An HIV-1 entry inhibitor
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BMS-806

Item No. 18525

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[(2R)-4-benzoyl-2-methyl-1-piperazinyl]-2-(4-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl)-1,2-ethanedione
CAS Number
357263-13-9
Synonyms
  • BMS-378806
Molecular Formula
C22H22N4O4
Formula Weight
406.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 12 mg/mLDMSO: 12 mg/mLDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mL
λmax
245 nm
SMILES
O=C(N1C[C@@H](C)N(C(C(C2=CNC3=C2C(OC)=CC=N3)=O)=O)CC1)C4=CC=CC=C4
InChi Code
InChI=1S/C22H22N4O4/c1-14-13-25(21(28)15-6-4-3-5-7-15)10-11-26(14)22(29)19(27)16-12-24-20-18(16)17(30-2)8-9-23-20/h3-9,12,14H,10-11,13H2,1-2H3,(H,23,24)/t14-/m1/s1
InChi Key
OKGPFTLYBPQBIX-CQSZACIVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    BMS-806 is a small molecule that inhibits the first step of HIV-1 infection by blocking the binding of host cell CD4 with viral gp120 protein.1 It binds the exterior envelope glycoprotein gp120 (Kd= 21.1 nM; Ki = 24.9 nM), blocking the conformational change that occurs with CD4 binding and preventing fusion of the viral and target cell membranes.1,2,3 BMS-806 is specific to HIV-1 irrespective of chemokine receptor preference, with no activity against HIV-2, SIV, or a panel of additional viruses.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Guo, Q., Ho, H.T., Dicker, I., et al. Biochemical and genetic characterizations of a novel human immunodeficiency virus type 1 inhibitor that blocks gp120-CD4 interactions. J. Virol. 77(19), 10528-10536 (2003).

    2. Madani, N., Perdigoto, A.L., Srinivasan, K., et al. Localized changes in the gp120 envelope glycoprotein confer resistance to human immunodeficiency virus entry inhibitors BMS-806 and #155. J. Virol. 78(7), 3742-3752 (2004).

    3. Si, Z., Madani, N., Cox, J.M., et al. Small-molecule inhibitors of HIV-1 entry block receptor-induced conformational changes in the viral envelope glycoproteins. Proc. Natl. Acad. Sci. USA 101(14), 5036-5041 (2004).

    4. Lin, P.F., Blair, W., Wang, T., et al. A small molecule HIV-1 inhibitor that targets the HIV-1 envelope and inhibits CD4 receptor binding. Proc. Natl. Acad. Sci. USA 100(19), 11013-11018 (2003).