SK513779A3 - Antibacterial agent containing thienamycin-type antibiotic and dipeptidase inhibitor - Google Patents
Antibacterial agent containing thienamycin-type antibiotic and dipeptidase inhibitor Download PDFInfo
- Publication number
- SK513779A3 SK513779A3 SK5137-79A SK513779A SK513779A3 SK 513779 A3 SK513779 A3 SK 513779A3 SK 513779 A SK513779 A SK 513779A SK 513779 A3 SK513779 A3 SK 513779A3
- Authority
- SK
- Slovakia
- Prior art keywords
- group
- carbon atoms
- compound
- thienamycin
- amino
- Prior art date
Links
- 239000003242 anti bacterial agent Substances 0.000 title claims description 11
- 229940090955 Dipeptidase inhibitor Drugs 0.000 title claims description 10
- 230000003115 biocidal effect Effects 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 24
- WKDDRNSBRWANNC-ATRFCDNQSA-N Thienamycin Chemical compound C1C(SCCN)=C(C(O)=O)N2C(=O)[C@H]([C@H](O)C)[C@H]21 WKDDRNSBRWANNC-ATRFCDNQSA-N 0.000 claims abstract description 17
- -1 beta -lactam compound Chemical class 0.000 claims abstract description 17
- WKDDRNSBRWANNC-UHFFFAOYSA-N Thienamycin Natural products C1C(SCCN)=C(C(O)=O)N2C(=O)C(C(O)C)C21 WKDDRNSBRWANNC-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000003112 inhibitor Substances 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 230000000844 anti-bacterial effect Effects 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 7
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 5
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- BSIMZHVOQZIAOY-UHFFFAOYSA-N 7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid Chemical compound OC(=O)C1=CCC2CC(=O)N12 BSIMZHVOQZIAOY-UHFFFAOYSA-N 0.000 claims description 3
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000004442 acylamino group Chemical group 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- 150000001768 cations Chemical class 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- XNQULTQRGBXLIA-UHFFFAOYSA-O phosphonic anhydride Chemical compound O[P+](O)=O XNQULTQRGBXLIA-UHFFFAOYSA-O 0.000 claims description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- ZSKVGTPCRGIANV-ZXFLCMHBSA-N imipenem Chemical compound C1C(SCC\N=C\N)=C(C(O)=O)N2C(=O)[C@H]([C@H](O)C)[C@H]21 ZSKVGTPCRGIANV-ZXFLCMHBSA-N 0.000 claims 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 2
- WIESNNVNXBYTFK-FLIBITNWSA-N (z)-2-[(2,2-dimethylcyclopropanecarbonyl)amino]oct-2-enoic acid Chemical compound CCCCC\C=C(C(O)=O)/NC(=O)C1CC1(C)C WIESNNVNXBYTFK-FLIBITNWSA-N 0.000 claims 1
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000003275 alpha amino acid group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N guanidine group Chemical group NC(=N)N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims 1
- 102000004860 Dipeptidases Human genes 0.000 abstract description 2
- 108090001081 Dipeptidases Proteins 0.000 abstract description 2
- 150000003952 β-lactams Chemical class 0.000 abstract description 2
- 229940124350 antibacterial drug Drugs 0.000 abstract 1
- 239000000890 drug combination Substances 0.000 abstract 1
- 125000003460 beta-lactamyl group Chemical group 0.000 description 4
- 108090000204 Dipeptidase 1 Proteins 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 3
- 108090000790 Enzymes Proteins 0.000 description 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 3
- 229940088710 antibiotic agent Drugs 0.000 description 3
- 230000004060 metabolic process Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 102000003850 Dipeptidase 1 Human genes 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 229930186147 Cephalosporin Natural products 0.000 description 1
- 102100020743 Dipeptidase 1 Human genes 0.000 description 1
- 229940127422 Dipeptidase Inhibitors Drugs 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 125000000539 amino acid group Chemical group 0.000 description 1
- 239000003782 beta lactam antibiotic agent Substances 0.000 description 1
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 description 1
- 229940124587 cephalosporin Drugs 0.000 description 1
