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

Details

Stereochemistry ACHIRAL
Molecular Formula C24H31N3OS
Molecular Weight 409.587
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUTAPERAZINE

SMILES

CCCC(=O)C1=CC=C2SC3=C(C=CC=C3)N(CCCN4CCN(C)CC4)C2=C1

InChI

InChIKey=DVLBYTMYSMAKHP-UHFFFAOYSA-N
InChI=1S/C24H31N3OS/c1-3-7-22(28)19-10-11-24-21(18-19)27(20-8-4-5-9-23(20)29-24)13-6-12-26-16-14-25(2)15-17-26/h4-5,8-11,18H,3,6-7,12-17H2,1-2H3

HIDE SMILES / InChI
Butaperazine is an antipsychotic phenothiazine. As shown in animal studies butaperazine increases striatal and mesolimbic dopamine turnover. Butaperazine is effective in the management of schizophrenia. Extrapyramidal symptoms and drowsiness are the most common adverse effects.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
211 ng/mL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUTAPERAZINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
1990 ng × h/mL
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUTAPERAZINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
17 h
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BUTAPERAZINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
yes
yes (co-administration study)
Comment: Coadministration of Desipramine (CYP2D6 substrate) increased Butaperazine concentration.
PubMed

PubMed

TitleDatePubMed
Spectrophotometric determination of vanadium(V) in minerals, steels, soil and biological samples using phenothiazine derivatives.
2001 Aug
Name Type Language
BUTAPERAZINE
HSDB   INN   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
Butaperazine [WHO-DD]
Common Name English
BUTAPERAZINE [HSDB]
Common Name English
RIKER-595
Code English
1-{10-[3-(4-Methyl-1-piperazinyl)propyl]phenothiazin-2-yl}-1-butanone
Systematic Name English
AHR-3000
Code English
BUTAPERAZINE [USAN]
Common Name English
BAYER 1362
Code English
butaperazine [INN]
Common Name English
RIKER 595
Code English
1-BUTANONE, 1-(10-(3-(4-METHYL-1-PIPERAZINYL)PROPYL)-10H-PHENOTHIAZIN-2-YL)-
Systematic Name English
BUTAPERAZINE [MI]
Common Name English
BAYER-1362
Code English
Classification Tree Code System Code
WHO-VATC QN05AB09
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
WHO-ATC N05AB09
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
NCI_THESAURUS C66884
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
NCI_THESAURUS C29710
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
Code System Code Type Description
EVMPD
SUB06007MIG
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
MESH
C084595
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
NCI_THESAURUS
C81090
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
ECHA (EC/EINECS)
211-493-9
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
FDA UNII
TXP4T9106S
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
WIKIPEDIA
BUTAPERAZINE
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
INN
1432
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
DRUG BANK
DB13213
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
PUBCHEM
12598
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
DRUG CENTRAL
443
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID1022712
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
CAS
653-03-2
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
ChEMBL
CHEMBL1697826
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
HSDB
3297
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
SMS_ID
100000088497
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY
MERCK INDEX
m2789
Created by admin on Fri Dec 15 15:16:20 GMT 2023 , Edited by admin on Fri Dec 15 15:16:20 GMT 2023
PRIMARY Merck Index