U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C23H25N3O2
Molecular Weight 375.4635
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ICOPEZIL

SMILES

O=C1CC2=CC3=C(ON=C3CCC4CCN(CC5=CC=CC=C5)CC4)C=C2N1

InChI

InChIKey=MTCMTKNMZCPKLX-UHFFFAOYSA-N
InChI=1S/C23H25N3O2/c27-23-13-18-12-19-20(25-28-22(19)14-21(18)24-23)7-6-16-8-10-26(11-9-16)15-17-4-2-1-3-5-17/h1-5,12,14,16H,6-11,13,15H2,(H,24,27)

HIDE SMILES / InChI

Molecular Formula C23H25N3O2
Molecular Weight 375.4635
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Icopezil (previously known as CP-118,954) was developed as a selective acetylcholinesterase inhibitor for the treatment of cognitive disorders. Phase II trials of icopezil were underway in Japan and in the USA for the treatment of patients with Alzheimer's disease. However, Pfizer has discontinued these studies.

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and evaluation of 5,7-dihydro-3-[2-[1-(4-[18F]-fluorobenzyl)-4-piperidinyl]ethyl]-6H-pyrrolo[3,2-f]-1,2-benzisoxazol-6-one for in vivo mapping of acetylcholinesterase.
2004 Jun
Synthesis and evaluation of 2-[18F]fluoro-CP-118,954 for the in vivo mapping of acetylcholinesterase.
2005 Feb
Synthesis and evaluation of radioiodine-labelled CP-118,954 for the in-vivo imaging of acetylcholinesterase.
2007 Jul
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:00:30 UTC 2023
Edited
by admin
on Fri Dec 15 19:00:30 UTC 2023
Record UNII
ERZ60E6B7C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ICOPEZIL
INN   WHO-DD  
INN  
Official Name English
Icopezil [WHO-DD]
Common Name English
icopezil [INN]
Common Name English
3-(2-(1-BENZYL-4-PIPERIDYL)ETHYL)-5,7-DIHYDRO-6H-PYRROLO(3,2-F)-1,2-BENZISOXAZOL-6-ONE
Systematic Name English
CP-118954
Code English
Classification Tree Code System Code
NCI_THESAURUS C47792
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C99558
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
PRIMARY
CAS
145508-78-7
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
PRIMARY
PUBCHEM
172972
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
PRIMARY
SMS_ID
100000083673
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
PRIMARY
EPA CompTox
DTXSID70932622
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
PRIMARY
INN
7492
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
PRIMARY
ChEMBL
CHEMBL359570
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
PRIMARY
EVMPD
SUB08108MIG
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
PRIMARY
FDA UNII
ERZ60E6B7C
Created by admin on Fri Dec 15 19:00:30 UTC 2023 , Edited by admin on Fri Dec 15 19:00:30 UTC 2023
PRIMARY
Related Record Type Details
DERIVATIVE -> PARENT
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
Related Record Type Details
ACTIVE MOIETY