H7125

Histamine

Name: Histamine
Brand: SIGMA

≥97% (TLC), powder, H₁ and H₂ histamine receptor agonist

Synonym(s):

2-(4-Imidazolyl)ethylamine

Slide 1 of 1

Select a Size

Pricing and availability is not currently available.

About This Item

Empirical Formula (Hill Notation):

C₅H₉N₃

CAS Number:

51-45-6

Molecular Weight:

111.15

NACRES:

NA.77

PubChem Substance ID:

24895783

eCl@ss:

32160406

UNSPSC Code:

12352116

EC Number:

200-100-6

MDL number:

MFCD00005210

Beilstein/REAXYS Number:

2012

Key Documents

View All Documentation

Product Name

Histamine, ≥97.0%

InChI key

NTYJJOPFIAHURM-UHFFFAOYSA-N

InChI

1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)

SMILES string

NCCc1c[nH]cn1

assay

≥97.0%

bp

167 °C/0.8 mmHg (lit.)

mp

83-84 °C (lit.)

storage temp.

−20°C

Quality Level

200

Gene Information

human ... CA1(759), CA2(760), HRH1(3269), HRH2(3274), HRH3(11255), HRH4(59340)
rat ... Hrh1(24448), Hrh3(85268)

Looking for similar products? Visit Product Comparison Guide

Related Categories

Bioactive Small Molecule Agonists

Bioactive Small Molecules

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item	59964	Y0001779	53300
Sigma-Aldrich H7125 Histamine	Supelco 59964 Histamine	Y0001779 Histamine	Sigma-Aldrich 53300 Histamine dihydrochloride
assay ≥97.0%	assay ≥97.0% (TLC), ≥97.0% (anhydrous basis, NT)	assay -	assay ≥99.0% (AT)
Quality Level 200	Quality Level 100	Quality Level -	Quality Level -
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. -
bp 167 °C/0.8 mmHg (lit.)	bp 167 °C/0.8 mmHg (lit.)	bp 167 °C/0.8 mmHg (lit.)	bp -
mp 83-84 °C (lit.)	mp 83-84 °C (lit.)	mp 83-84 °C (lit.)	mp 244-247 °C, 249-252 °C (lit.)
Gene Information human ... CA1(759), CA2(760), HRH1(3269), HRH2(3274), HRH3(11255), HRH4(59340) rat ... Hrh1(24448), Hrh3(85268)	Gene Information human ... HRH1(3269)	Gene Information human ... HRH1(3269)	Gene Information human ... HRH1(3269)

Application

Histamine has been used:

to stimulate regulated cellular secretion[1]
in reaction mixture to activate blood for assaying thrombin (factor iia) activity by fluorimetry[2]
to fill the luminal side of the chamber to investigate its effects on the TJ-related barrier and the expression of TJ (tight junction) markers in the vocal fold epithelium[3]

Biochem/physiol Actions

Endogenous H₁ and H₂ histamine receptor agonist; H₁ activation mobilizes Ca²⁺; H₂ activation stimulates adenylate cyclase activity in neurons; activates nitric oxide synthetase; potent vasodilator.

Endogenous H₁ and H₂ histamine receptor agonist; activates nitric oxide synthetase; potent vasodilator.

Histamine participates in innate and acquired immune response, mediating allergy and inflammation. It helps in intestinal muscle contraction. During anaphylactic shock histamine causes bronchial constriction. Histamine is also involved in gastric acid secretion, epithelial and endothelial barrier control.[4]

General description

Histamine is a neurotransmitter produced by neurons of the posterior hypothalamus.[5] In the brain, histamine is predominantly present in the gray matter.[4]

related product

Product No.

Description

Pricing

762962

Histamine-α,α,β,β-d₄ dihydrochloride, 98 atom % D, 97% (CP)

776084

Histamine-1-¹³C,1-¹⁵N dihydrochloride, 99 atom % ¹³C, 98 atom % ¹⁵N, 95% (CP)

pictograms

GHS06,GHS08

signalword

Danger

hcodes

H301,H315,H317,H319,H334,H335

pcodes

P261 - P264 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Fragment based design of new H4 receptor-ligands with anti-inflammatory properties in vivo.

Rogier A Smits et al.

Journal of medicinal chemistry, 51(8), 2457-2467 (2008-03-25)

Using a previously reported flexible alignment model we have designed, synthesized, and evaluated a series of compounds at the human histamine H 4 receptor (H 4R) from which 2-(4-methyl-piperazin-1-yl)-quinoxaline ( 3) was identified as a new lead structure for H

Phospholipase D1 is specifically required for regulated secretion of von Willebrand factor from endothelial cells

Disse J, et al.

Blood, 113(4), 973-980 (2009)

Triazole ligands reveal distinct molecular features that induce histamine H4 receptor affinity and subtly govern H4/H3 subtype selectivity.

Maikel Wijtmans et al.

Journal of medicinal chemistry, 54(6), 1693-1703 (2011-02-26)

The histamine H(3) (H(3)R) and H(4) (H(4)R) receptors attract considerable interest from the medicinal chemistry community. Given their relatively high homology yet widely differing therapeutic promises, ligand selectivity for the two receptors is crucial. We interrogated H(4)R/H(3)R selectivities using ligands

Surfactants attenuate gas embolism-induced thrombin production

Eckmann DM and Diamond SL

Anesthesiology, 100(1), 77-84 (2004)

Tight junction-related barrier contributes to the electrophysiological asymmetry across vocal fold epithelium

Zhang Q and Fisher K

PLoS ONE, 7(3), e34017-e34017 (2012)

View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service