CAS 153-61-7

Cephalothin

Description:

Cephalothin is a semisynthetic antibiotic belonging to the cephalosporin class, primarily used for its antibacterial properties. It is effective against a range of Gram-positive and some Gram-negative bacteria, making it useful in treating various infections. The compound is characterized by its beta-lactam structure, which is essential for its mechanism of action, as it inhibits bacterial cell wall synthesis. Cephalothin is typically administered via injection and is known for its stability against certain beta-lactamases, although it is not resistant to all types. Its pharmacokinetics involve rapid absorption and distribution in the body, with a relatively short half-life, necessitating multiple doses for effective treatment. Common side effects may include allergic reactions, gastrointestinal disturbances, and potential impacts on renal function. As with other antibiotics, the emergence of resistance is a concern, highlighting the importance of appropriate use in clinical settings. Overall, cephalothin remains a valuable option in the antibiotic arsenal, particularly for infections caused by susceptible organisms.

Formula: C₁₆H₁₆N₂O₆S₂

InChI: InChI=1S/C16H16N2O6S2/c1-8(19)24-6-9-7-26-15-12(14(21)18(15)13(9)16(22)23)17-11(20)5-10-3-2-4-25-10/h2-4,12,15H,5-7H2,1H3,(H,17,20)(H,22,23)/t12-,15-/m1/s1

InChI key: InChIKey=XIURVHNZVLADCM-IUODEOHRSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](NC(CC3=CC=CS3)=O)C2=O)(SCC1COC(C)=O)[H]

Synonyms:

• (6R,7R)-3-(Acetoxymethyl)-8-Oxo-7-(2-(Thiophen-2-Yl)Acetamido)-5-Thia-1-Aza-Bicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid
• (6R,7R)-3-[(Acetyloxy)methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R-trans)-3-[(Acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6S,7S)-3-[(acetyloxy)methyl]-8-oxo-7-[(thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 3-(Acetoxymethyl)-8-oxo-7-[2-(2-thienyl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 3-Acetoxymethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylic acid
• 5-Thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-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-(2-thienyl)acetamido]-, acetate (ester)
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (6R-trans)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-8-oxo-7-[[2-(2-thienyl)acetyl]amino]-, (6R,7R)-
• 7-(2-Thienylacetamido)cephalosporanic acid
• 7-(Thiophene-2-acetamido)cephalosporin
• 7-[2-(2-Thienyl)acetylamido]cephalosporanic acid
• CT
• Cefalothin
• Cefalothin Acid
• Cefalotin
• Cefalotin Acid
• Cefalotina
• Cefalotine
• Cephalotin
• Cephalotin acid
• Ceratinine, standard solution
• Fatty acids, tall-oil, sulfonated

Cephalothin

CAS: 153-61-7

Formula: C₁₆H₁₆N₂O₆S₂

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Orange to Green powder to crystal

Molecular weight: 396.43

Ref: 3B-C2769

Cephalothin (acid), 97%

CAS: 153-61-7

Formula: C₁₆H₁₅N₂NaO₆S₂

Purity: 97%

Color and Shape: Powder, White to pale cream

Molecular weight: 418.41

Ref: 02-H36175

(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-[2-(thiophen-2-yl)acetamido]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS: 153-61-7

Formula: C₁₆H₁₆N₂O₆S₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 396.4380

Ref: IN-DA007HPY

Cephalothin

CAS: 153-61-7

Cephalothin

Purity: ≥98%

Molecular weight: 396.44g/mol

Ref: 54-BUP13813

Cefalotin

CAS: 153-61-7

Cefalotin

Purity: 97%

Molecular weight: 396.44g/mol

Ref: 54-OR1030085

Cefalotin

CAS: 153-61-7

Formula: C₁₆H₁₆N₂O₆S₂

Purity: ≥ 97.0%

Color and Shape: White to off-white powder

Molecular weight: 396.44

Ref: 7W-GA3485

Cefalotin

Controlled Product

CAS: 153-61-7

Formula: C₁₆H₁₆N₂O₆S₂

Color and Shape: Neat

Molecular weight: 396.44

Ref: 04-C11064065

Cefalonium Impurity A (Cefalotin)

CAS: 153-61-7

Formula: C₁₆H₁₆N₂O₆S₂

Molecular weight: 396.44

Ref: 4Z-C-229002

Cephalothin

CAS: 153-61-7

Cephalothin is a beta-lactam antibiotic, inhibits class C β-lactamase AmpC (Ki: 0.32 μM).

Formula: C₁₆H₁₆N₂O₆S₂

Purity: 99.62%

Color and Shape: Solid Solid

Molecular weight: 396.44

Ref: TM-T5570

Cephalothin

Controlled Product

CAS: 153-61-7

Applications A first generation cephalosporin antibiotic with a wide range antibacterial activity. It is effective against gram-positive and gram-negative bacteria, and has been tested in respiratory disease and neuromuscular junction studies.
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: C₁₆H₁₆N₂O₆S₂

Color and Shape: Neat

Molecular weight: 396.44

Ref: TR-C261150

(6R,7R)-3-(Acetoxymethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS: 153-61-7

Formula: C₁₆H₁₆N₂O₆S₂

Purity: 97%

Color and Shape: White powder

Molecular weight: 396.43

Ref: 10-F079464

(6R,7R)-3-((4-Carbamoylpyridin-1-ium-1-yl)methyl)-7-((R)-2-hydroxy-2-(thiophen-2-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Controlled Product

CAS: 153-61-7

Formula: C₂₀H₁₈N₄O₆S₂

Color and Shape: Neat

Molecular weight: 474.51

Ref: TR-C261180

(6R,7R)-3-((4-Carbamoylpyridin-1-ium-1-yl)methyl)-7-((S)-2-hydroxy-2-(thiophen-2-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Controlled Product

CAS: 153-61-7

Formula: C₂₀H₁₈N₄O₆S₂

Color and Shape: Neat

Molecular weight: 474.51

Ref: TR-C261170

(6R,7R)-3-(Acetoxymethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

CAS: 153-61-7

(6R,7R)-3-(Acetoxymethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is an antimicrobial agent that inhibits bacterial growth by binding to the penicillin binding protein (PBP), which prevents the synthesis of peptidoglycan. This drug has shown effectiveness against gram positive bacteria, including aerobacter aerogenes, as well as infectious diseases in wastewater treatment plants. It has also been demonstrated to be effective in experimental models of infection due to high resistance and cell signaling pathways. The reaction solution was analyzed by plasma mass spectrometry.

Formula: C₁₆H₁₆N₂O₆S₂

Purity: Min. 98%

Color and Shape: White Powder

Molecular weight: 396.44 g/mol

Ref: 3D-FA32097