- 150000001780 cephalosporins Chemical class 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical group C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 150000002960 penicillins Chemical class 0.000 description 1
- 238000003385 ring cleavage reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000002132 β-lactam antibiotic Substances 0.000 description 1
- 229940124586 β-lactam antibiotics Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
- C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
- C07D477/16—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hetero atoms or carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 3
- C07D477/20—Sulfur atoms
-
- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
- C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Biochemistry (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US92721378A | 1978-07-24 | 1978-07-24 | |
| US5023279A | 1979-06-22 | 1979-06-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SK278357B6 SK278357B6 (en) | 1997-01-08 |
| SK513779A3 true SK513779A3 (en) | 1997-01-08 |
Family
ID=26728043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK5137-79A SK513779A3 (en) | 1978-07-24 | 1979-07-23 | Antibacterial agent containing thienamycin-type antibiotic and dipeptidase inhibitor |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0007614B1 (es) |
| AR (1) | AR244550A1 (es) |
| AU (1) | AU529315B2 (es) |
| CA (1) | CA1136549A (es) |
| CZ (1) | CZ280583B6 (es) |
| DD (1) | DD145059A5 (es) |
| DE (1) | DE2964609D1 (es) |
| EG (1) | EG14367A (es) |
| ES (1) | ES482774A1 (es) |
| FI (1) | FI792282A (es) |
| GR (1) | GR69997B (es) |
| HK (1) | HK23286A (es) |
| HU (1) | HU182973B (es) |
| IE (1) | IE51691B1 (es) |
| IL (1) | IL57798A (es) |
| NZ (1) | NZ190993A (es) |
| PH (1) | PH16620A (es) |
| PT (1) | PT69955B (es) |
| SK (1) | SK513779A3 (es) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5071843A (en) * | 1978-07-24 | 1991-12-10 | Merck & Co., Inc. | Combination of 2-substituted carbapenems with dipeptidase inhibitors |
| US4880793A (en) * | 1978-07-24 | 1989-11-14 | Merck & Co., Inc. | Combination of thienamycin-type antibiotics with dipeptidase inhibitors |
| IE50333B1 (en) * | 1979-11-02 | 1986-04-02 | Merck & Co Inc | Antibacterial compositions comprising a beta-lactam-type compound and a 3-substituted propenoate |
| EP0048025B1 (en) * | 1980-09-17 | 1986-01-15 | Merck & Co. Inc. | Antibacterial composition of thienamycin type compound and a dipeptidase inhibitor |
| PT73640B (en) * | 1980-09-17 | 1983-10-19 | Merck & Co Inc | Process for preparing chemical compounds selectively inhibit the metabolism of dipeptidase |
| EP0048301A1 (en) * | 1980-09-24 | 1982-03-31 | Merck & Co. Inc. | 2-(Cyclopropane-carboxamido)-2-alkenoic acids, their esters and salts, and antibacterial compositions comprising the same and a thienamycin-type compound |
| NZ201471A (en) * | 1981-08-10 | 1985-09-13 | Merck & Co Inc | Antibacterial compositions containing penems and dipeptidase inhibitors |
| JPS6025952A (ja) * | 1983-07-20 | 1985-02-08 | Sumitomo Chem Co Ltd | 光学活性２，２−ジメチルシクロプロパン−１−カルボン酸誘導体の製造法 |
| CA1246450A (en) * | 1984-04-30 | 1988-12-13 | Merck & Co., Inc. | Combination of 2-substituted carbapenems with cipeptide inhibitors |
| IE851586L (en) * | 1984-07-02 | 1986-01-02 | Interchem Internat S A | I methylcarbapenems having a 2-quaternary¹heteroarylalkylthio substituent |
| CA1273012A (en) * | 1984-07-02 | 1990-08-21 | Burton G. Christensen | 1-methylcarbapenems having an externally alkylated mono- of bicyclic 2-quarternary heteroarylalkylthio substituent |
| CA1273011A (en) * | 1984-07-02 | 1990-08-21 | Susan M. Schmitt | Carbapenems having an externally alkylated mono- or bicyclic 2-quaternary heteroarylalkylthio substituent |
| NO172099C (no) * | 1984-10-15 | 1993-06-09 | Sankyo Co | Fremgangsmaate til fremstilling av et preparat som inneholder et penem -eller karbapenemantibiotikum og en n-acetylert aminosyre |
| US4680292A (en) * | 1984-12-13 | 1987-07-14 | Merck & Co., Inc. | Carbapenems and 1-methylcarbapenems having a 2-heteroaryliumaliphatic substituent |
