CAS 30034-03-8

Cefamandole sodium

Description:

Cefamandole sodium is a semisynthetic cephalosporin antibiotic that belongs to the beta-lactam class of antibiotics. It is primarily used to treat a variety of bacterial infections, particularly those caused by Gram-positive and some Gram-negative organisms. Cefamandole sodium is characterized by its broad-spectrum antibacterial activity, which is attributed to its ability to inhibit bacterial cell wall synthesis. The compound is typically administered via intravenous or intramuscular routes due to its poor oral bioavailability. It is soluble in water and exhibits stability in a range of pH conditions, although it is sensitive to hydrolysis in alkaline environments. The drug is often used in clinical settings for surgical prophylaxis and in the treatment of infections such as pneumonia, urinary tract infections, and skin infections. As with other antibiotics, it is important to use cefamandole sodium judiciously to minimize the development of antibiotic resistance. Adverse effects may include allergic reactions, gastrointestinal disturbances, and alterations in blood coagulation.

Formula: C₁₈H₁₈N₆O₅S₂·Na

InChI: InChI=1S/C18H18N6O5S2.Na/c1-23-18(20-21-22-23)31-8-10-7-30-16-11(15(27)24(16)12(10)17(28)29)19-14(26)13(25)9-5-3-2-4-6-9;/h2-6,11,13,16,25H,7-8H2,1H3,(H,19,26)(H,28,29);/t11-,13-,16-;/m1./s1

InChI key: InChIKey=SZKYIAIRBIWMNE-CFOLLTDRSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](NC([C@H](O)C3=CC=CC=C3)=O)C2=O)(SCC1CSC=4N(C)N=NN4)[H].[Na]

Synonyms:

• 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((hydroxyphenylacetyl)amino)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, (6R-(6alpha,7beta(R*)))-, monosodium salt
• 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-mandelamido-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-, monosodium salt, D-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(hydroxyphenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, monosodium salt, [6R-[6α,7β(R*)]]-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-2-hydroxy-2-phenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, sodium salt (1:1), (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-hydroxyphenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, monosodium salt, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-mandelamido-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, monosodium salt, <span class="text-smallcaps">D</span>-
• Cefamandole sodium salt
• Kefdole
• Monosodium (6R,7R)-7-(R)-mandelamido-3-(((1-methyl-1-H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate
• Sodium (6R-(6alpha,7beta(R*)))-7-((hydroxyphenylacetyl)amino)-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate
• Sodium 7-<span class="text-smallcaps">D</span>-mandelamido-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylate
• Sodium [6R-[6α,7β(R*)]]-7-[(hydroxyphenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• Sodium cefamandole
• Unii-Iy6234Odvr
• sodium (6R,7R)-7-{[(2R)-2-hydroxy-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• sodium (6R,7R)-7-{[(2S)-2-hydroxy-2-phenylacetyl]amino}-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Cefamandole Sodium Salt

CAS: 30034-03-8

Formula: C₁₈H₁₇N₆O₅S₂·Na

Color and Shape: White To Off-White Solid

Molecular weight: 461.49 22.99

Ref: 4Z-C-162006

Cefamandole sodium salt

CAS: 30034-03-8

Formula: C₁₉H₁₇N₆O₆S₂Na

Purity: ≥ 810μg/mg

Color and Shape: White to off-white or pale yellow powder

Molecular weight: 484.48

Ref: 7W-GA9567

Cefamandole Sodium

CAS: 30034-03-8

Stability Moisture Sensitive
Applications Broad-spectrum semi-synthetic cephalosporin antibiotic.
References Wick, W.E., et al.: Antimicrob. Agents Chemother., 1, 221 (1972), Russel, A.D, et al.: J. Antimicrob. Chemother., 1, 97 (1975), Bishara, R.H., et al.: Anal. Profiles Drug Subs., 9, 125 (1980),

Formula: C₁₈H₁₇N₆O₅S₂·Na

Color and Shape: Neat

Molecular weight: 484.48

Ref: TR-C237500