Oxaflozane

Oxaflozane
Clinical data
Trade names	Conflictan
Other names	CERM-1766
Routes of; administration	Oral
ATC code	N06AX10 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 4-Propan-2-yl-2-[3-(trifluoromethyl)phenyl]morpholine;
CAS Number	26629-87-8 ; HCl: 26629-86-7 ;
PubChem CID	432824;
ChemSpider	382782;
UNII	V4WLW77V5Q; HCl: E10FW59D1I ;
KEGG	D07340;
CompTox Dashboard (EPA)	DTXSID50865308 ;
ECHA InfoCard	100.043.490
Chemical and physical data
Formula	C14H18F3NO
Molar mass	273.299 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O1CCN(C(C)C)CC1c2cc(C(F)(F)F)ccc2;

Oxaflozane (INN) (brand name Conflictan) is an antidepressant and anxiolytic drug that was introduced by Solvay in France in 1982 for the treatment of depression but has since been discontinued.^[1]^[2]^[3]^[4] It is a prodrug of flumexadol (N-dealkyloxaflozane; 2-(3-trifluoromethylphenyl)morpholine; CERM-1841 or 1841-CERM), which is reported to act as an agonist of the serotonin 5-HT_1A (pK_i = 7.1) and 5-HT_2C (pK_i = 7.5) receptors and, to a much lesser extent, of the 5-HT_2A (pK_i = 6.0) receptor.^[4]^[5] In addition to its serotonergic properties, oxaflozane may also produce anticholinergic side effects at high doses, namely in overdose.^[6]

References

^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 909–. ISBN 978-1-4757-2085-3.
^ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. p. 766. ISBN 3-88763-075-0.
^ Sittig M (1988). Pharmaceutical Manufacturing Encyclopedia. Park Ridge, N.J., U.S.A: Noyes Publications. p. 1122. ISBN 0-8155-1144-2.
^ ^a ^b Bégué JP, Bonnet-Delpon D (2 June 2008). "Drugs for CNS Disorders". Bioorganic and Medicinal Chemistry of Fluorine. John Wiley & Sons. pp. 303–. ISBN 978-0-470-28187-1.
^ Leysen DC (February 1999). "Selective 5-HT2C agonists as potential antidepressants". IDrugs. 2 (2): 109–20. PMID 16160946.
^ Dutertre JP, Barbier P, Suc AL, Jonville AP, Autret E (1992). "Oxaflozane overdose in a child". Journal of Toxicology. Clinical Toxicology. 30 (1): 123–6. doi:10.3109/15563659208994452. PMID 1542141.

Rascol A, Maurel H, David J, Layani M (1974). "[Preliminary clinical results of a new non tricyclic antidepressive drug: oxaflozane]". Thérapie (in French). 29 (1): 95–9. PMID 4603757.
Hache J, Duchene-Marullaz P, Streichenberger G (1974). "[Pharmacological profile of a new non tricyclic antidepressant: oxaflozane (1,766 Cerm)]". Thérapie (in French). 29 (1): 81–93. PMID 4849381.
Constantin M, Pognat JF (1979). "Comparative study of oxaflozane urinary metabolism in man, the dog and the rat. Identification of the principal metabolites". Arzneimittel-Forschung. 29 (1): 109–14. PMID 582104.
Bertolino A, palermo M, Porro V (1985). "Un nouvel antidépresseur non tricyclique, l'oxaflozane, dans le traitement des syndromes anxio-dépressifs" [Oxaflozane, a new nontricyclic antidepressant in the treatment of anxiety-depressions syndromes]. Acta Therapeutica. 11 (2): 209–218.
Aguglia E (1986). "On the therapetic value of oxaflozane: Its application in the treatment of emotional disturbances of the anxious-depressive type accompanied by somatic manifestations". Acta Therapeutica. 12 (3): 259–268.

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