Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H11N3 |
| Molecular Weight | 125.1716 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1C=NC(CCN)=C1
InChI
InChIKey=FHQDWPCFSJMNCT-UHFFFAOYSA-N
InChI=1S/C6H11N3/c1-9-4-6(2-3-7)8-5-9/h4-5H,2-3,7H2,1H3
1-Methylhistamine also known as tele-methylhistamine can be found primarily in most biofluids, including cerebrospinal fluid (CSF), urine, feces, and blood, as well as in human bone marrow, brain, and mast cell tissues; it is involved in histidine metabolism. This endogenous compound can be a marker of the inflammatory bowel disease because during the development of the disease it concentration is enhanced. Besides, experiments on dogs have revealed, that 1-methylhistamine can be used as a marker of intestinal inflammation in chronic gastrointestinal disease.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Synthesis of three novel fluorine-18 labeled analogues of L-deprenyl for positron emission tomography (PET) studies of monoamine oxidase B (MAO-B). | 2011-10-27 |
|
| Histamine signalling in Schistosoma mansoni: immunolocalisation and characterisation of a new histamine-responsive receptor (SmGPR-2). | 2010-10 |
|
| Effects of betahistine at histamine H3 receptors: mixed inverse agonism/agonism in vitro and partial inverse agonism in vivo. | 2010-09-01 |
|
| Role of hydrophobic substituents on the terminal nitrogen of histamine in receptor binding and agonist activity: development of an orally active histamine type 3 receptor agonist and evaluation of its antistress activity in mice. | 2010-05-13 |
|
| Histamine potentiates N-methyl-D-aspartate receptors by interacting with an allosteric site distinct from the polyamine binding site. | 2010-03 |
|
| CSF levels of the histamine metabolite tele-methylhistamine are only slightly decreased in Alzheimer's disease. | 2010 |
|
| Inhibition of basophil activation by histamine: a sensitive and reproducible model for the study of the biological activity of high dilutions. | 2009-10 |
|
| Histamine H(3) receptor-mediated signaling protects mice from cerebral malaria. | 2009-06-23 |
|
| Bioelimination of histamine in epithelia of the porcine proximal colon of pigs. | 2009-05 |
|
| Acute central administration of immepip, a histamine H3 receptor agonist, suppresses hypothalamic histamine release and elicits feeding behavior in rats. | 2009-04-06 |
|
| Gas chromatography-mass spectrometry assay for determination of Ntau-methylhistamine concentration in canine urine specimens and fecal extracts. | 2009-02 |
|
| Kinetic and pharmacological properties of [(3)H]-histamine transport into cultured type 1 astrocytes from neonatal rats. | 2009-02 |
|
| Helicobacter pylori as a protective factor against food allergy. | 2008-09 |
|
| Protein properties of mackerel viscera extracted by supercritical carbon dioxide. | 2008-07 |
|
| Receptor-independent, vacuolar ATPase-mediated cellular uptake of histamine receptor-1 ligands: possible origin of pharmacological distortions and side effects. | 2008-06-15 |
|
| Antagonist affinity measurements at the Gi-coupled human histamine H3 receptor expressed in CHO cells. | 2008-06-06 |
|
| Early detection of allergic diseases in otorhinolaryngology. | 2008 |
|
| Confirmation of biological effects of high dilutions. Effects of submolecular concentrations of histamine and 1-, 3- and 4-methylhistamines on human basophil activation. | 2008 |
|
| Hypothalamic neuronal histamine mediates the thyrotropin-releasing hormone-induced suppression of food intake. | 2007-11 |
|
| Blockade of brain histamine metabolism alters methamphetamine-induced expression pattern of stereotypy in mice via histamine H1 receptors. | 2007-07-13 |
|
| Hair analysis of histamine and several metabolites in C3H/HeNCrj mice by ultra performance liquid chromatography with electrospray ionization time-of-flight mass spectrometry (UPLC-ESI-TOF-MS): influence of hair cycle and age. | 2007-03 |
|
| BF2.649 [1-{3-[3-(4-Chlorophenyl)propoxy]propyl}piperidine, hydrochloride], a nonimidazole inverse agonist/antagonist at the human histamine H3 receptor: Preclinical pharmacology. | 2007-01 |
|
