A small molecule CD4 mimetic
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NBD-556

Item No. 21274

Technical Information
Formal Name
N1-(4-chlorophenyl)-N2-(2,2,6,6-tetramethyl-4-piperidinyl)-ethanediamide
CAS Number
333353-44-9
Molecular Formula
C17H24ClN3O2
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mLDMSO: 30 mg/mLDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mLEthanol: 10 mg/mL
λmax
271 nm
SMILES
CC1(C)NC(C)(C)CC(NC(C(NC2=CC=C(Cl)C=C2)=O)=O)C1
InChi Code
InChI=1S/C17H24ClN3O2/c1-16(2)9-13(10-17(3,4)21-16)20-15(23)14(22)19-12-7-5-11(18)6-8-12/h5-8,13,21H,9-10H2,1-4H3,(H,19,22)(H,20,23)
InChi Key
ZKXLQCIOURANAD-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    NBD-556 is a small molecule CD4 mimetic that inhibits GP120 from interacting with CD4, preventing HIV-1 from entering CD4+ cells by binding to the GP120 exterior envelope glycoprotein.1 It inhibits infection of MT-2 cells by laboratory-adapted HIV-1 IIIB, MN, and V32 strains (IC50 = 6.5, 15.9, and 5.3 µM, respectively), an AZT-resistant (AZT-R) HIV-1 strain (IC50 = 58 µM), and various primary HIV-1 isolates (IC50s = 15-103 μM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhao, Q., Ma, L., Jiang, S., et alIdentification 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(2), 213-225 (2005).