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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:
32385-58-3
Molecular Weight:
332.06
MDL number:
MFCD00153816
UNSPSC Code:
12352200
PubChem Substance ID:
24277783
NACRES:
NA.77

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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

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’.

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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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