2-[(2-ethoxyphenoxy)methyl]morpholine

Names

[ Name ]:
2-[(2-ethoxyphenoxy)methyl]morpholine

[Synonym ]:
Emovit
Morpholine,2-((2-ethoxyphenoxy)methyl)
Viloxazinum [INN-Latin]
2-(2-Ethoxy-phenoxymethyl)-morpholine
2-(o-ethoxyphenoxymethyl)morpholine
viloxazine
Viloxazina [INN-Spanish]
Viloxazin

Biological Activity

[Description]:

Viloxazine (Viloxazin) is a norepinephrine reuptake inhibitor, also a potent 5-HT2C agonist and 5-HT2B antagonist with an EC50 of 32 μM and an IC50 of 27 μM for 5-HT2C and 5-HT2B, respectively. The mechanism of action of Viloxazine predominantly involves serotonergic and noradrenergic pathways. Viloxazine can be used for researching depression[1][2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Neurological Disease

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

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

[Target]

Human 5-HT2C Receptor:32 μM (EC50)

human 5-HT2B Receptor:27 μM (IC50)

[References]

[1]. Yu C, et al. New Insights into the Mechanism of Action of Viloxazine: Serotonin and Norepinephrine Modulating Properties. J Exp Pharmacol. 2020 Aug 25;12:285-300.

[2]. Pinder RM, et al. Viloxazine: a review of its pharmacological properties and therapeutic efficacy in depressive illness. Drugs. 1977 Jun;13(6):401-21.

Chemical & Physical Properties

[ Density]:
1.061 g/cm3

[ Boiling Point ]:
350.5ºC at 760 mmHg

[ Melting Point ]:
185-186ºC

[ Molecular Formula ]:
C₁₃H₁₉NO₃

[ Molecular Weight ]:
237.29500

[ Flash Point ]:
144.3ºC

[ Exact Mass ]:
237.13600

[ PSA ]:
39.72000

[ LogP ]:
1.78130

[ Index of Refraction ]:
1.499

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QE3940000

CHEMICAL NAME :: Morpholine, 2-((2-ethoxyphenoxy)methyl)-

CAS REGISTRY NUMBER :: 46817-91-8

LAST UPDATED :: 199403

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C13-H19-N-O3

MOLECULAR WEIGHT :: 237.33

WISWESSER LINE NOTATION :: T6M DOTJ C1OR BO2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2 gm/kg

TOXIC EFFECTS :: Behavioral - muscle weakness Behavioral - ataxia Behavioral - muscle contraction or spasticity

REFERENCE :: HEPHD2 Handbook of Experimental Pharmacology. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.50- 1978- Volume(issue)/page/year: 55,527,1980

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 60 mg/kg

TOXIC EFFECTS :: Behavioral - muscle weakness Behavioral - ataxia Behavioral - muscle contraction or spasticity

REFERENCE :: HEPHD2 Handbook of Experimental Pharmacology. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.50- 1978- Volume(issue)/page/year: 55,527,1980

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 552 mg/kg

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

REFERENCE :: EJMCA5 European Journal of Medicinal Chemistry--Chimie Therapeutique. (Editions Scientifiques Elsevier, 29 rue Buffon, F-75005, Paris, France) V.9- 1974- Volume(issue)/page/year: 27,437,1992

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 60 mg/kg

TOXIC EFFECTS :: Behavioral - muscle weakness Behavioral - ataxia Behavioral - muscle contraction or spasticity

REFERENCE :: HEPHD2 Handbook of Experimental Pharmacology. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.50- 1978- Volume(issue)/page/year: 55,527,1980 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 130 mg/kg

SEX/DURATION :: female 8-20 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain) Reproductive - Effects on Newborn - behavioral

REFERENCE :: ATSUDG Archives of Toxicology, Supplement. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) No.1- 1978- Volume(issue)/page/year: 7,504,1984

2-[(2-ethoxyphenoxy)methyl]morpholine

Names

Biological Activity

Chemical & Physical Properties

Toxicological Information

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds