A selective PRMT1 inhibitor and antiprotozoal agent
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Pro-drug Form(s)
36669Pafuramidine
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Furamidine (hydrochloride)

Item No. 19121

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,4'-(2,5-furandiyl)bis-benzenecarboximidamide, dihydrochloride
CAS Number
55368-40-6
Molecular Formula
C18H16N4O • 2HCl
Formula Weight
377.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 0.5 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): Partially soluble
SMILES
NC(C1=CC=C(C2=CC=C(C3=CC=C(C(N)=N)C=C3)O2)C=C1)=N.Cl.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Furamidine is a cell-permeable inhibitor of protein arginine methyltransferase 1 (PRMT1) that is selective for PRMT1 over PRMT5, PRMT6, and PRMT4/coactivator-associated arginine methyltransferase 1 (CARM1) (IC50s = 9.4, 166, 283, and >400 μM, respectively).1 In vitro, furamidine (20 μM) inhibits Aly protein methylation in HEK293T cells and growth of several leukemia cell lines. It inhibits tyrosyl-DNA phosphodiesterase (Tdp1) activity on both single- and double-stranded DNA substrates with concentrations in the low micromolar range, but it is more potent against a duplex DNA substrate.2 Furamidine inhibits growth of T. brucei, the parasite that causes sleeping sickness, with IC50 values of 1.5 to 37 nM across various strains.3 It inhibits the T. brucei P2 aminopurine transporter (Ki = 1.2 μM).3 It also binds to AT-rich DNA sequences in trypanosome kinetoplast DNA.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yan, L., Yan, C., Qian, K., et al. Diamidine compounds for selective inhibition of protein arginine methyltransferase 1. J. Med. Chem. 57(6), 2611-2622 (2014).

    2. Antony, S., Marchand, C., Stephen, A.G., et al. Novel high-throughput electrochemiluminescent assay for identification of human tyrosyl-DNA phosphodiesterase (Tdp1) inhibitors and characterization of furamidine (NSC 305831) as an inhibitor of Tdp1. Nucleic Acids Res. 35(13), 4474-4484 (2007).

    3. Ward, C.P., Wong, P.E., Burchmore, R.J., et al. Trypanocidal furamidine analogues: Influence of pyridine nitrogens on trypanocidal activity, transport kinetics, and resistance patterns. Antimicrob. Agents Chemother. 55(5), 2352-2361 (2011).

    4. Liu, Y., Collar, C.J., Kumar, A., et al. Heterocyclic diamidine interactions at AT base pairs in the DNA minor groove: effects of heterocycle differences, DNA AT sequence and length. J. Phys. Chem. B 112(37), 11809-11818 (2008).

    5. Mathis, A.M., Holman, J.L., Sturk, L.M., et al. Accumulation and intracellular distribution of antitrypanosomal diamidine compounds DB75 and DB820 in African trypanosomes. Antimicrob. Agents Chemother. 50(6), 2185-2191 (2006).

    6. Wilson, W.D., Tanious, F.A., Mathis, A., et al. Antiparasitic compounds that target DNA. Biochimie 90(7), 999-1014 (2008).