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

Details

Stereochemistry RACEMIC
Molecular Formula C20H23Cl2N3O2
Molecular Weight 408.322
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of PERACLOPONE

SMILES

OC(CO\N=C\C1=CC=C(Cl)C=C1)CN2CCN(CC2)C3=CC=CC=C3Cl

InChI

InChIKey=IAKCDZCRAWGHFD-YDZHTSKRSA-N
InChI=1S/C20H23Cl2N3O2/c21-17-7-5-16(6-8-17)13-23-27-15-18(26)14-24-9-11-25(12-10-24)20-4-2-1-3-19(20)22/h1-8,13,18,26H,9-12,14-15H2/b23-13+

HIDE SMILES / InChI
Peraclopone is a hypolidemic drug. It is an inhibitor of 7-Dehydrocholesterol reductase. Peraclopone potently inhibits the final step in cholesterol biosynthesis. Feeding this agent to rats leads to a rapid replacement of membrane cholesterol with its immediate precursor 7-dehydrocholesterol, and a dramatic reduction in plasma sterol concentration. Peraclopone caused a dose-dependent decrease in cholesterol and a concomitant accumulation of provitamin D3 (7-dehydrocholesterol) in the skin, which is accompanied by an increase in the plasma level of 25-hydroxyvitamin D3. Treatment with peraclopone dramatically alters membrane sterol content in many membranes including the microvillus membrane of both the jejunum and ileum. In the jejunal microvillus membrane a major change in chemical composition occurred, presumably in response to the alteration in membrane sterol. The net result was a significant decline in both the static and dynamic component of membrane fluidity.

Approval Year

PubMed

PubMed

TitleDatePubMed

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Rats data
0.3 mg/kg or 5.0 mg/kg for 13 days
Route of Administration: Oral
Name Type Language
PERACLOPONE
INN  
INN  
Official Name English
BENZALDEHYDE, 4-CHLORO-, O-(3-(4-(2-CHLOROPHENYL)-1-PIPERAZINYL)-2-HYDROXYPROPYL)OXIME, (E)-
Common Name English
peraclopone [INN]
Common Name English
BENZALDEHYDE, 4-CHLORO-, O-(3-(4-(2-CHLOROPHENYL)-1-PIPERAZINYL)-2-HYDROXYPROPYL)OXIME, (C(E))-
Common Name English
BENZALDEHYDE, 4-CHLORO-, O-(3-(4-(2-CHLOROPHENYL)-1-PIPERAZINYL)-2-HYDROXYPROPYL)OXIME, (E)-(±)-
Common Name English
P-CHLOROBENZALDEHYDE (±)-(E)-O-(3-(4-(O-CHLOROPHENYL)-1-PIPERAZINYL)-2-HYDROXYPROPYL)OXIME
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29703
Created by admin on Fri Dec 15 15:25:56 GMT 2023 , Edited by admin on Fri Dec 15 15:25:56 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2107502
Created by admin on Fri Dec 15 15:25:56 GMT 2023 , Edited by admin on Fri Dec 15 15:25:56 GMT 2023
PRIMARY
SMS_ID
100000082540
Created by admin on Fri Dec 15 15:25:56 GMT 2023 , Edited by admin on Fri Dec 15 15:25:56 GMT 2023
PRIMARY
NCI_THESAURUS
C66348
Created by admin on Fri Dec 15 15:25:56 GMT 2023 , Edited by admin on Fri Dec 15 15:25:56 GMT 2023
PRIMARY
FDA UNII
231HZQ66PD
Created by admin on Fri Dec 15 15:25:56 GMT 2023 , Edited by admin on Fri Dec 15 15:25:56 GMT 2023
PRIMARY
EVMPD
SUB09710MIG
Created by admin on Fri Dec 15 15:25:56 GMT 2023 , Edited by admin on Fri Dec 15 15:25:56 GMT 2023
PRIMARY
PUBCHEM
9576876
Created by admin on Fri Dec 15 15:25:56 GMT 2023 , Edited by admin on Fri Dec 15 15:25:56 GMT 2023
PRIMARY
CAS
96164-19-1
Created by admin on Fri Dec 15 15:25:56 GMT 2023 , Edited by admin on Fri Dec 15 15:25:56 GMT 2023
PRIMARY
INN
5736
Created by admin on Fri Dec 15 15:25:56 GMT 2023 , Edited by admin on Fri Dec 15 15:25:56 GMT 2023
PRIMARY