Sodium cefotaxime

Sodium salt of cefotaxime, a semisynthetic, broad-spectrum third-generation cephalosporin antibiotic. Used for the treatment of susceptible bacterial infections, including respiratory tract, urinary tract, skin and soft tissue, intra-abdominal, and bloodstream infections, as well as bacterial meningitis. Exhibits bactericidal activity by binding to penicillin-binding proteins (PBPs) and inhibiting bacterial cell wall synthesis. Administered intravenously or intramuscularly.

CAS Number: 64485-93-4

Molecular Mass: 477.5 g/mol

Formula: C₁₆H₁₆N₅NaO₇S₂

Smiles: CO/N=C(\C(=O)N[C@@H]1C(=O)N2C(C(=O)[O-])=C(COC(C)=O)CS[C@H]12)c1csc(N)n1.[Na+]

Synonymes:

Sodium cefotaxime, Claforan, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-8-oxo-, sodium salt (1:1), (6R,7R)-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[(acetyloxy)methyl]-7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, monosodium salt, (6R,7R)-, 65715-12-0, sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[(2E)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, GE3J4ZL28E, CEFOTAXIME SODIUM, E-, SPECTRUM1500165, CHEMBL3561962, SCHEMBL29761224, HMS502G09, HMS1920K09, HMS2091A12, Sodium (6R,7R)-3-(acetoxymethyl)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, sodium (6R,7R)-3-[(acetyloxy)methyl]-7-[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, CCG-38937, EBC-12276, EBC-28030, Cefotaxime EP Impurity D Sodium Salt, LP00278, EN300-122614, EN300-21687106, Z1544404029, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-8-oxo-, monosodium salt, [6R-[6alpha,7beta(E)]]-, Sodium(6R,7R)-3-(acetoxymethyl)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Bioactivity: Third-generation cephalosporin antibiotic; bacterial cell wall synthesis inhibitor (PBP inhibitor).

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
Dimethyl sulfoxide	293.15	-	535.6	[478]
Dimethyl sulfoxide	295.15	-	539.5	[478]
Dimethyl sulfoxide	297.15	-	544.0	[478]
Dimethyl sulfoxide	298.15	-	546.7	[478]
Dimethyl sulfoxide	300.15	-	557.3	[478]
Dimethyl sulfoxide	302.15	-	561.6	[478]
Dimethyl sulfoxide	303.15	-	563.1	[478]
Dimethyl sulfoxide	305.15	-	565.3	[478]
Dimethyl sulfoxide	307.15	-	565.9	[478]
Dimethyl sulfoxide	308.15	-	567.4	[478]
Dimethylformamide	278.15	-	267.2	[478]
Dimethylformamide	280.15	-	270.5	[478]
Dimethylformamide	283.15	-	285.5	[478]
Dimethylformamide	285.15	-	302.6	[478]
Dimethylformamide	288.15	-	310.2	[478]
Dimethylformamide	290.15	-	353.1	[478]
Dimethylformamide	293.15	-	374.4	[478]
Dimethylformamide	295.15	-	395.0	[478]
Dimethylformamide	298.15	-	437.4	[478]
Dimethylformamide	300.15	-	456.2	[478]
Dimethylformamide	303.15	-	502.2	[478]
Dimethylformamide	305.15	-	521.7	[478]
Dimethylformamide	308.15	-	563.4	[478]
Formamide	278.15	-	617.0	[478]
Formamide	280.15	-	641.9	[478]
Formamide	283.15	-	676.7	[478]
Formamide	285.15	-	719.4	[478]
Formamide	288.15	-	765.1	[478]
Formamide	290.15	-	789.2	[478]
Formamide	293.15	-	826.1	[478]
Formamide	295.15	-	836.1	[478]
Formamide	298.15	-	865.6	[478]
Formamide	300.15	-	882.0	[478]
Formamide	303.15	-	900.1	[478]
Formamide	305.15	-	922.0	[478]
Formamide	308.15	-	939.4	[478]
N-Methyl-2-pyrrolidone	278.15	-	1.28	[478]
N-Methyl-2-pyrrolidone	280.15	-	4.709	[478]
N-Methyl-2-pyrrolidone	283.15	-	7.655	[478]
N-Methyl-2-pyrrolidone	285.15	-	9.612	[478]
N-Methyl-2-pyrrolidone	288.15	-	13.97	[478]
N-Methyl-2-pyrrolidone	290.15	-	19.17	[478]
N-Methyl-2-pyrrolidone	293.15	-	26.22	[478]
N-Methyl-2-pyrrolidone	295.15	-	43.52	[478]
N-Methyl-2-pyrrolidone	298.15	-	59.15	[478]
N-Methyl-2-pyrrolidone	300.15	-	195.4	[478]
N-Methyl-2-pyrrolidone	303.15	-	392.4	[478]
N-Methyl-2-pyrrolidone	305.15	-	445.4	[478]
N-Methyl-2-pyrrolidone	308.15	-	563.7	[478]
Water	278.15	-	486.5	[478]
Water	280.15	-	488.4	[478]
Water	282.15	-	491.7	[478]
Water	283.15	-	494.1	[478]
Water	285.15	-	495.3	[478]
Water	287.15	-	496.3	[478]
Water	288.15	-	496.8	[478]
Water	290.15	-	500.1	[478]
Water	292.15	-	502.0	[478]
Water	293.15	-	505.8	[478]
Water	295.15	-	506.7	[478]
Water	297.15	-	507.9	[478]
Water	298.15	-	508.7	[478]

Molecule 3D descriptors

Descriptor	Value
PMI1	2509.0152
PMI2	7528.8670
PMI3	9227.1640
NPR1	0.2719
NPR2	0.8159
RadiusOfGyration	4.4916
InertialShapeFactor	0.0003
Eccentricity	0.9623
Asphericity	0.3945
SpherocityIndex	0.1503
PBF	0.8813