Histamine dihydrochloride

Histamine dihydrochloride Basic information
Product Name:Histamine dihydrochloride
Synonyms:TIMTEC-BB SBB003722;2-[4-IMIDAZOYL]-ETHYLAMINE DIHYDROCHLORIDE;2-(1H-IMIDAZOL-4-YL)-ETHYLAMINE 2HCL;2-(1H-IMIDAZOL-4-YL)ETHYLAMINE DIHYDROCHLORIDE;1H-IMIDAZOLE-4-ETHANAMINE DIHYDROCHLORIDE;2-imidazol-4-ylethylamine dihydrochloride;HISTAMINE DICHLORHYDRATE;Histamine-alpha,alpha,??d4?HCl)2
CAS:56-92-8
MF:C5H11Cl2N3
MW:184.07
EINECS:200-298-4
Product Categories:Pyrimidines;amino;Amines;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors;Imidazoles & Benzimidazoles;Heterocyclic Compounds;Histidine [His, H];Amino acid salt;Imidazoles & Benzimidazoles;56-92-8
Mol File:56-92-8.mol
Histamine dihydrochloride Structure
Histamine dihydrochloride Chemical Properties
Melting point 249-252 °C(lit.)
storage temp. 2-8°C
solubility H2O: 0.1 g/mL, clear, colorless
form powder
color white to off-white
Water Solubility SOLUBLE
Merck 14,4719
BRN 3624116
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyPPZMYIBUHIPZOS-UHFFFAOYSA-N
CAS DataBase Reference56-92-8(CAS DataBase Reference)
EPA Substance Registry System1H-Imidazole-4-ethanamine, dihydrochloride (56-92-8)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 36/37/38-42/43-42-22
Safety Statements 22-26-36/37/39-45-37-36/37
RIDADR 3335
WGK Germany 2
RTECS MS1575000
1-8-9
TSCA Yes
HazardClass IRRITANT
HS Code 29332900
MSDS Information
ProviderLanguage
2-(4-Imidazolyl)ethylamine dihydrochloride English
ACROS English
SigmaAldrich English
ALFA English
Histamine dihydrochloride Usage And Synthesis
Chemical Propertieswhite powder
UsesPresent in most mammalian tissues; primarily stored in mast cells and basophils. Exhibits multiple biological effects through at least 3 specific receptors. Induces bronchoconstriction and vasodilation; stimulates gastric acid secretion; and acts as a neurotransmitter.
UsesHistamine 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. It is a potent vasodilator and endogenous histamine receptor agonist.
UsesHistamine dihydrochloride has been used:
  • as a orthograde cotransmitter in producing excitatory postsynaptic potential (EPSP)
  • to determine its level in fish using HPLC (high performance liquid chromatography)
  • to assess the tracheal response to antigens in guinea-pigs

General DescriptionHistamine Dihydrochloride is a derivative of histamine, which is implicated in tumor cell apoptosis and prevents the relapse of acute myeloid leukemia in patients. It prevents the formation of ROS (reactive oxygen species) and inhibits the activation of T cells and natural killer cells.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Biological ActivityEndogenous agonist at histamine receptors (H 1-4 ). Released from mast cells and basophils and exhibits inflammatory, vasodilatory and bronchoconstrictory activity. Stimulates gastric acid secretion and acts as a neurotransmitter in vivo .
Biochem/physiol ActionsHistamine 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.
storageRoom temperature (desiccate)
Purification MethodsThe dihydrochloride crystallises from aqueous EtOH. The phosphate (2H3PO4) [51-74-1] has m 132-133o (from H2O). [Beilstein 25 III/IV 2049.]
Histamine dihydrochloride Preparation Products And Raw materials
Histamine H-HIS-OET 2HCL Pyridine hydrochloride Triethylamine hydrochloride Methyl L-histidinate dihydrochloride DIPHENYLAMINE HYDROCHLORIDE N-ALPHA-METHYL-DL-HISTIDINE DIHYDROCHLORIDE H-D-His-OMe 2HCl Methoxyammonium chloride L-Histidine hydrochloride 3-METHYLHISTAMINE DIHYDROCHLORIDE DIETHANOLAMINE HYDROCHLORIDE D(+)-HISTIDINOL DIHYDROCHLORIDE H-HIS-NH2 2HCL L-(-)-Histidinol dihydrochloride 1-METHYLHISTAMINE DIHYDROCHLORIDE ALPHA-METHYL-DL-HISTIDINE DIHYDROCHLORIDE DL-HISTIDINE DIHYDROCHLORIDE

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