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7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid structure
CAS No.
34444-01-4
Chemical Name:
7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms
(r*)))-;cefadole;cephadole;cefamandol;CEFAMANDOLE;cephamandole;l-cefamandole;Compound-83405;Florfenicol-d3 AMine;R-(-)-N-DeMethyl Deprenyl-d5
CBNumber:
CB2398185
Molecular Formula:
C18H18N6O5S2
Formula Weight:
462.5
MOL File:
34444-01-4.mol

7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Properties

Density 
1.3806 (rough estimate)
refractive index 
1.7000 (estimate)
pka
pKa 2.6–2.9 (Uncertain)
CAS DataBase Reference
34444-01-4(CAS DataBase Reference)

SAFETY

7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy

7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical Properties,Uses,Production

Chemical Properties

Off-White Foam

Uses

A labelled metabolite of Deprenyl (D288641) (Selegiline).

Uses

Intermediate for the oreparation of Phenylephrine Glucuronide.

Definition

ChEBI: A cephalosporin compound having (R)-mandelamido and N-methylthiotetrazole side-groups.

brand name

Mandol (Lilly).

Antimicrobial activity

A semisynthetic cephalosporin supplied as the nafate, an antibacterially inactive ester hydrolyzed in the body to cefamandole. It is active against common pathogenic bacteria , but there is considerable strain variation in susceptibility. It is somewhat more stable than other group 1 agents to enterobacterial β-lactamases. Acinetobacter, Serratia and Pseudomonas spp. are often resistant. Some anaerobic Gram-negative rods are susceptible but B. fragilis is resistant.
A 1 g intramuscular dose achieves a plasma concentration of 20–35 mg/L after 1 h. It is widely distributed in body tissues. CSF levels are poor in the absence of meningeal inflammation. Therapeutically effective concentrations (c. 9 mg/kg) are found in bone after an intravenous dose of 2 g. Protein binding is 65–80%.
Renal excretion with a plasma half-life of around 50 min is mainly by both glomerular and tubular routes. A small amount is excreted in the bile and concentrations around 150–250 mg/L are found in T-tube bile following a 1 g intravenous dose. Only about 5% is removed by hemodialysis.
Cefamandole is one of the analogs containing the methylthiotetrazole side chain associated with bleeding . Rare renal damage or enhancement of existing renal damage has been described. Thrombophlebitis on intravenous administration is relatively common.
Experience in the treatment of a variety of infections and for surgical prophylaxis has been mixed and it is no longer recommended.

7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products


7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Suppliers

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34444-01-4(7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid)Related Search:


  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R)-hydroxyphenylacetyl]amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7R)-
  • 7-[(2-Hydroxy-2-phenylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-[(R)-Hydroxyphenylacetylamino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7α-[(R)-Hydroxy(phenyl)acetylamino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Compound-83405
  • Florfenicol AMine-d3 Discontinued See F405774
  • Florfenicol-d3 AMine
  • R-(-)-N-DeMethyl Deprenyl-d5
  • N-[(8-Hydroxy-3-Methyl-1-oxo-7-isochroManyl)carbonyl]-3- (phenyl-d5)-L-alanine
  • N-[[(3R)-3,4-Dihydro-8-hydroxy-3-Methyl-1-oxo-1H-2-benzopyran-7-yl]carbonyl]-L-(phenyl-d5)alanine
  • CEFAMANDOLE
  • (r*)))-
  • 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-((hydroxyphenylacetyl)
  • amino)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-,(6r-(6-alpha,7-beta
  • cefadole
  • cefamandol
  • cephadole
  • cephamandole
  • l-cefamandole
  • 3-(1-Methyltetrazol-5-ylthiomethyl)-7-D-mandelamido-3-cephem-4-carboxylic acid
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[(hydroxyphenylacetyl)amino]-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, [6R-[6α,7β(R*)]]-
  • 34444-01-4
  • C18H18N6O5S2
  • Chiral Reagents
  • Glucuronides
  • Heterocycles
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