ChemicalBook > CAS DataBase List > Cefsulodin

Cefsulodin

Product Name
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
Formula Weight
532.55
MOL File
62587-73-9.mol
More
Less

Cefsulodin Property

storage temp. 
0-5°C
CAS DataBase Reference
62587-73-9(CAS DataBase Reference)
More
Less

Safety

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

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Usbiological
Product number
C2590-79
Product name
Cefsulodin
Packaging
1g
Price
$230
Updated
2021/12/16
AHH
Product number
MT-49090
Product name
Cefsulodin
Purity
98%
Packaging
5g
Price
$350
Updated
2021/12/16
More
Less

Cefsulodin Chemical Properties,Usage,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

More
Less

Cefsulodin Suppliers

Leancare Ltd.
Tel
--
Fax
--
Email
enquiry@leancare.co.uk
Country
United Kingdom
ProdList
6446
Advantage
42
CARBONE SCIENTIFIC CO.,LTD
Tel
--
Fax
--
Email
sales@carbonesci.com
Country
United Kingdom
ProdList
6666
Advantage
30
MOLEKULA Ltd.
Tel
--
Fax
--
Email
kevinbanks@molekula.com
Country
United Kingdom
ProdList
6140
Advantage
66
UK GREEN SCIENTIFIC CO.,LIMITED
Tel
--
Fax
--
Email
sales@gs-chem.com
Country
United Kingdom
ProdList
6098
Advantage
47
Apollo Scientific Ltd.
Tel
--
Fax
--
Email
sales@apolloscientific.co.uk
Country
United Kingdom
ProdList
6084
Advantage
88
More
Less

View Lastest Price from Cefsulodin manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
(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
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%
Supply Ability
500 MT
Release date
2020-05-25

62587-73-9, CefsulodinRelated 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