Basic information
- CAS
56-92-8- Standard SMILES
Cl.Cl.NCCc1cnc[nH]1- InChIKey
PPZMYIBUHIPZOS-UHFFFAOYSA-N- Molecular formula
- C5H9N3.2ClH
- Average molar mass
- 184.06 g/mol
- Monoisotopic mass
- 183.0330028
Overview
Histamine Dihydrochloride is the hydrochloride salt form of histamine, with potential immunomodulatory and antineoplastic activities. Upon administration, histamine targets, binds to and activates histamine receptors. Depending on the amount of histamine administered and the type of receptor that is activated, histamine may exert a wide variety of activities. These can range from pro-tumorigenic to anti-tumor effects and may modulate the immune system to exert anti-tumor immune effects or may contribute to an inflammatory response.
Names & identifiers
- Preferred name
- Histamine Dihydrochloride
- IUPAC
- 2-(1H-imidazol-5-yl)ethanamine;dihydrochloride
- English name
- Histamine dihydrochloride
- Molecular formula
- C5H11Cl2N3
- Molecular weight
- 184.07
Names & synonyms
Histamine dihydrochloride56-92-8pereminCeplene1H-Imidazole-4-ethanamine, dihydrochloridehistaminum hydrochloricum3POA0Q644UROPANA Pain Relief CreamNSC-257873DTXSID10587671H-Imidazole-5-ethanamine, hydrochloride (1:2)Glucosamine Cream EXTRA STRENGTH
Show more names
HISTAMINE 2HCLHistaMine dihdrochlorideOCHLORIDEHistamine HCIHistaMine dihyHISTAMINE DIHCLhistaMine (HCl)2HistaMine Chloride
MaxamineHistamine 6XHistamine PhenolicNSC257873Histamine 1522RefChem:55301Pain Relieving ArthritisAustralian Dream Back Pain
Database identifiers
- CAS
56-92-8- PubChem CID
- 5818
- DTXSID
DTXSID1058767- ChEMBL
CHEMBL1533310
Properties
Computed structural properties
- Topological polar surface area
- 54.7 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 64.7
Experimental & physicochemical properties
Human DrugsEMA approved medicines: Human medicine
Collision Cross Section120.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 249 · 249-252 °C(lit.)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: 0.1 g/mL, clear, colorless
- form
- powder
- color
- white to off-white
- Water Solubility
- SOLUBLE
- Merck
- 14 · 14,4719
- BRN
- 3624116 · 3624116
- Stability
- Stable. Incompatible with strong oxidizing agents.
- InChI
- InChI=1S/C5H9N3.2ClH/c6-2-1-5-3-7-4-8-5;;/h3-4H,1-2,6H2,(H,7,8);2*1H
- InChIKey
- PPZMYIBUHIPZOS-UHFFFAOYSA-N
- SMILES
- C1(N=CNC=1)CCN.Cl.Cl
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1% (1 of 98) of reports.
Danger
H315 (99%): Causes skin irritation [Warning Skin corrosion/irritation]
P233, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 98 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1H-Imidazole-5-ethanamine, hydrochloride (1:2)
REACH registered substance: 2-imidazol-4-ylethylamine dihydrochloride (EC: 200-298-4)
1H-Imidazole-4-ethanamine, dihydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (99%)
Safety data
- F
- 1-8-9
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- MS1575000
- ridadr
- 3335
- hs_code
- 29332900
- risk_code
- 36/37/38-42/43-42-22
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn,Xi
Chemistry & industry
Pharmacology
ATC Code
L - Antineoplastic and immunomodulating agents
QL - Antineoplastic and immunomodulating agents
MeSH Pharmacological ClassificationDrugs that bind to and activate histamine receptors. Although they have been suggested for a variety of clinical applications histamine agonists have so far been more widely used in research than therapeutically.
Uses & manufacturing
General Manufacturing Information1H-Imidazole-5-ethanamine, hydrochloride (1:2): ACTIVE
Applications
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.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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