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cefsulodin sodium salt

pharmaceutical raw materials
cefsulodin sodium salt structure

cefsulodin sodium salt 

structure
  • CAS No:

    52152-93-9

  • Formula:

    C22H20N4O8S2.Na

  • Chemical Name:

    cefsulodin sodium salt

  • Synonyms:

    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

  • Categories:

    Active Pharmaceutical Ingredients  >  Synthetic Anti-infective Drugs

Description

Cefsulodin sodium salt hydrate is a third generation β lactam antibiotic and member of the cephems subgroub of antibiotics. Target: AntibacterialThe 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-


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.


ChEBI: Cefsulodin sodium is an organic molecular entity.

cefsulodin sodium salt Basic Attributes

555.54

554.054199

257-692-4

TSCA listed

DTXSID6045585

Off-White to Pale Yellow

29419059

Characteristics

227.39000

-0.12670

White to pale yellow crystalline powder

175 C

Soluble in water.

2-8°C

LD50 in mice (mg/kg): >4000 i.p.; >15000 orally (Bryskier)

Thermal decomposition releases toxic nitrogen oxides, sulfur oxides, sodium oxide fumes

Inert atmosphere,Store in freezer, under -20°C

Safety Information

NONH for all modes of transport

2

Xi,Xn

22-26-36/37-45-36

UU1785000

Xi,Xn

The warehouse is low-temperature, ventilated and dry

P261-P280-P305 + P351 + P338

36/37/38-42/43-20/21/22

|Danger|H315 (96.08%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P280, P285, P302+P352, P304+P340, P304+P341, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P342+P311, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 51 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Toxicity

practically nontoxic

cefsulodin sodium salt Use and Manufacturing

Uses

A β lactam antibiotic.


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.


betaadrenergic blocker


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

Pyridinium, 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]-, inner salt, sodium salt (1:1): ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Computed Properties

Molecular Weight:572.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:6
Exact Mass:572.06476489
Monoisotopic Mass:572.06476489
Topological Polar Surface Area:228
Heavy Atom Count:38
Complexity:1040
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

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