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Sigma-Aldrich

Histamine dihydrochloride

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

Sinónimos:

2-(4-Imidazolyl)ethylamine dihydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C5H9N3 · 2HCl
Número de CAS:
56-92-8
Peso molecular:
184.07
Beilstein/REAXYS Number:
3624116
EC Number:
200-298-4
MDL number:
MFCD00012703
UNSPSC Code:
12352116
eCl@ss:
32160406
PubChem Substance ID:
329757931
NACRES:
NA.77

product name

Histamine dihydrochloride, ≥99.0% (AT)

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

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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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.

Biochem/physiol Actions

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.

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
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)
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