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=CC=CC=C13)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	C16H13ClN2O
Molecular Weight	284.74
Charge	0
Count

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

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

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 178 Target ID: CHEMBL228 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24214825	Binding Agent 1064
Dopamine transporter 180 Target ID: CHEMBL238 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24214825	Binding Agent 1064

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

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

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 `Sat Dec 16 10:14:01 GMT 2023` Edited by `admin` on `Sat Dec 16 10:14:01 GMT 2023`
Record UNII	NLX9ZI72X1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MAZINDOL HYDROCHLORIDE, (R)-

Common Name

English

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

Systematic Name

English

Code System Code Type Description

FDA UNII

NLX9ZI72X1

Created by admin on Sat Dec 16 10:14:01 GMT 2023 , Edited by admin on Sat Dec 16 10:14:01 GMT 2023

PRIMARY

PUBCHEM

92135809