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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

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
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
Development of chiral methodologies by capillary electrophoresis with ultraviolet and mass spectrometry detection for duloxetine analysis in pharmaceutical formulations.
2014 Oct 10

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 Sat Dec 16 05:17:52 GMT 2023
Edited
by admin
on Sat Dec 16 05:17:52 GMT 2023
Record UNII
TK9VOT90JQ
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP