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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
Molecular Weight:
554.53
MDL Number:
MFCD00865072
MOL File:
52152-93-9.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:04

cefsulodin sodium salt Properties

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
FDA UNII 2D087186PY
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS08,GHS07
Signal word  Warning
Hazard statements  H315-H317-H319-H335-H334
Precautionary statements  P261-P280-P305+P351+P338-P280g-P284-P304+P340-P342+P311a-P501a
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)

cefsulodin sodium salt price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C8145 Cefsulodin sodium salt hydrate third-generation cephalosporin antibiotic 52152-93-9 100mg $67.4 2024-03-01 Buy
Sigma-Aldrich C8145 Cefsulodin sodium salt hydrate third-generation cephalosporin antibiotic 52152-93-9 1g $336 2024-03-01 Buy
Alfa Aesar J67192 Cefsulodin sodium salt, 50 mg/ml in distilled water, sterile-filtered 52152-93-9 1ml $163.65 2024-03-01 Buy
Alfa Aesar J67192 Cefsulodin sodium salt, 50 mg/ml in distilled water, sterile-filtered 52152-93-9 5x1ml $441.65 2024-03-01 Buy
Cayman Chemical 16127 Cefsulodin (sodium salt) ≥95% 52152-93-9 1g $130 2021-12-16 Buy
Product number Packaging Price Buy
C8145 100mg $67.4 Buy
C8145 1g $336 Buy
J67192 1ml $163.65 Buy
J67192 5x1ml $441.65 Buy
16127 1g $130 Buy

cefsulodin sodium salt Chemical Properties,Uses,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

A β lactam antibiotic.

Uses

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

Uses

betaadrenergic blocker

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.

cefsulodin sodium salt Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 182)Suppliers
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Henan Tianfu Chemical Co.,Ltd.
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Career Henan Chemica Co
+86-0371-86658258 15093356674; laboratory@coreychem.com China 30255 58

View Lastest Price from cefsulodin sodium salt manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cefsulodine sodium pictures 2021-11-03 Cefsulodine sodium
52152-93-9
US $0.00-0.00 / Kg/Drum 1KG 98%min 500kg WUHAN FORTUNA CHEMICAL CO., LTD
cefsulodin sodium salt USP/EP/BP pictures 2021-07-17 cefsulodin sodium salt USP/EP/BP
52152-93-9
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Cefsulodine sodium pictures 2021-07-02 Cefsulodine sodium
52152-93-9
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • Cefsulodine sodium pictures
  • Cefsulodine sodium
    52152-93-9
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
pseudocef pseudomonil pyocefal pyridinium,4-(aminocarbonyl)-1-[[(6r,7r)-2-carboxy-8-oxo-7-[[(2r)-phenylsulfoa sce129 sulcephalosporin takesulin Sodium (6R,7R)-3-[(4-carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[(2R)-2-phenyl-2-sulfonatoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate Cefsulodin hydrate sodium salt (6R,7R)-3-[(4-Carbamoylpyridinio)methyl]-8-oxo-7-[(R)-2-phenyl-2-sulfoacetylamino]-5-thia-1-azabicyclo[4.2.0]octan-2-ene-2-carboxylate (6R,7R)-3-[(4-Carbamoylpyridinio)methyl]-8-oxo-7-[(R)-2-phenyl-2-(sodiosulfo)acetylamino]-5-thia-1-azabicyclo[4.2.0]octan-2-ene-2-carboxylate 4-(AMinocarbonyl)-1-[[(6R,7R)-2-carboxy-8-oxo-7-[[(2R)-2-phenyl-2-sulfoacetyl]aMino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]Methyl]pyridiniuM Cefsulodin SodiuM Hydrate Cefsulodin (SCE-129), Antibiotic for Culture Media Use Only (6r-(6-alpha,7-beta(r*)))-odiumsal 4-(aminocarbonyl)-1-((2-carboxy-8-oxo-7-((phenylsulfoacetyl)amino)-pyridiniu 5-thio-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-,hydroxide,innersalt,monos abbott-46811 cefomonil cetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-,innersalt,mono cgp7174e monaspor tilmapor ulfaret CEFSULODIN SODIUM SALT HYDRATE 7-(D-α-Sulfophenylacetamido)ceph-3-em-3-(4'-carbamoylpyridinium)methyl-4-carboxylate sodium salt Abbot 46811 D-(-)-SCE-129 Monosodium cefsulodin 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 Pyridinium, 4-(aminocarbonyl)-1-[[2-carboxy-8-oxo-7-[(phenylsulfoacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-, hydroxide, inner salt, monosodium salt, [6R-[6α,7β(R*)]]- Pyridinium, 4-(aminocarbonyl)-1-[[2-carboxy-8-oxo-7-[(phenylsulfoacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-, inner salt, monosodium salt, [6R-[6a,7b(R*)]]- 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 Cefsulodin (SCE-129), amorphous, Antibiotic for Culture Media Use Only sodium (6R,7R)-3-[(4-carbamoyl-1-pyridin-1-iumyl)methyl]-8-oxo-7-[(1-oxo-2-phenyl-2-sulfoethyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate 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 BioChemical Antibiotics Antibiotics A-F Antibiotics A to Z GUBERNAL antibiotic