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H7125

Histamine

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

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
NACRES:
NA.77
PubChem Substance ID:
24895783
eCl@ss:
32160406
UNSPSC Code:
12352116
EC Number:
200-100-6
MDL number:
MFCD00005210
Beilstein/REAXYS Number:
2012
Assay:
≥97.0%
Quality level:
200

Key Documents

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Product Name

Histamine, ≥97.0%

Quality Level

200

assay

≥97.0%

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

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General description

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

Application

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

Biochem/physiol Actions

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.
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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6438
BCCJ5644
BCCG8127
BCCC5709
BCBQ3927V

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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
Phospholipase D1 is specifically required for regulated secretion of von Willebrand factor from endothelial cells
Disse J, et al.
Blood, 113(4), 973-980 (2009)
Endogenous histamine facilitates long-term potentiation in the hippocampus during walking
Luo T and Leung LS
The Journal of Neuroscience, 30(23), 7845-7852 (2010)
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)
Aldo Jongejan et al.
Nature chemical biology, 1(2), 98-103 (2006-01-13)
G protein-coupled receptors (GPCRs) constitute a large and functionally diverse family of transmembrane proteins. They are fundamental in the transfer of extracellular stimuli to intracellular signaling pathways and are among the most targeted proteins in drug discovery. The detailed molecular
View All Related Papers

Global Trade Item Number

SKUGTIN
H7125-25G04061832091273
H7125-5G04061833803318
H7125-1G04061833803295

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