ES463871A1 - Alpha-heterocyclyl-ureido-acetamido penicillin and cephalosporin cpds. - antibacterials for human and veterinary medicine active esp. against Pseudomonas - Google Patents
Alpha-heterocyclyl-ureido-acetamido penicillin and cephalosporin cpds. - antibacterials for human and veterinary medicine active esp. against PseudomonasInfo
- Publication number
- ES463871A1 ES463871A1 ES463871A ES463871A ES463871A1 ES 463871 A1 ES463871 A1 ES 463871A1 ES 463871 A ES463871 A ES 463871A ES 463871 A ES463871 A ES 463871A ES 463871 A1 ES463871 A1 ES 463871A1
- Authority
- ES
- Spain
- Prior art keywords
- opt
- alkyl
- substd
- halo
- phenyl
- 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
- 241000589516 Pseudomonas Species 0.000 title abstract 2
- 229940088710 antibiotic agent Drugs 0.000 title abstract 2
- 239000003814 drug Substances 0.000 title abstract 2
- 229930186147 Cephalosporin Natural products 0.000 title 1
- 229930182555 Penicillin Natural products 0.000 title 1
- 230000000844 anti-bacterial effect Effects 0.000 title 1
- 229940124587 cephalosporin Drugs 0.000 title 1
- 150000001780 cephalosporins Chemical class 0.000 title 1
- 229940049954 penicillin Drugs 0.000 title 1
- -1 RO-phenyl Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000001475 halogen functional group Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000002252 acyl group Chemical group 0.000 abstract 2
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 abstract 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- 125000004299 tetrazol-5-yl group Chemical group [H]N1N=NC(*)=N1 0.000 abstract 2
- 125000001544 thienyl group Chemical group 0.000 abstract 2
- 125000001359 1,2,3-triazol-4-yl group Chemical group [H]N1N=NC([*])=C1[H] 0.000 abstract 1
- 125000004521 1,3,4-thiadiazol-2-yl group Chemical group S1C(=NN=C1)* 0.000 abstract 1
- 241000588722 Escherichia Species 0.000 abstract 1
- 241000588748 Klebsiella Species 0.000 abstract 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 239000003782 beta lactam antibiotic agent Substances 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000002150 cyclohexa-1,4-dienyl group Chemical group [H]C1=C([H])C([H])(*)C([H])=C([H])C1([H])[H] 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- IPZJQDSFZGZEOY-UHFFFAOYSA-N dimethylmethylene Chemical compound C[C]C IPZJQDSFZGZEOY-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002132 β-lactam antibiotic Substances 0.000 abstract 1
- 229940124586 β-lactam antibiotics Drugs 0.000 abstract 1
- 150000003952 β-lactams Chemical class 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)
Abstract
beta-Lactams of formula (I), their easily dissociated esters and pharmaceutically acceptable salts are new:- In the formula, Z = phenyl, RO-phenyl, cyclohexen-1-yl, cyclohexa-1,4-dienyl, or thienyl R and R1 = H or alkyl-(O)n-CO n = 0 or 1 R2 and R3 = H, halo, NO2, NH2 (opt. substd. by 1 or 2 alkyl or by acyl), or together are -CH=CH-CH=CH- opt. with one CH replaced by N, and/or one H replaced by R4 or 2 H's replaced by R4 and R5 R4 and R5 are each alkyl, alkoxy, dialkylamino or halo, or together they are -CH=CH-CH=CH- opt. with one CH replaced by N W = H OH or alkyl X = O or S B = H or CH3O A is C(CH3)2.