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Merck
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Key Documents

H7125

Sigma-Aldrich

Histamine

≥97% (TLC), powder, H₁ and H₂ histamine receptor agonist

Sinônimo(s):

2-(4-Imidazolyl)ethylamine

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About This Item

Fórmula empírica (Notação de Hill):
C5H9N3
Número CAS:
Peso molecular:
111.15
Beilstein:
2012
Número CE:
Número MDL:
Código UNSPSC:
12352116
eCl@ss:
32160406
ID de substância PubChem:
NACRES:
NA.77

product name

Histamine, ≥97.0%

Ensaio

≥97.0%

pb

167 °C/0.8 mmHg (lit.)

pf

83-84 °C (lit.)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

NCCc1c[nH]cn1

InChI

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

chave InChI

NTYJJOPFIAHURM-UHFFFAOYSA-N

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Descrição geral

Histamine is a neurotransmitter produced by neurons of the posterior hypothalamus. In the brain, histamine is predominantly present in the gray matter.

Aplicação

Histamine has been used:
  • to stimulate regulated cellular secretion
  • in reaction mixture to activate blood for assaying thrombin (factor iia) activity by fluorimetry
  • to fill the luminal side of the chamber to investigate its effects on the TJ-related barrier and the expression of TJ (tight junction) markers in the vocal fold epithelium

Ações bioquímicas/fisiológicas

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.
Histamine participates in innate and acquired immune response, mediating allergy and inflammation. It helps in intestinal muscle contraction. During anaphylactic shock histamine causes bronchial constriction. Histamine is also involved in gastric acid secretion, epithelial and endothelial barrier control.

Pictogramas

Skull and crossbonesHealth hazard

Palavra indicadora

Danger

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

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

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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


Certificados de análise (COA)

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Histamine in the nervous system
Haas HL, et al.
Physiological Reviews, 88(3), 1183-1241 (2008)
Rogier A Smits et al.
Journal of medicinal chemistry, 51(8), 2457-2467 (2008-03-25)
Using a previously reported flexible alignment model we have designed, synthesized, and evaluated a series of compounds at the human histamine H 4 receptor (H 4R) from which 2-(4-methyl-piperazin-1-yl)-quinoxaline ( 3) was identified as a new lead structure for H
Tight junction-related barrier contributes to the electrophysiological asymmetry across vocal fold epithelium
Zhang Q and Fisher K
PLoS ONE, 7(3), e34017-e34017 (2012)
Surfactants attenuate gas embolism-induced thrombin production
Eckmann DM and Diamond SL
Anesthesiology, 100(1), 77-84 (2004)
Maikel Wijtmans et al.
Journal of medicinal chemistry, 54(6), 1693-1703 (2011-02-26)
The histamine H(3) (H(3)R) and H(4) (H(4)R) receptors attract considerable interest from the medicinal chemistry community. Given their relatively high homology yet widely differing therapeutic promises, ligand selectivity for the two receptors is crucial. We interrogated H(4)R/H(3)R selectivities using ligands

Protocolos

HPLC Analysis of Biogenic Amines on Ascentis® RP-Amide

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