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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, (S)-

SMILES

Cl.O[C@@]1(N2CCN=C2C3=CC=CC=C13)C4=CC=C(Cl)C=C4

InChI

InChIKey=NIUFFPYONFMTAH-NTISSMGPSA-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-;/m0./s1

HIDE SMILES / InChI
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.

Originator

Curator's Comment: Originator of S-enantiomer of mazindol is unknown. Mazindol was developed at Sandoz.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Molecular mechanism of serotonin transporter inhibition elucidated by a new flexible docking protocol.
2012 Jan
Binding of mazindol and analogs to the human serotonin and dopamine transporters.
2014 Feb
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
MAZINDOL HYDROCHLORIDE, (S)-
Common Name English
3H-IMIDAZO(2,1-A)ISOINDOL-5-OL, 5-(4-CHLOROPHENYL)-2,5-DIHYDRO-, HYDROCHLORIDE (1:1), (S)-
Systematic Name English
Code System Code Type Description
PUBCHEM
92135810
Created by admin on Sat Dec 16 10:14:13 GMT 2023 , Edited by admin on Sat Dec 16 10:14:13 GMT 2023
PRIMARY
FDA UNII
69LI1B79OY
Created by admin on Sat Dec 16 10:14:13 GMT 2023 , Edited by admin on Sat Dec 16 10:14:13 GMT 2023
PRIMARY