Cephalosporins Category Toxicity grading Acute toxicity Flammability and hazard characteristics Storage Characteristics Extinguishing agent
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cefsulodin sodium salt

Cephalosporins Category Toxicity grading Acute toxicity Flammability and hazard characteristics Storage Characteristics Extinguishing agent
Product Name
cefsulodin sodium salt
CAS No.
52152-93-9
Chemical Name
cefsulodin sodium salt
Synonyms
Ulfar;sce129;ulfaret;pyocefal;cgp7174e;monaspor;tilmapor;pseudocef;takesulin;cefomonil
CBNumber
CB5270251
Molecular Formula
C22H19N4O8S2.Na
Formula Weight
554.53
MOL File
52152-93-9.mol
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cefsulodin sodium salt Property

Melting point:
175 C
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
H2O: 50 mg/mL, clear, light yellow
form 
powder or crystals
color 
Off-White to Pale Yellow
Water Solubility 
Soluble in water.
Merck 
13,1958
Stability:
Hygroscopic
InChIKey
REACMANCWHKJSM-DWBVFMGKSA-M
EPA Substance Registry System
Pyridinium, 4-(aminocarbonyl)-1-[[(6R,7R)-2-carboxy-8-oxo-7-[[(2R)-phenylsulfoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-, inner salt, monosodium salt (52152-93-9)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-42/43-20/21/22
Safety Statements 
22-26-36/37-45-36
WGK Germany 
2
RTECS 
UU1785000
TSCA 
Yes
HS Code 
29419059
Toxicity
LD50 in mice (mg/kg): >4000 i.p.; >15000 orally (Bryskier)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C8145
Product name
Cefsulodin sodium salt hydrate
Purity
third-generation cephalosporin antibiotic
Packaging
100mg
Price
$67.4
Updated
2024/03/01
Sigma-Aldrich
Product number
C8145
Product name
Cefsulodin sodium salt hydrate
Purity
third-generation cephalosporin antibiotic
Packaging
1g
Price
$336
Updated
2024/03/01
Alfa Aesar
Product number
J67192
Product name
Cefsulodin sodium salt, 50 mg/ml in distilled water, sterile-filtered
Packaging
1ml
Price
$163.65
Updated
2024/03/01
Alfa Aesar
Product number
J67192
Product name
Cefsulodin sodium salt, 50 mg/ml in distilled water, sterile-filtered
Packaging
5x1ml
Price
$441.65
Updated
2024/03/01
Cayman Chemical
Product number
16127
Product name
Cefsulodin (sodium salt)
Purity
≥95%
Packaging
1g
Price
$130
Updated
2021/12/16
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cefsulodin sodium salt Chemical Properties,Usage,Production

