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Merck
CN

V900396

Sigma-Aldrich

Histamine

Vetec™, reagent grade, ≥97%

Synonym(s):

2-(4-Imidazolyl)ethylamine

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About This Item

Empirical Formula (Hill Notation):
C5H9N3
CAS Number:
51-45-6
Molecular Weight:
111.15
Beilstein:
2012
EC Number:
200-100-6
MDL number:
MFCD00005210
UNSPSC Code:
12352116
PubChem Substance ID:
329829805

Key Documents

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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.
Endogenous H1 and H2 histamine receptor agonist; 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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5818V
WXBF5472V
WXBF3245V
WXBD7602V
WXBD4698V

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Andrea Strasser et al.
Trends in pharmacological sciences, 34(1), 13-32 (2012-12-12)
Histamine is a biogenic amine that exerts its biological effects as a neurotransmitter and local mediator via four histamine receptor (HR) subtypes (H(x)Rs) - H(1)R, H(2)R, H(3)R, and H(4)R - belonging to the superfamily of G-protein-coupled receptors (GPCRs). All four
Santosh K Mishra et al.
Science (New York, N.Y.), 340(6135), 968-971 (2013-05-25)
Itch is triggered by somatosensory neurons expressing the ion channel TRPV1 (transient receptor potential cation channel subfamily V member 1), but the mechanisms underlying this nociceptive response remain poorly understood. Here, we show that the neuropeptide natriuretic polypeptide b (Nppb)
David P Roberson et al.
Nature neuroscience, 16(7), 910-918 (2013-05-21)
The peripheral terminals of primary sensory neurons detect histamine and non-histamine itch-provoking ligands through molecularly distinct transduction mechanisms. It remains unclear, however, whether these distinct pruritogens activate the same or different afferent fibers. Using a strategy of reversibly silencing specific
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
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
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