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Merck
CN

53302

Histamine dihydrochloride

tested according to Ph. Eur.

Synonym(s):

Histamini dihydrochloridum, 2-(4-Imidazolyl)ethylamine dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C5H9N3 · 2HCl
CAS Number:
56-92-8
Molecular Weight:
184.07
EC Number:
200-298-4
UNSPSC Code:
12352209
PubChem Substance ID:
329757932
Beilstein/REAXYS Number:
3624116
MDL number:
MFCD00012703

Key Documents

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agency

tested according to Ph. Eur.

assay

≥98.5%

mp

249-252 °C (lit.)

application(s)

pharmaceutical (small molecule)

SMILES string

Cl[H].Cl[H].NCCc1c[nH]cn1

InChI

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

InChI key

PPZMYIBUHIPZOS-UHFFFAOYSA-N

Gene Information

human ... HRH1(3269)

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Application

Histamine dihydrochloride was employed as pharmaceutical substance to investigate the orthogonality of the chromatographic systems, required for the separation of impurities from the active substance and from each other in drugs with an unknown impurity profile. It may be used in the preparation of imidazolium-linked cyclophane.

Biochem/physiol Actions

Endogenous H1 and H2 histamine receptor agonist; activates nitric oxide synthetase; potent vasodilator.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Vibrational spectra and assignments of histamine dication in the solid state and in solution.
Collado JA and Ramirez FJ.
Journal of Raman Spectroscopy, 31(10), 925-931 (2000)
E Van Gyseghem et al.
Journal of chromatography. A, 988(1), 77-93 (2003-03-22)
To define starting conditions for the development of methods to separate impurities from the active substance and from each other in drugs with an unknown impurity profile, the parallel application of generic orthogonal chromatographic systems could be useful. The possibilities
Jolanta B Perz et al.
Future oncology (London, England), 4(2), 169-177 (2008-04-15)
Histamine dihydrochloride is a vasoactive biogenic amine. It inhibits the reactive oxygen species formation in monocytes via histamine H2 receptors and protects natural killer and T cells from oxidative damage. Histamine has the potential to optimize cytokine-induced activation of T
F Donskov et al.
Annals of oncology : official journal of the European Society for Medical Oncology, 13(3), 441-449 (2002-05-09)
Histamine inhibits formation and release of monocyte/macrophage-derived reactive oxygen metabolites and thereby protects natural killer (NK) and T cells against oxidative inhibition. Efficacy and safety of histamine, when given in combination with interleukin-2 (IL-2) and interferon-alpha (IFN-alpha), were evaluated in
Stability of histamine dihydrochloride in solution.
Nielsen NH, et al.
Allergy, 43(6), 454-457 (1988)
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