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Details

Stereochemistry RACEMIC
Molecular Formula C17H17Cl2NO.ClH
Molecular Weight 358.69
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DICLOFENSINE HYDROCHLORIDE

SMILES

Cl.COC1=CC2=C(C=C1)C(CN(C)C2)C3=CC(Cl)=C(Cl)C=C3

InChI

InChIKey=PEHOXCSPLOXNOK-UHFFFAOYSA-N
InChI=1S/C17H17Cl2NO.ClH/c1-20-9-12-7-13(21-2)4-5-14(12)15(10-20)11-3-6-16(18)17(19)8-11;/h3-8,15H,9-10H2,1-2H3;1H

HIDE SMILES / InChI
Molecular Formula C17H17Cl2NO
Molecular Weight 322.229
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Diclofensine is an antidepressant with equipotent inhibitive effects on the neuronal uptake of norepinephrine (NE), serotonin, and dopamine. It is devoid of monoamine-releasing or monoaminoxidase-inhibiting properties. Diclofensine was found to be an effective antidepressant in human trials, with relatively few side effects, but was ultimately dropped from clinical development.

CNS Activity

Originator

Hoffman-La Roche
134
Curator's Comment: # Hoffman-La Roche Inc.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 16.8 nM [IC50]
Inhibitor
8297
 15.7 nM [IC50]
Inhibitor
8297
 51.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase I
428
Unknown

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
75 mg 1 times / day multiple, oral (max)
Studied dose
Dose: 75 mg, 1 times / day
Route: oral
Route: multiple
Dose: 75 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/7028532
unhealthy, ADULT
n = 14
Health Status: unhealthy
Condition: depression
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Population Size: 14
Sources:
https://pubmed.ncbi.nlm.nih.gov/7028532
Disc. AE: Agitation, Sweating...
AEs leading to
discontinuation/dose reduction:
Agitation (1 pt)
Sweating (1 pt)
Sources:
https://pubmed.ncbi.nlm.nih.gov/7028532
AEs

AEs

AESignificanceDosePopulation
Agitation 1 pt
Disc. AE
75 mg 1 times / day multiple, oral (max)
Studied dose
Dose: 75 mg, 1 times / day
Route: oral
Route: multiple
Dose: 75 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/7028532
unhealthy, ADULT
n = 14
Health Status: unhealthy
Condition: depression
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Population Size: 14
Sources:
https://pubmed.ncbi.nlm.nih.gov/7028532
Sweating 1 pt
Disc. AE
75 mg 1 times / day multiple, oral (max)
Studied dose
Dose: 75 mg, 1 times / day
Route: oral
Route: multiple
Dose: 75 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/7028532
unhealthy, ADULT
n = 14
Health Status: unhealthy
Condition: depression
Age Group: ADULT
Sex: M+F
Food Status: UNKNOWN
Population Size: 14
Sources:
https://pubmed.ncbi.nlm.nih.gov/7028532
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Sourcing

