Histamine hydrochloride

Base Information

• Chemical Name: Histamine hydrochloride
• CAS No.: 51-45-6
• Molecular Formula: C5H9N3
• Molecular Weight: 111.147
• Hs Code.: 29332900
• NSC Number: 757057,257873
• UNII: F9I23AC4PQ
• DSSTox Substance ID: DTXSID70946542
• Wikidata: Q27277851
• ChEMBL ID: CHEMBL535166
• Mol file: 51-45-6.mol

Synonyms:Ceplene;Histamine;Histamine Dihydrochloride;Histamine Hydrochloride;Peremin

Chemical Property of Histamine hydrochloride

Chemical Property:

• Appearance/Colour: White to slightly yellow powder
• Vapor Pressure: 0.000673mmHg at 25°C
• Melting Point: 83-84 °C(lit.)
• Refractive Index: 1.562
• Boiling Point: 331 °C at 760 mmHg
• PKA: 6.04(at 25℃)
• Flash Point: 180.3 °C
• PSA: 54.70000
• Density: 1.14 g/cm³
• LogP: 0.61120
• Storage Temp.: −20°C
• Water Solubility.: Soluble in water, alcohol, and hot chloroform.
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 147.0563250
• Heavy Atom Count: 9
• Complexity: 64.7

Purity/Quality:

99% ^*data from raw suppliers

Histamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-42/43
• Safety Statements: 22-26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(NC=N1)CCN.Cl
• General Description: Histamine, also known by various synonyms such as 1H-Imidazole-4-ethanamine, 2-(1H-Imidazol-4-yl)ethanamine, and Ergamine, is a biogenic amine involved in immune responses, neurotransmission, and gastric acid secretion. The study explored modifying histamine's structure by introducing H1-antagonistic elements at the C-2 position of the imidazole ring, but these modifications failed to produce effective H1-agonists, suggesting that such structural changes do not enhance histamine's agonistic activity at H1 receptors.

Technology Process of Histamine hydrochloride

There total 37 articles about Histamine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 66.0%

4-cyanomethylimidazole (18502-05-1) → histamine (51-45-6)

Guidance literature:

With hydrazine hydrate; In ethanol; at 60 ℃; for 1h; Autoclave; Industrial scale;

Reference yield:

L-histidine (71-00-1) → histamine (51-45-6) + His (4998-57-6,26062-48-6,90081-11-1)

Guidance literature:

With sulfuric acid; at 240 - 250 ℃;

Reference yield:

L-histidine (71-00-1) → histamine (51-45-6)

Guidance literature:

With Enterobacter aerogenes DL-1 histidine decarboxylase; In aq. phosphate buffer; at 40 ℃; pH=6.8; Concentration; Kinetics; Enzymatic reaction;

DOI:10.1080/10826068.2014.940541

upstream raw materials:

4-(2-chloroethyl)-1H-imidazole

4-cyanomethylimidazole

monocloridrato di 2-(2-tiono-4-imidazolin-4-il)etilamina

D,L-histidine

Downstream raw materials:

[2-(1H-Imidazol-4-yl)-ethyl]-dimethyl-amine

4,5,6,7-tetrahydro-1H-imidazo<4,5-c>pyridine

5,6,7,8-tetrahydro-5-oxoimidazo[1,5-c]pyrimidine

4-{2-[2-(1⁽³⁾H-imidazol-4-yl)-ethylamino]-ethyl}-phenol

Refernces

Histamine analogues, XXVIII: 2-(Aryloxyalkyl)- and 2-(aminoalkyl)histamines

10.1002/ardp.19873200208

The research focuses on the synthesis and evaluation of histamine derivatives, specifically 2-(aryloxyalkyl)- and 2-(aminoalkyl)histamines, as well as racemic 2-(1-phenylethyl)histamine, with the aim of investigating their histamine H1-agonistic activity. The research concluded that incorporating typical H1-antagonistic structural elements into the C-2 position of the imidazole ring of histamine does not yield effective H1-agonists. The chemicals used in this process included various aryloxyalkylcyanides, aminoalkylcyanides, imidsaureester, and histamine analogs, among others, with the synthesis involving reactions such as Pinner synthesis, Williamson synthesis, and various other chemical transformations to obtain the desired histamine derivatives.

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