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Details

Stereochemistry MIXED
Molecular Formula C20H29NO2.ClH
Molecular Weight 351.911
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PENEHYCLIDINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=DDTVVMRZNVIVQM-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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

PubMed

TitleDatePubMed
Fertility and early embryonic development toxicity of penequine hydrochloride in mice.
2007-06
Embryo-fetal development toxicity of prenatal exposure to penequine hydrochloride intramuscularly in rats.
2007-04
The pre- and post-natal toxicity of penequine hydrochloride in mice.
2006-11
Synthesis of the optical isomers of a new anticholinergic drug, penehyclidine hydrochloride (8018).
2005-04-15
Effects of pretreatment with 8018 on the toxicokinetics of soman in rabbits and distribution in mice.
2003-07-11
Patents
Substance Class Chemical
Created
by admin
on Tue Apr 01 21:53:43 GMT 2025
Edited
by admin
on Tue Apr 01 21:53:43 GMT 2025
Record UNII
0P1E1UF04I
Record Status Validated (UNII)
Record Version
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Name Type Language
PENEHYCLIDINE HYDROCHLORIDE
Common Name English
PCHE
Preferred Name English
BENZENEMETHANOL, .ALPHA.-((1-AZABICYCLO(2.2.2)OCT-3-YLOXY)METHYL)-.ALPHA.-CYCLOPENTYL-, HYDROCHLORIDE (1:1)
Systematic Name English
BENZENEMETHANOL, .ALPHA.-((1-AZABICYCLO(2.2.2)OCT-3-YLOXY)METHYL)-.ALPHA.-CYCLOPENTYL-, HYDROCHLORIDE
Systematic Name English
PENEQUINE HYDROCHLORIDE
Common Name English
Penehyclidine hydrochloride [WHO-DD]
Common Name English
Code System Code Type Description
PUBCHEM
177923
Created by admin on Tue Apr 01 21:53:43 GMT 2025 , Edited by admin on Tue Apr 01 21:53:43 GMT 2025
PRIMARY
CAS
151937-76-7
Created by admin on Tue Apr 01 21:53:43 GMT 2025 , Edited by admin on Tue Apr 01 21:53:43 GMT 2025
PRIMARY
SMS_ID
300000028373
Created by admin on Tue Apr 01 21:53:43 GMT 2025 , Edited by admin on Tue Apr 01 21:53:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID90934385
Created by admin on Tue Apr 01 21:53:43 GMT 2025 , Edited by admin on Tue Apr 01 21:53:43 GMT 2025
PRIMARY
FDA UNII
0P1E1UF04I
Created by admin on Tue Apr 01 21:53:43 GMT 2025 , Edited by admin on Tue Apr 01 21:53:43 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY