Clovoxamine fumarate

Names

[ Name ]:
Clovoxamine fumarate

[Synonym ]:
2-[(E)-[1-(4-chlorophenyl)-5-methoxypentylidene]amino]oxyethanamine
Clovoxamine
Clovoxaminum [INN-Latin]
p-Chloro-5-methoxyvalerophenone (E)-O-(2-aminoethyl)oxime
(E)-1-(4-Chlorophenyl)-5-methoxy-1-pentanone O-(2-aminoethyl)oxime
Clovoxamina [Spanish]
4'-Chloro-5-methoxyvalerophenone (E)-O-(2-aminoethyl)oxime
clovoxaminum
1-Pentanone,1-(4-chlorophenyl)-5-methoxy-,O-(2-aminoethyl)oxime,(E)
Clovoxamina [INN-Spanish]

Biological Activity

[Description]:

Clovoxamine (DU23811) (Compound 35) has binding affinity for serotonin transporter (SERT) (Ki: 61 nM). Clovoxamine is a 5-HT and norepinephrine reuptake (NE) re-uptake inhibitor. Clovoxamine is an antidepressant[1][2][3].

[Related Catalog]:

Research Areas >> Neurological Disease

Signaling Pathways >> Neuronal Signaling >> Serotonin Transporter

Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor

Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor

[References]

[1]. Staroń J, et al. Tuning the activity of known drugs via the introduction of halogen atoms, a case study of SERT ligands - Fluoxetine and fluvoxamine. Eur J Med Chem. 2021 Aug 5;220:113533.

[2]. Saletu B, et al. Clovoxamine and fluvoxamine-2 biogenic amine re-uptake inhibiting antidepressants: quantitative EEG, psychometric and pharmacokinetic studies in man. J Neural Transm. 1980;49(1-2):63-86.

[3]. de Jong GJ. The use of a pre-column for the direct high-performance liquid chromatographic determination of the anti-depressants clovoxamine and fluvoxamine in plasma. J Chromatogr. 1980 Aug 8;183(2):203-11.

Chemical & Physical Properties

[ Density]:
1.12g/cm3

[ Boiling Point ]:
387.8ºC at 760 mmHg

[ Molecular Formula ]:
C₁₄H₂₁ClN₂O₂

[ Molecular Weight ]:
284.78200

[ Flash Point ]:
188.3ºC

[ Exact Mass ]:
284.12900

[ PSA ]:
56.84000

[ LogP ]:
3.53640

[ Index of Refraction ]:
1.519

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SA8148000

CHEMICAL NAME :: 1-Pentanone, 1-(4-chlorophenyl)-5-methoxy-, O-(2-aminoethyl)oxime, (E)-

CAS REGISTRY NUMBER :: 54739-19-4

LAST UPDATED :: 199706

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C14-H21-Cl-N2-O2

MOLECULAR WEIGHT :: 284.82

WISWESSER LINE NOTATION :: Z2ONUYR DG&4O1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1470 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,563,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 681 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,563,1979

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 1215 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DRFUD4 Drugs of the Future. (J.R. Prous, S.A., Apartado de Correos 540, 08080 Barcelona, Spain) V.1- 1975/76- Volume(issue)/page/year: 4,563,1979