Basic information Safety Supplier Related

D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID

Basic information Safety Supplier Related

D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID Basic information

Product Name:
D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID
Synonyms:
  • (R,E)-4-(3-PHOSPHONOPROP-2-ENYL)PIPERAZINE-2-CARBOXYLIC ACID
  • D-CPP-ENE
  • D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID
  • (2R)-4-[(E)-3-Phosphono-2-propenyl]piperazine-2β-carboxylic acid
  • Midafotel
  • 2-Piperazinecarboxylic acid, 4-[(2E)-3-phosphono-2-propenyl]-, (2R)-
  • DCPPene,D CPP ene
  • (R)-CPPene (SDZ EAA 494)
CAS:
117414-74-1
MF:
C8H15N2O5P
MW:
250.19
Mol File:
117414-74-1.mol
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D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID Chemical Properties

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
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D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACID Usage And Synthesis

Uses

D-CPP-ene is a potent, competitive NMDA antagonist (1). NMDA antagonists such as this may increase sucrose intake through hunger satiation delay (2).

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

D-4-[(2E)-3-PHOSPHONO-2-PROPENYL]-2-PIPERAZINECARBOXYLIC ACIDSupplier

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