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ChemicalBook >  Product Catalog >  Analytical Chemistry >  Standard >  Pharmaceutical Impurity Reference Standards >  (6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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(6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Basic information

Product Name:
(6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms:
  • Cefoxitin Impurity A -C (EP)
  • (6R,6β)-3-Hydroxymethyl-7β-methoxy-8-oxo-7-[[(2-thienyl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (7S)-3-(Hydroxymethyl)-7-[(2-thenylcarbonyl)amino]-7-methoxycepham-3-ene-4-carboxylic acid
  • 3'-Decarbamoylcefoxitin
  • Cefoxitin Impurity 5
  • Cefoxitin Impurity A (EP)(Decarbamoyl cefoxitin)
  • 3-hydroxymethyl-7c-methoxy-8-oxo-7t-(2-thiophen-2-yl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefoxitin impurity 1/Cefoxitin EP Impurity A/Decarbamoyl Cefoxitin/(6R,7S)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-[[(thiophen-2-yl)acetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS:
54333-94-7
MF:
C15H16N2O6S2
MW:
384.43
EINECS:
259-108-3
Mol File:
54333-94-7.mol
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(6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical Properties

Boiling point:
790.2±60.0 °C(Predicted)
Density 
1.62±0.1 g/cm3(Predicted)
pka
2.79±0.50(Predicted)
InChI
InChI=1S/C15H16N2O6S2/c1-23-15(16-10(19)5-9-3-2-4-24-9)13(22)17-11(12(20)21)8(6-18)7-25-14(15)17/h2-4,14,18H,5-7H2,1H3,(H,16,19)(H,20,21)/t14-,15+/m1/s1
InChIKey
ZTFUMAYWSRFLRO-CABCVRRESA-N
SMILES
N12[C@@]([H])([C@](OC)(NC(CC3SC=CC=3)=O)C1=O)SCC(CO)=C2C(O)=O
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(6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Usage And Synthesis

Uses

Decarbamylcefoxitin is an impurity of Cefoxitin (C243200), a semi-synthetic antibiotic derived from Cephamycin C, possessing high resistance to β-lactamase inactivation. An antibacterial.

(6R-cis)-3-(hydroxymethyl)-7-methoxy-8-oxo-7-(2-thienylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidSupplier

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