Details
Stereochemistry | ACHIRAL |
Molecular Formula | C11H23N |
Molecular Weight | 169.307 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)CC(C)(C)CC(C)(N)C1
InChI
InChIKey=OGZQTTHDGQBLBT-UHFFFAOYSA-N
InChI=1S/C11H23N/c1-9(2)6-10(3,4)8-11(5,12)7-9/h6-8,12H2,1-5H3
Molecular Formula | C11H23N |
Molecular Weight | 169.307 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Merz Pharmaceuticals GmbH and Forest Laboratories Inc are developing neramexane (MRZ 2/579), an oral N-methyl-D-aspartate antagonist, as a potential neuroprotectant for various central nervous system disorders, including Alzheimer's disease, and for the potential treatment of drug and alcohol dependence, and pain. Similar to memantine, neramexane is an NMDA receptor channel blocker with moderate affinity. It displays voltage dependency, and rapid unblocking kinetics. Neramexane also has been shown to block acetylcholine-evoked responses by antagonizing the alpha-9 alpha-10 nicotinic acetylcholine receptor. Neramexane has a novel mechanism of action and is expected to improve the patients' psychological suffering and difficulties in their life associated with tinnitus by its properties to inhibit the abnormal activity and electric potential of nerve in the inner ear, nerve and cerebral cortex. Neramexane is expected to improve the patients' psychological suffering and difficulties in their life associated with tinnitus by inhibiting the excessive excitation in the auditory pathway from the inner ear to nerve and cerebral cortex via mainly its two pharmacological properties. 1) Neramexane inhibits the excessive nerve excitation in the auditory pathway between the inner ear and cerebral cortex via NMDA antagonistic activity. 2) Neramexane inhibits the nerve excitation in the inner ear via nicotinic acetylcholine receptor antagonistic activity. A phase III trial is currently under investigation for tinnitus.
Originator
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Amino-alkyl-cyclohexanes as a novel class of uncompetitive NMDA receptor antagonists. | 2002 |
|
Neramexane. | 2002 |
|
Neramexane (merz pharmaceuticals/forest laboratories). | 2006 Feb |
|
N-methyl-D-aspartate and group I metabotropic glutamate receptors are involved in the expression of ethanol-induced sensitization in mice. | 2006 Feb |
|
Antihyperalgesic and analgesic properties of the N-methyl-D-aspartate (NMDA) receptor antagonist neramexane in a human surrogate model of neurogenic hyperalgesia. | 2008 Jan |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://clinicaltrials.gov/ct2/show/NCT00405886
Tinnitus: Neramexane 25 -75 mg/d, oral tablets, duration: 16 weeks
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10494883
Neramexane (MRZ 2/579) blocked steady-state inward current responses of cultured hippocampal neurones to NMDA with an IC50 of 1.11 uM at -70 mV. Much higher concentrations of MRZ 2/579 blocked voltage-activated Ca2+ channels with an IC50 of 340 uM. MRZ 2/579 (10 uM) reduced peak inward current responses of neuronal nicotinic receptors only to 72.3% of control. MRZ 2/579 (10-100 uM) had little or no effect at AMPA and GABA(A) receptors.
Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:05:20 GMT 2025
by
admin
on
Mon Mar 31 18:05:20 GMT 2025
|
Record UNII |
856DX0KJ84
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C264
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
NERAMEXANE
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
856DX0KJ84
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
DB04926
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
CHEMBL2110954
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
7928
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
6433106
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
C76781
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
SUB32853
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
DTXSID40176399
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
C114144
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
219810-59-0
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY | |||
|
100000126222
Created by
admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |
|
||
|
TARGET -> INHIBITOR |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |
|