Fosfomycin tromethamine

Base Information

• Chemical Name: Fosfomycin tromethamine
• CAS No.: 78964-85-9
• Molecular Formula: C4H11NO3^.C3H7O4P
• Molecular Weight: 259.196
• Hs Code.: 2941906000
• UNII: 7FXW6U30GY
• DSSTox Substance ID: DTXSID701000165
• Wikidata: Q27268207
• NCI Thesaurus Code: C47541
• RXCUI: 142135
• ChEMBL ID: CHEMBL1200331
• Mol file: 78964-85-9.mol

Synonyms:Monurol (TN);Phosphonic acid, (3-methyloxiranyl)-, (2R-cis)-, compd. with 2-amino-2-(hydroxymethyl)-1,3-propanediol (1:1);Fosfomycin tromethamine (USAN);(1R,2S)-(1,2-Epoxypropyl)phosphonic acid, compound with 2-amino-2-(hydroxymethyl)-1,3-propanediol (1:1);Monurol;Fosfomycin compd. with trometamol;Z 1282;(2R-cis)-(3-Methyloxiranyl)phosphonic acid, compound with 2-amino-2-(hydroxymethyl)propane-1,3-diol (1:1);Tromethamine-fosfomycin;

Chemical Property of Fosfomycin tromethamine

Chemical Property:

• Appearance/Colour: white or off-white powder
• Vapor Pressure: 1.57E-06mmHg at 25°C
• Boiling Point: 357 °C at 760 mmHg
• Flash Point: 169.7 °C
• PSA: 166.58000
• LogP: -1.73000
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Very soluble in water, slightly soluble in ethanol (96 per cent) and in methanol, practically insoluble in acetone.
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 259.08208891
• Heavy Atom Count: 16
• Complexity: 192

Purity/Quality:

Above 99% ^*data from raw suppliers

Fosfomycin trometamol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(O1)P(=O)(O)O.C(C(CO)(CO)N)O
• Isomeric SMILES: C[C@H]1[C@H](O1)P(=O)(O)O.C(C(CO)(CO)N)O
• Uses: Phosphonic acid derivative; antibacterial. Fosfomycin Tromethamine is used as an antibiotic compound in the treatment of urinary tract infections.

Technology Process of Fosfomycin tromethamine

There total 5 articles about Fosfomycin tromethamine 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: 95.1%

fosfomycin bis tromethamine → fosfomycin trometamol (78964-85-9)

Guidance literature:

With acetic anhydride; In methanol; at 20 - 30 ℃; for 1.33333h;

Reference yield: 90.5%

fosfomycin bis-tromethamine → fosfomycin trometamol (78964-85-9)

Guidance literature:

fosfomycin bis-tromethamine; In methanol; at 20 ℃; for 0.25h;

With Cyclohexyl isocyanate; In methanol; at 20 ℃; for 0.633333h; Reagent/catalyst;

Reference yield: 86.2%

(1R,2S)-(-)-cis-1,2-epoxypropyl phosphoric acid-R-(+)-α-phenethylamine salt + 2-amino-2-hydroxymethyl-1,3-propanediol (77-86-1) → fosfomycin trometamol (78964-85-9)

Guidance literature:

(1R,2S)-(-)-cis-1,2-epoxypropyl phosphoric acid-R-(+)-α-phenethylamine salt; 2-amino-2-hydroxymethyl-1,3-propanediol; In methanol; at 20 ℃; for 0.25h;

With Cyclohexyl isocyanate; In methanol; at 20 - 33 ℃; for 0.633333h; Reagent/catalyst;

upstream raw materials:

2-amino-2-hydroxymethyl-propane-1,3-diol; hydrogenoxalate

phosphomycin disodium salt

2-amino-2-hydroxymethyl-1,3-propanediol

Refernces

• 1、 -. "Preparation method of high-content fosfomycin tromethamine". Paragraph 0053; 0054; 0055; 0056; 0057; 0058-0082. . Retrieved 2019/01/08.
• 2、 -. "METHOD FOR PREPARING FOSFOMYCIN AMMONIUM SALT". Paragraph 0028; 0030; 0032; 0034; 0036; 0038; 0040; 0042. . Retrieved 2015/03/18.