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Merck

H7125

Histamine

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

Synonym(s):

2-(4-Imidazolyl)ethylamine

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PLN 462.00

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PLN 1,970.00

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PLN 6,200.00

PLN 462.00

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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

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Product Name

Histamine, ≥97.0%

InChI key

NTYJJOPFIAHURM-UHFFFAOYSA-N

InChI

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

SMILES string

NCCc1c[nH]cn1

assay

≥97.0%

bp

167 °C/0.8 mmHg (lit.)

mp

83-84 °C (lit.)

storage temp.

−20°C

Quality Level

200

Gene Information

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

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This Item
59964Y000177953300
Histamine ≥97.0%

Sigma-Aldrich

H7125

Histamine

Histamine analytical standard

Supelco

59964

Histamine

Histamine European Pharmacopoeia (EP) Reference Standard

Y0001779

Histamine

Histamine dihydrochloride ≥99.0% (AT)

Sigma-Aldrich

53300

Histamine dihydrochloride

assay

≥97.0%

assay

≥97.0% (TLC), ≥97.0% (anhydrous basis, NT)

assay

-

assay

≥99.0% (AT)

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

bp

167 °C/0.8 mmHg (lit.)

bp

167 °C/0.8 mmHg (lit.)

bp

167 °C/0.8 mmHg (lit.)

bp

-

mp

83-84 °C (lit.)

mp

83-84 °C (lit.)

mp

83-84 °C (lit.)

mp

244-247 °C, 249-252 °C (lit.)

Gene Information

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

Gene Information

human ... HRH1(3269)

Gene Information

human ... HRH1(3269)

Gene Information

human ... HRH1(3269)

Application

Histamine has been used:
  • to stimulate regulated cellular secretion[1]
  • in reaction mixture to activate blood for assaying thrombin (factor iia) activity by fluorimetry[2]
  • 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[3]

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.
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.[4]

General description

Histamine is a neurotransmitter produced by neurons of the posterior hypothalamus.[5] In the brain, histamine is predominantly present in the gray matter.[4]

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
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)
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)
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)
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
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