CAS 5935-65-9

Deacetylcephalothin

Description:

Deacetylcephalothin is a semi-synthetic antibiotic belonging to the cephalosporin class, which is derived from the natural antibiotic cephalosporin C. It is characterized by its beta-lactam structure, which is essential for its antibacterial activity. The compound exhibits a broad spectrum of activity against various Gram-positive and some Gram-negative bacteria, making it useful in treating infections. Deacetylcephalothin is known for its stability against certain beta-lactamases, enzymes produced by bacteria that can inactivate many antibiotics. Its pharmacokinetic properties include good absorption and distribution in the body, although it may require parenteral administration for optimal efficacy. The substance is typically used in clinical settings to combat bacterial infections, particularly those caused by penicillin-resistant strains. However, like other antibiotics, it may lead to side effects, including allergic reactions and gastrointestinal disturbances. As with any antibiotic, appropriate susceptibility testing is recommended to ensure its effectiveness against specific bacterial pathogens.

Formula: C₁₄H₁₄N₂O₅S₂

InChI: InChI=1S/C14H14N2O5S2/c17-5-7-6-23-13-10(12(19)16(13)11(7)14(20)21)15-9(18)4-8-2-1-3-22-8/h1-3,10,13,17H,4-6H2,(H,15,18)(H,20,21)/t10-,13-/m1/s1

InChI key: InChIKey=HTBAVMIGXROYPQ-ZWNOBZJWSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](NC(CC3=CC=CS3)=O)C2=O)(SCC1CO)[H]

Synonyms:

• (5E)-1-(4-ethoxyphenyl)-5-[(5-iodofuran-2-yl)methylidene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
• (6R,7R)-3-(Hydroxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-3-(hydroxymethyl)-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-3-Hydroxymethyl-7-(thien-2-ylacetamido)ceph-3-em-4-carboxylic acid
• 3-Hydroxymethyl-7-(2-thienylacetamide)-3-cephem-4-carboxylic acid
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[(2-thienylacetyl)amino]-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[(2-thienylacetyl)amino]-, (6R-trans)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[2-(2-thienyl)acetamido]-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-(hydroxymethyl)-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-, (6R,7R)-
• Deacetylcephalothin
• Deacetylcephalotin
• Desacetylcephalothin

Cefalonium Impurity B (Cefalotin Impurity B)

CAS: 5935-65-9

Formula: C₁₄H₁₄N₂O₅S₂

Molecular weight: 354.41

Ref: 4Z-C-229003

Deacetylcephalothin (>90%)

Controlled Product

CAS: 5935-65-9

Impurity Cefalotin EP Impurity B
Applications Deacetylcephalothin (Cefalotin EP Impurity B) is an intermediate and the free acid analogue of Deacetylcephalothin Sodium Salt (D198210), which is an impurity in the synthesis of Cefalonium (C236800) and an analog of Cephalothin (C261150) a first-generation cephalosporin antibiotic used as a long-acting intramammary cerate for infusion of dairy cows.
References Shibata, K., et al.: J. Antibiot., 50, 135 (1997); Farra, A., et al.: Int. J. Antimicrob. Agents., 31, 427 (2008); Pichardo, C., et al.: Eur. J. Clin. Microbiol. Infect. Dis., 30, 289 (2011);

Formula: C₁₄H₁₄N₂O₅S₂

Purity: >90%

Color and Shape: White To Light Brown

Molecular weight: 354.4

Ref: TR-D198085

Deacetylcephalothin

CAS: 5935-65-9

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Formula: C₁₄H₁₄N₂O₅S₂

Purity: Min. 95%

Molecular weight: 354.4 g/mol

Ref: 3D-FAA93565

Cefalotin EP Impurity B

CAS: 5935-65-9

Formula: C₁₄H₁₄N₂O₅S₂

Molecular weight: 354.39

Ref: ST-EA-CP-C166002