PENEQUININE

Possibly Marketed Outside US

Details

Stereochemistry	MIXED
Molecular Formula	C20H29NO2
Molecular Weight	315.4498
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(COC1CN2CCC1CC2)(C3CCCC3)C4=CC=CC=C4

InChI

InChIKey=GTKRIWMDLNOSLI-UHFFFAOYSA-N

InChI=1S/C20H29NO2/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

HIDE SMILES / InChI

Molecular Formula	C20H29NO2
Molecular Weight	315.4498
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29434800 | https://www.ncbi.nlm.nih.gov/pubmed/23139625 | https://www.ncbi.nlm.nih.gov/pubmed/21126389

Penequinine (penehyclidine) is a selective M1/M2 receptor antagonist. Due to anticholinergic effects, penequinine is used in Chine for the treatment of organophosphorus and soman poisoning. In addition, penequinine is a negative regulator of TLR4 and NF-kB signaling and is investigated as a potential treatment in clinical trials for the treatment of acute lung injury and acute cerebral ischemia-reperfusion injury.

Approval Year

PubMed

Title	Date	PubMed
Fertility and early embryonic development toxicity of penequine hydrochloride in mice.	2007-06	17289241
Embryo-fetal development toxicity of prenatal exposure to penequine hydrochloride intramuscularly in rats.	2007-04	17134811
The pre- and post-natal toxicity of penequine hydrochloride in mice.	2006-11	16777373
Synthesis of the optical isomers of a new anticholinergic drug, penehyclidine hydrochloride (8018).	2005-04-15	15808451
Effects of pretreatment with 8018 on the toxicokinetics of soman in rabbits and distribution in mice.	2003-07-11	12818357

Patents

Substance Class	Chemical Created by `admin` on `Tue Apr 01 16:22:05 GMT 2025` Edited by `admin` on `Tue Apr 01 16:22:05 GMT 2025`
Record UNII	353CX8CSHD
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

M-8218

Preferred Name

English

PENEQUININE

Common Name

English

PENETHEQUININE

Common Name

English

3-QUINUCLIDINYLOXY-2,2,2-(HYDROXY-CYLCOPENTANE-PHENYL)ETHANE

Common Name

English

P8018

Code

English

BENZENEMETHANOL, .ALPHA.-((1-AZABICYCLO(2.2.2)OCT-3-YLOXY)METHYL)-.ALPHA.-CYCLOPENTYL-

Systematic Name

English

Penehyclidine [WHO-DD]

Common Name

English

PENEHYCLIDINE

Common Name

English

2-(1-AZABICYCLO(2.2.2)OCTAN-3-YLOXY)-1-CYCLOPENTYL-1-PHENYLETHANOL

Systematic Name

English

3-(2'-PHENYL-2'-CYCLOPENTYL-2'-HYDROXYETHOXY)QUINUCLIDINE

Common Name

English

PENEQUINE

Common Name

English

Code System Code Type Description

CAS

87827-02-9