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I135

Sigma-Aldrich

Imetit dihydrobromide

≥98% (HPLC)

Synonym(s):

S-[2-(Imidazol-4-yl)ethyl]isothiourea dihydrobromide

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About This Item

Empirical Formula (Hill Notation):
C6H10N4S · 2HBr
CAS Number:
Molecular Weight:
332.06
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 20 mg/mL, clear

SMILES string

Br[H].Br[H].NC(=N)SCCc1c[nH]cn1

InChI

1S/C6H10N4S.2BrH/c7-6(8)11-2-1-5-3-9-4-10-5;;/h3-4H,1-2H2,(H3,7,8)(H,9,10);2*1H

InChI key

DOBOYMKCRRLTRF-UHFFFAOYSA-N

Gene Information

human ... HRH3(11255)

Biochem/physiol Actions

Potent and selective H3 histamine receptor agonist.

Features and Benefits

This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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M Garbarg et al.
The Journal of pharmacology and experimental therapeutics, 263(1), 304-310 (1992-10-01)
The effects of a new agonist of histamine (HA) H3 receptors, Imetit (S-[2-(4-(imidazolyl)ethyl]isothiourea) were investigated in vitro and in vivo and compared to those of (R)-alpha-methylhistamine [(R)-alpha-MeHA], a prototypic drug. Imetit inhibited the binding of [3H](R-alpha-MeHA to rat brain membranes
Balasubramaniam Annamalai et al.
ACS chemical neuroscience, 11(3), 466-476 (2020-01-10)
Reuptake and clearance of released serotonin (5-HT) are critical in serotonergic neurotransmission. Serotonin transporter (SERT) is mainly responsible for clearing the extracellular 5-HT. Controlled trafficking, phosphorylation, and protein stability have been attributed to robust SERT activity. H3 histamine receptors (H3Rs)
Nayeli Rivera-Ramírez et al.
Neurochemistry international, 101, 38-47 (2016-11-05)
The histamine H3 receptor (H3R) is abundantly expressed in the Central Nervous System where it regulates several functions pre and postsynaptically. H3Rs couple to Gαi/o proteins and trigger or modulate several intracellular signaling pathways, including the cAMP/PKA pathway and the

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