DICLOFENSINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C17H17Cl2NO
Molecular Weight	322.229
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=ZJDCGVDEEHWEIG-UHFFFAOYSA-N

InChI=1S/C17H17Cl2NO/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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3698467 | https://www.ncbi.nlm.nih.gov/pubmed/7107085

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

Approval Year

Targets

Primary Target	Pharmacology	Potency
Dopamine transporter 180 Target ID: CHEMBL338 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2530094 \| https://www.ncbi.nlm.nih.gov/pubmed/2952763 \| https://www.ncbi.nlm.nih.gov/pubmed/3039136	Inhibitor 8297	16.8 nM [IC50]
Norepinephrine transporter 191 Target ID: CHEMBL304 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2530094 \| https://www.ncbi.nlm.nih.gov/pubmed/3039136	Inhibitor 8297	15.7 nM [IC50]
Serotonin transporter 178 Target ID: CHEMBL313 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2530094 \| https://www.ncbi.nlm.nih.gov/pubmed/3039136	Inhibitor 8297	51.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Depression 235 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3725890 https://www.ncbi.nlm.nih.gov/pubmed/6860528 https://www.ncbi.nlm.nih.gov/pubmed/3915058	Primary		Phase I 428	Unknown Approved Use Unknown

Doses

Dose	Population	Adverse 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

AE	Significance	Dose	Population
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

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer

Sourcing

Vendor/Aggregator	ID	URL
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

Title	Date	PubMed
The analgesic action of topical diclofenac may be mediated through peripheral NMDA receptor antagonism.	2009 Dec 15	19766393

Patents

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.

Name

Type

Language

DICLOFENSINE

Official Name

English

Diclofensine [WHO-DD]

Common Name

English

ISOQUINOLINE, 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-2-METHYL-, (±)-

Systematic Name

English

(±)-4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-2-METHYLISOQUINOLINE

Systematic Name

English

ISOQUINOLINE, 4-(3,4-DICHLOROPHENYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-2-METHYL-

Systematic Name

English

diclofensine [INN]

Common Name

English

J1.874.218G

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C265