An inhibitor of the TNF-α-TNFR1 protein-protein interaction
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rac-Benpyrine

Item No. 36680

Technical Information
Formal Name
1-(phenylmethyl)-4-(9H-purin-6-ylamino)-2-pyrrolidinone
CAS Number
1333714-43-4
Molecular Formula
C16H16N6O
Formula Weight
Purity
≥98%
A solid
λmax
267 nm
SMILES
O=C1N(CC2=CC=CC=C2)CC(NC3=NC=NC4=C3NC=N4)C1
InChi Code
InChI=1S/C16H16N6O/c23-13-6-12(8-22(13)7-11-4-2-1-3-5-11)21-16-14-15(18-9-17-14)19-10-20-16/h1-5,9-10,12H,6-8H2,(H2,17,18,19,20,21)
InChi Key
HUWOMAVUXTXEKT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    rac-Benpyrine is an inhibitor of the protein-protein interaction between TNF-α and TNF receptor 1 (TNFR1; IC50 = 0.109 µM).1 It reduces TNF-α-induced cytotoxicity in L-929 fibroblasts when used at a concentration of 10 µM, as well as prevents nuclear translocation of NF-κB in RAW 264.7 macrophages. rac-Benpyrine (25 mg/kg) improves survival in a mouse model of LPS-induced endotoxemia and decreases disease severity in mouse models of collagen-induced arthritis and imiquimod-induced psoriasis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sun, W., Wu, Y., Zheng, M., et alDiscovery of an orally active small-molecule tumor necrosis factor-α inhibitor. J. Med. Chem. 63(15), 8146-8156 (2020).