Ceforanide

Base Information

• Chemical Name: Ceforanide
• CAS No.: 60925-61-3
• Molecular Formula: C20H21N7O6S2
• Molecular Weight: 519.562
• Hs Code.: 2941906000
• UNII: 8M1YF8951V
• DSSTox Substance ID: DTXSID1022760
• Nikkaji Number: J39.141G
• Wikipedia: Ceforanide
• Wikidata: Q5057287
• NCI Thesaurus Code: C47436
• Metabolomics Workbench ID: 43190
• ChEMBL ID: CHEMBL1201046
• Mol file: 60925-61-3.mol

Synonyms:7-(alpha-(2-aminomethylphenyl)acetamido)-3-((1-carboxymethyltetrazol-5-ylthio)methyl)-3-cephem-4-carboxylic acid;BL-S 786;BL-S786R;cefaronide;ceforanide;ceforanide, monosodium salt

Chemical Property of Ceforanide

Chemical Property:

• Melting Point: >150° (dec)
• Refractive Index: 1.829
• PKA: 2.52±0.10(Predicted)
• PSA: 244.23000
• Density: 1.79 g/cm³
• LogP: 0.31890
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly, Heated), Methanol (Slightly)
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 10
• Exact Mass: 519.09947376
• Heavy Atom Count: 35
• Complexity: 905

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ceforanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3CN)C(=O)O)CSC4=NN=NN4CC(=O)O
• Isomeric SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CC=C3CN)C(=O)O)CSC4=NN=NN4CC(=O)O
• Description: Ceforanide is a second generation cephalosporin with good β-lactamase resistance. It has a serum half-life of about three hours, allowing twice-daily dosing.
• Uses: Ceforanide is a cephalosporin based antibiotic used in the sterilization in various medical procedures. Cephalosporin antibiotic

Technology Process of Ceforanide

There total 3 articles about Ceforanide 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:

N,N'-dicyclohexylethylenediamine ceforanide → 7-(2-aminomethylphenylacetamido)-3-(1-carboxymethyltetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid (60925-61-3)

Guidance literature:

With hydrogenchloride; In water; at 25 ℃; for 1h; pH=2.5;

Reference yield:

7-Aminocephalosporanic acid (957-68-6) → CEFORANIDE (60925-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂CO₃

2: (i) N_.N-dimethylbenzylamine, ClCO₂iBu, THF, (ii) /BRN= 4735640/, N-methyl-Mor

With sodium carbonate;

DOI:10.7164/antibiotics.29.1226

Reference yield:

3-<<<1H-1-(carboxymethyl)tetrazol-5-yl>thio>methyl>cephem (59118-46-6) + 3-(2-carboxymethyl-benzylamino)-but-2-enoic acid ethyl ester; potassium salt → CEFORANIDE (60925-61-3)

Guidance literature:

Multistep reaction; (i) N_.N-dimethylbenzylamine, ClCO₂iBu, THF, (ii) /BRN= 4735640/, N-methyl-Mor;

DOI:10.7164/antibiotics.29.1226

upstream raw materials:

3-<<<1H-1-(carboxymethyl)tetrazol-5-yl>thio>methyl>cephem

7-Aminocephalosporanic acid

Refernces

• 1、 Gottstein,Kaplan,Cooper,Silver,Nachfolger,Granatek. "7 (2 Aminomethylphenylacetamido) 3 (1 carboxymethyltetrazol 5 ylthiomethyl)3 cephem 4 carboxylic acid". . p. 1226 - 1229. Retrieved 2007/10/08.