CGP 78608 hydrochloride - Moligand™,≥98% , CAS No.1135278-54-4

CAS: 1135278-54-4 Cat. No.: C287011 Molecular Weight: 414.58

GRADE & PURITY Moligand™, ≥98%

Synonyms

PAMQX | [(1S)-1-[[(7-Bromo-1,2,3,4-tetrahydro-2,3-dioxo-5-quinoxalinyl)methyl]amino]ethyl]phosphonic acid hydrochloride

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

CGP 78608 hydrochloride is a specific antagonist at the glycine binding site of the NMDA receptor (IC50 = 6 nM). CGP 78608 hydrochloride exhibits anticonvulsant activity. CGP 78608 hydrochloride potentiates GluN1/GluN3A-mediated glycine currents (estimated EC50 = 26.3 nM).

Specifications

Synonyms

PAMQX | [(1S)-1-[[(7-Bromo-1, 2, 3, 4-tetrahydro-2, 3-dioxo-5-quinoxalinyl)methyl]amino]ethyl]phosphonic acid hydrochloride

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Potent and selective NMDA antagonist that acts through the glycine site (IC50= 5 nM). Displays > 500-fold selectivity over kainate and AMPA receptors (IC50values are 2.7 and 3μM respectively). Also potentiates GluN1/GluN3A-mediated glycine currents (EC50=

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

ANTAGONIST

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C(N[C@@H](P(=O)(O)O)C)C1=C2C(NC(=O)C(=O)N2)=CC(Br)=C1.Cl
• IUPAC Name: [(1S)-1-[(7-bromo-2,3-dioxo-1,4-dihydroquinoxalin-5-yl)methylamino]ethyl]phosphonic acid;hydrochloride
• InChIKey: MZQQZBPMRPDKTB-JEDNCBNOSA-N
• INCHI: 1S/C11H13BrN3O5P.ClH/c1-5(21(18,19)20)13-4-6-2-7(12)3-8-9(6)15-11(17)10(16)14-8;/h2-3,5,13H,4H2,1H3,(H,14,16)(H,15,17)(H2,18,19,20);1H/t5-;/m0./s1
• Isomeric SMILES: C[C@@H](NCC1=C2C(=CC(=C1)Br)NC(=O)C(=O)N2)P(=O)(O)O.Cl
• Molecular Weight: 414.58
• Reaxy-Rn: 33836266
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=33836266&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazanaphthalenes
      • Subclass Benzodiazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazanaphthalenes
• Subclass: Benzodiazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Quinoxalines
• Alternative Parents: Pyrazines Benzenoids Aryl bromides Organic phosphonic acids Heteroaromatic compounds Lactams Dialkylamines Azacyclic compounds Organopnictogen compounds Organophosphorus compounds Organooxygen compounds Organobromides Organic oxides Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Quinoxaline - Aryl bromide - Aryl halide - Benzenoid - Pyrazine - Organophosphonic acid - Heteroaromatic compound - Organophosphonic acid derivative - Lactam - Secondary aliphatic amine - Azacycle - Secondary amine - Amine - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Organobromide - Hydrochloride - Hydrocarbon derivative - Organohalogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as quinoxalines. These are compounds containing a quinoxaline moiety, a bicyclic heterocycle made up of a benzene ring fused to a pyrazine ring.
• External Descriptors: hydrochloride

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solvent:2.2eq. NaOH, Max Conc. mg/mL: 41.46, Max Conc. mM: 100
• Sensitivity: Moisture sensitive
• Molecular Weight: 414.580 g/mol
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 412.954 Da
• Monoisotopic Mass: 412.954 Da
• Topological Polar Surface Area: 128.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 484.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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