A neuroprotective agent
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B355252

Item No. 21550

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-chloro-N-(1-naphthalenylmethyl)-5-[3-(1-piperazinyl)phenoxy]-2-thiophenesulfonamide
CAS Number
1261576-81-1
Molecular Formula
C25H24ClN3O3S2
Formula Weight
514.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30mg/mLDMSO: 30mg/mLDMSO:PBS (pH 7.2) (1:4): 0.2mg/mLEthanol: slightly
λmax
224, 262, 281 nm
SMILES
O=S(NCC1=C2C(C=CC=C2)=CC=C1)(C3=CC(Cl)=C(OC4=CC=CC(N5CCNCC5)=C4)S3)=O
InChi Code
InChI=1S/C25H24ClN3O3S2/c26-23-16-24(34(30,31)28-17-19-7-3-6-18-5-1-2-10-22(18)19)33-25(23)32-21-9-4-8-20(15-21)29-13-11-27-12-14-29/h1-10,15-16,27-28H,11-14,17H2
InChi Key
YAAVQYDOVJQDFZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $42

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    10 mg

    $70

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    25 mg

    $161

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    50 mg

    $283

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    Product Description

    B355252 is a neuroprotective agent.1,2,3 It potentiates NGF-induced neurite outgrowth in NS-1 cells (EC50 = ~1 μM).1 B355252 inhibits glutamate-induced excitotoxicity in HT-22 cells in a concentration-dependent manner and inhibits glutamate-induced decreases in GSH levels and increases in Bax levels, intracellular accumulation of calcium, and production of reactive oxygen species (ROS) in HT-22 cells when used at a concentration of 8 μM.2 It also inhibits decreases in cell viability, increases in ROS production, and mitochondrial membrane depolarization induced by 6-hydroxydopamine (6-OHDA; Item No. 25330) in HT-22 cells, an in vitro model of Parkinson’s disease.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Williams, A., Dandepally, S.R., Gilyazova, N., et al. Microwave-assisted synthesis of 4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide (B-355252): A new potentiator of nerve growth factor (NGF)-induced neurite outgrowth. Tetrahedron 66(50), 9577-9581 (2010).

    2. Gliyazova, N.S., Huh, E.Y., and Ibeanu, G. A novel phenoxy thiophene sulphonamide molecule protects against glutamate evoked oxidative injury in a neuronal cell model. BMC Neurosci. 14(93), 1-13 (2013).

    3. Gliyazova, N.S., and Ibeanu, G.C. The chemical molecule B355252 is neuroprotective in an in vitro model of Parkinson’s disease. Cell Mol. Neurobiol. 36(7), 1109-1122 (2016).