RTI-353

RTI-353
Identifiers
	IUPAC name methyl (1R,2S,3S,5S)-3-(4-ethyl-3-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate;
CAS Number	198990-83-9 ;
PubChem CID	9801045;
UNII	ZSB3P8YAZ9;
CompTox Dashboard (EPA)	DTXSID101028799 ;
Chemical and physical data
Formula	C17H22INO2
Molar mass	399.272 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC1=C(C=C(C=C1)[C@H]2C[C@@H]3CC[C@H]([C@H]2C(=O)OC)N3)I;
	(verify)

RTI(-4229)-353 is a phenyltropane derived drug which acts as an SSRI.^[1] Tamagnan et al. also made some phenyltropanes with high activity and selectivity for the SERT (pM affinity).^[2]

References

^ Navarro HA, Xu H, Zhong D, Blough BE, Ross WP, Kuhar MJ, Carroll FI (September 2001). "[(125)I]3beta-(4-ethyl-3-iodophenyl)nortropane-2beta-carboxylic acid methyl ester ([(125)I]EINT): a potent and selective radioligand for the brain serotonin transporter". Synapse. 41 (3). New York, N.Y.: 241–7. doi:10.1002/syn.1081. PMID 11418937. S2CID 2323766.
^ Tamagnan G, Alagille D, Fu X, Kula NS, Baldessarini RJ, Innis RB, Baldwin RM (January 2006). "Synthesis and monoamine transporter affinity of new 2beta-carbomethoxy-3beta-[aryl or heteroaryl]phenyltropanes". Bioorganic & Medicinal Chemistry Letters. 16 (1): 217–20. doi:10.1016/j.bmcl.2005.09.016. PMID 16236497.

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[pmid11418937-1] Navarro HA, Xu H, Zhong D, Blough BE, Ross WP, Kuhar MJ, Carroll FI (September 2001). "[(125)I]3beta-(4-ethyl-3-iodophenyl)nortropane-2beta-carboxylic acid methyl ester ([(125)I]EINT): a potent and selective radioligand for the brain serotonin transporter". Synapse. 41 (3). New York, N.Y.: 241–7. doi:10.1002/syn.1081. PMID 11418937. S2CID 2323766.

[pmid16236497-2] Tamagnan G, Alagille D, Fu X, Kula NS, Baldessarini RJ, Innis RB, Baldwin RM (January 2006). "Synthesis and monoamine transporter affinity of new 2beta-carbomethoxy-3beta-[aryl or heteroaryl]phenyltropanes". Bioorganic & Medicinal Chemistry Letters. 16 (1): 217–20. doi:10.1016/j.bmcl.2005.09.016. PMID 16236497.

[1]

[2]

v t e Phenyltropanes (classifications)
2-Carboxymethyl Esters	Troparil WIN 35428 RTI-31 RTI-32 RTI-51 RTI-55 RTI-83
(3,4-Disubstituted Phenyl)-tropanes	Dichloropane RTI-112 RTI-353
Arylcarboxy	RTI-113 RTI-120
Carboxyalkyl	RTI-121 RTI-150
Acyl	PTT/WF-11 WF-23 PIT/WF-21 WF-33
β,α Stereochemistry	RTI-352 RTI-274
α,β Stereochemistry	Brasofensine Tesofensine NS2359
Heterocycles: 3-Substituted-isoxazol-5-yl	RTI-177 RTI-336 RTI-371
Heterocycles: 3-Substituted-1,2,4-oxadiazole	RTI-126 RTI-371
N-alkyl	FP-β-CPPIT FE-β-CPPIT Altropane Ioflupane (¹²³I)
N-replaced (S,O,C)	Tropoxane
Irreversible	RTI-76
Nortropanes (N-demethylated)	NS2359 (GSK-372,475)

See also

References