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(-)-Milnacipran

Names

[ CAS No. ]:
92623-85-3

[ Name ]:
(-)-Milnacipran

[Synonym ]:
TN-912
MILNACIPRAN
(1R,2S)-2-(Aminomethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide
IXEL
UNII:G56VK1HF36
MIDALCIPRAN
MIDALCIPRAN HYDROCHLORIDE
Milnacipran-d10
Cyclopropanecarboxamide, 2-(aminomethyl)-N,N-diethyl-1-phenyl-, (1R,2S)-
MILNACIPRAN HYDROCHL
MILNACIPRAN HCL
TOLEDOMIN
(1R,2S)-2-(Aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide

Biological Activity

[Description]:

Milnacipran is a serotonin-norepinephrine reuptake inhibitor (SNRI) used in the clinical treatment of fibromyalgia.Target: SNRIMilnacipran (Ixel, Savella, Dalcipran, Toledomin) is a serotonin-norepinephrine reuptake inhibitor (SNRI) used in the clinical treatment of fibromyalgia. It is not approved for the clinical treatment of major depressive disorder in the USA, but it is in other countries.Milnacipran inhibits the reuptake of serotonin and norepinephrine in an approximately 1:3 ratio, respectively; in practical use this means a relatively balanced action upon bothneurotransmitters. Increasing both neurotransmitters concentration simultaneously works synergistically to treat both depression and fibromyalgia. Milnacipran exerts no significant actions onH1, α1, D1, D2, and mACh receptors, as well as on benzodiazepine and opioid binding sites. Milnacipran is well absorbed after oral dosing and has a bioavailability of 85%. Meals do not have an influence on the rapidity and extent of absorption. Peak plasma concentrations are reached 2 hours after oral dosing. The elimination half-life of 8 hours is not increased by liver impairment and old age, but by significant renal disease. Milnacipran is conjugated to the inactive glucuronide and excreted in the urine as unchanged drug and conjugate. Only traces of active metabolites are found.

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> Serotonin Transporter
Research Areas >> Neurological Disease
Natural Products >> Others

[References]

[1]. Moret C, et al. Biochemical profile of midalcipran (F 2207), 1-phenyl-1-diethyl-aminocarbonyl-2-aminomethyl-cyclopropane (Z) hydrochloride, a potential fourth generation antidepressant drug. Neuropharmacology. 1985 Dec;24(12):1211-9.

[2]. Briley M, et al. Preclinical pharmacology of milnacipran. Int Clin Psychopharmacol. 1996 Sep;11 Suppl 4:9-14.


[Related Small Molecules]

Fluoxetine Hydrochloride | Paroxetine HCl | Sertraline hydrochloride | Fluvoxamine maleat | Duloxetine hydrochloride | Imipramine hydrochloride | Clomipramine HCl | Venlafaxine hydrochloride | Desvenlafaxine succinate | Doxepin hydrochloride | Vortioxetine | Milnacipran ((1S-cis) hydrochloride) | Vilazodone Hydrochloride | Dasotraline (hydrochloride) | Amitifadine (hydrochloride)

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
393.0±21.0 °C at 760 mmHg

[ Melting Point ]:
228-228.5ºC

[ Molecular Formula ]:
C15H22N2O

[ Molecular Weight ]:
246.348

[ Flash Point ]:
191.5±22.1 °C

[ Exact Mass ]:
246.173218

[ PSA ]:
46.33000

[ LogP ]:
1.23

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.554

Safety Information

[ Hazard Codes ]:
Xn: Harmful;

[ RIDADR ]:
UN 2811 6.1/PG 3

Related Compounds