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Details

Stereochemistry ACHIRAL
Molecular Formula C12H16ClNO3
Molecular Weight 257.713
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MECLOFENOXATE

SMILES

CN(C)CCOC(=O)COC1=CC=C(Cl)C=C1

InChI

InChIKey=XZTYGFHCIAKPGJ-UHFFFAOYSA-N
InChI=1S/C12H16ClNO3/c1-14(2)7-8-16-12(15)9-17-11-5-3-10(13)4-6-11/h3-6H,7-9H2,1-2H3

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://toppharma.co.uk/top-pharma-product/powder-for-injection/meclofenoxate/

Meclofenoxate (INN, BAN) (brand name Lucidril), also known as centrophenoxine, is a cholinergic nootropic used as a dietary supplement and drug in the treatment of symptoms of senile dementia and Alzheimer's disease. Meclofenoxate has been shown in studies to be effective in enhancing the memory and in improving the cognitive functions of the elderly. Some studies even suggest that Meclofenoxate has the ability to reverse the signs of brain aging. While claims about its ability as a nootropic agent have not been fully established in clinical trials, some studies do strongly suggest that it is indeed very effective in improving memory retention and recall. Meclofenoxate HCL Powder for Injection is also indicated for the following conditions: comma; skull and brain trauma; following a stroke; encephalopathy; mental disorders (in combination with psychotropic agents); mental and psychomotor retardation in children; brain intoxication; alcohol psychoses; neuritis and polyneuritis. The main mechanism of action of Meclofenoxate is generally believed to be cholinergic in nature. As an efficient transporter of DMAE, Meclofenoxate encourages the production of choline in the brain, which is then synthesized into acetylcholine. The more acetylcholine neurotransmitters in the brain, the better and more efficient the cognitive functions will be. Meclofenoxate also increases cellular membrane phospholipids

CNS Activity

Curator's Comment: Meclofenoxate increases the dimethylethanolamine or DMAE levels in the brain. DMAE is a precursor of acetylcholine, an important neurotransmitter in the brain believed to be responsible for most of the cognitive processes within it.

Approval Year

Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
Can nootropic drugs be effective against the impact of ethanol teratogenicity on cognitive performance?
2001 Feb
Cholinergic medication for neuroleptic-induced tardive dyskinesia.
2002
Pharmacological interventions against aging through the cell plasma membrane: a review of the experimental results obtained in animals and humans.
2002 Apr
Brain cholinesterases: III. Future perspectives of AD research and clinical practice.
2004
Systematic review of cholinergic drugs for neuroleptic-induced tardive dyskinesia: a meta-analysis of randomized controlled trials.
2004 Nov
Therapy of hearing disorders - conservative procedures.
2005
Modulatory effects of centrophenoxine on different regions of ageing rat brain.
2005 Oct
Evidence for centrophenoxine as a protective drug in aluminium induced behavioral and biochemical alteration in rat brain.
2006 Oct
Reversal of an aluminium induced alteration in redox status in different regions of rat brain by administration of centrophenoxine.
2006 Oct
Kinetic study on the degradation of meclophenoxate hydrochloride in alkaline aqueous solutions by high performance liquid chromatography.
2007 Jan
Bioequivalence and pharmacokinetic comparison of a single 200-mg dose of meclofenoxate hydrochloride capsule and tablet formulations in healthy Chinese adult male volunteers: a randomized sequence, open-label, two-period crossover study.
2008 Sep
Effect of centrophenoxine against rotenone-induced oxidative stress in an animal model of Parkinson's disease.
2009 Nov
[Transcutaneous electrical acupoint stimulation combined with auricular acupoint sticking for treatment of primary nocturnal enuresis].
2010 May
A simple and sensitive HPLC method for quantification of the metabolin of meclofenoxate in human plasma.
2010 May-Jun
Patents

Patents

Sample Use Guides

Elderly people with significant intellectual decline may chose 3 to 6 Centrophenoxine tablets (250 mg) per day taken preferably with breakfast and lunch, in order to avoid insomnia. For the non-elderly wishing to utilize the brain boosting benefits of Centrophenoxine, perhaps only 1 or 2 Centrophenoxine tablets (250 mg each) daily with breakfast or lunch.
Route of Administration: Oral
In Vitro Use Guide
The superoxide radical scavenging ability of centrophenoxine (CPH/MECLOFENOXATE) was studied in vitro using the method of pyrogallol autoxidation, cytochrome c reduction and photoxidation of o-dianisidine in salt-free assay media and in the presence of increasing NaCl or KCl concentrations. The CPH proved to be a superoxide radical scavenger in all three systems used, however, the rate constant for this reaction was rather low (1.7 X 10(2) M-1 s-1).
Name Type Language
MECLOFENOXATE
INN   MI   WHO-DD  
INN  
Official Name English
ANALUX
Brand Name English
DIMETHYLAMINOETHYL P-CHLOROPHENOXYACETATE
Common Name English
CENTROPHENOXINE
Common Name English
Meclofenoxate [WHO-DD]
Common Name English
ANP-235
Code English
MECLOFENOXANE
Common Name English
CETREXIN
Brand Name English
NSC-169411
Code English
meclofenoxate [INN]
Common Name English
(4-CHLOROPHENOXY)ACETIC ACID 2-(DIMETHYLAMINO)ETHYL ESTER
Systematic Name English
MECLOFENOXATE [MI]
Common Name English
2-(DIMETHYLAMINO)ETHYL(P-CHLORPHENOXY)ACETATE
Common Name English
PROSERYL
Brand Name English
Classification Tree Code System Code
WHO-VATC QN06BX01
Created by admin on Fri Dec 15 15:12:09 UTC 2023 , Edited by admin on Fri Dec 15 15:12:09 UTC 2023
WHO-ATC N06BX01
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DSLD 1889 (Number of products:4)
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Code System Code Type Description
MESH
D002504
Created by admin on Fri Dec 15 15:12:09 UTC 2023 , Edited by admin on Fri Dec 15 15:12:09 UTC 2023
PRIMARY
WIKIPEDIA
MECLOFENOXATE
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EPA CompTox
DTXSID9046940
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PRIMARY
ECHA (EC/EINECS)
200-116-3
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PRIMARY
NSC
169411
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PRIMARY
DRUG BANK
DB13758
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PRIMARY
PUBCHEM
4039
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PRIMARY
NCI_THESAURUS
C174654
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PRIMARY
EVMPD
SUB08679MIG
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PRIMARY
CAS
51-68-3
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DRUG CENTRAL
1651
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INN
1083
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SMS_ID
100000081777
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PRIMARY
MERCK INDEX
m7121
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PRIMARY Merck Index
FDA UNII
C76QQ2I0RG
Created by admin on Fri Dec 15 15:12:09 UTC 2023 , Edited by admin on Fri Dec 15 15:12:09 UTC 2023
PRIMARY
ChEMBL
CHEMBL64545
Created by admin on Fri Dec 15 15:12:09 UTC 2023 , Edited by admin on Fri Dec 15 15:12:09 UTC 2023
PRIMARY
RXCUI
2228
Created by admin on Fri Dec 15 15:12:09 UTC 2023 , Edited by admin on Fri Dec 15 15:12:09 UTC 2023
PRIMARY RxNorm