MAZINDOL HYDROCHLORIDE, (R)-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H13ClN2O.ClH
Molecular Weight	321.201
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of MAZINDOL HYDROCHLORIDE, (R)-

Structure Search

SMILES

Cl.O[C@]1(N2CCN=C2C3=C1C=CC=C3)C4=CC=C(Cl)C=C4

InChI

InChIKey=NIUFFPYONFMTAH-PKLMIRHRSA-N

InChI=1S/C16H13ClN2O.ClH/c17-12-7-5-11(6-8-12)16(20)14-4-2-1-3-13(14)15-18-9-10-19(15)16;/h1-8,20H,9-10H2;1H/t16-;/m1./s1

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

Molecular Formula	C16H13ClN2O
Molecular Weight	284.74
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24214825

Mazindol was developed as an appetite suppressant. It exists in a dynamic equilibrium between three isomers (the keto and the R and S–ol forms, respectively) with the R or S–ol being the only relevant forms at physiologic pH. Both S- and R-mazindol supposed to target human serotonin and dopamine transporters. R-mazindol is the biologically relevant enantiomer.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin transporter 183 Target ID: CHEMBL228 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24214825	Binding Agent 1076
Dopamine transporter 183 Target ID: CHEMBL238 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24214825	Binding Agent 1076

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Binding of mazindol and analogs to the human serotonin and dopamine transporters.	2014-02	24214825
Molecular mechanism of serotonin transporter inhibition elucidated by a new flexible docking protocol.	2012-01	22071255

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:07:31 GMT 2025` Edited by `admin` on `Mon Mar 31 23:07:31 GMT 2025`
Record UNII	NLX9ZI72X1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

3H-IMIDAZO(2,1-A)ISOINDOL-5-OL, 5-(4-CHLOROPHENYL)-2,5-DIHYDRO-, HYDROCHLORIDE (1:1), (R)-

Preferred Name

English

MAZINDOL HYDROCHLORIDE, (R)-

Common Name

English

Code System Code Type Description

FDA UNII

NLX9ZI72X1

Created by admin on Mon Mar 31 23:07:31 GMT 2025 , Edited by admin on Mon Mar 31 23:07:31 GMT 2025

PRIMARY

PUBCHEM

92135809