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Midafotel

Structure via PubChem · Public domain (PubChem)

EntityQ6841079· pop 6· linked from 327 articles

Also known as d-CCPene

Midafotel (CPPene; SDZ EAA 494) is a potent, competitive antagonist at the NMDA receptor. It was originally designed as a potential therapy for excitotoxicity, epilepsy or neuropathic pain. It looked very promising in in vitro trials proving to be a potent competitive antagonist at the NMDA without affecting other receptors. Research continued through to in vivo cat studies where it proved to limit damage after occluding the middle cerebral artery, leading to ischaemia. It also blocked photosensitive epilepsies in baboons.

Chemical data

Formula
C8H15N2O5P
Molecular weight
250.19 g/mol
IUPAC name
4-[(E)-3-phosphonoprop-2-enyl]piperazine-2-carboxylic acid

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
250.071858
Show 4 more facts
chemical formula
C₈H₁₅N₂O₅P
canonical SMILES
C1CN(CC(N1)C(=O)O)CC=CP(=O)(O)O
isomeric SMILES
C1CN(CC(N1)C(=O)O)C/C=C/P(=O)(O)O
Commons category
Midafotel
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  • See also
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Midafotel (CPPene; SDZ EAA 494) is a potent, competitive antagonist at the NMDA receptor. It was originally designed as a potential therapy for excitotoxicity, epilepsy or neuropathic pain. It looked very promising in in vitro trials proving to be a potent competitive antagonist at the NMDA without affecting other receptors. Research continued through to in vivo cat studies where it proved to limit damage after occluding the middle cerebral artery, leading to ischaemia. It also blocked photosensitive epilepsies in baboons.

CPPene had a pharmacokinetic profile suitable for progressing to clinical trials, as it has no toxic byproducts, is excreted exclusively via the renal system, and remains unchanged in the brain.

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