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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

Molecular Formula C16H15Cl2N
Molecular Weight 292.203
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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.

Originator

Approval Year

Targets

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

PubMed

Sample Use Guides

In Vivo Use Guide
rhesus monkeys: 0.1–0.56 mg/kg/day
Route of Administration: Oral
Substance Class Chemical
Record UNII
4U40Y96J1Z
Record Status Validated (UNII)
Record Version