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Key Documents

A4730

Sigma-Aldrich

Amthamine dihydrobromide

≥98% (HPLC), solid

Synonym(s):

2-Amino-4-methyl-5-thiazoleethanamine dihydrobromide

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About This Item

Empirical Formula (Hill Notation):
C6H11N3S · 2HBr
CAS Number:
Molecular Weight:
319.06
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

color

off-white

solubility

H2O: 27 mg/mL

storage temp.

2-8°C

SMILES string

Br[H].Br[H].Cc1nc(N)sc1CCN

InChI

1S/C6H11N3S.2BrH/c1-4-5(2-3-7)10-6(8)9-4;;/h2-3,7H2,1H3,(H2,8,9);2*1H

InChI key

XFXNNOPUDSFVJE-UHFFFAOYSA-N

Application

Amthamine dihydrobromide is a histamine H2 receptor agonist. Amthamine dihydrobromide has been used to study the effect of mast cells on T regulatory cell function.

Biochem/physiol Actions

Amthamine dihydrobromide is a H2 histamine receptor agonist. Amthamine dihydrobromide, similar to histamine, inhibits H2 receptor-mediated eosinophil peroxidase (EPO) release with IC50 = 0.4 μM; a weak antagonist at H3 and shows no activity at H1 receptors.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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G Coruzzi et al.
Naunyn-Schmiedeberg's archives of pharmacology, 348(1), 77-81 (1993-07-01)
The new histamine H2 receptor agonist amthamine, [2-amino-5-(2-aminoethyl)-4-methylthiazole], was tested for its activity on gastric acid secretion in different in vivo and in vitro experimental models. Amthamine induced a dose-related increase in acid secretion both in conscious cats with a
J C Eriks et al.
Molecular pharmacology, 44(4), 886-894 (1993-10-01)
Recently we developed amthamine [2-amino-5-(2-aminoethyl)-4-methylthiazole]. This cyclic analogue of dimaprit proved to be the most potent and selective histamine H2 receptor agonist of a series of substituted 4- or 5-(2-aminoethyl)thiazoles. Quantum chemical studies on histamine (N pi-H tautomer), dimaprit, and
E Poli et al.
Agents and actions, 40(1-2), 44-49 (1993-09-01)
The cardiac activity of the novel histamine H2-receptor agonist amthamine was investigated in a variety of isolated heart preparations from guinea pigs and humans and in the isolated rabbit aorta. Amthamine caused an increase in the sinus rate of spontaneously
J C Eriks et al.
Journal of medicinal chemistry, 35(17), 3239-3246 (1992-08-21)
It is well known that both histamine and dimaprit show moderate histamine H2-receptor agonistic activities on the guinea pig right atrium. Quantum chemical calculations on these two compounds showed similarities in electron distributions and molecular electrostatic potentials (MEP's), which could
Cardiac effects of amthamine: a new histamine H2-receptor agonist.
G Coruzzi et al.
European journal of clinical investigation, 25 Suppl 1, 27-28 (1995-03-01)

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