NBD 556

Pricing Availability Delivery Time Qty
Cat.No. 5811 - NBD 556 | C17H24ClN3O2 | CAS No. 333353-44-9
Description: CD4 mimetic; blocks HIV-1 cell entry
Chemical Name: N1-(4-Chlorophenyl)-N2-(2,2,6,6-tetramethyl-4-piperidinyl)ethanediamide
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

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.

All Tocris products are intended for laboratory research use only.

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 solvent 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

Molarity Calculator

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

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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Keywords: NBD556 CD4 mimetic HIV entry blockers gp120 envelope proteins Antivirals

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Literature in this Area

Immunology

Immunology Product Listing

A collection of over 190 products for immunology research, the guide includes research tools for the study of:

  • Chemokine and Cytokine Signaling
  • Chemotaxis
  • Complement System
  • Immune Cell Signaling
  • Inflammation

Pathways for NBD 556

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