BATANOPRIDE

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National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	RACEMIC
Molecular Formula	C17H26ClN3O3
Molecular Weight	355.86
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of BATANOPRIDE

Structure Search

SMILES

CCN(CC)CCNC(=O)C1=C(OC(C)C(C)=O)C=C(N)C(Cl)=C1

InChI

InChIKey=ZYOJXUNLLOBURP-UHFFFAOYSA-N

InChI=1S/C17H26ClN3O3/c1-5-21(6-2)8-7-20-17(23)13-9-14(18)15(19)10-16(13)24-12(4)11(3)22/h9-10,12H,5-8,19H2,1-4H3,(H,20,23)

HIDE SMILES / InChI

Molecular Formula	C17H26ClN3O3
Molecular Weight	355.86
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1855280 | https://www.ncbi.nlm.nih.gov/pubmed/2978041

Batanopride, previously known as BMY-25801, a 5-hydroxytryptamine 3 receptor antagonist, was studied against emesis for cancer patients that were treated by chemotherapy procedure. Batanopride had the dose-limiting side effects including hypotension and long QT syndrome that is why any further experiments for its medical application were discontinued.

Originator

Approval Year

PubMed

PubMed

Title	Date	PubMed
Dose-limiting hypotension with the 5-HT3-antagonist batanopride (BMY-25801).	1991 Feb	2054319
A randomized, double-blinded study comparing six doses of batanopride (BMY-25801) with methylprednisolone in patients receiving moderately emetogenic chemotherapy.	1991 Oct	1742224

Sample Use Guides

In Vivo Use Guide

six patient groups each received a single intravenous dose of batanopride ranging from 0.2 to 6.0 mg/kg

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:15:32 GMT 2023` Edited by `admin` on `Fri Dec 15 16:15:32 GMT 2023`
Record UNII	1AT99K728N
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BATANOPRIDE

Official Name

English

BMY-25801

Code

English

BENZAMIDE, 4-AMINO-5-CHLORO-N-(2-(DIETHYLAMINO)ETHYL)-2-(1-METHYL-2-OXOPROPOXY)-

Systematic Name

English

BATANOPRIDE, (±)-

Common Name

English

batanopride [INN]

Common Name

English

(±)-BATANOPRIDE

Common Name

English

Batanopride [WHO-DD]

Common Name

English

4-AMINO-5-CHLORO-N-(2-(DIETHYLAMINO)ETHYL)-2-((1-METHYLACETONYL)OXY)BENZAMIDE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C267

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

Code System Code Type Description

EPA CompTox

DTXSID20869373

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

INN

6420

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

EVMPD

SUB06108MIG

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

WIKIPEDIA

BATANOPRIDE

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

MESH

C060190

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

SMS_ID

100000088431

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

PUBCHEM

59692

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

NCI_THESAURUS

C1021

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

FDA UNII

1AT99K728N

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

ChEMBL

CHEMBL38594

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

CAS

102670-46-2

Created by admin on Fri Dec 15 16:15:32 GMT 2023 , Edited by admin on Fri Dec 15 16:15:32 GMT 2023

PRIMARY

Related Record Type Details


					00L331RFEC

BATANOPRIDE HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					2X57RNH49J

BATANOPRIDE, (R)-

ENANTIOMER -> RACEMATE


					DT1ET3N52B

BATANOPRIDE, (S)-

ENANTIOMER -> RACEMATE

Related Record Type Details


					ZVY847ZV6B

BATANOPRIDE ERYTHRO-ALCOHOL METABOLITE

METABOLITE -> PARENT

Comments:

longer elimination half-life of the three metabolites versus the parent compound in subjects with normal renal function, the disposition of the metabolitesof batanopride appears to be elimination-rate limited. All three metabolites had increased AUC and half-life and reducedrenal clearance as renal function worsened. As

Interaction Type:

MAJOR

Qualification:

PLASMA


					ZVY847ZV6B

BATANOPRIDE ERYTHRO-ALCOHOL METABOLITE

METABOLITE -> PARENT

Interaction Type:

MAJOR

Qualification:

URINE


					AK0HP8U7FO

N-DESETHYL BATANOPRIDE

METABOLITE -> PARENT

Comments:

Batanopride and its N-desethyl metabolite are secreted in the renal tubules to a greater extent than the threo-alcohol and erythro-alcohol metabolites.

Interaction Type:

MAJOR

Qualification:

URINE


					AK0HP8U7FO

N-DESETHYL BATANOPRIDE

METABOLITE -> PARENT

Comments:

longer elimination half-life of the three metabolites versus the parent compound in subjects with normal renal function, the disposition of the metabolites of batanopride appears to be elimination-rate limited. All three metabolites had increased AUC and half-life and reduced renal clearance as renal function worsened

Interaction Type:

MAJOR

Qualification:

PLASMA

Related Record Type Details


					1AT99K728N

ACTIVE MOIETY