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Penehyclidine (hydrochloride)

CAT: 0804-HY-137976Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-137976Size:5 mg
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Description
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].
CAS Number
151937-76-7
Product Name Alternative
Penequinine (hydrochloride)
UNSPSC
12352005
Hazard Statement
H302, H315, H319
Target
Akt; Apoptosis; Autophagy; ERK; GSK-3; mAChR; NF-κB
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; GPCR/G Protein; MAPK/ERK Pathway; Neuronal Signaling; NF-κB; PI3K/Akt/mTOR; Stem Cell/Wnt
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/penehyclidine-hydrochloride.html
Purity
99.2
Solubility
DMSO : 125 mg/mL (ultrasonic) |H2O : 100 mg/mL (ultrasonic)
Smiles
OC(C1CCCC1)(COC2CN3CCC2CC3)C4=CC=CC=C4.[H]Cl
Molecular Formula
C20H30ClNO2
Molecular Weight
351.91
Precautions
H302, H315, H319
References & Citations
[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.|[2]Wang X, et al., Penehyclidine hydrochloride alleviates lipopolysaccharide‑induced acute respiratory distress syndrome in cells via regulating autophagy‑related pathway. Mol Med Rep. 2021 Feb;23 (2) :100.|[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.|[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.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
MAChR1; mAChR3; NF-κB

Chemical Information

Penehyclidine hydrochloride
CAS Number151937-76-7
PubChem CID177923
IUPAC Name2-(1-azabicyclo[2.2.2]octan-3-yloxy)-1-cyclopentyl-1-phenylethanol;hydrochloride
Molecular FormulaC20H30ClNO2
Molecular Weight351.9
Topological Polar Surface Area32.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Heavy Atom Count24
Formal Charge0
Complexity381
SMILES
C1CCC(C1)C(COC2CN3CCC2CC3)(C4=CC=CC=C4)O.Cl
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
Chemical Structure
2D Structure
2D structure of Penehyclidine hydrochloride
CAS: 151937-76-7
CID: 177923
Formula: C20H30ClNO2
MW: 351.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight351.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass351.1965069
Monoisotopic Mass351.1965069
Topological Polar Surface Area32.7 Ų
Heavy Atom Count24
Formal Charge0
Complexity381
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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