Cephalosporins

Cefsulodine sodium is a cephalosporin antibiotic, its antimicrobial spectrum is narrow, because it has good permeability to the outer layer of the cell wall of Pseudomonas aeruginosa , and it has a high affinity on penicillin-binding protein LA, LB and Ⅲ and thus it has strong bactericidal inhibition effect on the formation of the cell wall peptidoglycan , it has a strong and specific bactericidal effect on P. aeruginosa , the MIC is 1.5μg/ml, and it has high stability on β-lactamase produced by itself . Its antimicrobial activity against Pseudomonas aeruginosa is stronger than cefoperazone, methyl benzyl amoxicillin (10 times), carbenicillin, piperacillin and hydroxyl ampicillin (16 to 32-fold) , and its antimicrobial activity against Pseudomonas aeruginosa is equal to aminoglycoside antibiotics such as gentamicin, dibekacin . And there is no cross-resistance.After intramuscular or intravenous administration 0.5g, 15min respectively ,it achieves the maximum blood concentration of 37.2μg/ml, and the concentration of the drug increases with the increase of the dose . It can be quickly distributed to the kidneys, blood plasma, lung, heart, digestive tract, liver and spleen, and it can go access to sputum, wound exudate, amniotic fluid and breast milk. PBP is 70%, t1/2 is 1.5h, it is mainly excreted in the urine, 6h after treatment the urine excretion rate is 60% to 70%, metabolites with antibacterial activity are not found in the urine . In renal dysfunction patients , plasma concentration increases, half-life extends and urinary excretion rate decreases.
Sodium cefsulodin is clinically used for the treatment of respiratory tract infections caused by Pseudomonas aeruginosa, pyelonephritis, cystitis, peritonitis, septicemia, prostatitis, burns, wounds and otitis media secondary infection, corneal ulcers, especially penicillin and aminoglycosides antibiotic treatment ineffective Pseudomonas aeruginosa infection.
Adverse reactions occurring rate is approximately 1.3%, it is similar to other cephalosporins. Occasionally allergic reactions occur, such as rash, urticaria.There are gastrointestinal reactions. Injection site is painful, intravenous injection causes phlebitis, mildly elevated serum transaminases , few visible proteinuria; there are also visible thrombocytopenia, increased eosinophils; rare thrombocytopenia, vitamin deficiency and the like.
Patients allergic to the chemicalsare are banned .Patients allergic to penicillin,and cephalosporin , having history of allergy diseases, allergic bodies, severe renal dysfunction, and pregnant women should use with caution. Cefsulodine sodium together with diuretics, aminoglycosides can increase renal toxicity. Check liver function, kidney function and blood at regular intervals .
The above information is edited by the chemicalbook of Tian Ye.

Category

Toxic substances

Toxicity grading

Low toxicity

Acute toxicity

Intravenous-rat LD50: 3030 mg/kg; Intravenous-Mouse LD50: 3780 mg/kg.

Flammability and hazard characteristics

Thermal decomposition produces toxic nitrogen oxides, sulfur oxides, sodium oxide fumes.

Storage Characteristics

Ventilated, low-temperature ,dry storeroom.

Extinguishing agent

Water, carbon dioxide, foam, powder.

Description

Cefsulodin was synthesized by Takeda Chemicals Industries in 1974 by introducing the sulfobenzyl group, the same moiety as in sulbenicillin, at the 7 position of the cephem nucleus. Its side chain at the 3 position is similar to that of cephaloridine except for the carbamoyl group. The introduction of these hydrophilic groups increases the activity against Pseudomonas aeruginosa, but it markedly decreases it against gram-positive and other gramnegative bacteria. Therefore cefsulodin is used as a specific antibiotic against infections caused by the opportunistic pathogen P. aeruginosa.

Originator

Pseudomonil,Ciba Geigy,W. Germany,1980

Uses

Cefsulodin is most commonly used in CIN agar to select for Yersinia microorganisms. The compound displays a mechanism of action like many β lactam antibiotics through inhibition of cell wall synthesis by competitively inhibiting penicillin binding protein (PBP) crosslinking of peptidoglycan resulting in inhibition of the final transpeptidation step. Through the inability for Cefsulodin sodium salt hydrate to inhibit cefsulodin-resistant mutants of Pseudomonas aeruginosa PAO4089 growth displayed that Cefsulodin sodium salt hydrate may compete with PBP3 in addition to PBP1A and PBP1B.

Uses

betaadrenergic blocker

Uses

Cefsulodin is a third generation cephalosporin (C258750) antibiotic designed specifically for Pseudomonas Aeruginosa.

Uses

A β lactam antibiotic.

Definition

ChEBI: Cefsulodin sodium is an organic molecular entity.

Manufacturing Process

0.514 g (4 x 10-3 mol) of 7-(α-sulfophenylacetamido)cephalosporanic acid, 0.466 g (3 x 10-3 mol) of isonicotinamide and 2.0 g (2.06 x 10-3 mol) of potassium thiocyanate were dissolved in 2.5 ml of water. The resulting solution was allowed to stand and heated for 20 hours in a thermostat kept at 50°C and then directly purified by chromatography on an Amberlite XAD-2 column (16 x 880 mm). Subsequently, the fractions containing the cephalosporins were collected and subjected to freeze-drying to obtain 270 g of the title product in the form of a pale yellowish white powder. The product is usually used as the sodium salt.

brand name

Cefomonil (TAP).

