| Identification | More | [Name]
7-(((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 | [CAS]
69739-16-8 | [Synonyms]
CEFODIZIME
Cefodizime,CDZM
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[[[5-(carboxymethyl)-4-methyl-2-thiazolyl]thio]methyl]-8-oxo-, (6R,7R)-
7-(α-(Z)-Methoxyimino-α-(2-aminothiazol-4-yl)acetamido)-3-((5-carboxymethyl-4-methylthiazol-2-yl)thiomethyl)-3-cephem-4-carboxylic acid
7-(((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
FIR-221 | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C20H20N6O7S4 | [MDL Number]
MFCD00864926 | [Molecular Weight]
584.67 | [MOL File]
69739-16-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
>170°C (dec.) | [alpha ]
D25 -55.9° | [density ]
1.86±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
pK1 2.85; pK2 3.37; pK3 4.18(at 25℃) | [color ]
White to Off-White | [CAS DataBase Reference]
69739-16-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R42/43:May cause sensitization by inhalation and skin contact . | [Safety Statements ]
S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . |
| Hazard Information | Back Directory | [Chemical Properties]
Cefodizime Sodium(69739-16-8) is a white to light yellowish white crystalline powder. It has no odor or a slightly peculiar odor and has a bitter taste. It is highly soluble in water (around 270g/L) but only sparingly soluble in ethanol or ether.
| [Uses]
Cefodizime is a third generation cephalosporin with a broad spectrum of antibacterial activity. Cefodizime maybe useful in the treatment of otitis media, sinusitis and gynaecological infections, and f
or the prophylaxis or treatment of surgical infections. | [Uses]
Cefodizime is a third generation cephalosporin with a broad spectrum of antibacterial activity. Cefodizime maybe useful in the treatment of otitis media, sinusitis and gynaecological infections, and for the prophylaxis or treatment of surgical infections. | [Definition]
ChEBI: A cephalosporin compound having 5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanyl}methyl and [2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino side groups located at positions 3 and 7 respectively. | [Preparation]
The synthesis of cefodizime involved the following steps:
Dissolve 6.1g of (2-mercapto-4-methylthiazol-5-yl) acetic acid in water and adjust the pH to 6.5 by adding 2 mol/L sodium hydroxide.
Heat the solution to 70°C and then add a solution of 12g of cefotaxime in 75ml of water with stirring.
Keep stirring the mixture at 70°C for 3 hours while maintaining the pH at 6.5 by adding 2 mol/L sodium hydroxide.
Cool the mixture to room temperature and acidify it to pH 2.8.
Filter the resulting precipitate and wash it with water.
Dry the precipitate under vacuum and in the presence of phosphorus pentoxide.
As a result, 10g of cefodizime is obtained.
Cefodizime, an aminothiazolylcephalosporin. V. Synthesis and structure-activity relationships in the cefodizime series. DOI: 10.7164/antibiotics.40.29 | [in vivo]
In experimentally-induced K. pneumoniae respiratory tract infections in mice, Cefodizime has activity comparable to Cefotaxime and Ceftazidime, and greater than that of Cefoperazone, Latamoxef, Cefuroxime or cefazolin for 8 hours after a single subcutaneous dose of 50 mg/kg. However, unlike these cephalosporins, Cefodizime continues to demonstrate pronounced bactericidal activity for at least 48 hours after a single injection. Complete bacterial clearance from the lung is achieved within 48 hours in 50% of the mice although Cefodizime is no longer detectable in the serum[1]. | [IC 50]
β-lactam |
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