Claims
- 1. A 3-propenylcephem derivative of the formula ##STR209## wherein R.sub.1 represents a cyano-substituted lower alkyl, and A represents
- (1) an acrylic ammonio group of the formula ##STR210## wherein R.sub.2, R.sub.3 and R.sub.4 are the same or different and are individually a member selected from the group consisting of lower alkyl, hydroxyl-substituted lower alkyl, carbamoyl-substituted lower alkyl, cyano-substituted lower alkyl, amino, (lower alkyl)carbonylamino-substituted lower alkyl, aminosulfonylaminocarbonyl-substituted lower alkyl, (lower alkyl)sulfonylaminocarbonyl-substituted lower alkyl, (lower alkyl)amino-carbonyl-substituted lower alkyl, hydroxyl- and carbamoyl-substituted lower alkyl, hydroxyl- and hydroxy(lower alkyl)aminocarbonyl-substituted lower alkyl, (lower alkyloxy)aminocarbonyl-substituted lower alkyl, hydroxyaminocarbonyl-substituted lower alkyl, carbamoyl(lower alkyl)aminocarbonyl-substituted lower alkyl, hydroxy(lower alkyl)aminocarbonyl-substituted lower alkyl, (lower alkyl)amino-substituted lower alkyl, carboxylate(lower alkyl)di(lower alkyl)ammonio-substituted lower alkyl, di-(lower alkyl)amino- and hydroxyl-substituted lower alkyl, ureido, hydroxyl, carboxyl-substituted lower alkyl, hydroxyl- and carbamoyl-substituted lower alkyl, lower alkyloxy-substituted lower alkyl, di(lower alkyl)aminocarbonyl-substituted lower alkyl, dicarbamoyl-substituted lower alkyl, bis[hydroxy(lower alkyl]aminocarbonyl-substituted lower alkyl, dihydroxyl-substituted lower alkyl, trihydroxyl-substituted lower alkyl, bis[hydroxy(lower alkyl)]amino-substituted lower alkyl amino-substituted lower alkyl, oxo-substituted lower alkyl, di-lower alkylamino-substituted lower alkyl, 5-membered heterocycle-substituted lower alkyl wherein said heterocycle stands for pyrazolyl, imidazolyl, oxadiazolyl or tetrazolyl, or
- (2) A represents a cyclic ammonio group of one of the following formulas: ##STR211## wherein R.sub.5 is a member selected from the group consisting of lower alkyl, carbamoyl-substituted lower alkyl, amino-substituted lower alkyl, hydroxyl-substituted lower alkyl, carboxyl-substituted lower alkyl, cyano-substituted lower alkyl, dihydroxyl-substituted lower alkyl and ureido-substituted lower alkyl groups,
- said cyclic ammonio group optionally containing on the ring thereof one or more substituents selected from hydroxy-substituted lower alkyl, hydroxyl, formyl, sulfonic, carboxyl-substituted lower alkyl, carbamoyl, sulfamoyl, carboxyl, hydroxyimino-substituted lower alkyl, imino-substituted lower alkyl, bis[hydroxy(lower alkyl)]aminocarbonyl, hydroxy(lower alkyl)aminocarbonyl, amino, morpholinocarbonyl, carboxy(lower alkyloxy)-substituted lower alkyl, carboxy lower alkylthio, and lower alkyl groups,
- or a pharmaceutically acceptable salt thereof.
- 2. An anti-bacterial composition which comprises an effective amount of a compound or salt thereof as defined in claim 1 and optionally a pharmacologically acceptable carrier.
- 3. A method for treating a bacterial disease which comprises administering an anti-bacterially effective amount of a compound or salt thereof as defined in claim 1 having anti-bacterial activity.
- 4. The compound as claimed in claim 1, which is 7.beta.-[2-(5-amino-1,2,4-thiadiazol-3-yl)-(Z)-2-cyanomethoxyiminoacetamido]-3-[(E)-3-[(2-oxopropyl)dimethylammonio]-1-propen-1-yl]-3-cephem-4-carboxylate.
- 5. The compound as claimed in claim 1, which is 7.beta.-[2-(5-amino-1,2,4-thiadiazol-3-yl)-(Z)-2-cyanomethoxyiminoacetamido]-3-[(E)-3-[(1S-carbamoylethyl)dimethylammonio]-1-propen-1-yl]-3-cephem-4-carboxylate.
- 6. The compound as claimed in claim 1, which is 7.beta.-[2-(5-amino-1,2,4-thiadiazol-3-yl)-(Z)-2-cyanomethoxyiminoacetamido] -3-[(E)-3-[(1R-carbamoylethyl)dimethylammonio]-1-propen-1-yl]-3-cephem-4-carboxylate.
Priority Claims (6)
Number |
Date |
Country |
Kind |
61-241480 |
Oct 1986 |
JPX |
|
61-262799 |
Nov 1986 |
JPX |
|
61-292574 |
Dec 1986 |
JPX |
|
62-21866 |
Feb 1987 |
JPX |
|
62-219230 |
Sep 1987 |
JPX |
|
62-222147 |
Sep 1987 |
JPX |
|
Parent Case Info
This application is a division of application Ser. No. 107/631, filed Oct. 13, 1987, now U.S. Pat. No. 4,921,850.
US Referenced Citations (4)
Number |
Name |
Date |
Kind |
4486586 |
Narita et al. |
Dec 1984 |
|
4520193 |
Berger et al. |
May 1983 |
|
4751295 |
Oka et al. |
Jun 1988 |
|
4761410 |
Takaya et al. |
Aug 1988 |
|
Foreign Referenced Citations (8)
Number |
Date |
Country |
58-174387 |
Oct 1983 |
JPX |
58-198490 |
Nov 1983 |
JPX |
59-130295 |
Jul 1984 |
JPX |
59-172493 |
Sep 1984 |
JPX |
59-219292 |
Dec 1984 |
JPX |
60-97983 |
May 1985 |
JPX |
60-197693 |
Oct 1985 |
JPX |
62-6085 |
Jan 1986 |
JPX |
Divisions (1)
|
Number |
Date |
Country |
Parent |
107631 |
Oct 1987 |
|