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Merck

53300

Histamine dihydrochloride

≥99.0% (AT), powder or crystals, endogenous histamine receptor agonist

Synonyme(s) :

2-(4-Imidazolyl)ethylamine dihydrochloride

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About This Item

Formule empirique (notation de Hill) :
C5H9N3 · 2HCl
Numéro CAS:
56-92-8
Poids moléculaire :
184.07
NACRES:
NA.77
PubChem Substance ID:
329757931
eCl@ss:
32160406
UNSPSC Code:
12352116
EC Number:
200-298-4
MDL number:
MFCD00012703
Beilstein/REAXYS Number:
3624116

Nom du produit

Histamine dihydrochloride, ≥99.0% (AT)

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

assay

≥99.0% (AT)

form

powder or crystals

ign. residue

≤0.2%

loss

≤0.2% loss on drying, 20 °C (HV)

mp

244-247 °C
249-252 °C (lit.)

solubility

H2O: 0.1 g/mL, clear, colorless

anion traces

sulfate (SO42-): ≤200 ppm

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

Gene Information

human ... HRH1(3269)

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Catégories apparentées

Biochem/physiol Actions

Endogenous H1 and H2 histamine receptor agonist; activates nitric oxide synthetase; potent vasodilator.
Histamine dihydrochloride has been shown to activate nitric oxide synthetase and suppress or inhibit the generation of reactive oxygen species (ROS). Inhibition of ROS by histamine dihydrochloride allows activation of T cells and NK cells by IL-2. In a rat model, histamine dihydrochloride suppressed ROS generated by Kupffer cells through the H2 histamine receptor.

General description

Histamine is a hydrophilic amine derived from the decarboxylation of histidine by the enzyme L-histidine decarboxylase. Histamine has been shown to play a role in many physiological processes such as gastric secretion, neurotransmission, immune response, vasodialation, and inflammation. Additionally, studies have reported a role for histamine dihydrochloride with interleukin-2 (IL-2) in treatment of acute myeloid leukemia and in protection against alcohol-induced liver injury in rats.

Other Notes

Substrate for the assay of histamine-N-methyltransferase (EC 2.1.1.8); Ion-pair extraction of histamine from biological fluids for its determination by HPLC with fluorescence detection.

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

Classe de stockage

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificats d'analyse (COA)

Lot/Batch Number
WXBF6944V
WXBF2880V
WXBF2541V
WXBF3908V
WXBF1539V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Stephen C Hornyak et al.
Inflammation, 27(5), 317-327 (2003-11-26)
Inflammation of the liver may be caused by a variety of factors that include infectious agents and toxins. Reactive oxygen species (ROS) generated by the NADPH oxidase in Kupffer cells and infiltrating leukocytes play an important role in the pathogenesis
Matthias Weiss-Tessbach et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 72(10-11), 2013-2022 (2023-10-09)
To test whether recombinant human diamine oxidase (rhDAO) with a mutated heparin-binding motif (mHBM), which shows an increased alpha-distribution half-life, prevents histamine-induced hemodynamic effects. Thirty-eight female guinea pigs were either pretreated with rhDOA_mHBM or buffer. Guinea pigs received a continuous
Yogesh Dahiya et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 39(40), 7934-7946 (2019-08-16)
Memory formation is crucial for the survival of animals. Here, we study the effect of different crh-1 [Caenorhabditis elegans homolog of mammalian cAMP response element binding protein 1 (CREB1)] isoforms on the ability of C. elegans to form long-term memory
J. Axelrod
Methods in Enzymology, 17B, 766-766 (1971)
Lily P H Yang et al.
Drugs & aging, 28(4), 325-329 (2011-03-25)
Histamine dihydrochloride (Ceplene®) is a synthetic derivative of the biogenic amine histamine. Histamine dihydrochloride inhibits the formation of reactive oxygen species that suppress the activation of T cells and natural killer (NK) cells. When given in addition to the cytokine
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