1-Methylhistamine

December 2023vancNtau-Methylhistamine.svg 2-(1-Methyl-1H-imidazol-4-yl)ethan-1-amine 501-75-7 110757 29009 507 2906 3614 C05127 3488 KCB81T4EOF CN1C=C(N=C1)CCN 1S/C6H11N3/c1-9-4-6(2-3-7)8-5-9/h4-5H,2-3,7H2,1H3 FHQDWPCFSJMNCT-UHFFFAOYSA-N 6 11 3 1-Methylhistamine https://pubchem.ncbi.nlm.nih.gov/compound/3614#section=Safety-and-Hazards pubchem.ncbi.nlm.nih.gov en 28 November 2023 8 December 2022 https://web.archive.org/web/20221208014611/https://pubchem.ncbi.nlm.nih.gov/compound/3614#section=Safety-and-Hazards live 05 07 08 Danger 314 317 334 335 233 260 261 264 271 272 280 284 301+330+331 302+352 302+361+354 304+340 305+354+338 316 319 321 333+317 342+316 362+364 363 403 403+233 405 501 1-Methylhistamine (also known as Nτ-methylhistamine (NMH)) is a metabolite of histamine. Background NMH is formed by Nτ-methylation of histamine, catalyzed by the enzyme Histamine N-methyltransferase. NMH is excreted in the urine and can be measured as a biomarker of histamine activity. While NMH has some biological activity on its own, it is much weaker than histamine. It can bind to histamine receptors, still, NMH has a lower affinity and efficacy than histamine for these receptors, meaning that it binds less strongly and activates them less effectively. Depending on the receptor subtype and the tissue context, NMH may act as a partial agonist or an antagonist for some histamine receptors. NMH may have some modulatory effects on histamine signalling, but it is unlikely to cause significant allergic or inflammatory reactions by itself. NMH may also serve as a feedback mechanism to regulate histamine levels and prevent excessive histamine release.10.1007/978-90-481-9349-3_4 Biological and Pharmacological Aspects of Histamine Receptors and Their Ligands Biomedical Aspects of Histamine 2010 Shahid Mohammed Tripathi Trivendra Khan Rahat Ali Khardori Nancy Al-Sultan Ali Ibrahim Al-Mohammed Hamdan Ibrahim Alsultan Abdulrahman A. Huq Anwar Khan Aijaz Ahmed Siddiqui Mashiatullah 61–100 978-90-481-9348-6 In clinical settings, urinary NMH can be measured when systemic mastocytosis is suspected. Systemic mastocytosis and anaphylaxis are typically associated with at least a two-fold increase in urinary NMH levels, which are also increased in patients taking monoamine oxidase inhibitors and in patients on histamine-rich diets.10.1016/B978-0-12-415853-5.00063-7 Chapter 63 - Evaluation of the Patient at Risk for Osteoporosis Evaluation of the Patient at Risk for Osteoporosis 2013 Lewiecki E. Michael 1481–1504 9780124158535 See also Imidazoleacetic acid References Category:Biogenic amines Category:Amines Category:Imidazoles Category:Histamine Category:Metabolism