Radequinil - Moligand™,≥99% , GABA-A receptor; anion channel inverse agonist, CAS No.219846-31-8, GABA-A receptor; anion channel inverse agonist

CAS: 219846-31-8 Cat. No.: R647894 Molecular Weight: 334.33 PubChem CID: 135418404

GRADE & PURITY Moligand™, ≥99%

Synonyms

MS-25042 | SX-3933 | Q7280124 | Resequinil [INN] | 5-(3-methoxyphenyl)-3-(5-methyl-1,2,4-oxadiazol-3-yl)-2-oxo-1,2-dihydro-1,6-naphthyridine | AC 3933 | AKOS040742532 | AVE-3933 | JQOFKKWHXGQABB-UHFFFAOYSA-N | HY-106025 | DTXSID60944577 | Radequinil [INN]

Storage

Store at 2-8°C,Protected from light,Desiccated

Shipped In

Wet ice

Overview

Radequinil (AC-3933) is a benzodiazepine receptor (BzR) partial inverse agonist. AC-3933 binds to GABA(-) and GABA(+) ligand with K i s of 5.15 and 6.11 nM, respectively

Form:Solid

IC50& Target:Ki: 5.15±0.39 nM (GABA(-) ligand), 6.11±0.26 nM (GABA(+) ligand)

Specifications

Synonyms

MS-25042 | SX-3933 | Q7280124 | Resequinil [INN] | 5-(3-methoxyphenyl)-3-(5-methyl-1, 2, 4-oxadiazol-3-yl)-2-oxo-1, 2-dihydro-1, 6-naphthyridine | AC 3933 | AKOS040742532 | AVE-3933 | JQOFKKWHXGQABB-UHFFFAOYSA-N | HY-106025 | DTXSID60944577 | Radequinil [INN]

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Radequinil (AC-3933) is a benzodiazepine receptor (BzR) partial inverse agonist. AC-3933 binds to GABA(-) and GABA(+) ligand with K i s of 5.15 and 6.11 nM, respectively.

Storage

Store at 2-8°C, Protected from light, Desiccated

Shipped In

Wet ice

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

Grade

Moligand™

Action Type

INVERSE AGONIST

Mechanism of action

GABA-A receptor; anion channel inverse agonist

Purity

≥99%

Product Properties

• ALogP: 2.2

Names and Identifiers

• Canonical Smiles: CC1=NC(=NO1)C2=CC3=C(C=CN=C3C4=CC(=CC=C4)OC)NC2=O
• IUPAC Name: 5-(3-methoxyphenyl)-3-(5-methyl-1,2,4-oxadiazol-3-yl)-1H-1,6-naphthyridin-2-one
• InChIKey: JQOFKKWHXGQABB-UHFFFAOYSA-N
• INCHI: 1S/C18H14N4O3/c1-10-20-17(22-25-10)14-9-13-15(21-18(14)23)6-7-19-16(13)11-4-3-5-12(8-11)24-2/h3-9H,1-2H3,(H,21,23)
• Isomeric SMILES: CC1=NC(=NO1)C2=CC3=C(C=CN=C3C4=CC(=CC=C4)OC)NC2=O
• Alternate CAS: 219846-31-8
• PubChem CID: 135418404
• MeSH Entry Terms: 5-(3-methoxyphenyl)-3-(5-methyl-1,2,4-oxadiazol-3-yl)-2-oxo-1,2-dihydro-1,6-naphthyridine;AC 3933;AC-3933;AC3933
• Molecular Weight: 334.33

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Phenylpyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Phenylpyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpyridines
• Alternative Parents: Naphthyridines Phenoxy compounds Methoxybenzenes Anisoles Pyridinones Alkyl aryl ethers Heteroaromatic compounds 1,2,4-oxadiazoles Lactams Oxacyclic compounds Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 2-phenylpyridine - Naphthyridine - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - Alkyl aryl ether - Pyridinone - Monocyclic benzene moiety - Benzenoid - 1,2,4-oxadiazole - Azole - Heteroaromatic compound - Oxadiazole - Lactam - Oxacycle - Ether - Azacycle - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpyridines. These are polycyclic aromatic compounds containing a benzene ring linked to a pyridine ring through a CC or CN bond.
• External Descriptors: Not available

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: DMSO : 10 mg/mL (29.91 mM; ultrasonic and warming and heat to 60°C)
• Sensitivity: light sensitive; Hygroscopic
• Molecular Weight: 334.300 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 334.107 Da
• Monoisotopic Mass: 334.107 Da
• Topological Polar Surface Area: 90.100 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 540.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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: 1