Perzinfotel - ≥98% , Glutamate [NMDA] receptor antagonist, CAS No.144912-63-0, Glutamate [NMDA] receptor antagonist

CAS: 144912-63-0 Cat. No.: P648963 Molecular Weight: 260.18 EC Number: 694-536-8 PubChem CID: 6918236
AVAILABLE TO ORDER
GRADE & PURITY ≥98%
Synonyms
D05447 | LKPOTIIKKKNIQY-UHFFFAOYSA-N | EAA-090 | 2-(dioxo-2,6-diazabicyclo(5.2.0)non-ethyl) phosphonic acid | HY-19168 | DTXSID70162846 | Perzinfotel (USAN/INN) | SCHEMBL371400 | NCGC00487176-01 | DHP, Dicetyl phosphate | BDBM86494 | EAA-090, >=98% (HPLC)
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
5mg
P648963-5mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$420.90
10mg
P648963-10mg
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$660.90
50mg
P648963-50mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$2,320.90
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Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Perzinfotel (EAA-090) is a potent, selective, and competitive NMDA receptor antagonist with neuroprotective effects. Perzinfotel (EAA-090) shows high affinity ( IC 50 =30 nM) for the glutamate site

In Vitro

Perzinfotel blocks NMDA-induced currents with an IC 50 of 0.48 μM and glutamate-induced neurotoxicity with an IC 50 of 1.6 μM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

IC50& Target:NMDA receptor

Specifications

Synonyms
D05447 | LKPOTIIKKKNIQY-UHFFFAOYSA-N | EAA-090 | 2-(dioxo-2, 6-diazabicyclo(5.2.0)non-ethyl) phosphonic acid | HY-19168 | DTXSID70162846 | Perzinfotel (USAN/INN) | SCHEMBL371400 | NCGC00487176-01 | DHP, Dicetyl phosphate | BDBM86494 | EAA-090, >=98% (HPLC)
Specifications & Purity
≥98%
Biochemical and Physiological Mechanisms
Perzinfotel (EAA-090) is a potent, selective, and competitive NMDA receptor antagonist with neuroprotective effects. Perzinfotel (EAA-090) shows high affinity ( IC 50 =30 nM) for the glutamate site.
Storage
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type
ANTAGONIST
Mechanism of action
Glutamate [NMDA] receptor antagonist
Purity
≥98%
Product Properties
ALogP-1.6
Names and Identifiers
Canonical SmilesC1CNC2=C(C(=O)C2=O)N(C1)CCP(=O)(O)O
IUPAC Name2-(8,9-dioxo-2,6-diazabicyclo[5.2.0]non-1(7)-en-2-yl)ethylphosphonic acid
InChIKeyBDABGOLMYNHHTR-UHFFFAOYSA-N
INCHI1S/C9H13N2O5P/c12-8-6-7(9(8)13)11(3-1-2-10-6)4-5-17(14,15)16/h10H,1-5H2,(H2,14,15,16)
Isomeric SMILES C1CNC2=C(C(=O)C2=O)N(C1)CCP(=O)(O)O
WGK Germany 3
PubChem CID 6918236
Molecular Weight 260.18

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClassOrganonitrogen compounds
SubclassAmines
Intermediate Tree Nodes Tertiary amines - Tertiary alkylarylamines
Direct ParentDialkylarylamines
Alternative Parents Secondary alkylarylamines  1,4-diazepines  Vinylogous amides  Organic phosphonic acids  Azacyclic compounds  Organopnictogen compounds  Organophosphorus compounds  Organooxygen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Dialkylarylamine - Para-diazepine - Secondary aliphatic/aromatic amine - Organophosphonic acid - Organophosphonic acid derivative - Vinylogous amide - Azacycle - Organoheterocyclic compound - Secondary amine - Organic oxygen compound - Hydrocarbon derivative - Organophosphorus compound - Organooxygen compound - Organic oxide - Organopnictogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as dialkylarylamines. These are aliphatic aromatic amines in which the amino group is linked to two aliphatic chains and one aromatic group.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
GRIN1 Tclin Glutamate [NMDA] receptor (933 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Glra1 Glycine receptor subunit alpha-1 (65 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Brain (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Blood (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasma (328 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grin1 Glutamate NMDA receptor (6467 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SolubilityDMSO : 20.83 mg/mL (80.06 mM; Need ultrasonic) H2O : 5.88 mg/mL (22.60 mM; ultrasonic and warming and heat to 60°C)
Molecular Weight260.180 g/mol
XLogP3-1.600
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass260.056 Da
Monoisotopic Mass260.056 Da
Topological Polar Surface Area107.000 Ų
Heavy Atom Count17
Formal Charge0
Complexity452.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Solution Calculators
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