A histamine H3 receptor agonist
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Immepip (hydrobromide)

Item No. 29518

Technical Information
Formal Name
4-(1H-imidazol-5-ylmethyl)-piperidine, dihydrobromide
CAS Number
164391-47-3
Molecular Formula
C9H15N3 • 2HBr
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMSO: solubleWater: soluble
SMILES
C1(CC2=CN=CN2)CCNCC1.Br.Br
InChi Code
InChI=1S/C9H15N3.2BrH/c1-3-10-4-2-8(1)5-9-6-11-7-12-9;;/h6-8,10H,1-5H2,(H,11,12);2*1H
InChi Key
YGNJPNRDGXJQJX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Immepip is a histamine H3 receptor agonist (KI = 0.4 nM in SK-N-MC cell membranes expressing the human receptor).1 It is selective for histamine H3 over H1 and H2 receptors in CHO cell membranes expressing the guinea pig and human receptors, respectively (Kis = >16 μM for both) but also agonizes H4 receptors (KI = 9 nM in SK-N-MC cell membranes expressing the human receptor).2,1 Immepip (5 mg/kg, s.c.) decreases hypothalamic histamine release in anesthetized rats.3 It decreases flinching in the formalin test in rats when administered at doses of 5 and 30 mg/kg and inhibits formalin-induced paw edema at 30 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, C., Ma, X., Jiang, X., et alCloning and pharmacological characterization of a fourth histamine receptor (H4) expressed in bone marrow. Mol. Pharmacol. 59(3), 420-426 (2001).

    2. Vollinga, R.C., de Koning, J.P., Jansen, F.P., et alA new potent and selective histamine H3 receptor agonist, 4-(1H-imidazol-4-ylmethyl)piperidine. J. Med. Chem. 37(3), 332-333 (1994).

    3. Jansen, F.P., Mochizuki, T., Yamamoto, Y., et alIn vivo modulation of rat hypothalamic histamine release by the histamine H3 receptor ligands, immepip and clobenpropit. Effects of intrahypothalamic and peripheral application. Eur. J. Pharmacol. 362(2-3), 149-155 (1998).

    4. Cannon, K.E., Leurs, R., and Hough, L.B. Activation of peripheral and spinal histamine H3 receptors inhibits formalin-induced inflammation and nociception, respectively. Pharmacol. Biochem. Behav. 88(1), 122-129 (2007).