Chemistry: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 ;
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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Short description: Chemical compound

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

↑ "Initial clinical evaluation of a new nontricyclic antidepressant: clovoxamine". Advances in Biochemical Psychopharmacology 32: 69–75. 1982. PMID 7046368.
↑ "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. October 1989. doi:10.1097/00004850-198910000-00005. PMID 2691573.
↑ "Clovoxamine kinetics in an early clinical trial". Clinical Pharmacology and Therapeutics 34 (2): 266–71. August 1983. doi:10.1038/clpt.1983.164. PMID 6872422.
↑ "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. 1980. doi:10.1007/BF01249190. PMID 6777458.
↑ "Biochemical effects in rats after acute and long-term treatment with clovoxamine". Archives Internationales de Pharmacodynamie et de Therapie 287 (2): 188–202. June 1987. PMID 2820327.

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Original source: https://en.wikipedia.org/wiki/Clovoxamine. Read more

[pmid7046368-1] "Initial clinical evaluation of a new nontricyclic antidepressant: clovoxamine". Advances in Biochemical Psychopharmacology 32: 69–75. 1982. PMID 7046368.

[pmid2691573-2] "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. October 1989. doi:10.1097/00004850-198910000-00005. PMID 2691573.

[pmid6872422-3] "Clovoxamine kinetics in an early clinical trial". Clinical Pharmacology and Therapeutics 34 (2): 266–71. August 1983. doi:10.1038/clpt.1983.164. PMID 6872422.

[pmid6777458-4] "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. 1980. doi:10.1007/BF01249190. PMID 6777458.

[pmid2820327-5] "Biochemical effects in rats after acute and long-term treatment with clovoxamine". Archives Internationales de Pharmacodynamie et de Therapie 287 (2): 188–202. June 1987. PMID 2820327.

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[2]

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[4]

[5]

v t e Adrenergic receptor modulators
α₁	Agonists: 6-FNE Amidephrine Anisodine Buspirone Cirazoline Corbadrine Desglymidodrine Dexisometheptene Dipivefrine Dopamine Droxidopa (L-DOPS) Ephedrine Epinephrine Etilefrine Etilevodopa Ethylnorepinephrine Indanidine Isometheptene L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Melevodopa Metaraminol Methoxamine Methyldopa Midodrine Naphazoline Norepinephrine Octopamine (drug) Oxymetazoline Phenylephrine Phenylpropanolamine Pseudoephedrine Synephrine Tetryzoline Tiamenidine XP21279 Xylometazoline Antagonists: Abanoquil Adimolol Ajmalicine Alfuzosin Amosulalol Anisodamine Arotinolol Atiprosin Atypical antipsychotics (e.g., brexpiprazole, clozapine,Chemistry:Olanzapine
α₂	Agonists: (R)-3-Nitrobiphenyline 4-NEMD 6-FNE Amitraz Apraclonidine Brimonidine Cannabivarin Clonidine Corbadrine Detomidine Dexmedetomidine Dihydroergotamine Dipivefrine Dopamine Droxidopa (L-DOPS) Etilevodopa Ephedrine Ergotamine Epinephrine Etilefrine Ethylnorepinephrine Guanabenz Guanfacine Guanoxabenz L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Lofexidine Medetomidine Melevodopa Methyldopa Mivazerol Naphazoline Norepinephrine Oxymetazoline Phenylpropanolamine Piperoxan Pseudoephedrine Rezatomidine Rilmenidine Romifidine Talipexole Tasipimidine Tetrahydrozoline Tiamenidine Tizanidine Tolonidine Urapidil Vatinoxan XP21279 Xylazine Xylometazoline Antagonists: 1-PP Adimolol Amesergide Aptazapine Atipamezole Atypical antipsychotics (e.g., asenapine, Chemistry:Brexpiprazole
β	Agonists: Abediterol Alifedrine Amibegron Arbutamine Arformoterol Arotinolol BAAM Bambuterol Befunolol Bitolterol Broxaterol Buphenine Carbuterol Carmoterol Cimaterol Clenbuterol Colterol Corbadrine Denopamine Dipivefrine Dobutamine Dopamine Dopexamine Droxidopa (L-DOPS) Ephedrine Epinephrine Etafedrine Etilefrine Etilevodopa Ethylnorepinephrine Fenoterol Formoterol Hexoprenaline Higenamine Indacaterol Isoetarine Isoprenaline Isoxsuprine L-DOPA (levodopa) L-Phenylalanine L-Tyrosine Levosalbutamol Mabuterol Melevodopa Methoxyphenamine Methyldopa Mirabegron Norepinephrine Orciprenaline Oxyfedrine PF-610355 Phenylpropanolamine Pirbuterol Prenalterol Ractopamine Procaterol Pseudoephedrine Reproterol Rimiterol Ritodrine Salbutamol Salmeterol Solabegron Terbutaline Tretoquinol Tulobuterol Vilanterol Xamoterol XP21279 Zilpaterol Zinterol Antagonists: Acebutolol Adaprolol Adimolol Afurolol Alprenolol Alprenoxime Amosulalol Ancarolol Arnolol Arotinolol Atenolol Befunolol Betaxolol Bevantolol Bisoprolol Bopindolol Bornaprolol Brefonalol Bucindolol Bucumolol Bufetolol Bufuralol Bunitrolol Bunolol Bupranolol Butaxamine Butidrine Butofilolol Capsinolol Carazolol Carpindolol Carteolol Carvedilol Celiprolol Cetamolol Cicloprolol Cinamolol Cloranolol Cyanopindolol Dalbraminol Dexpropranolol Diacetolol Dichloroisoprenaline Dihydroalprenolol Dilevalol Diprafenone Draquinolol Ecastolol Epanolol Ericolol Ersentilide Esatenolol Esprolol Eugenodilol Exaprolol Falintolol Flestolol Flusoxolol Hydroxycarteolol Hydroxytertatolol ICI-118,551 Idropranolol Indenolol Indopanolol Iodocyanopindolol Iprocrolol Isoxaprolol Isamoltane Labetalol Landiolol Levobetaxolol Levobunolol Levomoprolol Medroxalol Mepindolol Metipranolol Metoprolol Moprolol Nadolol Nadoxolol Nebivolol Nifenalol Nipradilol Oxprenolol Pacrinolol Pafenolol Pamatolol Pargolol Penbutolol Pindolol Practolol Primidolol Procinolol Pronethalol Propafenone Propranolol Ridazolol Ronactolol Soquinolol Sotalol Spirendolol SR 59230A Sulfinalol Talinolol Tazolol Tertatolol Tienoxolol Tilisolol Timolol Tiprenolol Tolamolol Toliprolol Xibenolol Xipranolol

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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^Y fumarate: 54739-21-8^Y
PubChem CID	6335903
ChemSpider	4891461^N
UNII	7I22J7RY2A fumarate: 21VG81S0IX^Y
ChEMBL	ChEMBL2105603^N
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+^N Key:XXPVSQRPGBUFKM-SAPNQHFASA-N^N
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