Clovoxamine

Clovoxamine
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 1-(4-chlorophenyl)-5-methoxypentan-1-one O-2-aminoethyl oxime;
CAS Number	54739-19-4 ; fumarate: 54739-21-8 ;
PubChem CID	6335903;
ChemSpider	4891461 ;
UNII	7I22J7RY2A; fumarate: 21VG81S0IX ;
ChEMBL	ChEMBL2105603 ;
CompTox Dashboard (EPA)	DTXSID501023903 ;
Chemical and physical data
Formula	C14H21ClN2O2
Molar mass	284.78 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COCCCCC(=NOCCN)C1=CC=C(C=C1)Cl;
	InChI InChI=1S/C14H21ClN2O2/c1-18-10-3-2-4-14(17-19-11-9-16)12-5-7-13(15)8-6-12/h5-8H,2-4,9-11,16H2,1H3/b17-14+ ; Key:XXPVSQRPGBUFKM-SAPNQHFASA-N ;
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Clovoxamine (INN) (developmental code name DU-23811) is a drug that was discovered in the 1970s and was subsequently investigated as an antidepressant and anxiolytic agent but was never marketed.^[1]^[2]^[3] It acts as a serotonin-norepinephrine reuptake inhibitor (SNRI), with little affinity for the muscarinic acetylcholine, histamine, adrenergic, and serotonin receptors.^[4]^[5] The compound is structurally related to fluvoxamine.

References

^ Freeman HL, Wakelin JS, Calanca A, Hole G (1982). "Initial clinical evaluation of a new nontricyclic antidepressant: clovoxamine". Advances in Biochemical Psychopharmacology. 32: 69–75. PMID 7046368.
^ Jesinger DK, Gostick N (October 1989). "Anxiety neurosis in general practice. A double-blind comparative study of diazepam and clovoxamine, a novel inhibitor of noradrenaline and serotonin reuptake". International Clinical Psychopharmacology. 4 (4): 301–11. doi:10.1097/00004850-198910000-00005. PMID 2691573.
^ Hurst HE, Jones DR, Wright JH, Jarboe CH (August 1983). "Clovoxamine kinetics in an early clinical trial". Clinical Pharmacology and Therapeutics. 34 (2): 266–71. doi:10.1038/clpt.1983.164. PMID 6872422. S2CID 42205772.
^ Saletu B, Grünberger J, Rajna P, Karobath M (1980). "Clovoxamine and fluvoxamine-2 biogenic amine re-uptake inhibiting antidepressants: quantitative EEG, psychometric and pharmacokinetic studies in man". Journal of Neural Transmission. 49 (1–2): 63–86. doi:10.1007/BF01249190. PMID 6777458. S2CID 6483654.
^ Bradford LD, Tulp MT, Schipper J (June 1987). "Biochemical effects in rats after acute and long-term treatment with clovoxamine". Archives Internationales de Pharmacodynamie et de Therapie. 287 (2): 188–202. PMID 2820327.

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