Therapeutic Function

Antibiotic

Biological Activity

cefsulodin, formerly named as sce-129, is a cephalosporin with a spectrum of antibacterial activity against staphylococcus aureus, pseudomonas aeruginosa, and most other gram-positive cocci [1]. cefsulodin shows little activity against other species of acinetobacter spp., pseudomonas, or members of the enterobacteriaceae [1]. cefsulodin is a β-lactam antibiotic that involved in lysing actively-growing e. coli by specifically binding to the intermembrane proteins, penicillin-binding proteins 1a and b, whose transglycosylase and transpeptidase activities are involved in cell elongation and septation [2].cefsulodin was active against p. aeruginos. cefsulodin was active against penicillinase-producing strains of s. aureus. the mics of cefsulodin for pseudomonas aeruginosa and its mutants pseudomonas aeruginosa pao4089 were 0·78 and 12· mg/l [3]. cefsulodin was active in minimum inhibitory concentrations (mics) of 0.5 to 64 μg/ml. cefsulodin was active against p. diminuta, p. maltophilia, p. paucimobilis, and p. pseudoalcaligenes with mics of 1-32 μg/ml. cefsulodin was not hydrolyzed by the β-lactamase induced in p. aeruginosa by growth in the presence of benzylpenicillin and was a poor substrate for β-lactamases from enterobacter cloacae and proteus morganii [4].

References

[1] barry a l, jones r n, thornsberry c. cefsulodin: antibacterial activity and tentative interpretive zone standards for the disk susceptibility test[j]. antimicrobial agents and chemotherapy, 1981, 20(4): 525-529.
[2] jacoby g h, young k d. cell cycle-independent lysis of escherichia coli by cefsulodin, an inhibitor of penicillin-binding proteins 1a and 1b[j]. journal of bacteriology, 1991, 173(1): 1-5.
[3] bryan l e, kwan s, godfrey a j. resistance of pseudomonas aeruginosa mutants with altered control of chromosomal beta-lactamase to piperacillin, ceftazidime, and cefsulodin[j]. antimicrobial agents and chemotherapy, 1984, 25(3): 382-384.
[4] king a, shannon k, phillips i. in vitro antibacterial activity and susceptibility of cefsulodin, an antipseudomonal cephalosporin, to beta-lactamases[j]. antimicrobial agents and chemotherapy, 1980, 17(2): 165-169.

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Raw materials

Preparation Products

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View Lastest Price from cefsulodin sodium salt manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Cefsulodine sodium 52152-93-9
Price
US $0.01-1.00/KG
Min. Order
25KG
Purity
99%min
Supply Ability
20 tons
Release date
2020-05-08
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Cefsulodine sodium 52152-93-9
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
500kg
Release date
2021-11-02
Dideu Industries Group Limited
Product
cefsulodin sodium salt 52152-93-9
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-16

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  • Sodium cefsulodin
  • Ulfar
  • hydrogen [6R-[6alpha,7beta(R*)]]-4-carbamoyl-1-[[2-carboxylato-8-oxo-7-(phenylsulphonatoacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]pyridinium, monosodium salt
  • CEFSULODINE SODIUM
  • CEFSULONDIN SODIUM
  • Cefsulodin Sodium Salt (SCE-129)
  • cefsulodin sodium salt USP/EP/BP
  • Cefsulzidine sodium
  • Sodium (6R,7R)-3-((4-carbamoylpyridin-1-ium-1-yl)methyl)-8-oxo-7-((R)-2-phenyl-2-sulfonatoacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
  • TIANFU-CHEM CAS NO.52152-93-9 Cefsulodine sodium
  • Cefsulodin Sodium Salt (CFS) extrapure, 97%
  • CefsulodinSodiumSal
  • 52152-93-9
  • C22H19N4NaO8S2
  • C22H20N408S2
  • C22H19N4O8S2Na
  • C22H19N4O8S2NaH2O
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