JPS57131758A - 1-sulfo-2-oxoazetidine derivative, its preparation and use - Google Patents
1-sulfo-2-oxoazetidine derivative, its preparation and useInfo
- Publication number
- JPS57131758A JPS57131758A JP56194311A JP19431181A JPS57131758A JP S57131758 A JPS57131758 A JP S57131758A JP 56194311 A JP56194311 A JP 56194311A JP 19431181 A JP19431181 A JP 19431181A JP S57131758 A JPS57131758 A JP S57131758A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- preparation
- sulfo
- methoxyiminoacetamide
- formulai
- 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.)
- Pending
Links
- CDFGMYLBUSYTKQ-UHFFFAOYSA-N 2-oxoazetidine-1-sulfonic acid Chemical class OS(=O)(=O)N1CCC1=O CDFGMYLBUSYTKQ-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- 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
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 238000006277 sulfonation reaction Methods 0.000 abstract 1
- 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 abstract 1
Abstract
NEW MATERIAL:A compound of formulaI(R is organic residue bonding at a carbon atom; R1 is amino group which may be acylated or protected; X is H, methoxy), its salt or ester.
EXAMPLE: Sodium cis-3-[ 2-( 2-amino-thiazolyl )-2-methoxyiminoacetamide ]-4-methoxyiminoacetamide]-4-methoxycarbonyl-2-oxoazetidine-1-sulfonate or its syn-isomer.
USE: It has high antibiotic and β-lactamse-inhibiting activity. It is used as an antibacterial or for microbism treatment.
PREPARATION: The sulfonation of a compound of formula II or alkylation of a compound of formula III gives the compound of formulaI.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56194311A JPS57131758A (en) | 1980-12-05 | 1981-12-02 | 1-sulfo-2-oxoazetidine derivative, its preparation and use |
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/JP1980/000297 WO1982001873A1 (en) | 1980-12-05 | 1980-12-05 | 1-sulfo-2-oxoazetidine derivatives and process for their preparation |
| PCT/JP1981/000103 WO1982003859A1 (en) | 1980-12-05 | 1981-04-30 | 1-sulfo-2-oxoazetidine derivatives and process for their preparation |
| PCT/JP1981/000183 WO1983000689A1 (en) | 1980-12-05 | 1981-08-21 | 1-sulfo-2-oxoazetidine derivatives and process for their preparation |
| PCT/JP1981/000252 WO1983001063A1 (en) | 1980-12-05 | 1981-09-24 | 1-sulfo-2-oxoazetidine derivatives and process for their preparation |
| JP56194311A JPS57131758A (en) | 1980-12-05 | 1981-12-02 | 1-sulfo-2-oxoazetidine derivative, its preparation and use |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS57131758A true JPS57131758A (en) | 1982-08-14 |
Family
ID=27524822
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56194311A Pending JPS57131758A (en) | 1980-12-05 | 1981-12-02 | 1-sulfo-2-oxoazetidine derivative, its preparation and use |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57131758A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56125362A (en) * | 1980-02-07 | 1981-10-01 | Squibb & Sons Inc | Beta lactam antibiotic and manufacture |
| JPS5877861A (en) * | 1981-10-05 | 1983-05-11 | イ−・ア−ル・スクイブ・アンド・サンズ・インコ−ポレイテツド | 4-ether derivative of 2-azetidinone-1-sulfonic acids |
| JPS58135883A (en) * | 1981-10-23 | 1983-08-12 | ルセル―ユクラフ | Novel compounds of 3-amino-2-oxoazetidine-1- sulfonic acid derivatives, manufacture, use as drug, composition and intermediate product |
| JPS59231086A (en) * | 1983-06-15 | 1984-12-25 | Teikoku Hormone Mfg Co Ltd | 4-methoxyethyl-2-azetidinone-1-sulfonic acid derivative |
| JPS601162A (en) * | 1983-06-17 | 1985-01-07 | Dai Ichi Seiyaku Co Ltd | Azetidine-1-sulfonic acid derivative |
| JPS6011488A (en) * | 1983-06-30 | 1985-01-21 | Teikoku Hormone Mfg Co Ltd | 2-azetidinone-1-sulfonic acid derivative |
| JPS6041675A (en) * | 1983-08-15 | 1985-03-05 | Teikoku Hormone Mfg Co Ltd | 4-methoxyethyl-2-azetidinone-1-sulfonic acid compound |
| JPS6097978A (en) * | 1983-10-31 | 1985-05-31 | Otsuka Chem Co Ltd | 3-acylamino-4-methyl-2-azetidinone-1-sulfonic acid derivative, its production and drug containing said derivative |
| JPS60202882A (en) * | 1984-03-27 | 1985-10-14 | Teikoku Hormone Mfg Co Ltd | Novel 2-azetidinone-1-sulfonic acid derivative |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56125362A (en) * | 1980-02-07 | 1981-10-01 | Squibb & Sons Inc | Beta lactam antibiotic and manufacture |
-
1981
- 1981-12-02 JP JP56194311A patent/JPS57131758A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56125362A (en) * | 1980-02-07 | 1981-10-01 | Squibb & Sons Inc | Beta lactam antibiotic and manufacture |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS56125362A (en) * | 1980-02-07 | 1981-10-01 | Squibb & Sons Inc | Beta lactam antibiotic and manufacture |
| JPS5877861A (en) * | 1981-10-05 | 1983-05-11 | イ−・ア−ル・スクイブ・アンド・サンズ・インコ−ポレイテツド | 4-ether derivative of 2-azetidinone-1-sulfonic acids |
| JPS58135883A (en) * | 1981-10-23 | 1983-08-12 | ルセル―ユクラフ | Novel compounds of 3-amino-2-oxoazetidine-1- sulfonic acid derivatives, manufacture, use as drug, composition and intermediate product |
| JPH0471073B2 (en) * | 1981-10-23 | 1992-11-12 | Roussel Uclaf | |
| JPS59231086A (en) * | 1983-06-15 | 1984-12-25 | Teikoku Hormone Mfg Co Ltd | 4-methoxyethyl-2-azetidinone-1-sulfonic acid derivative |
| JPS601162A (en) * | 1983-06-17 | 1985-01-07 | Dai Ichi Seiyaku Co Ltd | Azetidine-1-sulfonic acid derivative |
| JPH0329068B2 (en) * | 1983-06-17 | 1991-04-23 | Daiichi Seiyaku Co | |
| JPS6011488A (en) * | 1983-06-30 | 1985-01-21 | Teikoku Hormone Mfg Co Ltd | 2-azetidinone-1-sulfonic acid derivative |
| JPS6041675A (en) * | 1983-08-15 | 1985-03-05 | Teikoku Hormone Mfg Co Ltd | 4-methoxyethyl-2-azetidinone-1-sulfonic acid compound |
| JPS6097978A (en) * | 1983-10-31 | 1985-05-31 | Otsuka Chem Co Ltd | 3-acylamino-4-methyl-2-azetidinone-1-sulfonic acid derivative, its production and drug containing said derivative |
| JPH0541634B2 (en) * | 1983-10-31 | 1993-06-24 | Otsuka Kagaku Kk | |
| JPS60202882A (en) * | 1984-03-27 | 1985-10-14 | Teikoku Hormone Mfg Co Ltd | Novel 2-azetidinone-1-sulfonic acid derivative |
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