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Lortalamine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Lortalamine
Clinical data
Routes of
administration		Oral
ATC code
  • None
Pharmacokinetic data
Eliminationhalf-life5 hours
ExcretionRenal (98%)
Identifiers
  • 8-chloro-1,2,3,4,10,10a-hexahydro-2-methyl-4a,10-(iminoethano)-4aH-[1]-benzopyrano[3,2-c]-pyridin-12-one
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC15H17ClN2O2
Molar mass292.76 g·mol−1
3D model (JSmol)
  • Clc1ccc2O[C@]34NC(=O)C[C@@H](c2c1)[C@H]4CN(C)CC3

Lortalamine (LM-1404) is anantidepressant which wassynthesized in the early 1980s.[1][2] It acts as apotent and highlyselectivenorepinephrine reuptake inhibitor.[3][4] Lortalamine was under development for clinical use but was shelved, likely due to the finding that it producedoculartoxicity in animals.[5][6] It has been used to label thenorepinephrine transporter inpositron emission tomography studies.[4][7][8]

See also

[edit]

References

[edit]
  1. ^David J. Triggle (1997).Dictionary of pharmacological agents. London: Chapman & Hall.ISBN 0-412-46630-9.
  2. ^Belleville M, Grand M, Briet P (1981)."Plasma levels, elimination and metabolic fate of 4a-amino-8-chloro-2-methyl-1,2,3,4,4a,10a-hexahydro-10H-benzopyrano[3,2-c]pyridin-10-ylacetic acid lactam, a new antidepressive agent, in rats and dogs".Drug Metabolism and Disposition.9 (3):233–9.PMID 6113932.
  3. ^Depin JC, Betbeder-Matibet A, Bonhomme Y, Muller AJ, Berthelon JJ (1985). "Pharmacology of lortalamine, a new potent non-tricyclic antidepressant".Arzneimittel-Forschung.35 (11):1655–62.PMID 4091869.
  4. ^abLin KS, Ding YS (August 2005)."Synthesis and C-11 labeling of three potent norepinephrine transporter selective ligands ((R)-nisoxetine, lortalamine, and oxaprotiline) for comparative PET studies in baboons".Bioorganic & Medicinal Chemistry.13 (15):4658–66.doi:10.1016/j.bmc.2005.04.062.PMID 15914010.
  5. ^Elsom LF, Biggs SR, Chasseaud LF, Hawkins DR, Pulsford J, Darragh A (1985). "Metabolism of the anti-depressant lortalamine".European Journal of Drug Metabolism and Pharmacokinetics.10 (3):209–15.doi:10.1007/bf03189744.PMID 4085522.S2CID 2196891.
  6. ^Mally C, Thiebault JJ (1990). "Ocular toxicity in beagle dogs with lortalamine, a non tricyclic antidepressant compound".Drug and Chemical Toxicology.13 (4):309–23.doi:10.3109/01480549009032289.PMID 2279460.
  7. ^Ding YS, Lin KS, Logan J, Benveniste H, Carter P (July 2005)."Comparative evaluation of positron emission tomography radiotracers for imaging the norepinephrine transporter: (S,S) and (R,R) enantiomers of reboxetine analogs ([11C]methylreboxetine, 3-Cl-[11C]methylreboxetine and [18F]fluororeboxetine), (R)-[11C]nisoxetine, [11C]oxaprotiline and [11C]lortalamine".Journal of Neurochemistry.94 (2):337–51.doi:10.1111/j.1471-4159.2005.03202.x.PMID 15998285.S2CID 25110597.
  8. ^Ding YS, Lin KS, Logan J (2006)."PET imaging of norepinephrine transporters".Current Pharmaceutical Design.12 (30):3831–45.doi:10.2174/138161206778559687.PMID 17073682.
SSRIsTooltip Selective serotonin reuptake inhibitors
SNRIsTooltip Serotonin–norepinephrine reuptake inhibitors
NRIsTooltip Norepinephrine reuptake inhibitors
NDRIsTooltip Norepinephrine–dopamine reuptake inhibitors
NaSSAsTooltip Noradrenergic and specific serotonergic antidepressants
SARIsTooltip Serotonin antagonist and reuptake inhibitors
SMSTooltip Serotonin modulator and stimulators
Others
TCAsTooltip Tricyclic antidepressants
TeCAsTooltip Tetracyclic antidepressants
Others
Non-selective
MAOATooltip Monoamine oxidase A-selective
MAOBTooltip Monoamine oxidase B-selective
Miscellaneous
DATTooltip Dopamine transporter
(DRIsTooltip Dopamine reuptake inhibitors)
NETTooltip Norepinephrine transporter
(NRIsTooltip Norepinephrine reuptake inhibitors)
SERTTooltip Serotonin transporter
(SRIsTooltip Serotonin reuptake inhibitors)
VMATsTooltip Vesicular monoamine transporters
Others
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