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V900396

Sigma-Aldrich

Histamine

Vetec™, reagent grade, ≥97%

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Synonym(s):
2-(4-Imidazolyl)ethylamine
Empirical Formula (Hill Notation):
C5H9N3
CAS Number:
51-45-6
Molecular Weight:
111.15
Beilstein:
2012
EC Number:
200-100-6
MDL number:
MFCD00005210
PubChem Substance ID:
329829805

grade

reagent grade

product line

Vetec™

Assay

≥97%

bp

167 °C/0.8 mmHg (lit.)

mp

83-84 °C (lit.)

storage temp.

−20°C

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

Gene Information

human ... HRH1(3269)

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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.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Lena Böhn et al.
The American journal of gastroenterology, 108(5), 634-641 (2013-05-07)
Despite the fact that food and diet are central issues, that concern patients with irritable bowel syndrome (IBS), the current understanding about the association between the intake of certain foods/food groups and the gastrointestinal (GI) symptom pattern, psychological symptoms, and
Pertti Panula et al.
Nature reviews. Neuroscience, 14(7), 472-487 (2013-06-21)
Histamine acts as a modulatory neurotransmitter in the mammalian brain. It has an important role in the maintenance of wakefulness, and dysfunction in the histaminergic system has been linked to narcolepsy. Recent evidence suggests that aberrant histamine signalling in the
Marieke Smit et al.
The Journal of pharmacology and experimental therapeutics, 348(2), 303-310 (2013-12-07)
The novel once-daily β₂-agonist bronchodilator drug olodaterol has recently been shown to be effective in patients with allergic asthma for >24 hours. An increased cholinergic tone common to these patients may decrease the effectiveness of β₂-agonists. This could provide a
Franziska Glatzer et al.
The Journal of allergy and clinical immunology, 132(6), 1358-1367 (2013-08-13)
Epidermal hyperproliferation resulting in acanthosis is an important clinical observation in patients with atopic dermatitis, and its underlying mechanisms are not completely understood. Because increased levels of histamine are present in lesional skin, we investigated the effect of histamine, especially
Ruth Ferstl et al.
Frontiers in bioscience (Landmark edition), 17, 40-53 (2011-12-29)
Histamine influences many cell types involved in the regulation of innate and adaptive immune responses including antigen-presenting cells (APCs), Natural Killer (NK) cells, epithelial cells, T lymphocytes and B lymphocytes. These cells express histamine receptors (HRs) and also secrete histamine
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