| High-performance liquid chromatographic method for the determination of histamine and 1-methylhistamine in biological buffers. | 2006-12-05 |
|
| Substrate selectivity of monoamine oxidase A, monoamine oxidase B, diamine oxidase, and semicarbazide-sensitive amine oxidase in COS-1 expression systems. | 2006-12 |
|
| Rapid determination of histamine and its metabolites in mice hair by ultra-performance liquid chromatography with time-of-flight mass spectrometry. | 2006-11-03 |
|
| N-methyl-D-aspartate receptor antagonists enhance histamine neuron activity in rodent brain. | 2006-09 |
|
| Imatinib mesylate in the treatment of systemic mastocytosis: a phase II trial. | 2006-07-15 |
|
| Recent advances in molecular pharmacology of the histamine systems: organic cation transporters as a histamine transporter and histamine metabolism. | 2006-05 |
|
| Compared pharmacology of human histamine H3 and H4 receptors: structure-activity relationships of histamine derivatives. | 2006-04 |
|
| Comparison of serum tryptase and urine N-methylhistamine in patients with suspected mastocytosis. | 2005-09 |
|
| Glucagon-like peptide-1, corticotropin-releasing hormone, and hypothalamic neuronal histamine interact in the leptin-signaling pathway to regulate feeding behavior. | 2005-07 |
|
| Hypothalamic neuronal histamine modulates febrile response but not anorexia induced by lipopolysaccharide. | 2005-05 |
|
| Successful treatment of systemic mastocytosis with high-dose interferon-alfa: long-term follow-up of a case. | 2005-02 |
|
| Simultaneous fluorometric measurement of histamine and tele-methylhistamine levels in rodent brain by high-performance liquid chromatography. | 2004-11-01 |
|
| The role of the central histaminergic system on schizophrenia. | 2004-08-31 |
|
| Decreased histamine-stimulated phosphoinositide hydrolysis in the cerebral cortex of a rat line selectively bred for high alcohol preference. | 2004-07 |
|
| Meta-substituted aryl(thio)ethers as potent partial agonists (or antagonists) for the histamine H3 receptor lacking a nitrogen atom in the side chain. | 2004-06-03 |
|
| Increased brain serotonin turnover correlates with the degree of shunting and hyperammonemia in rats following variable portal vein stenosis. | 2004-05 |
|
| Hypothalamic neuronal histamine in genetically obese animals: its implication of leptin action in the brain. | 2003-11 |
|
| Increased concentrations of histamine and its metabolite, tele-methylhistamine and down-regulation of histamine H3 receptor sites in autopsied brain tissue from cirrhotic patients who died in hepatic coma. | 2003-10 |
|
| Evidence of mast cell activation and leukotriene release after mannitol inhalation. | 2003-09 |
|
| Brain histamine and histamine H3 receptors following repeated L-histidine administration in rats. | 2003-08-08 |
|
| Effect of interleukin 1beta on the HPA axis in H1-receptor knockout mice. | 2002-06-25 |
|
| Urinary excretion of inflammatory mediators during allergen-induced early and late phase asthmatic reactions. | 1998-11 |
|
| Determination of plasma Ntau-methylhistamine in vivo by isotope dilution using benchtop gas chromatography-mass spectrometry. | 1997-06-20 |
|
| Activation of bladder mast cells in interstitial cystitis: a light and electron microscopic study. | 1995-03 |
|
| Elevated mast cell tryptase in cerebrospinal fluid of multiple sclerosis patients. | 1995-01 |
|
| Circulating histamine and eosinophil cationic protein levels in nocturnal asthma. | 1992-08 |
|
| Measurement of tele-methylhistamine and histamine in human cerebrospinal fluid, urine, and plasma. | 1982-12 |
|
| Platelet monoamine oxidase activity in megaloblastic anaemia. | 1980-10 |
Patents
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KCB81T4EOF
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29009
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66736
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501-75-7
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DTXSID30198207
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3614
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PARENT (METABOLITE INACTIVE)
SUBSTANCE RECORD
