DULOXETINE HYDROCHLORIDE, (R)-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C18H19NOS.ClH
Molecular Weight	333.876
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DULOXETINE HYDROCHLORIDE, (R)-

Structure Search

SMILES

Cl.CNCC[C@@H](OC1=C2C=CC=CC2=CC=C1)C3=CC=CS3

InChI

InChIKey=BFFSMCNJSOPUAY-UNTBIKODSA-N

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-;/m1./s1

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Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26646348

R-Duloxetine is an enantiomer of the antidepressant S-duloxetine. R-Duloxetine was shown was highly effective against postoperative pain, which could be potential new analgesics. R-Duloxetine could show its effect via the blocking of the neuronal Na⁺ channels.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
neuronal sodium channels 2 Target ID: neuronal sodium channels Sources: https://www.ncbi.nlm.nih.gov/pubmed/26646348	Blocker 537

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 614 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26646348	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
A chemoenzymatic dynamic kinetic resolution approach to enantiomerically pure (R)- and (S)-duloxetine.	2011 May 20	21449618
Investigation on the enantioseparation of duloxetine by capillary electrophoresis, NMR, and mass spectrometry.	2014 Oct	24659027
Development of chiral methodologies by capillary electrophoresis with ultraviolet and mass spectrometry detection for duloxetine analysis in pharmaceutical formulations.	2014 Oct 10	25085818
R-Duloxetine and N-Methyl Duloxetine as Novel Analgesics Against Experimental Postincisional Pain.	2016 Mar	26646348

Sample Use Guides

In Vivo Use Guide

rat incision: Ipsilateral SC injections (2 mg/0.4 mL) of R-duloxetine reduced both postoperative allodynia and hyperalgesia by approximately 89% to 99% in the area under the curve of skin responses next to incision over 5 days. Systemic intraperitoneal injections at a higher dosage (10 mg) had smaller analgesic effects (reduced by approximately 53%-69%), whereas contralateral SC injections (10 mg) were ineffective.

Route of Administration: Other

In Vitro Use Guide

Unknown

Name

Type

Language

DULOXETINE HYDROCHLORIDE, (R)-

Common Name

English

(R )-N -METHYL-3-(NAPHTHALEN-1-YLOXY)-3-(THIOPHEN-2-YL)PROPAN-1-AMINE HYDROCHLORIDE

Systematic Name

English

DULOXETINE RELATED COMPOUND A [USP IMPURITY]

Common Name

English

(R)-DULOXETINE HYDROCHLORIDE

Common Name

English

DULOXETINE RELATED COMPOUND A [USP-RS]

Common Name

English

(-)-DULOXETINE HYDROCHLORIDE

Common Name

English

DULOXETINE RELATED COMPOUND A

Common Name

English

DULOXETINE HYDROCHLORIDE, (-)-

Common Name

English

2-THIOPHENEPROPANAMINE, N-METHYL-.GAMMA.-(1-NAPHTHALENYLOXY)-, HYDROCHLORIDE, (.GAMMA.R)-

Common Name

English

2-THIOPHENEPROPANAMINE, N-METHYL-.GAMMA.-(1-NAPHTHALENYLOXY)-, HYDROCHLORIDE (1:1), (.GAMMA.R)-

Common Name

English

Code System Code Type Description

CAS

910138-96-4