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Details

Stereochemistry ABSOLUTE
Molecular Formula C7H14NO5P
Molecular Weight 223.1635
Optical Activity ( - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SELFOTEL, (-)-

SMILES

OC(=O)[C@H]1C[C@@H](CP(O)(O)=O)CCN1

InChI

InChIKey=LPMRCCNDNGONCD-NTSWFWBYSA-N
InChI=1S/C7H14NO5P/c9-7(10)6-3-5(1-2-8-6)4-14(11,12)13/h5-6,8H,1-4H2,(H,9,10)(H2,11,12,13)/t5-,6+/m0/s1

HIDE SMILES / InChI

Molecular Formula C7H14NO5P
Molecular Weight 223.1635
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Selfotel is a competitive NMDA antagonist with (-)-enantiomer is more active than ( )-enantiomer. Selfotel was investigated in phase III clinical trials for ischemic stroke and severe head injury. Development of the drug was discontinued due to lack of efficacy and possible neurotoxicity discovered in clinical trials.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

Overview

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

PubMed

Sample Use Guides

In Vivo Use Guide
In a clinical trial against ischemic stroke, the compound was administered intravenously at 1-2 mg/kg.
Route of Administration: Intravenous
In Vitro Use Guide
Activity with respect to NMDA was measured by evaluating the inhibition of NMDA-evoked release of [3H]ACh from rat striatal slices. Slices were placed in superfusion chambers and superfused with a medium containing hemicholinium-3. NMDA (50uM) was added beginning at 57 min (SI) and 93 min (SII) after superfusion was started and kept in the medium for the duration of 2 min. The antagonist was added 18 min preceding SII and kept in the medium until the end of the experiment.
Substance Class Chemical
Record UNII
EP2J4A2LB0
Record Status Validated (UNII)
Record Version