GB1480027A - Cephalosporin derivatives - Google Patents
Cephalosporin derivativesInfo
- Publication number
- GB1480027A GB1480027A GB21509/75A GB2150975A GB1480027A GB 1480027 A GB1480027 A GB 1480027A GB 21509/75 A GB21509/75 A GB 21509/75A GB 2150975 A GB2150975 A GB 2150975A GB 1480027 A GB1480027 A GB 1480027A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- reaction
- pyridazine
- hydroxy
- tetrazolo
- 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
- 229930186147 Cephalosporin Natural products 0.000 title abstract 2
- 229940124587 cephalosporin Drugs 0.000 title abstract 2
- 150000001780 cephalosporins Chemical class 0.000 title abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 9
- -1 3-hydroxy-pyridazin-6-yl Chemical group 0.000 abstract 2
- QRYPLYMBHJGACD-UHFFFAOYSA-N 5h-tetrazolo[1,5-b]pyridazine-6-thione Chemical compound N1=C(S)C=CC2=NN=NN21 QRYPLYMBHJGACD-UHFFFAOYSA-N 0.000 abstract 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- BGRDGMRNKXEXQD-UHFFFAOYSA-N Maleic hydrazide Chemical compound OC1=CC=C(O)N=N1 BGRDGMRNKXEXQD-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 abstract 1
- IWYDHOAUDWTVEP-SSDOTTSWSA-N (R)-mandelic acid Chemical compound OC(=O)[C@H](O)C1=CC=CC=C1 IWYDHOAUDWTVEP-SSDOTTSWSA-N 0.000 abstract 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- GUSWJGOYDXFJSI-UHFFFAOYSA-N 3,6-dichloropyridazine Chemical compound ClC1=CC=C(Cl)N=N1 GUSWJGOYDXFJSI-UHFFFAOYSA-N 0.000 abstract 1
- YICPBKWYZXFJNB-UHFFFAOYSA-N 3-chloro-1h-pyridazin-6-one Chemical compound OC1=CC=C(Cl)N=N1 YICPBKWYZXFJNB-UHFFFAOYSA-N 0.000 abstract 1
- 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
- RRBQGBYFXZPPAH-UHFFFAOYSA-N 6-chlorotetrazolo[1,5-b]pyridazine Chemical compound N1=C(Cl)C=CC2=NN=NN21 RRBQGBYFXZPPAH-UHFFFAOYSA-N 0.000 abstract 1
- SRYILVFXQKHDGZ-UHFFFAOYSA-N 6-sulfanylidene-1,2-dihydropyridazin-3-one Chemical compound OC1=CC=C(S)N=N1 SRYILVFXQKHDGZ-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000007796 conventional method Methods 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 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
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 abstract 1
- 125000004942 pyridazin-6-yl group Chemical group N1=NC=CC=C1* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D317/34—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/473,040 US3985738A (en) | 1974-05-24 | 1974-05-24 | 7-(D-.alpha.-Hydroxy-2-arylacetamido)-3-(tetrazolo-[4,5-b]pyridazin-6-ylthiomethyl)-3-cephem-4-carboxylic acids |
| US473021A US3910900A (en) | 1974-05-24 | 1974-05-24 | 7-(D-a-hydroxy-2-arylacetamido)-3-(3-hydroxypyridazin-6-ylthiomethyl)-3-cephem-4-carboxylic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1480027A true GB1480027A (en) | 1977-07-20 |
Family
ID=27044006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21509/75A Expired GB1480027A (en) | 1974-05-24 | 1975-05-20 | Cephalosporin derivatives |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS50160292A (https=) |
| CA (1) | CA1052770A (https=) |
| DE (1) | DE2522997A1 (https=) |
| DK (1) | DK223775A (https=) |
| FR (2) | FR2271828B1 (https=) |
| GB (1) | GB1480027A (https=) |
| NL (1) | NL7505960A (https=) |
| SE (1) | SE421702B (https=) |
| YU (1) | YU37479B (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4859123A (en) * | 1987-04-25 | 1989-08-22 | Mitsubishi Kinzoku Kabushiki Kaisha | Insert boring tool |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI771866A7 (https=) * | 1976-06-28 | 1977-12-29 | Fujisawa Pharmaceutical Co | |
| JPS53153692U (https=) * | 1977-05-11 | 1978-12-02 |
-
1975
- 1975-05-20 FR FR7515595A patent/FR2271828B1/fr not_active Expired
- 1975-05-20 GB GB21509/75A patent/GB1480027A/en not_active Expired
- 1975-05-21 NL NL7505960A patent/NL7505960A/xx not_active Application Discontinuation
- 1975-05-21 DK DK223775A patent/DK223775A/da unknown
- 1975-05-21 SE SE7505808A patent/SE421702B/xx unknown
- 1975-05-23 JP JP50061157A patent/JPS50160292A/ja active Pending
- 1975-05-23 CA CA227,721A patent/CA1052770A/en not_active Expired
- 1975-05-23 DE DE19752522997 patent/DE2522997A1/de not_active Withdrawn
- 1975-05-23 YU YU1316/75A patent/YU37479B/xx unknown
-
1978
- 1978-09-01 FR FR7825302A patent/FR2400900A1/fr active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4859123A (en) * | 1987-04-25 | 1989-08-22 | Mitsubishi Kinzoku Kabushiki Kaisha | Insert boring tool |
Also Published As
| Publication number | Publication date |
|---|---|
| DK223775A (da) | 1975-11-25 |
| AU8112775A (en) | 1976-11-18 |
| YU131675A (en) | 1983-04-27 |
| DE2522997A1 (de) | 1975-12-04 |
| FR2400900A1 (fr) | 1979-03-23 |
| FR2271828A1 (https=) | 1975-12-19 |
| YU37479B (en) | 1984-08-31 |
| CA1052770A (en) | 1979-04-17 |
| FR2400900B1 (https=) | 1982-09-03 |
| SE421702B (sv) | 1982-01-25 |
| FR2271828B1 (https=) | 1980-02-08 |
| JPS50160292A (https=) | 1975-12-25 |
| SE7505808L (sv) | 1975-11-25 |
| NL7505960A (nl) | 1975-11-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |