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Sigma-Aldrich

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:
Poids moléculaire :
184.07
Numéro Beilstein :
3624116
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352116
eCl@ss :
32160406
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

Histamine dihydrochloride, ≥99.0% (AT)

Pureté

≥99.0% (AT)

Forme

powder or crystals

Résidus de calcination

≤0.2%

Perte

≤0.2% loss on drying, 20 °C (HV)

Pf

244-247 °C
249-252 °C (lit.)

Solubilité

H2O: 0.1 g/mL, clear, colorless

Traces d'anions

sulfate (SO42-): ≤200 ppm

Traces de cations

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

Chaîne SMILES 

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

Clé InChI

PPZMYIBUHIPZOS-UHFFFAOYSA-N

Informations sur le gène

human ... HRH1(3269)

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Description générale

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.

Actions biochimiques/physiologiques

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.

Autres remarques

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

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
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
D Tsikas et al.
Journal of chromatography, 614(1), 37-41 (1993-04-21)
A procedure for the selective ion-pair extraction of histamine from various biological fluids and tissues by using the ion-pairing agent bis(2-ethylhexyl)hydrogen-phosphoric acid has been developed. This procedure enabled routine determination of histamine in plasma, urine and tissue samples of humans

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