U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C13H24N2O3
Molecular Weight 256.3413
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEBOGLAMINE

SMILES

CC1(C)CCC(CC1)NC(=O)[C@@H](N)CCC(O)=O

InChI

InChIKey=VCRGLZYPNNAVRP-JTQLQIEISA-N
InChI=1S/C13H24N2O3/c1-13(2)7-5-9(6-8-13)15-12(18)10(14)3-4-11(16)17/h9-10H,3-8,14H2,1-2H3,(H,15,18)(H,16,17)/t10-/m0/s1

HIDE SMILES / InChI

Molecular Formula C13H24N2O3
Molecular Weight 256.3413
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: http://www.rotta.com/en/service/media/comunicatiStampa/pdf/2._Neboglamine_-_January_2005.pdf | https://www.ncbi.nlm.nih.gov/pubmed/25234340

Neboglamine is a functional modulator of the glycine site on the N-methyl-D-aspartate (NMDA) receptor. Neboglamine appeared to promote neuronal growth as measured by expression of Fos-like immunoreactivity, particularly in the prefrontal cortex, nucleus accumbens, and lateral septal nucleus. Neboglamine behaves as a potential antipsychotic. Neboglamine is in phase II clinical trials by Rottapharm for the treatment of schizophrenia and cocaine abuse.

Approval Year

PubMed

PubMed

TitleDatePubMed
CR 2249: a new putative memory enhancer. Behavioural studies on learning and memory in rats and mice.
1996 Dec
Characterization of a novel putative cognition enhancer mediating facilitation of glycine effect on strychnine-resistant sites coupled to NMDA receptor complex.
1997 Aug
The "kynurenate test", a biochemical assay for putative cognition enhancers.
1997 Oct
Activity of putative cognition enhancers in kynurenate test performed with human neocortex slices.
1999 Jul
Antipsychotic-like effects of the N-methyl-D-aspartate receptor modulator neboglamine: an immunohistochemical and behavioural study in the rat.
2010 May
Patents

Sample Use Guides

Single dose 200 mg
Route of Administration: Oral
In Vitro Use Guide
Neboglamine bounds very weakly to the recognition site of NMDA receptor (IC50 0.7 mM) and had no significant binding affinity to the two other subtypes, i.e. AMPA (DL-[3H]a-amino-3- hydroxy-5-methylisoxazole-4-propionic acid) and kainic receptors.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:53:43 UTC 2023
Edited
by admin
on Sat Dec 16 17:53:43 UTC 2023
Record UNII
12EA34U5B8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NEBOGLAMINE
INN  
INN  
Official Name English
XY-2401
Code English
NEBOSTINEL
Common Name English
(S)-4-AMINO-N-(4,4-DIMETHYLCYCLOHEXYL)GLUTARAMIC ACID
Systematic Name English
neboglamine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1509
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C66222
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
ChEMBL
CHEMBL1255840
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
PUBCHEM
3074827
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
MESH
C105010
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
EPA CompTox
DTXSID2045787
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
INN
7929
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
CAS
163000-63-3
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
SMS_ID
300000034291
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
WIKIPEDIA
Neboglamine
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
FDA UNII
12EA34U5B8
Created by admin on Sat Dec 16 17:53:43 UTC 2023 , Edited by admin on Sat Dec 16 17:53:43 UTC 2023
PRIMARY
Related Record Type Details
TARGET->MODULATOR
Related Record Type Details
ACTIVE MOIETY