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53310

Sigma-Aldrich

Histamine bisphosphate monohydrate

≥99.0% (NT)

Synonym(s):

2-(4-Imidazolyl)ethylamine diphosphate salt, 2-(4-Imidazolyl)ethylamine diphosphate salt monohydrate, Histamine diphosphate salt monohydrate

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About This Item

Empirical Formula (Hill Notation):
C5H9N3 · 2H3PO4 · H2O
CAS Number:
51-74-1
Molecular Weight:
325.15
Beilstein:
3744619
EC Number:
200-118-4
MDL number:
MFCD00150816
UNSPSC Code:
12352005
eCl@ss:
32160406
PubChem Substance ID:
57651405
NACRES:
NA.22

Quality Level

100

Assay

≥99.0% (NT)

form

solid

mp

128-132 °C

functional group

amine
phosphate

storage temp.

−20°C

SMILES string

[H]O[H].OP(O)(O)=O.OP(O)(O)=O.NCCc1c[nH]cn1

InChI

1S/C5H9N3.2H3O4P.H2O/c6-2-1-5-3-7-4-8-5;2*1-5(2,3)4;/h3-4H,1-2,6H2,(H,7,8);2*(H3,1,2,3,4);1H2

InChI key

CNSGLKZGHLZDHQ-UHFFFAOYSA-N

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General description

Histamine bisphosphate monohydrate is an imidazole containing heterocyclic building block that can be employed in chemical synthesis. Its crystal structure belongs to the monoclinic space group, P21/c and shows O–H ? O and N–H?O hydrogen bonds.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ7850
BCBN6122V
BCBC2083V
BCBC2083
052583/1

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Crystal structure of histamine diphosphate monohydrate.
Veidis MV, et al.
J. Chem. Soc. Sect. A, 2659-2666 (1969)
R G van Wijk et al.
Allergy proceedings : the official journal of regional and state allergy societies, 14(4), 273-281 (1993-07-01)
For a study on the relationship between nasal hyperreactivity to histamine and the nasal response to allergen, 14 rhinitis patients allergic to house-dust mites were challenged with histamine and 5 days later with a house-dust mite (HDM) extract. According to
Use of histamine phosphate for the interpretation of intradermal skin tests in dogs.
V E S Cunha et al.
The Veterinary record, 165(24), 723-724 (2009-12-17)
A M Majchel et al.
The Journal of allergy and clinical immunology, 90(1), 85-91 (1992-07-01)
To evaluate changes in the nasal response to histamine, we challenged 19 subjects with allergic rhinitis caused by ragweed (RW) before, during, and after the RW season with increasing doses of histamine diphosphate. We compared their response, as measured by
I K Taylor et al.
Lancet (London, England), 337(8743), 690-694 (1991-03-23)
The effects of a highly selective leukotriene D4 receptor antagonist, ICI 204.219, on allergen-induced bronchoconstriction and changes in airway reactivity were evaluated in a double-blind, placebo-controlled, crossover trial. Ten atopic subjects were selected for the study on the basis of
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