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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 Code

13 - Non Combustible Solids

WGK

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
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
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
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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