References of 1-Azoniabicyclo[2.2.2]octane,4-(aminocarbonyl)-1-[[(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-,inner salt
Title: Cefclidin
CAS Registry Number: 105239-91-6
CAS Name: 4-(Aminocarbonyl)-1-[[(6
R,7
R)-7-[[(2
Z)-(5-amino-1,2,4-thiadiazol-3-yl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-1-azoniabicyclo[2.2.2]octane inner salt
Synonyms: (6
R,7
R)-3-[(4-carbamoyl-1-quinuclidinio)methyl]-7-[2-(5-amino-1,2,4-thiadiazol-3-yl)-(
Z)-2-methoxyiminoacetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-1-ene-2-carboxylate; (+)-1-[[(6
R,7
R)-7-[2-(5-amino-1,2,4-thiadiazol-3-yl)glyoxylamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-4-carbamoylquinuclidinium hydroxide inner salt 72-(
Z)-(
O-methyloxime); 7b-[(
Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetamido]-3-(4-carbamoyl-1-quinuclidinio)methyl-3-cephem-4-carboxylate
Manufacturers' Codes: E-1040
Molecular Formula: C21H26N8O6S2
Molecular Weight: 550.61
Percent Composition: C 45.81%, H 4.76%, N 20.35%, O 17.43%, S 11.65%
Literature References: Broad spectrum fourth generation cephalosporin antibiotic. Prepn: H. Yamauchi
et al., EP 188255;
eidem, US 4748171 (1986, 1988 both to Eisai). Structure activity study: I. Sugiyama
et al., J. Antibiot. 45, 103 (1992). Comparative
in vitro antibacterial spectrum and b-lactamase resistance: N.-A. Watanabe
et al., Antimicrob. Agents Chemother. 32, 693 (1988).
In vivo antipseudomonal activity: T. Toyosawa
et al., Chemotherapy (Tokyo) 42, 1242 (1994). Clinical pharmacokinetics: M. Nakashima
et al., J. Clin. Pharmacol. 29, 144 (1989). Toxicity study: K. Ogura
et al., Chemotherapy (Tokyo) 40, Suppl. 4, 95 (1992).
Properties: LD50 in male, female mice, rats (mg/kg): >10000, >10000, 2236, 2147 i.v.; >10000 both species orally; >10000 both species s.c.; >5000 both species i.m. (Ogura).
Toxicity data: LD50 in male, female mice, rats (mg/kg): >10000, >10000, 2236, 2147 i.v.; >10000 both species orally; >10000 both species s.c.; >5000 both species i.m. (Ogura)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.
Status: This monograph has been retired and is no longer subject to revision or update.