SML1559

Furamidine dihydrochloride

≥98% (HPLC)

• Synonym(s): 2,5-Bis(4-amidinophenyl)furan dihydrochloride, 4,4′-(2,5-Furandiyl)bis-benzenecarboximidamide dihydrochloride, DB 75, DB75, NSC 305831, WR199385
• Empirical Formula (Hill Notation): C₁₈H₁₆N₄O · 2HCl
• CAS Number: 55368-40-6
• Molecular Weight: 377.27
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: 1 mg/mL, clear (warmed)
• storage temp.: −20°C
• SMILES string: [Cl-].[Cl-].N[C+](N)c1ccc(cc1)c2[o]c(cc2)c3ccc(cc3)[C+](N)N
• InChI: 1S/C18H16N4O.2ClH/c19-17(20)13-5-1-11(2-6-13)15-9-10-16(23-15)12-3-7-14(8-4-12)18(21)22;;/h1-10H,(H3,19,20)(H3,21,22);2*1H
• InChI key: VXNYQUQHOUERTR-UHFFFAOYSA-N

Description

General description

Furamidine dihydrochloride is an analog of the aromatic drug pentamidine and a substrate of the organic cation transporter 1 (OCT1). A number of prodrugs of furamidine dihydrochloride are being synthesised and are in clinical trial stages.

Biochem/physiol Actions

Furamidine (DB75) binds to strings of AT base pair sequences in DNA′s minor groove. Furamidine was originally developed as an anti-parasitic compound for a variety of diseases including Chagas′ disease. Furamidine targets AT rich sequences in trypanosome kinetoplast minicircle DNA (kDNA), resulting in subsequent destruction of the kinetoplast and cell death. Furamidine has also been found to inihbit tyrosyl-DNA phosphodiesterase (Tdp1) and act as a selective protein arginine methyltransferase 1 (PRMT1) inhibitor with an IC₅₀ of 9.4μM.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3