A histamine H3 receptor antagonist
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Alternative(s)
10011127Thioperamide (maleate)
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Thioperamide

Item No. 45928

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-cyclohexyl-4-(1H-imidazol-5-yl)-1-piperidinecarbothioamide
CAS Number
106243-16-7
Synonyms
  • MR12842
Molecular Formula
C15H24N4S
Formula Weight
292.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
S=C(NC1CCCCC1)N(CC2)CCC2C3=CN=CN3
InChi Code
InChI=1S/C15H24N4S/c20-15(18-13-4-2-1-3-5-13)19-8-6-12(7-9-19)14-10-16-11-17-14/h10-13H,1-9H2,(H,16,17)(H,18,20)
InChi Key
QKDDJDBFONZGBW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $89

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    10 mg

    $151

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    25 mg

    $356

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    50 mg

    $623

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    Product Description

    Thioperamide is a histamine H3 receptor antagonist (Ki = 4.3 nM).1 It is selective for the histamine H3 receptor over histamine H1 and H2 receptors (Kis = >10,000 nM for both) and a panel of 36 other receptors and ion channels. Thioperamide inhibits amygdaloid-kindled seizures (ED50 = 3.43 mg/kg) and reverses antinociception induced by the histamine H3 receptor agonist immepip (Item No. 29518) in rats.2,3 Thioperamide increases the time spent awake and decreases the time spent in deep slow wave sleep in rats.4 It decreases cognitive impairments in the APP/PS1 transgenic mouse model of Alzheimer’s disease.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Leurs, R., Tulo, M.T., Menge, W.M., et al. Evaluation of the receptor selectivity of the H3 receptor antagonists, iodophenpropit and thioperamide: an interaction with the 5-HT3 receptor revealed. Br. J. Pharmacol. 116(4), 2315-2321 (1995).

    2. Harada, C., Fujii, Y., Hirai, T., et al. Inhibitory effect of iodophenpropit, a selective histamine H3 antagonist, on amygdaloid kindled seizures. Brain Res. Bull. 63(2), 143-146 (2004).

    3. 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).

    4. Bonaventure, P., Letavic, M., Dugovic, C., et al. Histamine H3 receptor antagonists: From target identification to drug leads. Biochem. Pharmacol. 73(8), 1084-1096 (2007).

    5. Wang, J., Liu, B., Xu, Y., et al. Thioperamide attenuates neuroinflammation and cognitive impairments in Alzheimer’s disease via inhibiting gliosis. Exp. Neurol. 347, 113870 (2022).