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

Details

Stereochemistry RACEMIC
Molecular Formula C16H15Cl2N
Molecular Weight 292.203
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INDATRALINE

SMILES

CN[C@@H]1C[C@H](C2=CC=CC=C12)C3=CC=C(Cl)C(Cl)=C3

InChI

InChIKey=SVFXPTLYMIXFRX-XJKSGUPXSA-N
InChI=1S/C16H15Cl2N/c1-19-16-9-13(11-4-2-3-5-12(11)16)10-6-7-14(17)15(18)8-10/h2-8,13,16,19H,9H2,1H3/t13-,16+/m0/s1

HIDE SMILES / InChI
Indatraline (Lu 19-005) is a non-selective monoamine transporter inhibitor that has been shown to block the reuptake of dopamine, norepinephrine, and serotonin with effects similar to those of cocaine. In vivo, indatraline produced behavioral effects suggestive of enhanced dopaminergic, noradrenergic, and serotonergic activity in mice. Indatraline also substituted for a high dose of cocaine in rats trained to discriminate between a low and a high dose of cocaine, which demonstrates that indatraline produces cocaine-like discriminative stimulus effects. Indatraline has been studied to block the action of methamphetamine and MDMA.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
290.0 nM [Ki]
38.0 nM [Ki]
600.0 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Pharmacology in vivo of the phenylindan derivative, Lu 19-005, a new potent inhibitor of dopamine, noradrenaline and 5-hydroxytryptamine uptake in rat brain.
1985 Apr
Patents

Sample Use Guides

rhesus monkeys: 0.1–0.56 mg/kg/day
Route of Administration: Oral
Name Type Language
INDATRALINE
INN  
INN  
Official Name English
indatraline [INN]
Common Name English
(±)-TRANS-3-(3,4-DICHLOROPHENYL)-N-METHYL-1-INDANAMINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C94725
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
NCI_THESAURUS C265
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
Code System Code Type Description
EVMPD
SUB08170MIG
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
SMS_ID
100000083389
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID4043981
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
PUBCHEM
126280
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
WIKIPEDIA
INDATRALINE
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
CAS
86939-10-8
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
FDA UNII
4U40Y96J1Z
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
NCI_THESAURUS
C83797
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
INN
5770
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
MESH
C418119
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY
ChEMBL
CHEMBL296602
Created by admin on Sat Dec 16 15:51:09 GMT 2023 , Edited by admin on Sat Dec 16 15:51:09 GMT 2023
PRIMARY