Fosmidomycin Sodium

Base Information

• Chemical Name: Fosmidomycin Sodium
• CAS No.: 66508-37-0
• Molecular Formula: C3H6NaO4P
• Molecular Weight: 160.04100
• Hs Code.: 2931900090
• UNII: IYI1EW66CX
• ChEMBL ID: CHEMBL2164257
• DSSTox Substance ID: DTXSID10216711
• Wikidata: Q27280957
• Mol file: 66508-37-0.mol

Synonyms:3-(N-formyl-N-hydroxy)aminopropylphosphonic acid;fosfidomycin;fosmidomycin;fosmidomycin monoammonium salt;fosmidomycin monopotassium salt;fosmidomycin monosodium salt;fosmidomycin sodium;fosmidomycin sodium salt;FR-31564;phosphonic acid, (3-(formylhydroxyamino)propyl)-, monosodium salt

Chemical Property of Fosmidomycin Sodium

Chemical Property:

• Vapor Pressure: 6.94E-10mmHg at 25°C
• Melting Point: 189-191oC
• Boiling Point: 463.7oC at 760 mmHg
• Flash Point: 234.3oC
• PSA: 82.70000
• Density: 1.6±0.1g/cm3
• LogP: 0.34710
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 205.01160367
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

97% ^*data from raw suppliers

Fosmidomycin, Sodium Salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CN(C=O)O)CP(=O)(O)[O-].[Na+]
• Uses: The antibiotics Fosmidomycin and FR900098 are members of a unique class of phosphonic acid natural products that inhibit the nonmevalonate pathway for isoprenoid biosynthesis. Both are potent antibacterial and antimalarial compounds.

Technology Process of Fosmidomycin Sodium

There total 8 articles about Fosmidomycin 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: 95.0%

3-(N-hydroxyamino)-propylphosphonic acid (66508-11-0) + 5-methyl-2-thioxo-1,3,4-thiadiazole-3(2H)-carbaldehyde (100747-87-3) → fosmidomycin mono sodium salt (66508-37-0)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(00)89228-X

Reference yield: 87.0%

diethyl 3-(N-formyl-N-hydroxyamino)propylphosphonate (66508-68-7) → fosmidomycin mono sodium salt (66508-37-0)

Guidance literature:

diethyl 3-(N-formyl-N-hydroxyamino)propylphosphonate; With trimethylsilyl bromide; In dichloromethane; at 0 - 20 ℃; for 8h;

With sodium hydroxide; In methanol; water;

DOI:10.3390/molecules25204858

Reference yield: 70.1%

3-(N-hydroxyamino)-propylphosphonic acid (66508-11-0) + formyl acetic anhydride (2258-42-6) → fosmidomycin mono sodium salt (66508-37-0)

Guidance literature:

With sodium hydroxide; for 1h; Ambient temperature;

DOI:10.1248/cpb.30.111

upstream raw materials:

3-(N-hydroxyamino)-propylphosphonic acid

5-methyl-2-thioxo-1,3,4-thiadiazole-3(2H)-carbaldehyde

formyl acetic anhydride

formic acid