Merck
CN
All Photos(1)

Documents

H7125

Sigma-Aldrich

Histamine

≥97.0%

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
2-(4-Imidazolyl)ethylamine
Empirical Formula (Hill Notation):
C5H9N3
CAS Number:
51-45-6
Molecular Weight:
111.15
Beilstein:
2012
EC Number:
200-100-6
MDL number:
MFCD00005210
eCl@ss:
32160406
PubChem Substance ID:
24895783
NACRES:
NA.77

Quality Level

200

Assay

≥97.0%

bp

167 °C/0.8 mmHg (lit.)

mp

83-84 °C (lit.)

storage temp.

−20°C

SMILES string

NCCc1c[nH]cn1

InChI

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

InChI key

NTYJJOPFIAHURM-UHFFFAOYSA-N

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

General description

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

Application

Histamine has been used:
  • to stimulate regulated cellular secretion
  • in reaction mixture to activate blood for assaying thrombin (factor iia) activity by fluorimetry
  • 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

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.
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.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Histamine in the nervous system
Haas HL, et al.
Physiological Reviews, 88(3), 1183-1241 (2008)
Surfactants attenuate gas embolism-induced thrombin production
Eckmann DM and Diamond SL
Anesthesiology, 100(1), 77-84 (2004)
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
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)
View All Related Papers

Protocols

HPLC Analysis of Biogenic Amines on Ascentis® RP-Amide

HPLC Analysis of Biogenic Amines on Ascentis® RP-Amide

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