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D-CPP-ene

CAT: 0607-B6665-10Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0607-B6665-10Size:10 mg
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Description
NMDA antagonist
CAS Number
117414-74-1
Product Name Alternative
(R,E)-4-(3-phosphonoallyl)piperazine-2-carboxylic acid
Field of Research
Membrane Transporter Ion Channel NMDA Receptor
Purity
0.98
Form
White solid
Solubility
<25mg/ml in H2O
Smiles
OC([C@@H]1NCCN(C/C=C/P(O)(O)=O)C1)=O
Molecular Formula
C8H15N2O5P
Molecular Weight
250.19
Shipping Conditions
Blue ice
Storage Conditions
Desiccate at RT.

Chemical Information

Midafotel

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 an anticonvulsant, a NMDA receptor antagonist and a neuroprotective agent. It is a monocarboxylic acid, a member of phosphonic acids, a piperazinecarboxylic acid, a tertiary amino compound and an olefinic compound.

CAS Number117414-74-1
PubChem CID6435801
IUPAC Name(2R)-4-[(E)-3-phosphonoprop-2-enyl]piperazine-2-carboxylic acid
Molecular FormulaC8H15N2O5P
Molecular Weight250.19
XLogP-7
Topological Polar Surface Area110
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count16
Formal Charge0
Complexity326
SMILES
C1CN(C[C@@H](N1)C(=O)O)C/C=C/P(=O)(O)O
InChI
InChI=1S/C8H15N2O5P/c11-8(12)7-6-10(4-2-9-7)3-1-5-16(13,14)15/h1,5,7,9H,2-4,6H2,(H,11,12)(H2,13,14,15)/b5-1+/t7-/m1/s1
InChIKey
VZXMZMJSGLFKQI-ABVWVHJUSA-N
Chemical Structure
2D Structure
2D structure of Midafotel
CAS: 117414-74-1
CID: 6435801
Formula: C8H15N2O5P
MW: 250.19
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight250.19
XLogP3-7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass250.07185858
Monoisotopic Mass250.07185858
Topological Polar Surface Area110 Ų
Heavy Atom Count16
Formal Charge0
Complexity326
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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