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I4034

Sigma-Aldrich

Immepip dihydrobromide

≥97% (HPLC), powder

Synonym(s):

4-(1H-Imidazol-4-ylmethyl)piperidine dihydrobromide

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About This Item

Empirical Formula (Hill Notation):
C9H17N3Br2
CAS Number:
164391-47-3
Molecular Weight:
327.06
MDL number:
MFCD06407876
UNSPSC Code:
12352200
PubChem Substance ID:
24724514
NACRES:
NA.77

Quality Level

100

assay

≥97% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

Br.Br.C1CNCC(C1)Cc2c[nH]cn2

InChI

1S/C9H15N3.2BrH/c1-2-8(5-10-3-1)4-9-6-11-7-12-9;;/h6-8,10H,1-5H2,(H,11,12);2*1H

InChI key

FXFINNKFZKZVLS-UHFFFAOYSA-N

Biochem/physiol Actions

Immepip is a H3 and H4 histamine receptor agonist. Immepip is a selective H3 agonist equipotent to (R)-α-methylhistamine and also effective in vitro and in vivo. It is devoid of side activities elicited at H1 and α2 receptors and 5-HT3 receptors.

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

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

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)

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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Jitendra K Singh et al.
Annals of neurosciences, 19(2), 71-75 (2012-04-01)
The histamine H3 receptor is an attractive G protein-coupled receptor drug target that regulates neurotransmission in the central nervous system and plays a crucial role in cognitive and homeostatic functions. This receptor exhibits molecular, pharmacological, and functional heterogeneity that affects
Guadalupe-Elide Morales-Figueroa et al.
Purinergic signalling, 15(1), 85-93 (2018-12-20)
We previously reported that the activation of histamine H3 receptors (H3Rs) selectively counteracts the facilitatory action of adenosine A2A receptors (A2ARs) on GABA release from rat globus pallidus (GP) isolated nerve terminals (synaptosomes). In this work, we examined the mechanisms
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
Alberto Avila-Luna et al.
Psychopharmacology, 236(6), 1937-1948 (2019-02-15)
Histamine H3 receptors (H3Rs) are co-expressed with dopamine D1 receptors (D1Rs) by striato-nigral medium spiny GABAergic neurons, where they functionally antagonize D1R-mediated responses. We examined whether the chronic administration of the H3R agonist immepip modifies dyskinesias induced by L-3,4-dihydroxyphenylalanine, L-Dopa
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