Cefteramum

Base Information

• Chemical Name: Cefteramum
• CAS No.: 82547-58-8
• Molecular Formula: C16H17N9O5S2
• Molecular Weight: 479.49
• UNII: 74CQ4Q3N63
• Wikipedia: Cefteram
• Wikidata: Q76308972
• NCI Thesaurus Code: C81035
• ChEMBL ID: CHEMBL2105953
• Mol file: 82547-58-8.mol

Synonyms:7-(2-(2-amino-4-thiazoyl)-2-(methoxyimino)acetamido)-3-((5-methyl-2H-tetrazol-2-yl)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene carboxylic acid;cefteram;ceftetrame;Ro 19-5247;Ro-19-5247

Chemical Property of Cefteramum

Chemical Property:

• Appearance/Colour: white to yellow-white crystalline powder
• Melting Point: >175oC (dec.)
• Refractive Index: 1.901
• PKA: 2.62±0.50(Predicted)
• PSA: 244.35000
• Density: 1.95 g/cm³
• LogP: -0.28050
• Storage Temp.: -20?C Freezer
• Solubility.: DMF (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 7
• Exact Mass: 479.07940702
• Heavy Atom Count: 32
• Complexity: 871

Purity/Quality:

99% ^*data from raw suppliers

Cefteram ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(N=N1)CC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O
• Isomeric SMILES: CC1=NN(N=N1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O
• Description: Cefteram pivoxil is an orally-active cephalosponn antibiotic with a broad spectrum of activity. It is reportedly effective against Cirrobacrer, indole-positive Proreus and Enrerobacrer species resistant to cefaclor, cephalexin and amoxicillin. Cefteram pivoxil is indicated primarily for urinary tract infections.
• Uses: Orally active cephalosporin antibiotic, antibacterial.

Technology Process of Cefteramum

There total 4 articles about Cefteramum 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: 89.1%

2-methoxyimino-2-(2-aminothiazol-4-yl)acetic acid S-2-benzothiazole ester (84994-24-1) + 7-amino-3-[2-(5-methyl-2H-tetrazolyl)methyl]cephalosporanic acid (82549-51-7) → cefteram (82547-58-8)

Guidance literature:

With sodium metabisulfite; triethylamine; In methanol; dichloromethane; at 0 ℃; for 3h;

Reference yield:

cefteram pivoxil (82547-81-7) → (2R,6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-3-(5-methyl-tetrazol-2-ylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid (126788-04-3) + (2R,6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-3-(5-methyl-tetrazol-2-ylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2-carboxylic acid 2,2-dimethyl-propionyloxymethyl ester (126643-12-7,104712-44-9) + cefteram (82547-58-8)

Guidance literature:

With water; In N,N-dimethyl-formamide; at 37 ℃; Rate constant; phosphate buffer, var. pH; add of bovin serum albumin (as protein);

DOI:10.1248/cpb.37.2369

Reference yield:

7-Aminocephalosporanic acid (957-68-6) → cefteram (82547-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / 0.33 h / 20 °C

1.2: 20 °C

2.1: sodium metabisulfite; triethylamine / dichloromethane; methanol / 3 h / 0 °C

With sodium metabisulfite; sulfuric acid; triethylamine; In methanol; dichloromethane;

upstream raw materials:

cefteram pivoxil

2-methoxyimino-2-(2-aminothiazol-4-yl)acetic acid S-2-benzothiazole ester

7-amino-3-[2-(5-methyl-2H-tetrazolyl)methyl]cephalosporanic acid

7-Aminocephalosporanic acid

Downstream raw materials:

cefteram pivoxil

Refernces

• 1、 -. "NOVEL INTERMEDIATES FOR SYNTHESIS OF CEPHALOSPORINS AND PROCESS FOR PREPARATION OF SUCH INTERMEDIATES". Page 33. . Retrieved 2008/06/13.