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P6499

Sigma-Aldrich

PNU-282987 hydrate

solid, ≥98% (HPLC)

Synonyme(s) :

N-(3R)-1-Azabicyclo[2.2.2]oct-3-yl-4-chloro-benzamide monohydrochloride hydrate

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About This Item

Formule empirique (notation de Hill):
C14H17ClN2O · HCl · xH2O
Poids moléculaire :
301.21 (anhydrous basis)
Code UNSPSC :
12352200
ID de substance PubChem :
24898770
Nomenclature NACRES :
NA.77

Essai

≥98% (HPLC)

Forme

solid

Conditions de stockage

desiccated

Solubilité

DMSO: >10 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

Cl[H].[H]O[H].Clc1ccc(cc1)C(=O)N[C@H]2CN3CCC2CC3

InChI

1S/C14H17ClN2O.ClH.H2O/c15-12-3-1-11(2-4-12)14(18)16-13-9-17-7-5-10(13)6-8-17;;/h1-4,10,13H,5-9H2,(H,16,18);1H;1H2/t13-;;/m0../s1

Clé InChI

OCWLMMBVXIESNP-GXKRWWSZSA-N

Application

PNU-282987 hydrate has been used to check its activity in wound repair by inhibiting AGE (advanced glycation end products)-mediated tumor necrosis factor-α (TNF-α) production in a streptozotocin (STZ)-induced diabetic mouse model. It has also been used to evaluate the effects of nicotinic α-7 acetylcholine receptor (nAChRα7) activation on non-diabetic wound healing.

Actions biochimiques/physiologiques

Decreased expression of a homomeric alpha7 nicotinic acetylcholine receptor (nAChR) is connected with inability to process sensory information in schizophrenia. PNU-282987 is a novel selective agonist of the alpha7 nAChR that evoked whole-cell currents from cultured rat hippocampal neurons that were sensitive to the selective alpha7 nAChR antagonist methyllycaconitine (MLA) and enhanced GABAergic synaptic activity. The alpha7 nAChR agonist PNU-282987 improves auditory gating and enhances hippocampal oscillatory activity. These results provide further support for the concept that drugs that selectively activate alpha7 nAChRs may offer a novel, potential pharmacotherapy in treatment of schizophrenia.
PNU-282987 is an agonist of nicotinic α-7 acetylcholine receptor (nAChRα7). It helps to decrease acute lung injury (ALI), stimulated by lipopolysaccharide (LPS). PNU-282987 can increase GABAergic synaptic activity in brain slices and helps to bring back auditory gating deficits in anesthetized rats.

Caractéristiques et avantages

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.

Attention

Air sensitive

Autres remarques

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000006412
053M4723V
073M4703V
BGBC0052
BGBB9740

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Consulter la Bibliothèque de documents

Activation of alpha7nAChR promotes diabetic wound healing by suppressing AGE-induced TNF-alpha production
Dong M W, et al.
Inflammation, 39(2), 687-699 (2016)
The selective alpha7 nicotinic acetylcholine receptor agonist PNU-282987 [N-[(3R)-1-azabicyclo [2.2. 2] oct-3-yl]-4-chlorobenzamide hydrochloride] enhances GABAergic synaptic activity in brain slices and restores auditory gating deficits in anesthetized rats
Hajos M, et al.
Journal of Pharmacology and Experimental Therapeutics, 312(3), 1213-1222 (2005)
alpha7-nAChR Activation Has an Opposite Effect on Healing of Covered and Uncovered Wounds
Li J Y, et al.
Inflammation, 41(2), 474-484 (2018)
Acute lung injury is reduced by the alpha7nAChR agonist PNU-282987 through changes in the macrophage profile
Pinheiro N M, et al.
Faseb Journal, 31(1), 320-332 (2016)
Zhenzhen Shao et al.
Molecular medicine reports, 19(5), 3791-3798 (2019-03-14)
The cholinergic anti‑inflammatory pathway is considered an attractive approach for the alleviation of inflammatory diseases. Sepsis is characterized by systemic inflammation and widespread organ injury, especially that in the lung. In the present study, we explored the effects of an

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