An inhibitor of UPPS and FPPS
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BPH-1358

Item No. 37402

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N4,N4′-bis[3-(4,5-dihydro-1H-imidazol-2-yl)phenyl]-[1,1′-biphenyl]-4,4′-dicarboxamide
CAS Number
5352-53-4
Synonyms
  • NSC 50460
Molecular Formula
C32H28N6O2 • 2HCl
Formula Weight
601.5
Purity
≥90%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 1 mg/ml
λmax
221, 298 nm
SMILES
O=C(C1=CC=C(C2=CC=C(C(NC3=CC=CC(C4=NCCN4)=C3)=O)C=C2)C=C1)NC5=CC=CC(C6=NCCN6)=C5.Cl.Cl
InChi Code
InChI=1S/C32H28N6O2.2ClH/c39-31(37-27-5-1-3-25(19-27)29-33-15-16-34-29)23-11-7-21(8-12-23)22-9-13-24(14-10-22)32(40)38-28-6-2-4-26(20-28)30-35-17-18-36-30;;/h1-14,19-20H,15-18H2,(H,33,34)(H,35,36)(H,37,39)(H,38,40);2*1H
InChi Key
ASVCJNSPDDRTOQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $87

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    10 mg

    $164

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    25 mg

    $390

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    50 mg

    $736

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    Product Description

    BPH-1358 is an inhibitor of undecaprenyl diphosphate synthase (UPPS; IC50 = 0.11 µM for the E. coli and S. aureus enzymes), an enzyme involved in bacterial cell wall biosynthesis.1 It is also an inhibitor of farnesyl diphosphate synthase (FPPS; IC50 = 1.8 µM for the human enzyme), an enzyme in the mevalonate pathway of cholesterol and isoprenoid biosynthesis.2 BPH-1358 is active against E. coli and S. aureus (EC50s = 0.3 and 0.29 nM, respectively) and increases survival in a mouse model of S. aureus infection when administered at a dose of 10 mg/kg.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhu, W., Wang, Y., Li, K., et al. Antibacterial drug leads: DNA and enzyme multitargeting. J. Med. Chem. 58(3), 1215-1227 (2015).

    2. Lindert, S., Zhu, W., Liu, Y.-L., et al. Farnesyl diphosphate synthase inhibitors from in silico screening. Chem. Biol. Drug Des. 81(6), 742-748 (2013).