Nisoxetine
Nisoxetine Basic information
- Product Name:
- Nisoxetine
- Synonyms:
-
- Nisoxetine
- Compound 89218
- [3-(2-Methoxy-phenoxy)-3-phenyl-propyl]-methyl-amine
- Benzenepropanamine, γ-(2-methoxyphenoxy)-N-methyl-
- CAS:
- 53179-07-0
- MF:
- C17H21NO2
- MW:
- 271.36
- Mol File:
- 53179-07-0.mol
Nisoxetine Chemical Properties
- Boiling point:
- 404.8±40.0 °C(Predicted)
- Density
- 1.054±0.06 g/cm3(Predicted)
- pka
- 10.16±0.10(Predicted)
- form
- Viscous Liquid
- color
- Colorless to light yellow
Nisoxetine Usage And Synthesis
Uses
Antidepressant.
Definition
ChEBI: Nisoxetine is a secondary amino compound that is N-methyl-3-phenylpropan-1-amine substituted at position 3 by a 2-methoxyphenoxy group. It has a role as an antidepressant and an adrenergic uptake inhibitor. It is an aromatic ether and a secondary amino compound.
General Description
Nisoxetine is a SNERI and is an antidepressant. Most activityresides in the β-isomer.
Clinical Use
Nisoxetine was the initial phenoxyphenylpropylamine synthesized in the Lilly research laboratories during the early 1970s from the rearrangement of an oxygen atom in diphenyhydramine, a diphenylmethoxyethylamine, to a phenoxyphenylpropylamine. Nisoxetine was discovered to be a potent and very selective SNRI, with little affinity for other receptors. It underwent clinical studies as an alternative to Lilly's best-selling antidepressant, nortriptyline, but without the adverse effects associated with the tricyclic secondary amines. It was never marketed, however, because of a greater interest in developing its 4-trifluoromethyl analogue, fluoxetine, an SSRI.
in vivo
Nisoxetine (2.2 μM; a single intrathecal injection) shows 100, 100, and 100% of blockades in motor function, proprioception, and with duration of action of about 61, 96, and 236 min, respectively[3].
Nisoxetine (3,10, 30 mg/kg, i.p.) inhibits refeeding response (intake of standard chow) in rats[4].
| Animal Model: | Sprague-Dawley rats(290-340 g)[3] |
| Dosage: | 0.6, 1.2, 1.8, 2.2 μM |
| Administration: | A single intrathecal injection |
| Result: | Showed ED50s of 0.82, 0.75 and 0.70 μM in blocking motor function, proprioception, and nociception respectively. |
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Nisoxetine(53179-07-0)Related Product Information
- NISOXETINE HYDROCHLORIDE, [N-METHYL-3H]-
- REBOXETINE-D5, MESYLATE
- 2-[(2-ETHOXY-PHENOXY)-PHENYL-METHYL]-MORPHOLINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER
- [N-METHYL-3H]NISOXETINE
- NISOXETINE, [N-METHYL-3H]
- Esreboxetine succinate
- (2RS,3RS)-1-CHLOROACETYLAMINO-3-(2-ETHOXYPHENOXY)-2-HYDROXY-3-PHENYLPROPANE
- (2RS,3RS)-6-[A-(2-ETHOXY-D5-PHENOXY)BENZYL]MORPHOLIN-3-ONE
- Reboxetine mesylate
- NISOXETINE HYDROCHLORIDE
- Piperazine, 1-(3-(2-ethoxyphenoxy)-3-phenylpropyl)-4-(phenylmethyl)-, hydrochloride, hydrate (1:2:1)
- (2RS,3RS)-1-CHLOROACETYLAMINO-3-(2-ETHOXY-D5-PHENOXY)-2-HYDROXY-3-PHENYLPROPANE
- (ALPHA RS,6RS)-6-[ALPHA-(2-ETHOXYPHENOXY)BENZYL]MORPHOLIN-3-ONE
- Nisoxetine