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Histamine dihydrochloride

SIGMA/53300 - ≥99.0% (AT)

Synonym: 2-(4-Imidazolyl)ethylamine dihydrochloride

CAS Number: 56-92-8
Empirical Formula (Hill Notation): C5H9N3 · 2HCl
Molecular Weight: 184.07
EC Number: 200-298-4
MDL Number: MFCD00012703
Linear Formula: C5H9N3 · 2HCl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-53300-1G 1 g
$21.20
1/EA
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45-53300-5G 5 g
$73.50
1/EA
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45-53300-25G 25 g
$272.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 53300-25G

 

anion traces sulfate (SO42-): ≤200 ppm
assay ≥99.0% (AT)
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
form powder or crystals
ign. residue ≤0.2%
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
loss ≤0.2% loss on drying, 20 °C (HV)
mp 244-247 °C
  249-252 °C (lit.)
SMILES string Cl[H].Cl[H].NCCc1c[nH]cn1
solubility H2O: 0.1 g/mL, clear, colorless
Biochem/physiol Actions: Endogenous H1 and H2 histamine receptor agonist; activates nitric oxide synthetase; potent vasodilator.
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.
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.
Packaging: 1, 5, 25 g in glass bottle
Purity ≥99.0% (AT)
mp 244-247 °C; 249-252 °C (lit.)
UNSPSC 12352116

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