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M1318

Sigma-Aldrich

Milnacipran hydrochloride

≥98% (HPLC), solid

Synonym(s):

(1R,2S)-rel-2-(Aminomethyl)-N,N-diethyl-1-phenylcyclopropanecarboxamide monohydrochloride, F 2207, Midalcipran, Toledomin

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About This Item

Empirical Formula (Hill Notation):
C15H22N2O · HCl
CAS Number:
Molecular Weight:
282.81
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

description

Relative stereochemistry
Store with desiccants

Assay

≥98% (HPLC)

form

solid

color

white

solubility

H2O: 19 mg/mL

originator

Cypress Bioscience

storage temp.

2-8°C

SMILES string

Cl[H].CCN(CC)C(=O)[C@@]1(C[C@@H]1CN)c2ccccc2

InChI

1S/C15H22N2O.ClH/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12;/h5-9,13H,3-4,10-11,16H2,1-2H3;1H/t13-,15+;/m1./s1

InChI key

XNCDYJFPRPDERF-PBCQUBLHSA-N

Biochem/physiol Actions

Serotonin and norepinephrine reuptake inhibitor (SNRI)

Features and Benefits

This compound was developed by Cypress Bioscience. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J Maj et al.
Journal of neural transmission (Vienna, Austria : 1996), 107(11), 1345-1359 (2001-01-06)
Milanacipran (MIL) is a representative of a new class of antidepressants (SNRIs) which inhibit selectively the reuptake of serotonin and noradrenaline but, in contrast to tricyclics, show no affinity for neurotransmitter receptors. The present study was aimed at determining whether
Hiroshi Kawai et al.
Biological & pharmaceutical bulletin, 41(2), 213-219 (2018-02-02)
Biological rhythms are thought to be related to the pathogenesis and therapy of various diseases including depression. Here we investigated the influence of circadian rhythms on the antidepressant activity of the dual-action serotonin-noradrenaline reuptake inhibitor (SNRI) milnacipran. Rats administered milnacipran
P Okkerse et al.
European journal of pain (London, England), 21(3), 494-506 (2016-09-22)
Serotonin-norepinephrine reuptake inhibitors inhibit the reuptake of serotonin and noradrenalin and are used in the treatment of neuropathic pain. Animal studies suggest that milnacipran co-administered with opioids may potentiate the analgesic effect of μ-opioid receptor agonists. This study hypothesized that
C Moret et al.
Neuropharmacology, 24(12), 1211-1219 (1985-12-01)
The present study of midalcipran (F 2207), 1-phenyl-1-diethyl-aminocarbonyl-2-aminomethyl-cyclopropane(Z) hydrochloride, was undertaken to determine its biochemical profile. The properties of midalcipran, in inhibiting the uptake of monoamines were tested and compared with that of imipramine. In vitro, midalcipran was found to
David T Wong et al.
Progress in drug research. Fortschritte der Arzneimittelforschung. Progres des recherches pharmaceutiques, 58, 169-222 (2002-06-25)
Preclinical and clinical studies support the rationale that development of single molecules, which would promote serotonergic and noradrenergic neurotransmission by inhibiting simultaneously the uptake of both monoamines, would potentially result in improved antidepressant drugs. Currently, the dual inhibitors of serotonin

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