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53290

Sigma-Aldrich

Histamine

base, ≥97.0% (NT)

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/REAXYS Number:
2012
EC Number:
200-100-6
MDL number:
MFCD00005210
UNSPSC Code:
12352200
PubChem Substance ID:
329757928

assay

≥97.0% (NT)

bp

167 °C/0.8 mmHg (lit.)

mp

83-84 °C (lit.)
~84 °C

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 ... CA1(759) , CA2(760) , HRH1(3269) , HRH2(3274) , HRH3(11255) , HRH4(59340)
rat ... Hrh1(24448) , Hrh3(85268)

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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.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

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

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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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
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
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
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)
W Tang et al.
Oncogene, 33(20), 2629-2638 (2013-06-12)
Recent studies suggested that cancer stem cells (CSCs) are capable of differentiating into endothelial cells and tumor endothelium may be derived from CSCs. But the mechanism remains unclear. We showed that vascular endothelial growth factor (VEGF) induced the expression of
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