D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID
Synonym(s):(R)-4-[(2E)-3-Phosphono-2-propenyl]-2-piperazinecarboxylic acid, SDZ EAA 494, Midafotel;(R)-CPPene - CAS 117414-74-1 - Calbiochem
- CAS NO.:117414-74-1
- Empirical Formula: C8H15N2O5P
- Molecular Weight: 250.19
- MDL number: MFCD00878116
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-04-24 14:56:55
What is D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID?
The Uses of D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID
D-CPP-ene is a potent, competitive NMDA antagonist (1). NMDA antagonists such as this may increase sucrose intake through hunger satiation delay (2).
What are the applications of Application
D-CPP-ene is a potent, competitive NMDA antagonist
Definition
ChEBI: Midafotel is a member of the class of piperazines that is piperazine substituted by a carboxy group at position 2R and a (1E)-1-phosphonoprop-1-en-3-yl group at position 4. It is an antagonist of N-methyl-D-aspartate receptors (NMDARs) and was in clinical development by Novartis for the treatment of cognition disorders and brain injuries (now discontinued). It has a role as a NMDA receptor antagonist, a neuroprotective agent and an anticonvulsant. It is a piperazinecarboxylic acid, a monocarboxylic acid, a member of phosphonic acids, an olefinic compound and a tertiary amino compound.
Biological Activity
Potent and competitive NMDA antagonist (K i = 40 nM). Centrally active following systemic administration.
Storage
Room temperature
Properties of D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID
| Boiling point: | 555.6±60.0 °C(Predicted) |
| Density | 1.449±0.06 g/cm3(Predicted) |
| storage temp. | Desiccate at RT |
| form | Powder |
| pka | 1.27±0.10(Predicted) |
| color | White |
| Water Solubility | Soluble to 100 mM in water |
Safety information for D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID
Computed Descriptors for D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID
New Products
9-Mesityl-10-methylacridinium perchlorate Sulfapyridine Fmoc-OSu (R)-(-)-2-Amino-1-propanol Cyclobutanone 5-bromo-4-fluoro-2-nitrobenzaldehyde 4 pentyn 1 ol N-Vinylformamide Phenethyl cinnamate Pyrrolo[1,2-a]pyrimidine-6-carboxylic acid, 4,6,7,8-tetrahydro-4-oxo-, sodium salt (1:1), (6S) Ethyl 3-phenylpropanoate β-Bromostyrene Methacrylate-PEG-Methacrylate, Mn:35000 2,4-Dihydroxyacetophenone 2-Chloro 5-Fluoro Pyridine Vasicinone 2-Chloroisonicotinic Acid Tween 80 or Polysorbate 80 Methyl trans-4-Aminocyclohexanecarboxylate Hydrochloride N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine Pirtobrutinib intd. 4-Nitrobenzotrifluoride 2-Pentyn-1-oL N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-methyloxirane-2-carboxamideRelated products of tetrahydrofuran

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