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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 of PENEQUININE

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

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
Effects of pretreatment with 8018 on the toxicokinetics of soman in rabbits and distribution in mice.
2003 Jul 11
Synthesis of the optical isomers of a new anticholinergic drug, penehyclidine hydrochloride (8018).
2005 Apr 15
The pre- and post-natal toxicity of penequine hydrochloride in mice.
2006 Nov
Embryo-fetal development toxicity of prenatal exposure to penequine hydrochloride intramuscularly in rats.
2007 Apr
Fertility and early embryonic development toxicity of penequine hydrochloride in mice.
2007 Jun
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:21:40 UTC 2023
Edited
by admin
on Sat Dec 16 11:21:40 UTC 2023
Record UNII
353CX8CSHD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PENEQUININE
Common Name English
M-8218
Code 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
Created by admin on Sat Dec 16 11:21:40 UTC 2023 , Edited by admin on Sat Dec 16 11:21:40 UTC 2023
PRIMARY
FDA UNII
353CX8CSHD
Created by admin on Sat Dec 16 11:21:40 UTC 2023 , Edited by admin on Sat Dec 16 11:21:40 UTC 2023
PRIMARY
PUBCHEM
137356
Created by admin on Sat Dec 16 11:21:40 UTC 2023 , Edited by admin on Sat Dec 16 11:21:40 UTC 2023
PRIMARY
EPA CompTox
DTXSID30100781
Created by admin on Sat Dec 16 11:21:40 UTC 2023 , Edited by admin on Sat Dec 16 11:21:40 UTC 2023
PRIMARY
SMS_ID
100000145086
Created by admin on Sat Dec 16 11:21:40 UTC 2023 , Edited by admin on Sat Dec 16 11:21:40 UTC 2023
PRIMARY
EVMPD
SUB122749
Created by admin on Sat Dec 16 11:21:40 UTC 2023 , Edited by admin on Sat Dec 16 11:21:40 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY