Synonym
Lortalamine; LM-1404; LM 1404; LM1404;
IUPAC/Chemical Name
(4aS,10S,10aS)-8-chloro-2-methyl-1,2,3,4,10,10a-hexahydro-4a,10-(epiminoethano)chromeno[3,2-c]pyridin-12-one
InChi Key
MJRPHRMGEKCADU-HCKVZZMMSA-N
InChi Code
InChI=1S/C15H17ClN2O2/c1-18-5-4-15-12(8-18)10(7-14(19)17-15)11-6-9(16)2-3-13(11)20-15/h2-3,6,10,12H,4-5,7-8H2,1H3,(H,17,19)/t10-,12-,15+/m1/s1
SMILES Code
O=C(N1)C[C@]2([H])C3=CC(Cl)=CC=C3O[C@]41[C@]2([H])CN(C)CC4
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
292.76
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Depin JC, Betbeder-Matibet A, Bonhomme Y, Muller AJ, Berthelon JJ. Pharmacology of lortalamine, a new potent non-tricyclic antidepressant. Arzneimittelforschung. 1985;35(11):1655-62. PubMed PMID: 4091869.
2: Mally C, Thiebault JJ. Ocular toxicity in beagle dogs with lortalamine, a non tricyclic antidepressant compound. Drug Chem Toxicol. 1990;13(4):309-23. PubMed PMID: 2279460.
3: Ding YS, Lin KS, Logan J, Benveniste H, Carter P. 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. J Neurochem. 2005 Jul;94(2):337-51. PubMed PMID: 15998285.
4: Elsom LF, Biggs SR, Chasseaud LF, Hawkins DR, Pulsford J, Darragh A. Metabolism of the anti-depressant lortalamine. Eur J Drug Metab Pharmacokinet. 1985 Jul-Sep;10(3):209-15. PubMed PMID: 4085522.
5: Lin KS, Ding YS. Synthesis and C-11 labeling of three potent norepinephrine transporter selective ligands ((R)-nisoxetine, lortalamine, and oxaprotiline) for comparative PET studies in baboons. Bioorg Med Chem. 2005 Aug 1;13(15):4658-66. PubMed PMID: 15914010.
6: Ding YS, Lin KS, Logan J. PET imaging of norepinephrine transporters. Curr Pharm Des. 2006;12(30):3831-45. Review. PubMed PMID: 17073682.
7: Belleville M, Grand M, Briet P. 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 Metab Dispos. 1981 May-Jun;9(3):233-9. PubMed PMID: 6113932.
