A histamine H1 receptor antagonist
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Mebhydroline (1,5-naphthalenedisulfonate)

Item No. 40281

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,5-naphthalenedisulfonic acid, compd. with 2,3,4,5-tetrahydro-2-methyl-5-(phenylmethyl)-1H-pyrido[4,3-b]indole (1:2)
CAS Number
6153-33-9
Synonyms
  • Mebhydrolin napadisylate
Molecular Formula
C19H20N2 • 1/2C10H8O6S2
Formula Weight
420.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly SolubleDMSO: SolubleWater: Slightly Soluble
SMILES
O=S(O)(C1=C(C=CC=C2S(=O)(O)=O)C2=CC=C1)=O.CN(C3)CCC4=C3C5=C(C=CC=C5)N4CC6=CC=CC=C6.CN(C7)CCC8=C7C9=C(C=CC=C9)N8CC%10=CC=CC=C%10
InChi Code
InChI=1S/2C19H20N2.C10H8O6S2/c2*1-20-12-11-19-17(14-20)16-9-5-6-10-18(16)21(19)13-15-7-3-2-4-8-15;11-17(12,13)9-5-1-3-7-8(9)4-2-6-10(7)18(14,15)16/h2*2-10H,11-14H2,1H3;1-6H,(H,11,12,13)(H,14,15,16)
InChi Key
CJUOSBUQOWKEKJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Mebhydroline is a histamine H1 receptor antagonist (Ki = 7.6 nM).1 It is selective for the histamine H1 receptor over muscarinic acetylcholine receptors (mAChRs; Ki = 180 nM). Mebhydroline (10 µM) inhibits acid sphingomyelinase in H4 neuroglioma cells and binds to the ligand-binding domain of the farnesoid X receptor (FXR; Kd = 9.87 µM).2,3 It inhibits transactivation of FXR induced by the FXR agonist GW 4064 (Item No. 10006611) in HEK293T cells expressing the human receptor in a concentration-dependent manner.3 Mebhydroline binds to Zika virus RNA-dependent RNA polymerase (RdRp; Kd = 22.62 µM) and reduces viral replication in Zika-infected Vero cells (EC50 = 5.14 µM).4 In vivo, mebhydroline (30 mg/kg) decreases blood glucose and plasma hemoglobin A1c (HbA1c) levels in db/db diabetic mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kubo, N., Shirakawa, S., Kuno, T., et al. Antimuscarinic effects of antihistamines: Quantitative evaluation by receptor-binding assay. Jpn. J. Pharmacol. 43(3), 277-282 (1987).

    2. Kornhuber, J., Muehlbacher, M., Trapp, S., et al. Identification of novel functional inhibitors of acid sphingomyelinase. PLoS One 6(8), e23852 (2011).

    3. Zhao, T., Wang, J., He, A., et al. Mebhydrolin ameliorates glucose homeostasis in type 2 diabetic mice by functioning as a selective FXR antagonist. 119:154771, (2021).

    4. Zhou, R., Li, Q., Yang, B., et al. Repurposing of the antihistamine mebhydrolin napadisylate for treatment of Zika virus infection. Biooorg. Chem. 128:106024, (2022).