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Cefodizime

Cefodizime Structure
CAS No.
69739-16-8
Chemical Name:
Cefodizime
Synonyms
FIR-221;Estrofan;Cefodizim;Cefodizme;CEFODIZIME;Cefodizime,CDZM;CefodizMe SodiuM;Sodium cefodizime;CEFODIZIME FREE ACID;Cefodizime USP/EP/BP
CBNumber:
CB6299020
Molecular Formula:
C20H20N6O7S4
Molecular Weight:
584.67
MOL File:
69739-16-8.mol
Modify Date:
2024/4/28 15:15:04

Cefodizime Properties

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

Risk and Safety Statements

Hazard Codes  Xi
Risk Statements  36/37/38-42/43
Safety Statements  22-26-36/37/39

Cefodizime Chemical Properties,Uses,Production

Chemical Properties

Cefodizime Sodium 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.

Definition

ChEBI: Cefodizime is 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. It has a role as an antibacterial drug and an EC 1.14.18.1 (tyrosinase) inhibitor. It is a cephalosporin, a member of 1,3-thiazoles and an oxime O-ether.

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

Cefodizime Preparation Products And Raw materials

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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 Cefodizme CefodizMe SodiuM Sodium cefodizime Cefodizim 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-[[[5-(carboxymethyl)-4-methyl-2-thiazolyl]thio]methyl]-8-oxo-, (6R,7R)- CEFODIZIME FREE ACID CefodiziMe acid USP/EP/BP Cefodizime USP/EP/BP (6R,7R)-7-((Z)-2-(2-Aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(((5-(carboxymethyl)-4-methylthiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Estrofan 69739-16-8 C20H20N6O7S4 C20H19N6NaO7S4 Pharmaceutical intermediate