1571572 A GB1571572 A GB 1571572A GB 1377573 A GB1377573 A GB 1377573A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- april
- give
- group
- compound
- 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
Links
- -1 ester derivatives of penicillin Chemical class 0.000 title abstract 8
- 229930186147 Cephalosporin Natural products 0.000 title abstract 2
- 229940124587 cephalosporin Drugs 0.000 title abstract 2
- 150000001780 cephalosporins Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical compound OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 abstract 2
- 229930182555 Penicillin Natural products 0.000 abstract 2
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 abstract 2
- 229940049954 penicillin Drugs 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 abstract 1
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 abstract 1
- HSHGZXNAXBPPDL-HZGVNTEJSA-N 7beta-aminocephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H]([NH3+])[C@@H]12 HSHGZXNAXBPPDL-HZGVNTEJSA-N 0.000 abstract 1
- NVIAYEIXYQCDAN-CLZZGJSISA-N 7beta-aminodeacetoxycephalosporanic acid Chemical compound S1CC(C)=C(C(O)=O)N2C(=O)[C@@H](N)[C@@H]12 NVIAYEIXYQCDAN-CLZZGJSISA-N 0.000 abstract 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 abstract 1
- 125000005041 acyloxyalkyl group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 229960000723 ampicillin Drugs 0.000 abstract 1
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- FUBBGQLTSCSAON-PBFPGSCMSA-N cefaloglycin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)C)C(O)=O)=CC=CC=C1 FUBBGQLTSCSAON-PBFPGSCMSA-N 0.000 abstract 1
- 229950004030 cefaloglycin Drugs 0.000 abstract 1
- ZAIPMKNFIOOWCQ-UEKVPHQBSA-N cephalexin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=CC=C1 ZAIPMKNFIOOWCQ-UEKVPHQBSA-N 0.000 abstract 1
- 229940106164 cephalexin Drugs 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- RCCPEORTSYDPMB-UHFFFAOYSA-N hydroxy benzenecarboximidothioate Chemical compound OSC(=N)C1=CC=CC=C1 RCCPEORTSYDPMB-UHFFFAOYSA-N 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 150000005331 phenylglycines Chemical class 0.000 abstract 1
- 238000006049 ring expansion reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2128871A JPS538714B1 (enrdf_load_stackoverflow) | 1971-04-05 | 1971-04-05 | |
| JP2517071 | 1971-04-19 | ||
| JP2552671 | 1971-04-20 | ||
| JP6024271A JPS4826794A (enrdf_load_stackoverflow) | 1971-08-11 | 1971-08-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1377573A true GB1377573A (en) | 1974-12-18 |
Family
ID=27457553
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1571572A Expired GB1377573A (en) | 1971-04-05 | 1972-04-05 | Acrloxyalkyl ester derivatives of penicillin and cephalosporin |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE781659A (enrdf_load_stackoverflow) |
| CA (1) | CA996929A (enrdf_load_stackoverflow) |
| CH (1) | CH589653A5 (enrdf_load_stackoverflow) |
| DE (1) | DE2215039A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2132447B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1377573A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7091197B2 (en) | 2002-08-23 | 2006-08-15 | Pfizer Inc. | Beta-lactamase inhibitor prodrug |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1094545A (en) * | 1976-02-16 | 1981-01-27 | Michael Gregson | Cephalosporin antibiotics |
| DE2715385A1 (de) * | 1976-04-14 | 1977-11-10 | Takeda Chemical Industries Ltd | Cephalosporinderivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel |
| JPS60224693A (ja) * | 1984-04-20 | 1985-11-09 | Takeda Chem Ind Ltd | セフアロスポリンエステル誘導体 |
| PL2121593T3 (pl) * | 2006-12-10 | 2015-11-30 | Chongxi Yu | Przezskórne systemy dostarczania antybiotyków beta-laktamowych |
| US9969751B2 (en) | 2009-06-10 | 2018-05-15 | Techfields Pharma Co., Ltd. | High penetration prodrug compositions of antimicrobials and antimicrobial-related compounds |
| PL2849738T3 (pl) | 2012-01-18 | 2024-05-13 | Techfields Pharma Co., Ltd. | Kompozycje proleków o dużej szybkości przenikania i ich kompozycje farmaceutyczne do leczenia chorób płuc |
-
1972
- 1972-03-23 CA CA137,884A patent/CA996929A/en not_active Expired
- 1972-03-28 DE DE19722215039 patent/DE2215039A1/de active Pending
- 1972-03-29 CH CH473772A patent/CH589653A5/de not_active IP Right Cessation
- 1972-04-05 GB GB1571572A patent/GB1377573A/en not_active Expired
- 1972-04-05 BE BE781659A patent/BE781659A/xx unknown
- 1972-04-05 FR FR7211910A patent/FR2132447B1/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7091197B2 (en) | 2002-08-23 | 2006-08-15 | Pfizer Inc. | Beta-lactamase inhibitor prodrug |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2132447A1 (enrdf_load_stackoverflow) | 1972-11-17 |
| CA996929A (en) | 1976-09-14 |
| CH589653A5 (en) | 1977-07-15 |
| FR2132447B1 (enrdf_load_stackoverflow) | 1976-04-16 |
| BE781659A (fr) | 1972-07-31 |
| DE2215039A1 (de) | 1972-10-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |