CAS 33075-00-2

Cefathiamidine

Description:

Cefathiamidine is a synthetic antibiotic belonging to the cephalosporin class of beta-lactam antibiotics. It is primarily used for its antibacterial properties against a range of Gram-positive and Gram-negative bacteria. The compound exhibits a broad spectrum of activity, making it effective in treating various infections. Cefathiamidine works by inhibiting bacterial cell wall synthesis, which ultimately leads to cell lysis and death. Its chemical structure includes a beta-lactam ring, characteristic of cephalosporins, which is crucial for its antibacterial action. The substance is typically administered via injection and is known for its relatively low toxicity profile compared to other antibiotics. However, like other antibiotics, it may cause allergic reactions in some individuals, particularly those with a history of penicillin allergies. Pharmacokinetics of cefathiamidine involves absorption, distribution, metabolism, and excretion, which can vary based on the route of administration. Overall, cefathiamidine is an important therapeutic agent in the management of bacterial infections, although its use should be guided by susceptibility patterns to ensure effectiveness.

Formula: C₁₉H₂₈N₄O₆S₂

InChI: InChI=1S/C19H28N4O6S2/c1-9(2)20-19(21-10(3)4)31-8-13(25)22-14-16(26)23-15(18(27)28)12(6-29-11(5)24)7-30-17(14)23/h9-10,14,17H,6-8H2,1-5H3,(H,20,21)(H,22,25)(H,27,28)/t14-,17-/m1/s1

InChI key: InChIKey=JYXACOFERDBGGQ-RHSMWYFYSA-N

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

Synonyms:

• (6R,7R)-3-[(Acetyloxy)methyl]-7-[[2-[[[(1-methylethyl)amino][(1-methylethyl)imino]methyl]thio]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 3-(Acetoxymethyl)-7-({[(N,N'-diisopropylcarbamimidoyl)sulfanyl]acetyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 3-[(acetyloxy)methyl]-7-[({[N,N'-di(propan-2-yl)carbamimidoyl]sulfanyl}acetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[2-[[[(1-methylethyl)amino][(1-methylethyl)imino]methyl]thio]acetyl]amino]-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[[[[(1-methylethyl)amino][(1-methylethyl)imino]methyl]thio]acetyl]amino]-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[[[[(1-methylethyl)amino][(1-methylethyl)imino]methyl]thio]acetyl]amino]-8-oxo-, (6R-trans)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[2-[(N,N′-diisopropylamidino)thio]acetamido]-3-(hydroxymethyl)-8-oxo-, acetate (ester)
• 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[2-[[(Z)-[(1-methylethyl)amino][(1-methylethyl)imino]methyl]thio]acetyl]amino]-8-oxo-
• Cefathiamidine

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[(acetyloxy)methyl]-7-[[[[[(1-methylethyl)amino][(1-methylethyl)imino]methyl]thio]acetyl]amino]-8-oxo-, (6R,7R)-

CAS: 33075-00-2

Formula: C₁₉H₂₈N₄O₆S₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 472.5788

Ref: IN-DA01CCI1

(6R,7R)-3-(Acetoxymethyl)-7-(2-(((E)-N,N'-Diisopropylcarbamimidoyl)Thio)Acetamido)-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid

CAS: 33075-00-2

(6R,7R)-3-(Acetoxymethyl)-7-(2-(((E)-N,N'-Diisopropylcarbamimidoyl)Thio)Acetamido)-8-Oxo-5-Thia-1-Azabicyclo[4.2.0]Oct-2-Ene-2-Carboxylic Acid

Purity: 97%

Molecular weight: 472.58g/mol

Ref: 54-OR1028844

Cefathiamidine-d14

CAS: 33075-00-2

Formula: C₁₉H₁₄N₄O₆S₂D₁₄

Color and Shape: White To Off-White Solid

Molecular weight: 486.67

Ref: 4Z-C-11604

Cefathiamidine

CAS: 33075-00-2

Cefathiamidine

Purity: ≥98%

Molecular weight: 472.58g/mol

Ref: 54-BUP06921

Cefathiamidine

CAS: 33075-00-2

Formula: C₁₉H₂₈N₄O₆S₂

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 472.58

Ref: 3B-C3776

Cefathiamidine

CAS: 33075-00-2

Cefathiamidine treats respiratory, liver, senses, urinary infections, endocarditis, and sepsis with broad antibacterial properties.

Formula: C₁₉H₂₈N₄O₆S₂

Purity: 98.5%

Color and Shape: Solid

Molecular weight: 472.58

Ref: TM-T8134

Cefathiamidine-d14

Controlled Product

CAS: 33075-00-2

Applications Cefathiamidine-d14 is an isotope labelled antibacterial agent that exhibits a broad spectrum of bactericidal activity against gram-positive bacteria.
References Chen, H.Y., et al.: J. Antimicrob. Chemother., 12, 19 (1983); Philpott-Howard, J., et al.: Scand. J. Infect. Dis. Suppl., 39, 109 (1983); Chen, H.Y., et al.: J. Med. Microbiol., 23, 141 (1987);

Formula: C₁₉D₁₄H₁₄N₄O₆S₂

Color and Shape: Neat

Molecular weight: 486.665

Ref: TR-C237552

Cefathiamidine

Controlled Product

CAS: 33075-00-2

Stability Unstable in Solution
Applications Cefathiamidine is an antibacterial agent that exhibits a broad spectrum of bactericidal activity against gram-positive bacteria.
References Chen, H.Y., et al.: J. Antimicrob. Chemother., 12, 19 (1983); Philpott-Howard, J., et al.: Scand. J. Infect. Dis. Suppl., 39, 109 (1983); Chen, H.Y., et al.: J. Med. Microbiol., 23, 141 (1987);

Formula: C₁₉H₂₈N₄O₆S₂

Color and Shape: Off White Solid

Molecular weight: 472.58

Ref: TR-C237550