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Details

Stereochemistry ACHIRAL
Molecular Formula C23H25N3O2.C4H4O4
Molecular Weight 491.5357
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ICOPEZIL MALEATE

SMILES

OC(=O)\C=C/C(O)=O.O=C1CC2=C(N1)C=C3ON=C(CCC4CCN(CC5=CC=CC=C5)CC4)C3=C2

InChI

InChIKey=CTYSKGVFLJLGGX-BTJKTKAUSA-N
InChI=1S/C23H25N3O2.C4H4O4/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;5-3(6)1-2-4(7)8/h1-5,12,14,16H,6-11,13,15H2,(H,24,27);1-2H,(H,5,6)(H,7,8)/b;2-1-

HIDE SMILES / InChI

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

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

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 Mon Oct 21 23:14:47 UTC 2019
Edited
by admin
on Mon Oct 21 23:14:47 UTC 2019
Record UNII
1P15W0SPEN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ICOPEZIL MALEATE
USAN   WHO-DD  
USAN  
Official Name English
CP-118,954-11
Code English
CP-118954-11
Code English
ICOPEZIL MALEATE [USAN]
Common Name English
ICOPEZIL MALEATE [WHO-DD]
Common Name English
6H-PYRROLO(3,2-F)-1,2-BENZISOXAZOL-6-ONE, 5,7-DIHYDRO-3-(2-(1-(PHENYLMETHYL)-4-PIPERIDINYL)ETHYL)-, (Z)-2-BUTENEDIOATE (1:1)
Systematic Name English
3-(2-(1-BENZYL-4-PIPERIDYL)ETHYL)-5,7-DIHYDRO-6H-PYRROLO(3,2-F)-1,2-BENZISOXAZOL-6-ONE MALEATE (1:1)
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C47792
Created by admin on Mon Oct 21 23:14:47 UTC 2019 , Edited by admin on Mon Oct 21 23:14:47 UTC 2019
Code System Code Type Description
NCI_THESAURUS
C99559
Created by admin on Mon Oct 21 23:14:47 UTC 2019 , Edited by admin on Mon Oct 21 23:14:47 UTC 2019
PRIMARY
ChEMBL
CHEMBL359570
Created by admin on Mon Oct 21 23:14:47 UTC 2019 , Edited by admin on Mon Oct 21 23:14:47 UTC 2019
PRIMARY
PUBCHEM
6441813
Created by admin on Mon Oct 21 23:14:47 UTC 2019 , Edited by admin on Mon Oct 21 23:14:47 UTC 2019
PRIMARY
CAS
145815-98-1
Created by admin on Mon Oct 21 23:14:47 UTC 2019 , Edited by admin on Mon Oct 21 23:14:47 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY