87976-03-2
Chemical Structure
Immethridine
- CAS No.: 87976-03-2
- Formula:C9H9N3
- Molecular Weight:159.19
IUPAC Name: 4-((1H-imidazol-5-yl)methyl)pyridine
InChIKey: DFVSGZHJSIEEQQ-UHFFFAOYSA-N
SMILES: C1(CC2=CN=CN2)=CC=NC=C1
Biological Activity: Immethridine is a selective histamine H3 receptor agonist. Immethridine inhibits the expression of TLR4/CD14 and the phosphorylation of NF-κB p65. Immethridine reduces inverse agonist-induced scratching, induces cheek-directed wiping rather than itching, and exerts a protective effect against HCl-induced gastric mucosal injury without affecting gastric acid secretion. Immethridine attenuates experimental autoimmune encephalomyelitis and reduces inflammatory infiltration/demyelination in the spinal cord. Immethridine can be used in research on autism spectrum disorders[1][2][3][4][5][6][7][8][9][10][11].
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Immethridine | Immethridine is a selective histamine H3 receptor agonist. Immethridine inhibits the expression of TLR4/CD14 and the phosphorylation of NF-κB p65. Immethridine reduces inverse agonist-induced scratching, induces cheek-directed wiping rather than itching, and exerts a protective effect against HCl-induced gastric mucosal injury without affecting gastric acid secretion. Immethridine attenuates experimental autoimmune encephalomyelitis and reduces inflammatory infiltration/demyelination in the spinal cord. Immethridine can be used in research on autism spectrum disorders. | |||||||||||||||||||||
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References
- [1]. Shi Y, et al. Immethridine, histamine H-receptor (HR) agonist, alleviated experimental autoimmune encephalomyelitis via inhibiting the function of dendritic cells. Oncotarget. 2017 Sep 26;8(43):75038-75049. [Content Brief]
- [2]. Wheeler JJ, et al. Substance P and somatostatin neurons limit facial itch by recruiting distinct nociceptive circuits in the brainstem. Communications biology. 2026 May 02;9(1):916.
- [3]. Gemba C, et al. Involvement of histaminergic inputs in the jaw-closing reflex arc. Journal of neurophysiology. 2015 Jun 01;113(10):3720-35.
- [4]. Coruzzi G, et al. Selective histamine H₃ and H₄ receptor agonists exert opposite effects against the gastric lesions induced by HCl in the rat stomach. European journal of pharmacology. 2011 Nov 01;669(1-3):121-7. [Content Brief]
- [5]. Kitbunnadaj R, et al. Identification of 4-(1H-imidazol-4(5)-ylmethyl)pyridine (immethridine) as a novel, potent, and highly selective histamine H(3) receptor agonist. Journal of medicinal chemistry. 2004 May 06;47(10):2414-7. [Content Brief]
- [6]. Andrews C, et al. Calcium signaling and F-actin stability in the podocytes are regulated via activation of histamine receptors. Physiology. 2026 May 1;41(S1):2300893.
- [7]. Sato A, et al. Histamine depolarizes rat intracardiac ganglion neurons through the activation of TRPC non-selective cation channels. European journal of pharmacology. 2020 Nov 05;886:173536.
- [8]. Rossbach K, et al. Histamine H1, H3 and H4 receptors are involved in pruritus. Neuroscience. 2011 Sep 5;190:89-102.
- [9]. Cima F, et al. Histamine Stimulates Ciliary Beat Frequency via the H2 Receptor in the Protochordate Botryllus schlosseri. Journal of experimental zoology. Part B, Molecular and developmental evolution. 2016 May;326(3):176-92.
- [10]. Molenhuis RT, et al. Histamine H3 receptor antagonism modulates autism-like hyperactivity but not repetitive behaviors in BTBR T+Itpr3tf/J inbred mice. Pharmacology, biochemistry, and behavior. 2022 Jan;212:173304.
- [11]. Mishra S, et al. The Molecular and Cellular Basis of Regional Itch Differences. Research Square. 2025 May 26:rs-3.
