Afizagabar - ≥98% , CAS No.1398496-82-6

CAS: 1398496-82-6 Cat. No.: A650714 Peso molecular: 365.38 PubChem CID: 136209703

GRADE & PURITY ≥98%

Synonyms

AT33292 | s44819 | S-44819 | 1398496-82-6 | GLXC-25527 | SCHEMBL12095327 | starbld0002583 | Afizagabar | 5-(4-Fluoro-1-benzothiophen-2-yl)-8-methyl-1,9-dihydro- 2H-(1,3)oxazolo(4,5-H)(2,3)benzodiazepin-2-one | 5-(4-Fluorobenzo[b]thiophen-2-yl)-8-methyl-1,

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Afizagabar (S44819) is a first-in-class, competitive, and selective antagonist at the GABA-binding site of the α5-GABAAR , with an IC 50 of 585 nM for α5β2γ2 and a K i of 66 nM for α5β3γ2. Afizagabar enhances hippocampal synaptic plasticity and exhibits pro-cognitive efficacy.

In Vitro

Afizagabar (S44819) is a competitive α5-GABAAR antagonist (K b =221 nM). Afizagabar selectively inhibits extrasynaptic α5-GABAARs of mouse CA1 pyramidal neurons. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Afizagabar (1 and 3 mg/kg; i.p.) significantly diminishes the marked increase in total errors induced by Scopolamine . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Male Sprague Dawley (SPRD) rats (In the eight-arm radial maze) Dosage: 1 and 3 mg/kg Administration: I.p. Result: Significantly diminished the marked increase in total errors induced by Scopolamine.

Form:Solid

Specifications

Sinónimos

AT33292 | s44819 | S-44819 | 1398496-82-6 | GLXC-25527 | SCHEMBL12095327 | starbld0002583 | Afizagabar | 5-(4-Fluoro-1-benzothiophen-2-yl)-8-methyl-1, 9-dihydro- 2H-(1, 3)oxazolo(4, 5-H)(2, 3)benzodiazepin-2-one | 5-(4-Fluorobenzo[b]thiophen-2-yl)-8-methyl-1,

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Afizagabar (S44819) is a first-in-class, competitive, and selective antagonist at the GABA-binding site of the α5-GABAAR , with an IC 50 of 585 nM for α5β2γ2 and a K i of 66 nM for α5β3γ2. Afizagabar enhances hippocampal synaptic plasticity and exhibits p

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Tipo de acción

ANTAGONIST

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: CC1=NN=C(C2=CC3=C(C=C2C1)NC(=O)O3)C4=CC5=C(C=CC=C5S4)F
• IUPAC Name: 5-(4-fluoro-1-benzothiophen-2-yl)-8-methyl-1,9-dihydro-[1,3]oxazolo[4,5-h][2,3]benzodiazepin-2-one
• InChIKey: WNUWGRVHGICCLS-UHFFFAOYSA-N
• INCHI: 1S/C19H12FN3O2S/c1-9-5-10-6-14-15(25-19(24)21-14)7-11(10)18(23-22-9)17-8-12-13(20)3-2-4-16(12)26-17/h2-4,6-8H,5H2,1H3,(H,21,24)
• Isómeros SMILES: CC1=NN=C(C2=CC3=C(C=C2C1)NC(=O)O3)C4=CC5=C(C=CC=C5S4)F
• CAS alternativo: 1398496-82-6
• PubChem CID: 136209703
• Términos de entrada MeSH: S44819
• Peso molecular: 365.38

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Benzodiazepines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Benzodiazepines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzodiazepines
• Alternative Parents: Benzoxazolones 1-benzothiophenes 2,3,5-trisubstituted thiophenes Benzenoids Aryl fluorides Oxazoles Heteroaromatic compounds Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organofluorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzodiazepine - Benzoxazolone - Benzothiophene - 1-benzothiophene - Benzoxazole - 2,3,5-trisubstituted thiophene - Aryl fluoride - Aryl halide - Benzenoid - Azole - Heteroaromatic compound - Oxazole - Thiophene - Oxacycle - Azacycle - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms).
• 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

Objetivos asociados (humanos)

GABRA5 Tclin Gamma-aminobutyric acid receptor subunit alpha-5 (1 Activities)

Discover Target: GABRA5

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: DMSO : 6.25 mg/mL (17.11 mM; Need ultrasonic)
• Peso molecular: 365.400 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 365.063 Da
• Monoisotopic Mass: 365.063 Da
• Topological Polar Surface Area: 91.300 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 669.000
• 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