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Cefsulodin

CAS No.
62587-73-9
Chemical Name:
Cefsulodin
Synonyms
CEFSULODIN;SYLKGLMBLAAGSC-QLVMHMETSA-N;(6R,7R)-3-[(4-Carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[(2R)-2-phenyl-2-sulfoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate;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;(6R,7R)-3-[(4-Carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[(2R)-2-phenyl-2-sulfoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate USP/EP/BP;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, [6R-[6α,7β(R*)]]-
CBNumber:
CB8270252
Molecular Formula:
C22H20N4O8S2
Molecular Weight:
532.55
MDL Number:
MFCD09054715
MOL File:
62587-73-9.mol
MSDS File:
SDS
Last updated:2022-12-21 16:56:50

Cefsulodin Properties

storage temp. 0-5°C
CAS DataBase Reference 62587-73-9(CAS DataBase Reference)
FDA UNII OV42LHE42B
ATC code J01DD03

SAFETY

Risk and Safety Statements

Hazard Codes  Xn
Risk Statements  20/21/22-36/37/38
Safety Statements  26-36

Cefsulodin price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological C2590-79 Cefsulodin 62587-73-9 1g $230 2021-12-16 Buy
AHH MT-49090 Cefsulodin 98% 62587-73-9 5g $350 2021-12-16 Buy
Product number Packaging Price Buy
C2590-79 1g $230 Buy
MT-49090 5g $350 Buy

Cefsulodin Chemical Properties,Uses,Production

Description

Cefsulodin is a semi-synthetic, third-generation cephalosporin antibiotic with a narrow spectrum of activity. It was first synthesized and patented by the Takeda Pharmaceutical Company in 1977. Cefsulodin has activity against Pseudomonas aeruginosa and Staphylococcus aureus but little activity against other bacteria. It is eliminated renally and has a serum half-life similar to ceftazidime and cefoperazone. Cefsulodin appears to be well tolerated and relatively free of any significant toxicity except for nausea and vomiting, which appear to be related to the infusion rate.

Originator

Pseudomonil,Ciba Geigy,W. Germany,1980

Definition

ChEBI: Cefsulodin is a pyridinium-substituted semi-synthetic, broad-spectrum, cephalosporin antibiotic. It has a role as an antibacterial drug. It is a cephalosporin, a primary carboxamide and an organosulfonic acid.

Uses

Cefsulodin is a third generation cephalosporin antibiotic that has very specific activity against Pseudomonas aeruginosa. Cefuslodin is used in CIN (cefsulodin-Irgasan-novobiocin) agar to select for microorganisms such as E. coli. Cefsulodin is a substrate for rat Oatp1a4. It has been used to study multidrug resistance-associated protein 4 in efflux transport of prostaglandin E2 across the mouse blood-brain barrier. Cefsulodin is used to study the effect of expression, binding, and inhibition of PBP1 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.

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

Antimicrobial activity

A semisynthetic parenteral cephalosporin supplied as the sodium salt. Activity against Ps. aeruginosa contrasts strikingly with poor activity against many other organisms. Anaerobic Gram-negative rods, Gram-positive rods and cocci are all resistant. It is stable to many β-lactamases, including the Ps. aeruginosa chromosomal enzyme, and is a poor substrate for the enzymes of Enterobacter spp. and Morg. morganii. It is slowly hydrolyzed by TEM β-lactamases and more rapidly by the enzymes of some carbenicillin-resistant strains of Ps. aeruginosa, with which distinct inoculum effects may be seen.
A 500 mg intravenous bolus dose achieves a plasma concentration of c. 70 mg/L at the end of the injection; the corresponding intramuscular dose achieves a peak concentration of around 15 mg/L. The plasma half-life is 1.5 h. About 15–30% is protein bound.
There is some metabolism of the drug, but the main route of excretion is via the kidneys, most appearing in the urine in the first 6 h. The plasma half-life is linearly related to creatinine clearance, rising to a mean of 10–13 h in patients where clearance was <10 mL/min, falling to around 2 h on hemodialysis.
It is well tolerated, apart from nausea and vomiting in some subjects. It has been used in severe pseudomonas infections, usually in combination with an aminoglycoside, but treatment has been complicated on a number of occasions by the emergence of resistance or superinfection. It is available in Japan.

Cefsulodin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 41)Suppliers
Supplier Tel Email Country ProdList Advantage
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49390 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9320 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29220 58
GIHI CHEMICALS CO.,LIMITED
+8618058761490 info@gihichemicals.com China 49999 58
Mainchem Co., Ltd. +86-0592-6210733 sale@mainchem.com China 32360 55
Chemwill Asia Co.,Ltd. 86-21-51086038 chemwill_asia@126.com CHINA 23931 58
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 14059 65
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12338 58

View Lastest Price from Cefsulodin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(6R,7R)-3-[(4-Carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[(2R)-2-phenyl-2-sulfoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate pictures 2020-05-26 (6R,7R)-3-[(4-Carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[(2R)-2-phenyl-2-sulfoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
62587-73-9
US $0.00-0.00 / Kg 1KG 99.0% 500 MT Shaanxi Dideu Medichem Co. Ltd

62587-73-9(Cefsulodin)Related Search:

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 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, [6R-[6α,7β(R*)]]- CEFSULODIN (6R,7R)-3-[(4-Carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[(2R)-2-phenyl-2-sulfoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate SYLKGLMBLAAGSC-QLVMHMETSA-N (6R,7R)-3-[(4-Carbamoylpyridin-1-ium-1-yl)methyl]-8-oxo-7-[[(2R)-2-phenyl-2-sulfoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate USP/EP/BP 62587-73-9 C20H20N4O8S2 C22H20N4O8S2 BioChemical Antibiotics A to Z Antibiotics A-F Antibiotics