Cefsulodine sodium

Base Information

• Chemical Name: Cefsulodine sodium
• CAS No.: 52152-93-9
• Molecular Formula: C₂₂H₁₉N₄O₈S₂*Na
• Molecular Weight: 554.537
• Hs Code.: 29419059
• ChEMBL ID: CHEMBL1343544
• NCI Thesaurus Code: C98228
• Mol file: 52152-93-9.mol

Synonyms:Abbott 46811;Cefsulodin;Cefsulodin Monosodium Salt;Cefsulodin Sodium;CGP 7174 E;CGP-7174-E;CGP7174E;Monaspor;Monosodium Salt, Cefsulodin;Pyocefal;SCE 129;SCE-129;SCE129;Sodium, Cefsulodin

Chemical Property of Cefsulodine sodium

Chemical Property:

• Appearance/Colour: White to pale yellow crystalline powder
• Melting Point: 175 °C
• PSA: 227.39000
• LogP: -0.12670
• Storage Temp.: 2-8°C
• Solubility.: H2O: 50 mg/mL, clear, light yellow
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 554.05420021
• Heavy Atom Count: 37
• Complexity: 1040

Purity/Quality:

99% ^*data from raw suppliers

Cefsulodin sodium salt hydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-42/43-20/21/22
• Safety Statements: 22-26-36/37-45-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(=C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)S(=O)(=O)[O-])C(=O)[O-])C[N+]4=CC=C(C=C4)C(=O)N.[Na+]
• Isomeric SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)C(C3=CC=CC=C3)S(=O)(=O)[O-])C(=O)[O-])C[N+]4=CC=C(C=C4)C(=O)N.[Na+]
• 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. Cefsulodin is a third generation cephalosporin (C258750) antibiotic designed specifically for Pseudomonas Aeruginosa. A β lactam antibiotic.
• Therapeutic Function: Antibiotic

Technology Process of Cefsulodine sodium

There total 5 articles about Cefsulodine sodium which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

cefsulodin (62587-73-9) → Cefomonil (41444-66-0,52152-93-9,52152-94-0)

Guidance literature:

With sodium acetate; In ethanol; water; pH=4 - 4.25; Product distribution / selectivity;

Reference yield: 85.0%

cefsulodin → cefsulodin sodium salt (41444-66-0,52152-93-9,52152-94-0)

Guidance literature:

With sodium acetate; In ethanol; water; at 0 - 5 ℃; pH=~ 4.0 - ~ 4.25; Product distribution / selectivity;

Reference yield:

7-Aminocephalosporanic acid (957-68-6) → Cefomonil (41444-66-0,52152-93-9,52152-94-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane; sulfuric acid / dichloromethane / 4 h / Reflux; Large scale

1.2: Large scale

2.1: sodium hydrogencarbonate / dichloromethane; water / 1 h / 0 - 5 °C / Large scale

3.1: sodium acetate; pyrographite / water / pH 4.1 / Large scale

With sulfuric acid; sodium acetate; sodium hydrogencarbonate; pyrographite; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; water;

upstream raw materials:

cefsulodin

7-Aminocephalosporanic acid

isonicotinamide

2-phenyl-2-sulfoacetic acid

Refernces

• 1、 -. "PROCESS FOR PREPARING CEFSULODIN SODIUM". Page/Page column 7. . Retrieved 2010/05/13.