GB1377692A - Antibacterial agents and a process for the preparation thereof - Google Patents
Antibacterial agents and a process for the preparation thereofInfo
- Publication number
- GB1377692A GB1377692A GB225372A GB225372A GB1377692A GB 1377692 A GB1377692 A GB 1377692A GB 225372 A GB225372 A GB 225372A GB 225372 A GB225372 A GB 225372A GB 1377692 A GB1377692 A GB 1377692A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- formula
- prepared
- salt
- triazole
- 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
- 239000003242 anti bacterial agent Substances 0.000 title 1
- 229930186147 Cephalosporin Natural products 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 230000000903 blocking effect Effects 0.000 abstract 3
- 229940124587 cephalosporin Drugs 0.000 abstract 3
- 150000001780 cephalosporins Chemical class 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- -1 t-butoxycarbonyl group Chemical group 0.000 abstract 3
- SGFCVOOJFYBQBO-UHFFFAOYSA-N 1,2-dihydrotriazole-5-thione;potassium Chemical compound [K].SC1=CN=NN1 SGFCVOOJFYBQBO-UHFFFAOYSA-N 0.000 abstract 1
- LLCOQBODWBFTDD-UHFFFAOYSA-N 1h-triazol-1-ium-4-thiolate Chemical compound SC1=CNN=N1 LLCOQBODWBFTDD-UHFFFAOYSA-N 0.000 abstract 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 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
- 241000894006 Bacteria Species 0.000 abstract 1
- YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- CPEKAXYCDKETEN-UHFFFAOYSA-N benzoyl isothiocyanate Chemical compound S=C=NC(=O)C1=CC=CC=C1 CPEKAXYCDKETEN-UHFFFAOYSA-N 0.000 abstract 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- HXZKWLREFWMGEV-UHFFFAOYSA-N n-(thiadiazol-5-yl)benzamide Chemical compound C=1C=CC=CC=1C(=O)NC1=CN=NS1 HXZKWLREFWMGEV-UHFFFAOYSA-N 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229940049953 phenylacetate Drugs 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- KGOYUAKADZFFCO-UHFFFAOYSA-M potassium;2h-triazole-4-thiolate Chemical compound [K+].[S-]C1=CN=NN1 KGOYUAKADZFFCO-UHFFFAOYSA-M 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- XWLVFYWUQZTUCK-OGFXRTJISA-M sodium;(2r)-2-amino-2-phenylacetate Chemical compound [Na+].[O-]C(=O)[C@H](N)C1=CC=CC=C1 XWLVFYWUQZTUCK-OGFXRTJISA-M 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/06—1,2,3-Thiadiazoles; Hydrogenated 1,2,3-thiadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10744871A | 1971-01-18 | 1971-01-18 | |
| US16753471A | 1971-07-29 | 1971-07-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1377692A true GB1377692A (en) | 1974-12-18 |
Family
ID=26804793
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB225372A Expired GB1377692A (en) | 1971-01-18 | 1972-01-17 | Antibacterial agents and a process for the preparation thereof |
Country Status (13)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5953275B2 (ja) * | 1973-01-31 | 1984-12-24 | ブリストル マイヤ−ズ カンパニ− | 抗菌剤の製法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH527215A (de) * | 1967-04-15 | 1972-08-31 | Fujisawa Pharmaceutical Co | Verfahren zur Herstellung von 3,7-disubstituierten Cephalosporinderivaten |
| US3641021A (en) * | 1969-04-18 | 1972-02-08 | Lilly Co Eli | 3 7-(ring-substituted) cephalosporin compounds |
-
1972
- 1972-01-14 NL NL7200588A patent/NL7200588A/xx active Search and Examination
- 1972-01-14 CA CA132,433A patent/CA977337A/en not_active Expired
- 1972-01-14 YU YU9172A patent/YU36967B/xx unknown
- 1972-01-14 AU AU37950/72A patent/AU463529B2/en not_active Expired
- 1972-01-17 FR FR7201421A patent/FR2122462B1/fr not_active Expired
- 1972-01-17 GB GB225372A patent/GB1377692A/en not_active Expired
- 1972-01-17 PH PH13201A patent/PH11119A/en unknown
- 1972-01-18 BE BE778207A patent/BE778207A/xx not_active IP Right Cessation
- 1972-01-18 DE DE19722265590 patent/DE2265590C2/de not_active Expired
- 1972-01-18 CH CH71372A patent/CH569741A5/xx not_active IP Right Cessation
- 1972-01-18 DK DK23572A patent/DK128120B/da not_active IP Right Cessation
- 1972-01-18 CH CH683675A patent/CH572938A5/xx not_active IP Right Cessation
- 1972-01-18 SE SE56172A patent/SE390170B/xx unknown
- 1972-01-18 DE DE19722202274 patent/DE2202274C2/de not_active Expired
-
1973
- 1973-12-05 PH PH15290A patent/PH12192A/en unknown
-
1974
- 1974-04-24 SE SE7405543A patent/SE405250B/xx unknown
- 1974-05-10 YU YU129074A patent/YU36734B/xx unknown
-
1976
- 1976-06-16 JP JP6984276A patent/JPS5214792A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| CH569741A5 (enrdf_load_stackoverflow) | 1975-11-28 |
| SE405250B (sv) | 1978-11-27 |
| YU36734B (en) | 1984-08-31 |
| NL7200588A (enrdf_load_stackoverflow) | 1972-07-20 |
| CH572938A5 (enrdf_load_stackoverflow) | 1976-02-27 |
| PH12192A (en) | 1978-11-21 |
| JPS5214792A (en) | 1977-02-03 |
| JPS536159B2 (enrdf_load_stackoverflow) | 1978-03-04 |
| BE778207A (fr) | 1972-07-18 |
| SE390170B (sv) | 1976-12-06 |
| DE2265590C2 (de) | 1982-05-19 |
| DE2202274A1 (de) | 1972-07-27 |
| AU3795072A (en) | 1973-07-19 |
| CA977337A (en) | 1975-11-04 |
| YU129074A (en) | 1982-06-18 |
| PH11119A (en) | 1977-10-27 |
| YU9172A (en) | 1982-06-18 |
| DK128120B (da) | 1974-03-04 |
| DE2202274C2 (de) | 1982-05-27 |
| FR2122462B1 (enrdf_load_stackoverflow) | 1975-12-26 |
| FR2122462A1 (enrdf_load_stackoverflow) | 1972-09-01 |
| AU463529B2 (en) | 1975-07-31 |
| YU36967B (en) | 1984-08-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |