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Details

Stereochemistry ACHIRAL
Molecular Formula C19H23N3O3
Molecular Weight 341.4042
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COLURACETAM

SMILES

CC1=C(C)C2=C(NC(=O)CN3CCCC3=O)C4=C(CCCC4)N=C2O1

InChI

InChIKey=PSPGQHXMUKWNDI-UHFFFAOYSA-N
InChI=1S/C19H23N3O3/c1-11-12(2)25-19-17(11)18(13-6-3-4-7-14(13)20-19)21-15(23)10-22-9-5-8-16(22)24/h3-10H2,1-2H3,(H,20,21,23)

HIDE SMILES / InChI

Molecular Formula C19H23N3O3
Molecular Weight 341.4042
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including http://adisinsight.springer.com/drugs/800001490 https://examine.com/supplements/coluracetam/ http://www.studydrugs.net/Coluracetam-Review.html

Coluracetam (code name BCI-540; formerly MKC-231) is a nootropic agent of the racetam family. It was initially developed and tested by the Mitsubishi Tanabe Pharma Corporation for Alzheimer's disease. After the drug failed to reach endpoints in its clinical trials it was in-licensed by BrainCells Inc for investigations into major depressive disorder (MDD). Like most racetam compounds, Coluracetam increases choline uptake, but it also increases uptake in damaged neurons. Specifically, Coluracetam interacts with the HACU process, which is responsible for absorbing choline into the neurons. This increased uptake occurs during the Acetylcholine synthesis process. Since Coluracetam improves choline preservation during this process, a larger amount is converted into Acetylcholine. This results in increased memory, attention and alertness. It is important to note here, that these benefits were only seen in subjects with previously impaired neurons, not in subjects with normally functioning neurons. Coluracetam is also shown to improve AMPA potentiation, which is a process that triggers cognitive function and alertness. Although Coluracetam interacts with choline transporters as well, there isn’t enough evidence to explain why or how this interaction occurs, or what occurs after the interaction. Coluracetam has been in phase II clinical trials for the treatment of major depression and anxiety. However, this research has been discontinued.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Ketamine and other potential glutamate antidepressants.
2015 Jan 30
Patents

Patents

Sample Use Guides

A dosage of 240mg (split into three daily doses of 80mg) was useful in treating major depression co-morbid with GAD (generalized anxiety disorder).
Route of Administration: Oral
Incubation of synaptosomes with MKC-231 (Coluracetam) (10(-8) M) significantly increased Vmax without significant change in the Km of AF64A-treated rats
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:03:09 GMT 2023
Edited
by admin
on Sat Dec 16 18:03:09 GMT 2023
Record UNII
V6FL6O5GR7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
COLURACETAM
INN  
INN  
Official Name English
N-(2,3-DIMETHYL-5,6,7,8-TETRAHYDROFURO(2,3-B)QUINOLIN-4-YL)-2-(2-OXOPYRROLIDIN-1-YL)ACETAMIDE
Systematic Name English
coluracetam [INN]
Common Name English
MKC-231
Code English
Classification Tree Code System Code
NCI_THESAURUS C1509
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
Code System Code Type Description
INN
8175
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
PRIMARY
SMS_ID
300000034162
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
PRIMARY
ChEMBL
CHEMBL37935
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
PRIMARY
FDA UNII
V6FL6O5GR7
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
PRIMARY
PUBCHEM
214346
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
PRIMARY
NCI_THESAURUS
C77391
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID60159386
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
PRIMARY
WIKIPEDIA
COLURACETAM
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
PRIMARY
CAS
135463-81-9
Created by admin on Sat Dec 16 18:03:09 GMT 2023 , Edited by admin on Sat Dec 16 18:03:09 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY