ICOPEZIL MALEATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C23H25N3O2.C4H4O4
Molecular Weight	491.5357
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C/C(O)=O.O=C1CC2=CC3=C(ON=C3CCC4CCN(CC5=CC=CC=C5)CC4)C=C2N1

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	C4H4O4
Molecular Weight	116.0722
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14751402 | https://adisinsight.springer.com/drugs/800006556

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
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	15167519
Synthesis and evaluation of 2-[18F]fluoro-CP-118,954 for the in vivo mapping of acetylcholinesterase.	2005 Feb	15721764
Synthesis and evaluation of radioiodine-labelled CP-118,954 for the in-vivo imaging of acetylcholinesterase.	2007 Jul	17538398

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:40:19 UTC 2023` Edited by `admin` on `Fri Dec 15 15:40:19 UTC 2023`
Record UNII	1P15W0SPEN
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ICOPEZIL MALEATE

Official Name

English

CP-118,954-11

Code

English

CP-118954-11

Code

English

ICOPEZIL MALEATE [USAN]

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

Icopezil maleate [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47792