A small molecule CD4 mimetic
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YYA-021

Item No. 22915

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1-(4-methylphenyl)-N2-(2,2,6,6-tetramethyl-4-piperidinyl)-ethanediamide
CAS Number
144217-65-2
Molecular Formula
C18H27N3O2
Formula Weight
317.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 12 mg/mlDMF:PBS (pH7.2) (1:30): 0.03 mg/mlDMSO: 5 mg/mlEthanol: 0.125 mg/ml
λmax
276 nm
SMILES
CC1(C)CC(NC(C(NC2=CC=C(C)C=C2)=O)=O)CC(C)(C)N1
InChi Code
InChI=1S/C18H27N3O2/c1-12-6-8-13(9-7-12)19-15(22)16(23)20-14-10-17(2,3)21-18(4,5)11-14/h6-9,14,21H,10-11H2,1-5H3,(H,19,22)(H,20,23)
InChi Key
AYAGJQPDCPRMNG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    YYA-021 is a small molecule CD4 mimetic that competitively inhibits gp120 from interacting with CD4, preventing HIV entry into cells.1 It inhibits infection of PM1/CCR5 cells from lab isolates of the HIV-1 strains IIIB (X4, Sub B) and 89.6 (dual, Sub B) (IC50s = 23 and 41 µM, respectively) as well as clinical isolates of the fTOI (R5, Sub B) and KYAG strains (R5, Sub B) (IC50s = 16 and 51 µM, respectively). It also inhibits HIV-1 infection of TZM-bl cells (IC50 = 8.4 µM) and reduces viability of mock-infected PM1/CCR5 cells with cytotoxic concentration (CC50) values of 260 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamada, Y., Ochiai, C., Yoshumura, K., et al. CD4 mimics targeting the mechanism of HIV entry. Bioorg. Med. Chem. Lett. 20(1), 354-358 (2010).

    2. Narumi, T., Arai, H., Yoshimura, K., et al. Small molecular CD4 mimics as HIV entry inhibitors. Bioorg. Med. Chem. 19(22), 6735-6742 (2011).