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Midafotel

CAT: 0804-HY-107718-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-107718-02Size:5 mg
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Description
Midafotel (SDZ-EAA 494) is a potent and comprtitive NMDA antagonist with an ED50 value of 39 nM. Midafotel causes intense stereotyped behaviors. Midafotel shows neuroprotective effects[1][2][3].
CAS Number
117414-74-1
Product Name Alternative
SDZ-EAA 494
UNSPSC
12352005
Target
IGluR
Type
Reference compound
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling
Applications
Neuroscience-Neurodegeneration
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/midafotel.html
Purity
99.00
Smiles
OC([C@H]1CN(CCN1)C/C=C/P(O)(O)=O)=O
Molecular Formula
C8H15N2O5P
Molecular Weight
250.19
References & Citations
[1]Lowe DA, et al. D-CPP-ene (SDZ EAA 494), a potent and competitive N-methyl-D-aspartate (NMDA) antagonist: effect on spontaneous activity and NMDA-induced depolarizations in the rat neocortical slice preparation, compared with other CPP derivatives and MK-801. Neurosci Lett. 1990 Jun 8;113 (3) :315-21.|[2]Potschka H, et al. Effects of the NMDA receptor antagonist D-CPPene on extracellular levels of dopamine and dopamine and serotonin metabolites in striatum of kindled and non-kindled rats. Eur J Pharmacol. 1999 Jun 18;374 (2) :175-87. |[3]Park CK, McCulloch J, Kang JK, Choi CR. Efficacy of D-CPPene, a competitive N-methyl-D-aspartate antagonist in focal cerebral ischemia in the rat. Neurosci Lett. 1992 Nov 23;147 (1) :41-4.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Phase 3
Isoform
NMDA Receptor

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

Alternative Products

CatalogName
326934Midafotel
217730(R) -CPPene ((R) -4-[ (2E) -3-Phosphono-2-propenyl]-2-piperazinecarboxylic Acid, SDZ EAA 494, Midafotel)

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