| US4739113A (en) * | 1986-05-30 | 1988-04-19 | Merck & Co., Inc. | Bis(cyclopropanecarboxamido)alkadienedioic acids as renal dipeptidase inhibitors |
| EP0464900A3 (en) | 1990-06-26 | 1992-07-22 | Merck & Co. Inc. | 2-biphenyl-carbapenems |
| CA2052730A1 (en) | 1990-10-11 | 1992-04-12 | Frank P. Dininno | 2-(substituted-dibenzofuranyl and dibenzothienyl) carbapenem antibacterial agents |
| EP0497353B1 (en) * | 1991-02-01 | 2002-05-08 | Suntory Limited | Use of cilastatin, glutathione or N-acetyl-L-cysteine for the preparation of a medicament for the improvement of gastrointestinal absorption of penem or carbapenem antibiotics |
| US6297231B1 (en) | 1996-10-28 | 2001-10-02 | Merck & Co., Inc. | Stabilized carbapenem antibiotic compositions and method of making |
| US6255300B1 (en) | 1997-09-09 | 2001-07-03 | Merck & Co., Inc. | Carbapenem antibacterial compounds, compositions containing such compounds and methods of treatment |
| US6277843B1 (en) | 1997-09-17 | 2001-08-21 | Merck & Co., Inc. | Carbapenem antibacterial compounds, compositions containing such compounds and methods of treatment |
| US6271222B1 (en) | 1998-05-28 | 2001-08-07 | Merck & Co., Inc. | Penem antibacterial compounds, compositions and methods of treatment |
| US6288054B1 (en) | 1998-06-02 | 2001-09-11 | Merck & Co., Inc. | Carbapenem antibacterial compounds, compositions containing such compounds and methods of treatment |
| US6310055B2 (en) | 1998-06-02 | 2001-10-30 | Merck & Co., Inc. | Halophenoxy substituted carbapenem antibacterial compounds |
| US6284753B2 (en) | 1998-06-02 | 2001-09-04 | Merck & Co., Inc. | Carbapenem antibacterial compounds, compositions containing such compounds and methods of treatment |
| JP2002518498A (ja) | 1998-06-25 | 2002-06-25 | メルク エンド カムパニー インコーポレーテッド | ナフト［１，８−ｄｅ］チアジン−２−イルメチルカルバペネム抗菌物質 |
| EP1089999A4 (en) | 1998-06-25 | 2002-12-04 | Merck & Co Inc | CARBAPENEM ANTIBACTERIALS (HETEROCYCLIC) SUBSTITUTED BY METHYL |
| US6265395B1 (en) | 1998-06-25 | 2001-07-24 | Merck & Co., Inc. | Carbapenem antibacterial compounds, compositions containing such compounds and methods of treatment |
| US6294528B1 (en) | 1998-06-25 | 2001-09-25 | Merck & Co., Inc. | Carbapenem antibacterial compounds, compositions containing such compounds and method of treatment |
| US6346525B1 (en) | 1998-06-25 | 2002-02-12 | Merck & Co., Inc. | Carbapenem antibacterial compounds, compositions containing such compounds and methods of treatment |
| US6316488B1 (en) | 1999-06-17 | 2001-11-13 | Merck & Co., Inc. | Antibiotic compound |
| US6221859B1 (en) | 1999-08-27 | 2001-04-24 | Merck & Co., Inc. | Carbapenem antibacterial compositions and methods of the treatment |
| WO2012104793A1 (en) * | 2011-02-02 | 2012-08-09 | Indian Council Of Medical Research | An antibacterial and antiviral compound |
| AU2012275499A1 (en) | 2011-06-27 | 2013-12-19 | Kyorin Pharmaceutical Co., Ltd. | Bridged bicyclic compounds for the treatment of bacterial infections |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2272684A1 (en) * | 1975-01-07 | 1975-12-26 | Ito Shojiro | Antibiotic-unsaturated acid compsns. - having a synergistic effect against gram positive and negative bacteria |
-
1979
- 1979-07-04 AR AR79277427A patent/AR244550A1/es active
- 1979-07-12 PH PH22771A patent/PH16620A/en unknown
- 1979-07-12 NZ NZ190993A patent/NZ190993A/xx unknown
- 1979-07-13 IL IL57798A patent/IL57798A/xx unknown
- 1979-07-16 AU AU48932/79A patent/AU529315B2/en not_active Expired
- 1979-07-20 GR GR59656A patent/GR69997B/el unknown
- 1979-07-20 CA CA000332316A patent/CA1136549A/en not_active Expired
- 1979-07-20 PT PT69955A patent/PT69955B/pt unknown
- 1979-07-20 FI FI792282A patent/FI792282A/fi not_active Application Discontinuation
- 1979-07-20 HU HU79ME2286A patent/HU182973B/hu unknown
- 1979-07-23 ES ES482774A patent/ES482774A1/es not_active Expired
- 1979-07-23 CZ CS795137A patent/CZ280583B6/cs unknown
- 1979-07-23 SK SK5137-79A patent/SK513779A3/sk unknown
