271659

Sigma-Aldrich

Histamine

96%

Synonym(s):
2-(4-Imidazolyl)ethylamine
Empirical Formula (Hill Notation):
C5H9N3
CAS Number:
Molecular Weight:
111.15
Beilstein/REAXYS Number:
2012
EC Number:
MDL number:

assay

96%

bp

167 °C/0.8 mmHg (lit.)

mp

83-84 °C (lit.)

SMILES string

NCCc1c[nH]cn1

InChI

1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)

InChI key

NTYJJOPFIAHURM-UHFFFAOYSA-N

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Biochem/physiol Actions

Endogenous H1 and H2 histamine receptor agonist; H1 activation mobilizes Ca2+; H2 activation stimulates adenylate cyclase activity in neurons; activates nitric oxide synthetase; potent vasodilator.

Certificate of Analysis

Certificate of Origin

Kwang-Youl Kim et al.
Journal of pharmaceutical and biomedical analysis, 172, 33-41 (2019-04-26)
The basophil histamine release test (HRT) is an important in vitro diagnostic assay to evaluate immunoglobin E (IgE)-mediated allergic responses. In this study, a bioanalytical LC-MS/MS method was developed and validated to quantify histamine in the leukocyte suspension from human...
Amir Dekel et al.
Insect biochemistry and molecular biology, 110, 45-51 (2019-04-21)
The conservation of the mosquito indolergic receptors across the Culicinae and Anophelinae mosquito lineages, which spans 200 million years of evolution, is a testament to the central role of indolic compounds in the biology of these insects. Indole and skatole...
Gui-Sheng Zhou et al.
Analytica chimica acta, 1107, 74-84 (2020-03-24)
A sensitive, rapid, precise and specific analytical method of hydrophilic interaction ultra-performance liquid chromatography coupled with triple-quadrupole linear ion-trap tandem mass spectrometry (HILIC-UHPLC-QTRAP®/MS2) combined with a high-efficiency and easy sample preparation technology of ultrasound-assisted ionic liquid dispersive liquid-liquid microextraction (UA-IL-DLLME)...
Alessandra Misto et al.
Cell metabolism, 29(1), 91-102 (2018-10-16)
The conversion of lipolysis-derived fatty acids into ketone bodies (ketogenesis) is a crucial metabolic adaptation to prolonged periods of food scarcity. The process occurs primarily in liver mitochondria and is initiated by fatty-acid-mediated stimulation of the ligand-operated transcription factor, peroxisome...

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