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SML0474

Sigma-Aldrich

(S)-Duloxetine hydrochloride

≥98% (HPLC)

Synonym(s):

(γS)-N-Methyl-γ-(1-naphthalenyloxy)-2-thiophenepropanamine hydrochloride, (+)-(S)-N-Methyl-γ-(1-naphthyloxy)-2-thiophenepropylamine hydrochloride, (+)-N-Methyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine hydrochloride, LY-248686 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H19NOS · HCl
CAS Number:
136434-34-9
Molecular Weight:
333.88
MDL number:
MFCD06407958
UNSPSC Code:
12352200
PubChem Substance ID:
329825429
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +116 to +125°, c = 1 in methanol

storage condition

desiccated

color

white to beige

solubility

H2O: 5 mg/mL (clear solution, warmed)

storage temp.

room temp

SMILES string

Cl.CNCC[C@H](Oc1cccc2ccccc12)c3cccs3

InChI

1S/C18H19NOS.ClH/c1-19-12-11-17(18-10-5-13-21-18)20-16-9-4-7-14-6-2-3-8-15(14)16;/h2-10,13,17,19H,11-12H2,1H3;1H/t17-;/m0./s1

InChI key

BFFSMCNJSOPUAY-LMOVPXPDSA-N

Gene Information

human ... SLC6A2(6530) , SLC6A4(6532)

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General description

(S)-Duloxetine hydrochloride belongs to the class of serotonin and norepinephrine reuptake inhibitors. Duloxetine is a thiophene derivative. It is used to treat stress urinary incontinence, psychiatric and metabolic disorders. It is also used for treating diabetic peripheral neuropathic pain, fibromyalgia, chronic musculoskeletal and low back pain (LBP). Duloxetine is a cytochrome P450 2D6 (CYP2D6) inhibitor.

Application

(S)-Duloxetine hydrochloride has been used as an antidepressant in rats exposed to chronic mild stress (CMS).

Biochem/physiol Actions

Duloxetine hydrochloride is a dual serotonin/norepinephrine reuptake inhibitor (SNRI), widely used clinically as an antidepressant and anxiolytic.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

air sensitive

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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High-performance liquid chromatographic method for the simultaneous estimation of the key intermediates of duloxetine
Soni P, et al.
Talanta, 67(5), 975-978 (2005)
A review of duloxetine 60 mg once-daily dosing for the management of diabetic peripheral neuropathic pain, fibromyalgia, and chronic musculoskeletal pain due to chronic osteoarthritis pain and low back pain
Pergolizzi Jr JV, et al.
Pain Practice : The Official Journal of World Institute of Pain, 13(3), 239-252 (2013)
Mechanisms of pain transmission and pharmacologic management
Argoff C
Current Medical Research and Opinion, 27(10), 2019-2031 (2011)
Modulation of the antioxidant nuclear factor (erythroid 2-derived)-like 2 pathway by antidepressants in rats
Martin-Hernandez D, et al.
Neuropharmacology, 103(3), 79-91 (2016)
David Martín-Hernández et al.
Molecular neurobiology, 56(11), 7522-7533 (2019-05-06)
The standard pharmacological treatment of the major depressive disorder (MDD) is still grounded in a monoaminergic approach. Consequently, antidepressant treatments pursue to heighten serotonergic and noradrenergic neurotransmissions. Thus, the aim of this study was to assess the impact of exposure
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