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
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