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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H14N2
Molecular Weight 198.2637
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LANICEMINE

SMILES

N[C@@H](CC1=CC=CC=N1)C2=CC=CC=C2

InChI

InChIKey=FWUQWDCOOWEXRY-ZDUSSCGKSA-N
InChI=1S/C13H14N2/c14-13(11-6-2-1-3-7-11)10-12-8-4-5-9-15-12/h1-9,13H,10,14H2/t13-/m0/s1

HIDE SMILES / InChI

Molecular Formula C13H14N2
Molecular Weight 198.2637
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Lanicemine is a low-trapping NMDA channel blocker, which was developed by Fisons Pharmaceuticals and later by AstraZeneca for the treatment of the major depressive disorder. The development was terminated in phase II as the drug did not meet the primary endpoint.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.56 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
1.3 μg/mL
150 mg single, intravenous
LANICEMINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
17.9 μg × h/mL
150 mg single, intravenous
LANICEMINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
16.1 h
150 mg single, intravenous
LANICEMINE plasma
Homo sapiens

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
50-150 mg of the drug is given as a single intravenous (iv) infusion over 60 minutes.
Route of Administration: Intravenous
In Vitro Use Guide
Rat cortical neurons were exposed to NMDA (50 uM) or glutamate (50 uM) for 15 min, the treatment resulted in the death of 85-95% of the neurons during the next 24 h. Lanicemine inhibited the neurotoxicity at 50 uM, prevented the loss of membrane-associated protein kinase C activity and reduced by approximately 35% the magnitude of NMDA-triggered increases in intracellular free Ca2+ concentration in the cortical cultures.
Substance Class Chemical
Record UNII
9TMU325RK3
Record Status Validated (UNII)
Record Version