Indatraline information

Indatraline
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name (1R,3S)-3-(3,4-dichlorophenyl)-N-methyl-2,3-dihydro-1H-inden-1-amine;
CAS Number	86939-10-8 ;
PubChem CID	126280;
ChemSpider	16736639 ;
UNII	4U40Y96J1Z;
ChEMBL	ChEMBL146332 ;
CompTox Dashboard (EPA)	DTXSID4043981 ;
Chemical and physical data
Formula	C16H15Cl2N
Molar mass	292.20 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Clc1ccc(cc1Cl)[C@@H]3C[C@H](NC)c2ccccc23;
	InChI 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 ; Key:SVFXPTLYMIXFRX-BBRMVZONSA-N ;
	(verify)

Indatraline hydrochloride (Lu 19-005) is an antidepressive agent and non-selective monoamine transporter inhibitor that blocks the reuptake of dopamine, norepinephrine, and serotonin with similar efficacy to cocaine.^[1] This compound may be used to treat cocaine addictions as its effects have a slower onset and a longer duration than those of cocaine.^[2] Lu 19-005 has been shown to block the action of methamphetamine and MDMA in laboratory experiments.^[3]

^ Cho YS, Yen CN, Shim JS, Kang DH, Kang SW, Liu JO, et al. (October 2016). "Antidepressant indatraline induces autophagy and inhibits restenosis via suppression of mTOR/S6 kinase signaling pathway". Scientific Reports. 6 (1): 34655. Bibcode:2016NatSR...634655C. doi:10.1038/srep34655. PMC 5046148. PMID 27694974.
^ Negus SS, Brandt MR, Mello NK (October 1999). "Effects of the long-acting monoamine reuptake inhibitor indatraline on cocaine self-administration in rhesus monkeys". The Journal of Pharmacology and Experimental Therapeutics. 291 (1): 60–69. PMID 10490887.
^ Rothman RB, Partilla JS, Baumann MH, Dersch CM, Carroll FI, Rice KC (March 2000). "Neurochemical neutralization of methamphetamine with high-affinity nonselective inhibitors of biogenic amine transporters: a pharmacological strategy for treating stimulant abuse". Synapse. 35 (3): 222–227. doi:10.1002/(SICI)1098-2396(20000301)35:3<222::AID-SYN7>3.0.CO;2-K. PMID 10657029. S2CID 16190813.

[1] Cho YS, Yen CN, Shim JS, Kang DH, Kang SW, Liu JO, et al. (October 2016). "Antidepressant indatraline induces autophagy and inhibits restenosis via suppression of mTOR/S6 kinase signaling pathway". Scientific Reports. 6 (1): 34655. Bibcode:2016NatSR...634655C. doi:10.1038/srep34655. PMC 5046148. PMID 27694974.

[2] Negus SS, Brandt MR, Mello NK (October 1999). "Effects of the long-acting monoamine reuptake inhibitor indatraline on cocaine self-administration in rhesus monkeys". The Journal of Pharmacology and Experimental Therapeutics. 291 (1): 60–69. PMID 10490887.

[3] Rothman RB, Partilla JS, Baumann MH, Dersch CM, Carroll FI, Rice KC (March 2000). "Neurochemical neutralization of methamphetamine with high-affinity nonselective inhibitors of biogenic amine transporters: a pharmacological strategy for treating stimulant abuse". Synapse. 35 (3): 222–227. doi:10.1002/(SICI)1098-2396(20000301)35:3<222::AID-SYN7>3.0.CO;2-K. PMID 10657029. S2CID 16190813.

Indatraline information

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Clinical data

Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name (1R,3S)-3-(3,4-dichlorophenyl)-N-methyl-2,3-dihydro-1H-inden-1-amine
CAS Number	86939-10-8^Y
PubChem CID	126280
ChemSpider	16736639^Y
UNII	4U40Y96J1Z
ChEMBL	ChEMBL146332^Y
CompTox Dashboard (EPA)	DTXSID4043981
Chemical and physical data
Formula	C₁₆H₁₅Cl₂N
Molar mass	292.20 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Clc1ccc(cc1Cl)[C@@H]3C[C@H](NC)c2ccccc23
InChI 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^Y Key:SVFXPTLYMIXFRX-BBRMVZONSA-N^Y
(verify)