- 1979-07-24 EG EG443/79A patent/EG14367A/xx active
- 1979-07-24 DD DD79214580A patent/DD145059A5/de unknown
- 1979-07-24 DE DE7979102615T patent/DE2964609D1/de not_active Expired
- 1979-07-24 EP EP79102615A patent/EP0007614B1/en not_active Expired
- 1979-08-08 IE IE1388/79A patent/IE51691B1/en not_active IP Right Cessation
-
1986
- 1986-04-03 HK HK232/86A patent/HK23286A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IL57798A (en) | 1986-11-30 |
| AR244550A1 (es) | 1993-11-30 |
| EP0007614B1 (en) | 1983-01-26 |
| CZ513779A3 (en) | 1995-10-18 |
| PT69955A (en) | 1979-08-01 |
| SK278357B6 (en) | 1997-01-08 |
| NZ190993A (en) | 1981-10-19 |
| HU182973B (en) | 1984-03-28 |
| EG14367A (en) | 1984-09-30 |
| AU529315B2 (en) | 1983-06-02 |
| AU4893279A (en) | 1980-01-31 |
| PT69955B (pt) | 1981-06-11 |
| IL57798A0 (en) | 1979-11-30 |
| HK23286A (en) | 1986-04-11 |
| CZ280583B6 (cs) | 1996-02-14 |
| CA1136549A (en) | 1982-11-30 |
| DE2964609D1 (en) | 1983-03-03 |
| FI792282A (fi) | 1980-01-25 |
| GR69997B (es) | 1982-07-23 |
| PH16620A (en) | 1983-11-28 |
| DD145059A5 (de) | 1980-11-19 |
| IE51691B1 (en) | 1987-02-18 |
| ES482774A1 (es) | 1980-09-01 |
| IE791388L (en) | 1980-01-24 |
| EP0007614A1 (en) | 1980-02-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SK513779A3 (en) | Antibacterial agent containing thienamycin-type antibiotic and dipeptidase inhibitor | |
| EP0072710B1 (en) | Carbapenem derivatives, their preparation and compositions containing them | |
| AU686371B2 (en) | Cephalosporin antibiotics | |
| EP0072014B1 (en) | Combination of 2-substituted penems with dipeptidase inhibitors | |
| US5147868A (en) | Thienamycin renal peptidase inhibitors | |
| SK280890B6 (sk) | Karbapenémové zlúčeniny s 2-(3-karboxyfenylkarbamoyl)pyrolidín- -4-yltioskupinou v polohe 2, spôsob ich prípravy, medziprodukty na tento spôsob a farmaceutická kompozícia s ich obsahom | |
| US4539208A (en) | Combination of thienamycin-type antibiotics with dipeptidase inhibitors | |
| MA26457A1 (fr) | Vinylpyrrolidone-cephalosporines a substituants basiques, procede pour leur preparation, compositions pharmaceutiques les contenant et leur utilisation | |
| EP0011173B1 (en) | Process for producing antibiotic beta-lactam compounds | |
| EP0184843A1 (en) | Carbapenems and 1-methylcarbapenems having an externally alkylated mono- or bicyclic 2-quaternary heteroarylalkyl substituent | |
| EP0010573B1 (en) | Novel z-2-acylamino-3-monosubstituted propenic acids and their esters and salts, and processes for preparing them | |
| EP0048301A1 (en) | 2-(Cyclopropane-carboxamido)-2-alkenoic acids, their esters and salts, and antibacterial compositions comprising the same and a thienamycin-type compound | |
| EP0040408B1 (en) | Beta-lactam compounds and process for production thereof | |
| SU1598880A3 (ru) | Способ получени сложных эфиров цефалоспоринов или их фармацевтически применимых солей с кислотами | |
| US4616038A (en) | Combination of thienamycin-type antibiotics with dipeptidase inhibitors | |
| WO1997010225A1 (en) | Pyrrolidine and thiazole derivatives with antibacterial and metallo-beta-lactamase inhibitory properties | |
| GB2071656A (en) | 7-ozo-1-azabicyclo(3,2,0)hept-2-ene-2-carboxylic acid derivatives their use and preparation | |
| KR910009050B1 (ko) | 페넴 또는 카르바페넴 항생물질과 아미노산 유도체와의 조성물의 제조방법 | |
| US4406902A (en) | Dipeptidase inhibitors | |
| EP0049389B1 (en) | Z-omega-substituted thio-2-(2,2-dimethylcyclopropanecarboxamido)-2-alkenoic acids, a process for preparing and an antibacterial composition containing the same | |
| US4880793A (en) | Combination of thienamycin-type antibiotics with dipeptidase inhibitors | |
| US4797394A (en) | 6-(1-carbamoyl-1-hydroxymethyl)penicillanic acid derivatives | |
| GB2105329A (en) | Penem-3-carboxylic acid derivatives their preparation and their use as antimicrobial agents | |
| EP0048025B1 (en) | Antibacterial composition of thienamycin type compound and a dipeptidase inhibitor | |
| US4739113A (en) | Bis(cyclopropanecarboxamido)alkadienedioic acids as renal dipeptidase inhibitors |