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PZ0135

Sigma-Aldrich

PHA-543613

≥98% (HPLC)

Synonym(s):

N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]furo[2,3-c]pyridine-5-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C15H17N3O2
CAS Number:
478149-53-0
Molecular Weight:
271.31
UNSPSC Code:
51111800
PubChem Substance ID:
329823720
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: ≥20 mg/mL

storage temp.

room temp

SMILES string

O=C(N[C@H]1CN2CC[C@H]1CC2)c3cc4ccoc4cn3

InChI

1S/C15H17N3O2/c19-15(12-7-11-3-6-20-14(11)8-16-12)17-13-9-18-4-1-10(13)2-5-18/h3,6-8,10,13H,1-2,4-5,9H2,(H,17,19)/t13-/m0/s1

InChI key

IPKZCLGGYKRDES-ZDUSSCGKSA-N

Gene Information

human ... CHRNA7(1139)

Application

PHA-543613 has been used to study its effect on recognition memory and neurovascular coupling (NVC) response in β-amyloid (Aβ) 25-35-treated mice. It has also been used to study its effect on Aβ25-35-induced receptor alteration and cognitive impairment in mice.

Biochem/physiol Actions

PHA-543613 exhibits rapid brain penetration property.
PHA-543613 is a potent selective α7 nAChR agonist. Nicotinic acetylcholine receptors are ligand-gated ion channels activated by nicotine, expressed in multiple tissues, with high functional expression in brain. The homomeric subtype α7 is a potential therapeutic target for cognitive deficits in schizophrenia and Alzheimer′s disease. PHA-543613 is active in both in vitro (binding, calcium flux, patch-clamp) and in vivo (auditory gating, novel object recognition) assays.

Features and Benefits

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Mark R Albertini et al.
Environmental and molecular mutagenesis, 49(9), 676-687 (2008-08-21)
The identification of specific lymphocyte populations that mediate tumor immune responses is required for elucidating the mechanisms underlying these responses and facilitating therapeutic interventions in humans with cancer. To this end, mutant hypoxanthine-guanine phosphoribosyltransferase (HPRT) deficient (HPRT-) T-cells were used
Effect of alpha-7 nicotinic acetylcholine receptor activation on beta-amyloid induced recognition memory impairment. Possible role of neurovascular function
Sadigh-Eteghad S, et al.
Acta Cirurgica Brasileira / Sociedade Brasileira Para Desenvolvimento Pesquisa em Cirurgia, 30(11), 736-742 (2015)
Stefan M Gold et al.
Journal of neuroinflammation, 5, 32-32 (2008-08-02)
Multiple sclerosis is a chronic inflammatory disease of the central nervous system with a pronounced neurodegenerative component. It has been suggested that novel treatment options are needed that target both aspects of the disease. Evidence from basic and clinical studies
Selective activation of $\alpha$7 nicotinic acetylcholine receptor by PHA-543613 improves A$\beta$25--35-mediated cognitive deficits in mice
Sadigh-Eteghad S, et al.
Neuroscience, 298(11), 81-93 (2015)
Cleber A Trujillo et al.
EMBO molecular medicine, 13(1), e12523-e12523 (2021-01-28)
Duplication or deficiency of the X-linked MECP2 gene reliably produces profound neurodevelopmental impairment. MECP2 mutations are almost universally responsible for Rett syndrome (RTT), and particular mutations and cellular mosaicism of MECP2 may underlie the spectrum of RTT symptomatic severity. No
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