Penehyclidine HCl (Mixture of IsoMers)

Product NamePenehyclidine HCl (Mixture of IsoMers)
CAS151937-76-7
MFC20H30ClNO2
MW351.92
EINECS
MOL File151937-76-7.mol

Chemical Properties

storage temp.	-20°C, away from moisture
solubility	H₂O: 2 mg/mL, clear
form	Liquid
color	Colorless to light yellow
Water Solubility	H2O: 2mg/mL, clear
InChI	InChI=1S/C20H29NO2.ClH/c22-20(18-8-4-5-9-18,17-6-2-1-3-7-17)15-23-19-14-21-12-10-16(19)11-13-21;/h1-3,6-7,16,18-19,22H,4-5,8-15H2;1H
InChIKey	DDTVVMRZNVIVQM-UHFFFAOYSA-N
SMILES	C(C1C=CC=CC=1)(C1CCCC1)(O)COC1CN2CCC1CC2.Cl

Safety Information

WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

Usage And Synthesis

Uses

Penehyclidine (Penequinine) hydrochloride, a anticholinergic agent, is a selective antagonist of M1 and M3 receptors. Penehyclidine hydrochloride activates NF-kβ in lung tissue and inhibits the release of inflammatory factors. Penehyclidine hydrochloride can alleviate the pulmonary inflammatory response in rats with chronic obstructive pulmonary disease (COPD) undergoing mechanical ventilation[1].

Biological Activity

Penehyclidine hydrochloride is a brain penetrant anticholinergic drug th at exhibits both antimuscarinic and antinicotinic activity. Penehyclidine hydrochloride does not induce muscarinic 2 receptor-associated cardiovascular side effects. Penehyclidine hydrochloride is effective in experimental models of heart, lung and brain ischemia reperfusion injury.

in vivo

Penehyclidine (0.3-3 mg/kg, ip, single dose) exhibits protective activity in rats ALI models^[2].
Penehyclidine (1 mg/kg, ip, single dose) enhances the expression of BDNF and phosphorylation of ERK1/2 in the hippocampus, exhibits antidepressant-like effects in mouse CUMS model^[4].

Animal Model:	rats ALI models^[2]
Dosage:	0.3-3 mg/kg
Administration:	ip, single dose
Result:	Alleviated LPS-induced lung injury in rats.

Animal Model:	Mouse chronic unpredictable mild stress (CUMS) model^[4]
Dosage:	1 mg/kg
Administration:	ip, single dose
Result:	Reduced the immobility time in the forced swimming test (FST) and tail suspension test (TST).

IC 50

mAChR1; mAChR3; NF-κB

References

[1] Zhi-Yuan Chen, et al. The Mechanism of Penehyclidine Hydrochloride and Its Effect on the Inflammatory Response of Lung Tissue in Rats with Chronic Obstructive Pulmonary Disease During Mechanical Ventilation. Int J Chron Obstruct Pulmon Dis. 2021 Mar 31;16:877-885. DOI:10.2147/COPD.S295329
[2] Wang X, et al., Penehyclidine hydrochloride alleviates lipopolysaccharideinduced acute respiratory distress syndrome in cells via regulating autophagyrelated pathway. Mol Med Rep. 2021 Feb;23(2):100. DOI:10.3892/mmr.2020.11739
[3] Zi C, et al., Penehyclidine hydrochloride protects against anoxia/reoxygenation injury in cardiomyocytes through ATP-sensitive potassium channels, and the Akt/GSK-3β and Akt/mTOR signaling pathways. Cell Biol Int. 2020 Jun;44(6):1353-1362. DOI:10.1002/cbin.11329
[4] Sun X, et al., A Selective M1 and M3 Receptor Antagonist, Penehyclidine Hydrochloride, Exerts Antidepressant-Like Effect in Mice. Neurochem Res. 2019 Dec;44(12):2723-2732. DOI:10.1007/s11064-019-02891-5

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