Furagin

Base Information

• Chemical Name: Furagin
• CAS No.: 1672-88-4
• Molecular Formula: C10H8N4O5
• Molecular Weight: 264.197
• Hs Code.: 2934999090
• European Community (EC) Number: 681-332-9
• UNII: K2R4N34Y9I
• DSSTox Substance ID: DTXSID101030908
• Metabolomics Workbench ID: 154281
• ChEMBL ID: CHEMBL3707254
• Mol file: 1672-88-4.mol

Synonyms:Furagin;Furazidin;Solafur

Chemical Property of Furagin

Chemical Property:

• Melting Point: 267-270oC (dec.)
• Refractive Index: 1.689
• PKA: 7.79±0.10(Predicted)
• PSA: 120.73000
• Density: 1.61 g/cm³
• LogP: 1.52850
• Storage Temp.: Refrigerator
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 264.04946937
• Heavy Atom Count: 19
• Complexity: 455

Purity/Quality:

Furagin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)NC(=O)N1N=CC=CC2=CC=C(O2)[N+](=O)[O-]
• Isomeric SMILES: C1C(=O)NC(=O)N1/N=C/C=C/C2=CC=C(O2)[N+](=O)[O-]
• Recent EU Clinical Trials: A Phase II, Randomized, Parallel design, Open label, Dose ranging Study to evaluate the efficacy and safety of Furazidin vaginal tablets in women with bacterial vaginosis
• Description: Furagin (Furazidine) is a Nitrofuran derivative with anti-infective activity used for urinary tract infections. It's chemical structure and composition are similar to Nitrofurantoin.
• Uses and Mechanism of Action: Furagin is used in the management of urinary tract infections caused by susceptible bacteria.; Works by inhibiting bacterial growth and replication, thereby resolving the infection.
• Sources: Synthetically manufactured in pharmaceutical laboratories.
• References: [1] The antibiotic furagin and its derivatives are isoform-selective human carbonic anhydrase inhibitors; DOI 10.1080/14756366.2020.1752201; [2] Clinical trial research on furagin-induced anaphylactic shock: assessing mechanisms and preventive strategies; DOI 10.22141/2224-0586.19.7.2023.1632

Technology Process of Furagin

There total 5 articles about Furagin 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: 97.0%

1-aminohydantoin (6301-02-6) + 5-nitrofurylacrolein (52661-56-0,1874-22-2) → 1-{[(1E,2E)-3-(5-nitrofuran-2-yl)prop-2-ene-1-ylidene]amino}imidazolidin-2,4-dione (1672-88-4)

Guidance literature:

With acetic acid; In water; isopropyl alcohol; for 1h;

Reference yield: 83.0%

5-nitrofurylacrolein (52661-56-0,1874-22-2) + C6H9N3O2 → 1-((3-(5-nitrofuran-2-yl)allylidene)amino)hydantoin (1672-88-4)

Guidance literature:

In water; N,N-dimethyl-formamide; at 90 - 100 ℃; for 2h; Time; Large scale;

Reference yield:

→ 1-{[(1E,2E)-3-(5-nitrofuran-2-yl)prop-2-ene-1-ylidene]amino}imidazolidin-2,4-dione (1672-88-4)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

1-aminohydantoin

3-(5-nitrofuran-2-yl)-2-propenal

5-nitrofurylacrolein

Refernces

• 1、 -. "POLYMORPHIC FORMS OF FURAZIDIN". Page/Page column 5. . Retrieved 2015/12/18.