Home > Name List By other > (6R,7R)-7-[[(2Z)-2-(2-amino-1, 3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4- methyl-1, 3-thiazol-2-yl]...

CAS No 69739-16-8 , (6R,7R)-7-[[(2Z)-2-(2-amino-1,
3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-
methyl-1,
3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-
ene-2-carboxylic acid

  • Name: (6R,7R)-7-[[(2Z)-2-(2-amino-1,
    3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-
    methyl-1,
    3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-
    ene-2-carboxylic acid
  • Synonyms: HR-221;(6R,7R)-7-[[(2Z)-2-(2-amino-1,
    3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-
    methyl-1,
    3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-
    ene-2-carboxylic acid; Diezime; Cefodizimum; Timecef; Modivid; CDZM; Cefodizme; 69739-16-8;Cefodizima;
  • CAS Registry Number:
  • Density: 1.86 g/cm3
  • Refractive index: 1.851
  • Safety Statements: S22;S26;S36/37/39;
  • Hazard Symbols: Xi
  • Molecular Weight: 584.6688
  • InchiKey: XDZKBRJLTGRPSS-BGZQYGJUSA-N
  • InChI: InChI=1S/C20H20N6O7S4/c1-7-10(3-11(27)28)37-20(22-7)36-5-8-4-34-17-13(16
    (30)26(17)14(8)18(31)32)24-15(29)12(25-33-2)9-6-35-19(21)23-9/h6,13,17H,
    3-5H2,1-2H3,(H2,21,23)(H,24,29)(H,27,28)(H,31,32)/b25-12-/t13-,17-/m1/s1
  • Risk Statements: 36/37/38-42/43
  • Molecular Formula: C20H20N6O7S4
  • Molecular Structure:CAS No:69739-16-8 (6R,7R)-7-[[(2Z)-2-(2-amino-1,<br />3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-<br />methyl-1,<br />3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-<br />ene-2-carboxylic acid

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References of (6R,7R)-7-[[(2Z)-2-(2-amino-1,
3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-
methyl-1,
3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-
ene-2-carboxylic acid
Title: Cefodizime
CAS Registry Number: 69739-16-8
CAS Name: (6R,7R)-7-[[(2Z)-(2-Amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[[[5-(carboxymethyl)-4-methyl-2-thiazolyl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms: (6R,7R)-7-[2-(2-amino-4-thiazolyl)glyoxylamido]-3-[[[5-(carboxymethyl)-4-methyl-2-thiazolyl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 72(Z)-(O-methyloxime)
Molecular Formula: C20H20N6O7S4
Molecular Weight: 584.67
Percent Composition: C 41.09%, H 3.45%, N 14.37%, O 19.16%, S 21.94%
Literature References: Third generation cephalosporin antibiotic with immunomodulating activity; derivative of cefotaxime, q.v. Prepn: BE 865632; W. Dürckheimer et al., US 4278793 (1978, 1981 both to Hoechst AG); and antibacterial activity: J. Blumbach et al., J. Antibiot. 40, 29 (1987). In vitro comparative antibacterial spectrum: R. N. Jones et al., Antimicrob. Agents Chemother. 20, 760 (1981); and b-lactamase stability: M. Limbert et al., J. Antibiot. 37, 892 (1984). In vivo antibacterial activity: N. Klesel et al., ibid. 1712. Enhancement of immune response in vivo: M. Limbert et al., ibid. 1719; and ex vivo: A. Fietta et al., Chemotherapy (Basel) 34, 430 (1988). HPLC determn in biological fluids: T. Marunaka et al., J. Chromatogr. 420, 329 (1987). Pharmacokinetics: N. Klesel et al., J. Antibiot. 37, 901 (1984); in humans: E. E. Dagrosa et al., Clin. Ther. 10, 18 (1987). Clinical study in urogenital gonorrhea: A. H. van der Willigen et al., Antimicrob. Agents Chemother. 32, 426 (1988). Physical properties, toxicology and structure-activity relationships: A. Bryskier et al., J. Antimicrob. Chemother. 26, Suppl. C, 1 (1990). Series of articles on pharmacology, pharmacokinetics and clinical studies: Chemotherapy (Tokyo) 36, Suppl. 5, 1-980 (1988); and immunomodulating activity: J. Antimicrob. Chemother. 26, Suppl. C, 1-134 (1990).
Properties: [a]D25 -55.9°. pK1 2.85; pK2 3.37; pK3 4.18. uv max (water): 228, 260, 288 nm (log e 4.25, 4.25, 4.20).
pKa: pK1 2.85; pK2 3.37; pK3 4.18
Optical Rotation: [a]D25 -55.9°
Absorption maximum: uv max (water): 228, 260, 288 nm (log e 4.25, 4.25, 4.20)
 
Derivative Type: Disodium salt
CAS Registry Number: 86329-79-5
Manufacturers' Codes: HR-221; THR-221
Trademarks: Kenicef (Taiho); Neucef (HMR); Timecef (HMR)
Molecular Formula: C20H18N6Na2O7S4
Molecular Weight: 628.63
Percent Composition: C 38.21%, H 2.89%, N 13.37%, Na 7.31%, O 17.82%, S 20.40%
Properties: White to yellow crystalline powder. Soly (g/l): water ~270. LD50 in mice, rabbits (mg/kg): 4000-8000 i.v. both species; in rats (mg/kg): 4000-8000 i.v., 15000-17500 s.c., 8000-11000 i.p. (Bryskier).
Toxicity data: LD50 in mice, rabbits (mg/kg): 4000-8000 i.v. both species; in rats (mg/kg): 4000-8000 i.v., 15000-17500 s.c., 8000-11000 i.p. (Bryskier)
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.