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52152-93-9

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52152-93-9 Usage

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 lookchem 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.

Originator

Pseudomonil,Ciba Geigy,W. Germany,1980

Uses

Different sources of media describe the Uses of 52152-93-9 differently. You can refer to the following data:
1. 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.
2. Cefsulodin is a third generation cephalosporin (C258750) antibiotic designed specifically for Pseudomonas Aeruginosa.
3. A β lactam antibiotic.

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.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 52152-93-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,1,5 and 2 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 52152-93:
(7*5)+(6*2)+(5*1)+(4*5)+(3*2)+(2*9)+(1*3)=99
99 % 10 = 9
So 52152-93-9 is a valid CAS Registry Number.
InChI:InChI=1/C22H20N4O8S2.Na/c23-18(27)13-6-8-25(9-7-13)10-14-11-35-21-15(20(29)26(21)16(14)22(30)31)24-19(28)17(36(32,33)34)12-4-2-1-3-5-12;/h1-9,15,17,21H,10-11H2,(H4-,23,24,27,28,30,31,32,33,34);/q;+1/p-1

52152-93-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Cefsulodin Sodium Salt

1.2 Other means of identification

Product number -
Other names Cefsulodin sodium salt hydrate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:52152-93-9 SDS

52152-93-9Downstream Products

52152-93-9Relevant articles and documents

Medicinal cefsulodin sodium compound and preparation method thereof

-

, (2017/07/21)

The invention relates to the technical field of medicine, in particular to a medicinal cefsulodin sodium compound and a preparation method thereof. The preparation method of the medicinal cefsulodin sodium compound includes steps: 1) preparation of 3-(4-pyridinecarboxamide-1-methylene)-7-amino-cephalosporanic acid; 2) preparation of D-sulfophenylacetyl chloride; 3) preparation of D-sulfocephalosporanic acid; 4) preparation of cefsulodin sodium. The technical defects of high cost, low safety and low yield of existing preparation methods are overcome; by adoption of a silicon reagent method for preparation of the cefsulodin sodium compound, racemate controllability, high safety, high yield and high quality are realized, starting materials are easy to acquire, reaction conditions of each step are mild, equipment requirements are low, a single solvent is adopted and convenient to recycle, the requirement on environment friendliness can be met, and the method is suitable for large-scale industrial production.

Process for preparing cefsulodin sodium

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Page/Page column 11; 12, (2009/12/05)

The invention is directed to an improved process for preparing cefsulodin sodium. The process involves: (i) dissolving cefsulodin in a solvent comprising an organic solvent to provide a solution of cefsulodin, (ii) adding about 1 equivalent of a sodium salt of a base to the solution of cefsulodin to provide a solution of cefsulodin sodium, and (iii) separating the cefsulodin sodium from the solution of cefsulodin sodium.

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