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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H19NOS
Molecular Weight 297.415
Optical Activity ( - )
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

Molecular Formula C18H19NOS
Molecular Weight 297.415
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: neuronal sodium channels
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
R-Duloxetine and N-Methyl Duloxetine as Novel Analgesics Against Experimental Postincisional Pain.
2016-03
Development of chiral methodologies by capillary electrophoresis with ultraviolet and mass spectrometry detection for duloxetine analysis in pharmaceutical formulations.
2014-10-10
Investigation on the enantioseparation of duloxetine by capillary electrophoresis, NMR, and mass spectrometry.
2014-10
A chemoenzymatic dynamic kinetic resolution approach to enantiomerically pure (R)- and (S)-duloxetine.
2011-05-20

Sample Use Guides

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
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:28:49 GMT 2025
Edited
by admin
on Mon Mar 31 21:28:49 GMT 2025
Record UNII
TK9VOT90JQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Duloxetine, (R)-
Common Name English
(-)-DULOXETINE
Preferred 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
(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 Mon Mar 31 21:28:49 GMT 2025 , Edited by admin on Mon Mar 31 21:28:49 GMT 2025
PRIMARY
PUBCHEM
10334821
Created by admin on Mon Mar 31 21:28:49 GMT 2025 , Edited by admin on Mon Mar 31 21:28:49 GMT 2025
PRIMARY
EPA CompTox
DTXSID40151424
Created by admin on Mon Mar 31 21:28:49 GMT 2025 , Edited by admin on Mon Mar 31 21:28:49 GMT 2025
PRIMARY
FDA UNII
TK9VOT90JQ
Created by admin on Mon Mar 31 21:28:49 GMT 2025 , Edited by admin on Mon Mar 31 21:28:49 GMT 2025
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> IMPURITY