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Sulbactam sodium

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Sulbactam sodium Basic information

Product Name:
Sulbactam sodium
Synonyms:
  • SULBACTAM SODIUM
  • SULBACTAM SODIUM SALT
  • sodium (2s-cis)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide
  • SODIUM SULBACTAM
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, sodium salt, (2S,5R)- (9CI)
  • Antibiotic medicine CAS 69388-84-7 veterinary sulbactam sodium
  • (2S-cis)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3,2,0]heptane-2-carboxylic acid 4,4-dioxide sodium salt
  • Sulbatam Sodium
CAS:
69388-84-7
MF:
C8H12NNaO5S
MW:
257.24
EINECS:
273-984-4
Product Categories:
  • pharmaceutical raw material
  • Antibiotic
  • Pharma
  • Chiral Reagents
  • Pharmaceutical raw materials
  • Inhibitors
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
  • API
  • APIs
  • 69388-84-7
Mol File:
69388-84-7.mol
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Sulbactam sodium Chemical Properties

Melting point:
>230°C (dec.)
storage temp. 
-20°C Freezer, Under Inert Atmosphere
solubility 
Freely soluble in water, sparingly soluble in ethyl acetate, very slightly soluble in ethanol (96 per cent). It is freely soluble in dilute acids.
form 
Solid
color 
White
InChIKey
NKZMPZCWBSWAOX-IBTYICNHSA-M
CAS DataBase Reference
69388-84-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
42/43
Safety Statements 
22-24-36/37-45-24/25
HS Code 
29349990
Toxicity
LD50 ivn-rat: 6500 mg/kg NKRZAZ 32(Suppl 4),97,84
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Sulbactam sodium Usage And Synthesis

Description

Sulbactam sodium is a parenterally-active, β-lactamase inhibitor recently introduced as a 1: 1 combination product with cefoperazone. Like clavulanic acid, the first agent of this type to b e introduced, sulbactam enhances the effectiveness of β-lactam antibiotics against resistant strains.

Chemical Properties

White Solid

Originator

Pfizer (USA)

Uses

A semi-synthetic β-lactamase inhibitor. It is used in combination with β-lactam antibiotics as antibacterial.

Definition

ChEBI: Sulbactam sodium is an organooxygen compound and an organonitrogen compound. It is functionally related to an alpha-amino acid.

Manufacturing Process

Sulbactam sodium is semi-synthetic antibiotic of penicillinic group. Start material for it's synthesis is 6-aminopenicillanic acid. First 6-aminopenicillanic acid was isolated in 1957 year from benzylpenicilline as resalt of treating of it by penicillinaze. Benzylpenicilline is produced by microorganism of genus Streptomyces.
Further, 6-aminopenicillanic acid reacted with bromine, hydrochloric acid and NaNO2. As a result the 6,6-dibromopenicillanic acid was obtained.
6,6-Dibromopenicillanic acid was oxidized by KMnO4, to give 6,6-dibromo-1,1-The 6,6-dibromo-1,1-dioxopenicillanic acid in presence of Fe was converted to the 1,1-dioxopenicillanic acid (sulbactam acid). The sulbactam acid was treated by sodium 2-ethylhexanoate and crude sulbactam sodium was obtained.

brand name

SULPERAZONE

Therapeutic Function

Beta-lactamase inhibitor

General Description

Sulbactam was synthesized by Pfizer Research Laboratories in 1977 in the course of screening for β-lactamase inhibitors. It shows strong activity against penicillinase and moderate activity against cephalosporinase. Sulbactam itself shows activity against some gramnegative bacteria but no activity against most pathogenic bacteria. The use of sulbactam in combination with cefoperazone, which is partially hydrolyzed by penicillinase, is under study along with its use as an esterified complex with ampicillin (sultamicillin) for therapy of cefoperazone-ampicillin-resistant infections.

Safety Profile

Poison by intravenous route. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx and SOx

Sulbactam sodium Preparation Products And Raw materials

Raw materials

Sulbactam sodiumSupplier

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