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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H19NOS
Molecular Weight 297.415
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DULOXETINE, (R)-

SMILES

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

InChI

InChIKey=ZEUITGRIYCTCEM-QGZVFWFLSA-N
InChI=1S/C18H19NOS/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/t17-/m1/s1

HIDE SMILES / InChI

Description

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

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
neuronal sodium channels
2
Target ID: neuronal sodium channels
Blocker
537
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
A chemoenzymatic dynamic kinetic resolution approach to enantiomerically pure (R)- and (S)-duloxetine.
2011 May 20
Investigation on the enantioseparation of duloxetine by capillary electrophoresis, NMR, and mass spectrometry.
2014 Oct
R-Duloxetine and N-Methyl Duloxetine as Novel Analgesics Against Experimental Postincisional Pain.
2016 Mar

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, (R)-
Common Name English
(3R)-N-METHYL-3-(NAPHTHALEN-1-YLOXY)-3-(THIOPHEN-2-YL)PROPAN-1-AMINE
Systematic Name English
DULOXETINE IMPURITY A
Common Name English
2-THIOPHENEPROPANAMINE, N-METHYL-.GAMMA.-(1-NAPHTHALENYLOXY)-, (.GAMMA.R)-
Common Name English
DULOXETINE, (-)-
Common Name English
2-THIOPHENEPROPANAMINE, N-METHYL-.GAMMA.-(1-NAPHTHALENYLOXY)-, (R)-
Systematic Name English
(R)-DULOXETINE
Common Name English
DULOXETINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]
Common Name English
(-)-DULOXETINE
Common Name English
(R)-N-METHYL-3-(1-NAPHTHOXY)-3-(2-THIENYL)PROPYLAMINE
Systematic Name English
Code System Code Type Description
CAS
116539-60-7
Created by admin on Sat Dec 16 05:17:53 GMT 2023 , Edited by admin on Sat Dec 16 05:17:53 GMT 2023
PRIMARY
PUBCHEM
10334821
Created by admin on Sat Dec 16 05:17:53 GMT 2023 , Edited by admin on Sat Dec 16 05:17:53 GMT 2023
PRIMARY
EPA CompTox
DTXSID40151424
Created by admin on Sat Dec 16 05:17:53 GMT 2023 , Edited by admin on Sat Dec 16 05:17:53 GMT 2023
PRIMARY
FDA UNII
TK9VOT90JQ
Created by admin on Sat Dec 16 05:17:53 GMT 2023 , Edited by admin on Sat Dec 16 05:17:53 GMT 2023
PRIMARY
SUBSTANCE RECORD
Structure of DULOXETINE, (R)-
NIH
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