A histamine H4 receptor antagonist
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JNJ-10191584 (maleate)

Item No. 42265

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[(5-chloro-1H-benzimidazol-2-yl)carbonyl]-4-methyl-piperazine, 2Z-butenedioate
CAS Number
869497-75-6
Synonyms
  • VUF 6002
Molecular Formula
C13H15ClN4O • C4H4O4
Formula Weight
394.8
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly Soluble: 1-10 mg/mLPBS (pH 7.2): Slightly Soluble: 0.1-1 mg/ml
SMILES
O=C(O)/C=C\C(O)=O.O=C(N1CCN(CC1)C)C(NC2=C3)=NC2=CC=C3Cl
InChi Code
InChI=1S/C13H15ClN4O.C4H4O4/c1-17-4-6-18(7-5-17)13(19)12-15-10-3-2-9(14)8-11(10)16-12;5-3(6)1-2-4(7)8/h2-3,8H,4-7H2,1H3,(H,15,16);1-2H,(H,5,6)(H,7,8)/b;2-1-
InChi Key
KOTJFAYEELTYCZ-BTJKTKAUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    JNJ-10191584 is a histamine H4 receptor antagonist (Ki = 79.42 nM).1 It is selective for the histamine H4 receptor over the histamine H3 receptor (Ki = 3,981 nM). JNJ-10191584 inhibits eosinophil and mast cell chemotaxis (IC50s = 530 and 138 nM, respectively).2 It decreases colonic injury in a rat model of TNBS-induced colitis when administered at doses of 30 and 100 mg/kg and reduces colonic mucosal and submucosal thickness at 100 mg/kg in the same model.3 JNJ-10191584 (6 mg/kg) reduces the percentage of Th1, Th9, Th17, and regulatory T cells in the spleen, the expression of a variety of cytokines, including Ifng, Il9, and Tgfb1, in the brain, and the development of experimental autoimmune encephalomyelitis (EAE) in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Terzioglu, N., van Rijn, R.M., Bakker, R.A., et al. Synthesis and structure-activity relationships of indole and benzimidazole piperazines as histamine H4 receptor antagonists. Bioorg. Med. Chem. Lett. 14(21), 5251-5256 (2004).

    2. Venable, J.D., Cai, H., Chai, W., et al. Preparation and biological evaluation of indole, benzimidazole, and thienopyrrole piperazine carboxamides: Potent human histamine H4 antagonists. J. Med. Chem. 48(26), 8289-8298 (2005).

    3. Varga, C., Horvath, K., Berko, A., et al. Inhibitory effects of histamine H4 receptor antagonists on experimental colitis in the rat. Eur. J. Pharmacol. 522(1-3), 130-138 (2005).

    4. Aldossari, A.A., Assiri, M.A., Ansari, M.A., et al. Histamine H4 receptor antagonist ameliorates the progression of experimental autoimmune encephalomyelitis via regulation of T-cell imbalance. Int. J. Mol. Sci. 24(20), 15273 (2023).