Noxiptiline

Noxiptiline (brand names Agedal, Elronon, Nogedal), also known as noxiptyline and dibenzoxine, is a tricyclic antidepressant (TCA) that was introduced in Europe in the 1970s for the treatment of depression.[1][2][3] It has imipramine-like effects,[4] acting as a serotonin and norepinephrine reuptake inhibitor, among other properties.[5][6] Of the TCAs, noxiptiline has been described as one of the most effective, rivaling amitriptyline in clinical efficacy.[7][8]

Noxiptiline

Clinical data
Trade names	Agedal, Elronon, Nogedal
Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one O-[2-dimethylamino)ethyl]oxime
CAS Number	4985-15-3^Y
PubChem CID	21087
ChemSpider	19832^Y
UNII	DF7D3NY7EL
ChEMBL	ChEMBL1697689^N
CompTox Dashboard (EPA)	DTXSID10187311
Chemical and physical data
Formula	C19H22N2O
Molar mass	294.398 g·mol^−1
3D model (JSmol)	Interactive image
SMILES O(\N=C2\c1c(cccc1)CCc3c2cccc3)CCN(C)C
InChI InChI=1S/C19H22N2O/c1-21(2)13-14-22-20-19-17-9-5-3-7-15(17)11-12-16-8-4-6-10-18(16)19/h3-10H,11-14H2,1-2H3^Y Key:GPTURHKXTUDRPC-UHFFFAOYSA-N^Y
^NY (what is this?)  (verify)

References

1. Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. p. 753. ISBN 3-88763-075-0.
2. Aronson, Jeffrey Kenneth (2008). Meyler's Side Effects of Psychiatric Drugs (Meylers Side Effects). Amsterdam: Elsevier Science. p. 34. ISBN 0-444-53266-8.
3. Dictionary of organic compounds. London: Chapman & Hall. 1996. p. 4868. ISBN 0-412-54090-8.
4. Mutschler, Ernst (1995). Drug actions: basic principles and therapeutic aspects. Stuttgart, Germany: Medpharm Scientific Pub. p. 127. ISBN 0-8493-7774-9. Retrieved January 30, 2013.
5. Ernst Jucker; S. Ren; Soudijn, W.; Wijngaarden, I. van; M. Kumari; D. Poyner; M. Bushfield; H. Horikoshi; Fujiwara, Tamenari (2000). Progress in Drug Research, Volume 54 (Progress in Drug Research). Boston: Birkhauser. p. 81. ISBN 3-7643-6113-1.
6. Barth N, Manns M, Muscholl E (1975). "Arrhythmias and inhibition of noradrenaline uptake caused by tricyclic antidepressants and chlorpromazine on the isolated perfused rabbit heart". Naunyn-Schmiedeberg's Archives of Pharmacology. 288 (2–3): 215–31. doi:10.1007/BF00500528. PMID 1161046.
7. Beresewicz M, Bidzińska E, Koszewska I, Puzyński S (1991). "[Results of using tricyclic antidepressive drugs in the treatment of endogenous depression (comparative analysis of 7 drugs)]". Psychiatria Polska (in Polish). 25 (3–4): 13–8. PMID 1687987.
8. Lingjaerde O, Asker T, Bugge A, et al. (January 1975). "Noxiptilin (Agedal)--a new tricyclic antidepressant with a faster onset of action? A double-blind, multicentre comparison with amitriptyline". Pharmakopsychiatrie, Neuro-Psychopharmakologie. 8 (1): 26–35. doi:10.1055/s-0028-1094440. PMID 788000.