- CHQ CH2CE=CQ or CH2.C(CH2Y)=CQ Q = COOH, tetrazol-5-yl, or if Y = R6 - pyridinium, it is COO- E = halo or alkoxy Y = H, OH, acetoxy, OCONH2, R6-pyridiniuim or -SHet R6 = H or CONH2 Het = 3-methyl-1,2-4-thiazdiazol-5-yl, 5-methyl-1,34-oxadiazol-2-yl, 1,3,4-thiadiazol-2-yl (opt. substd. by 5-methyl), tetrazol-5yl (opt. substd. by 1-methyl), 1,2,3-triazol-4-yl, 4-methyloxazol-2-yl or 1-oxido-2-pyridino all alkyl, acyl and alkoxy have 1-4C. Proviso is that if A=C(CH3)2.CH(COOH), then Z = o or m-RO-phenyl p -(alkyl-(o)nCO)- phenyl, cyclohexen-1-yl or thienyl and/or W = OH and/or R2 and R3 = halo, NO2, NH2 (opt. substd. as above and/or B=CH3O. (I) are broad-spectrum antibiotics useful in human and veterinary medicine. They are active against e.g. Escherichia, Klebsiella and esp., Pseudomonas, including strains resistant to other beta-lactam antibiotics.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19772710979 DE2710979A1 (en) | 1977-03-14 | 1977-03-14 | Alpha-heterocyclyl-ureido-acetamido penicillin and cephalosporin cpds. - antibacterials for human and veterinary medicine active esp. against Pseudomonas |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES463871A1 true ES463871A1 (en) | 1979-01-01 |
Family
ID=6003546
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES463871A Expired ES463871A1 (en) | 1977-03-14 | 1977-11-04 | Alpha-heterocyclyl-ureido-acetamido penicillin and cephalosporin cpds. - antibacterials for human and veterinary medicine active esp. against Pseudomonas |
Country Status (7)
| Country | Link |
|---|---|
| AT (1) | ATA788777A (en) |
| DD (1) | DD134100A5 (en) |
| DE (1) | DE2710979A1 (en) |
| ES (1) | ES463871A1 (en) |
| GR (1) | GR63172B (en) |
| NZ (1) | NZ186671A (en) |
| PL (1) | PL205285A1 (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2924948A1 (en) * | 1979-06-21 | 1981-01-22 | Thomae Gmbh Dr K | NEW CEPHALOSPORINE, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS |
| DE3134776A1 (en) * | 1981-09-02 | 1983-03-10 | Dr. Karl Thomae Gmbh, 7950 Biberach | NEW 6 (ALPHA) METHOXY PENICILLINE, ITS SALTS, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS |
| FR2874922A1 (en) * | 2004-07-30 | 2006-03-10 | Palumed Sa | New aminoquinoline-antibiotic hybrids, useful as antibacterials in human and veterinary medicine, disinfectants and in agriculture |
| FR2873695A1 (en) * | 2004-07-30 | 2006-02-03 | Palumed Sa | HYBRID MOLECULES QA OR Q IS AMINOQUINOLINE AND A IS AN ANTIBIOTIC OR A RESISTANCE INHIBITOR), THEIR SYNTHESIS AND USES THEREOF AS ANTIBACTERIAL AGENT |
| EP1771456A2 (en) * | 2004-07-30 | 2007-04-11 | Palumed SA | Hybrid qa molecules wherein q is an aminoquinoline and a is an antibiotic residue, their synthesis and their uses as antibacterial agent |
-
1977
- 1977-03-14 DE DE19772710979 patent/DE2710979A1/en not_active Withdrawn
- 1977-11-04 AT AT788777A patent/ATA788777A/en not_active Application Discontinuation
- 1977-11-04 ES ES463871A patent/ES463871A1/en not_active Expired
-
1978
- 1978-03-10 DD DD20411478A patent/DD134100A5/en unknown
- 1978-03-13 NZ NZ18667178A patent/NZ186671A/en unknown
- 1978-03-13 PL PL20528578A patent/PL205285A1/en unknown
- 1978-03-14 GR GR55703A patent/GR63172B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GR63172B (en) | 1979-09-28 |
| DD134100A5 (en) | 1979-02-07 |
| ATA788777A (en) | 1980-11-15 |
| NZ186671A (en) | 1980-03-05 |
| DE2710979A1 (en) | 1978-09-21 |
| PL205285A1 (en) | 1979-06-04 |
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