Sourcing

Vendor/AggregatorIDURL
001 Chemical
DY100452
https://www.001chemical.com/chem/67165-56-4
AA Blocks
AA006KJ6
https://www.aablocks.com/goods/Goods/detail?id=AA006KJ6
AEchem Scientific Corp., USA
AE1-017037
http://www.aechemsc.com/info_products/AE1-017037.php
AK Scientific, Inc. (AKSCI)
W7775
http://www.aksci.com/item_detail.php?cat=W7775
Aaron Chemicals
AR006LAY
http://www.aaronchem.com/67165-56-4
Achemtek
0104-035491
http://www.achemtek.com/67165-56-4
Active Biopharma
ABP000808
http://www.activebiopharma.com/67165-56-4
Ambinter
Amb17612675
http://www.ambinter.com/reference/17612675
Anward
ANW-45831
http://www.anward.com/pro_result/32282
BOC Sciences
67165-56-4
https://www.bocsci.com/diclofensine-cas-67165-56-4-item-180724.html
BioChemPartner
BCP02701
http://www.biochempartner.com/67165-56-4-BCP02701
Capot Chemical
24633
http://www.capotchem.com/en/24633.htm
Chem Scene
CS-3485
http://www.chemscene.com/67165-56-4.html
ChemMol
49400285
http://www.chemmol.com/chemmol/49400285.html
ChemMol
99127396
http://www.chemmol.com/chemmol/99127396.html
Chemspace
CSSB00016989393
https://chem-space.com/CSSB00016989393
DC Chemicals
DCAPI1300
http://www.dcchemicals.com//product_show-Diclofensine_Ro_8_4650_.html
Hefei Hirisun Pharmatech Co., Ltd
HR110052
http://www.hirisunpharm.com/67165-56-4.html
Lab Network
LN00189137
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00189137
Matrix Scientific
90856
https://www.matrixscientific.com/090856.html
MedChem Express
HY-18610A
https://www.medchemexpress.com/Diclofensine.html
MolPort
MolPort-016-633-246
https://www.molport.com/shop/molecule-link/MolPort-016-633-246
Molcore
MC100452
https://www.molcore.com/product/67165-56-4
MuseChem
I004523
https://www.musechem.com/product/I004523.html
Oakwood
213392
http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=94391&ExtHyperLink=1
Smolecule
S565171
https://www.smolecule.com/products/s565171
THE BioTek
bt-290957
https://www.thebiotek.com/product/others/bt-290957
eNovation Chemicals
D371719
http://www.enovationchem.com/productDetails.asp?productID=D371719
iChemical
EBD405
http://www.ichemical.com/chemicals/cas-67165-56-4
PubMed

PubMed

TitleDatePubMed
The analgesic action of topical diclofenac may be mediated through peripheral NMDA receptor antagonism.
2009 Dec 15
Patents

Patents

US20070116729
21
US3947456
2

Sample Use Guides

In Vivo Use Guide
Treatment of depression: a 50 mg daily dose of diclofensine would be sufficient for the majority of the patients. The dosage can be safely increased up to 150 mg daily but this offers few therapeutic advantages.
Route of Administration: Oral
In Vitro Use Guide
Diclofensine, in concentrations of 0.01, 0.1 and 1 uM caused a marked decrease of 3H-DA uptake in rat arcuate-periventricular nucleus-median eminence synaptosomes. Diclofensine (50 uM) caused a 3 fold enhancement of K+-evoked endogenous DA release from tuberoinfundibular dopaminergic (TIDA) neurons.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:23:19 GMT 2023
Edited
by admin
on Fri Dec 15 15:23:19 GMT 2023
Record UNII
8U71XY6JQK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DICLOFENSINE HYDROCHLORIDE
MART.  
Common Name English
RO-84650
Code English
ISOQUINOLINE, 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-2-METHYL-, HYDROCHLORIDE
Systematic Name English
ISOQUINOLINE, 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-2-METHYL-, HYDROCHLORIDE, (±)-
Systematic Name English
DICLOFENSINE HYDROCHLORIDE [MART.]
Common Name English
(±)-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-2-METHYLISOQUINOLINE HYDROCHLORIDE
Systematic Name English
RO-8-4650
Code English
Code System Code Type Description
PUBCHEM
157489
Created by admin on Fri Dec 15 15:23:19 GMT 2023 , Edited by admin on Fri Dec 15 15:23:19 GMT 2023
PRIMARY
FDA UNII
8U71XY6JQK
Created by admin on Fri Dec 15 15:23:19 GMT 2023 , Edited by admin on Fri Dec 15 15:23:19 GMT 2023
PRIMARY
CAS
34041-84-4
Created by admin on Fri Dec 15 15:23:19 GMT 2023 , Edited by admin on Fri Dec 15 15:23:19 GMT 2023
PRIMARY
Related Record Type Details
Structure of DICLOFENSINE HYDROCHLORIDE, (R)-
ENANTIOMER -> RACEMATE
Structure of DICLOFENSINE HYDROCHLORIDE, (S)-
ENANTIOMER -> RACEMATE
Structure of DICLOFENSINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of DICLOFENSINE
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