CAS 56271-94-4

Ácido (6R,7R)-7-[[(2Z)-2-(2-furanil)-2-(metoximino)acetil]amino]-3-(hidroximetil)-8-oxo-5-tia-1-azabiciclo[4.2.0]oct-2-eno-2-carboxílico

Descrição:

A substância química com o nome "Ácido (6R,7R)-7-[[(2Z)-2-(2-furanil)-2-(metoximino)acetil]amino]-3-(hidroximetil)-8-oxo-5-tia-1-azabiciclo[4.2.0]oct-2-eno-2-carboxílico" e o número CAS "56271-94-4" é um composto bicyclic complexo que pertence à classe de antibióticos conhecidos como cefalosporinas. Apresenta um anel de tiazolidina e uma estrutura bicyclic, o que contribui à sua atividade biológica. A presença de um grupo metoximino melhora sua estabilidade contra certas beta-lactamases, tornando-o eficaz contra uma variedade de infecções bacterianas. O anel de furan em sua estrutura também pode desempenhar um papel em suas propriedades farmacológicas. Este composto exibe características típicas dos antibióticos beta-lactâmicos, incluindo a capacidade de inibir a síntese da parede celular bacteriana, o que é crucial para sua eficácia antimicrobiana. Sua estereoquímica, indicada pela configuração (6R,7R), é essencial para sua atividade biológica, influenciando como interage com as enzimas bacterianas. No geral, este composto representa um avanço significativo no desenvolvimento de antibióticos, visando cepas bacterianas resistentes.

Fórmula: 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

Chave InChI: 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]

Sinónimos:

• (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

Fórmula: C₁₅H₁₅N₃O₇S

Cor e Forma: Solid

Peso molecular: 381.3605

Ref: IN-DA00DF5Z

Cefuroxime EP Impurity A (Descarbamoyl Cefuroxime)

CAS: 56271-94-4

Fórmula: C₁₅H₁₅N₃O₇S

Peso molecular: 381.36

Ref: 4Z-C-445006

Cefuroxime EP Impurity A

CAS: 56271-94-4

Fórmula: C₁₅H₁₅N₃O₇S

Peso molecular: 381.36

Ref: ST-EA-CP-C265001

Descarbamoyl Cefuroxime

Produto Controlado

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),

Fórmula: C₁₅H₁₅N₃O₇S

Cor e Forma: Neat

Peso molecular: 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.

Fórmula: C₁₅H₁₅N₃O₇S

Pureza: 98%

Cor e Forma: Solid

Peso molecular: 381.36

Ref: TM-T11000

Descarbamoyl Cefuroxime-d3

Produto Controlado

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),

Fórmula: C₁₅D₃H₁₂N₃O₇S

Cor e Forma: Neat

Peso molecular: 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.

Fórmula: C₁₅H₁₅N₃O₇S

Pureza: Min. 95%

Peso molecular: 381.36 g/mol

Ref: 3D-FD21151