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NBD 556

Cat. No. 5811 Submit a Review Datasheet / COA / SDS
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Cat.No. 5811 - NBD 556 | C17H24ClN3O2 | CAS No. 333353-44-9
Description: Blocks HIV-1 viral cell entry; CD4 mimetic
Chemical Name: N1-(4-Chlorophenyl)-N2-(2,2,6,6-tetramethyl-4-piperidinyl)ethanediamide
Purity: ≥98% (HPLC)
Datasheet
Citations
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Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity

CD4 mimetic (IC50 values are in low micromolar range, dependent on cell type and HIV strain). Recognizes and induces structural changes in HIV-1 envelope protein gp120, analogous to CD4 binding. Inhibits HIV-1 cell entry in CXCR4 and CCR5 expressing cell lines, by blocking virus-cell and cell-cell fusion.

Technical Data

M. Wt 337.84
Formula C17H24ClN3O2
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 333353-44-9
PubChem ID 1570601
InChI Key ZKXLQCIOURANAD-UHFFFAOYSA-N
Smiles CC1(CC(NC(C(NC2=CC=C(C=C2)Cl)=O)=O)CC(C)(N1)C)C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 33.78 100
ethanol 6.76 20

Preparing Stock Solutions

The following data is based on the product molecular weight 337.84. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.96 mL 14.8 mL 29.6 mL
5 mM 0.59 mL 2.96 mL 5.92 mL
10 mM 0.3 mL 1.48 mL 2.96 mL
50 mM 0.06 mL 0.3 mL 0.59 mL

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References

References are publications that support the biological activity of the product.

Zhao et al (2005) Identification of N-phenyl-N'-(2,2,6,6-tetramethyl-piperidin-4-yl)-oxalamides as a new class of HIV-1 entry inhibitors that prevent gp120 binding to CD4. Virology 339 213 PMID: 15996703

Kwon et al (2012) Unliganded HIV-1 gp120 core structures assume the CD4-bound conformation with regulation by quaternary interactions and variable loops. Proc.Natl.Acad.Sci.U.S.A. 109 5663 PMID: 22451932

Dogo-Isonagie et al (2012) Peptides from second extracellular loop of C-C chemokine receptor type 5 (CCR5) inhibit diverse strains of HIV-1. J.Biol.Chem. 287 15076 PMID: 22403408

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