CAS 56271-94-4

Acido (6R,7R)-7-[[(2Z)-2-(2-furanil)-2-(metossimino)acetil]amino]-3-(idrossimetil)-8-osso-5-tia-1-azabiciclo[4.2.0]ott-2-ene-2-carbossilico

Descrizione:

La sostanza chimica con il nome "Acido (6R,7R)-7-[[(2Z)-2-(2-furanil)-2-(metossimino)acetil]amino]-3-(idrossimetil)-8-osso-5-tia-1-azabiciclo[4.2.0]ott-2-ene-2-carbossilico" e il numero CAS "56271-94-4" è un composto bicyclic complesso che appartiene alla classe di antibiotici noti come cefalosporine. Presenta un anello di tiazolidina e una struttura bicyclic, che contribuisce alla sua attività biologica. La presenza di un gruppo metossimino ne migliora la stabilità contro alcune beta-lattamasi, rendendolo efficace contro una gamma di infezioni batteriche. L'anello di furan nella sua struttura può anche svolgere un ruolo nelle sue proprietà farmacologiche. Questo composto presenta caratteristiche tipiche degli antibiotici beta-lattamici, inclusa la capacità di inibire la sintesi della parete cellulare batterica, fondamentale per la sua efficacia antimicrobica. La sua estereochimica, indicata dalla configurazione (6R,7R), è essenziale per la sua attività biologica, influenzando il modo in cui interagisce con gli enzimi batterici. In generale, questo composto rappresenta un significativo progresso nello sviluppo di antibiotici, mirato a ceppi batterici resistenti.

Formula: C₁₅H₁₅N₃O₇S

InChI: InChI=1S/C15H15N3O7S/c1-24-17-9(8-3-2-4-25-8)12(20)16-10-13(21)18-11(15(22)23)7(5-19)6-26-14(10)18/h2-4,10,14,19H,5-6H2,1H3,(H,16,20)(H,22,23)/b17-9-/t10-,14-/m1/s1

InChI key: InChIKey=OUSLHGWWWMRAIG-FBCAJUAOSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](NC(/C(=N\OC)/C3=CC=CO3)=O)C2=O)(SCC1CO)[H]

Sinonimi:

• (6R,7R)-7-[[(2Z)-2-(2-Furanyl)-2-(methoxyimino)acetyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• (6R-(6alpha,7beta(Z)))-7-(2-Furyl(methoxyimino)acetamido)-3-(hydroxymethyl)-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, 7-[[(2Z)-2-(2-furanyl)-2-(methoxyimino)acetyl]amino]-3-(hydroxymethyl)-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-3-(hydroxymethyl)-8-oxo-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[2-furanyl(methoxyimino)acetyl]amino]-3-(hydroxymethyl)-8-oxo-, [6R-[6α,7β(Z)]]-
• 7-{[(2E)-2-(furan-2-yl)-2-(methoxyimino)acetyl]amino}-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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

CAS: 56271-94-4

Formula: C₁₅H₁₅N₃O₇S

Colore e forma: Solid

Peso molecolare: 381.3605

Ref: IN-DA00DF5Z

Cefuroxime EP Impurity A (Descarbamoyl Cefuroxime)

CAS: 56271-94-4

Formula: C₁₅H₁₅N₃O₇S

Peso molecolare: 381.36

Ref: 4Z-C-445006

Cefuroxime EP Impurity A

CAS: 56271-94-4

Formula: C₁₅H₁₅N₃O₇S

Peso molecolare: 381.36

Ref: ST-EA-CP-C265001

Descarbamoyl Cefuroxime

Prodotto controllato

CAS: 56271-94-4

Impurity Cefuroxime Sodium EP Impurity A
Stability Hygroscopic
Applications Descarbamoyl Cefuroxime (Cefuroxime Sodium EP Impurity A) is a degradation product of Cefuroxime, and an intermediate for the synthesis of Cephalosporin antibiotics
References Nomura, H., et al.: J. Med. Chem., 17, 12 (1974), Takaya, T., et al.: J. Antibiotics, 34, 1300 (1981), Wang, D., et al.: J. Pharm. Sci., 83, 577 (1994), Okamoto, Y., et al.: J. Pharm. Sci., 85, 985 (1996),

Formula: C₁₅H₁₅N₃O₇S

Colore e forma: Neat

Peso molecolare: 381.36

Ref: TR-D288830

Descarbamoyl cefuroxime

CAS: 56271-94-4

Descarbamoyl cefuroxime is also an intermediate in the synthesis of cephalosporin antibiotics. Decarbamyl cefuroxime is a degradation product of cefuroxime.

Formula: C₁₅H₁₅N₃O₇S

Purezza: 98%

Colore e forma: Solid

Peso molecolare: 381.36

Ref: TM-T11000

Descarbamoyl Cefuroxime-d3

Prodotto controllato

CAS: 56271-94-4

Applications A degradation product of labelled Cefuroxime, and an intermediate for the synthesis of labelled Cephalosporin antibiotics
References Nomura, H., et al.: J. Med. Chem., 17, 12 (1974), Takaya, T., et al.: J. Antibiotics, 34, 1300 (1981), Wang, D., et al.: J. Pharm. Sci., 83, 577 (1994), Okamoto, Y., et al.: J. Pharm. Sci., 85, 985 (1996),

Formula: C₁₅D₃H₁₂N₃O₇S

Colore e forma: Neat

Peso molecolare: 384.379

Ref: TR-D288832

Descarbamoyl cefuroxime

CAS: 56271-94-4

Descarbamoyl cefuroxime is a prodrug that is hydrolyzed in vivo to cefuroxime, its active form. It can be prepared by acylation of cefuroxime with an organic acid chloride, such as acetyl chloride or propionyl chloride. The reaction is catalyzed by a strong base, such as sodium hydride or potassium tert-butoxide. Descarbamoyl cefuroxime has been shown to be effective against Staphylococcus aureus and Clostridium perfringens, although is not active against acid-fast bacteria such as Mycobacterium tuberculosis or Mycobacterium avium complex. This drug has shown anti-inflammatory properties, which may be due to its inhibition of prostaglandin synthesis.

Formula: C₁₅H₁₅N₃O₇S

Purezza: Min. 95%

Peso molecolare: 381.36 g/mol

Ref: 3D-FD21151