AZD-8529 - Moligand™,≥98% , CAS No.1092453-15-0

CAS: 1092453-15-0 Cat. No.: A646690 Molecular Weight: 487.47 EC Number: 680-652-6

GRADE & PURITY Moligand™, ≥98%

Synonyms

MS-29057 | UNII-6H81G454I7 | AZD-8529 free base | EX-A7769 | 7-Methyl-5-(3-(piperazin-1-ylmethyl)-1,2,4-oxadiazol-5-yl)-2-(4-(trifluoromethoxy)benzyl)isoindolin-1-one | 6H81G454I7 | SCHEMBL2124540 | AZD 8529 [WHO-DD] | Q27074805 | 1092453-15-0 (free base)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

AZD-8529 is a potent, highly selective and orally bioavailable positive allosteric modulator of mGluR2 , with an EC 50 of 285 nM, and shows no positive allosteric modulator responses at 20-25 M on the mGluR1 , 3, 4, 5, 6, 7, and 8 subtypes.

In Vitro

AZD-8529 potentiates the effects of glutamate at mGluR2 with an EC 50 of 195 nM. AZD-8529 does not elicit antagonist responses on mGluRs at 25 μM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

AZD-8529 (0.3-mg/kg, i.m.) reduces nicotine priming-induced and cue-induced reinstatement in squirrel monkeys . AZD-8529 (30 mg/kg; i.p.) decreases the increased extracellular dopamine induced by nicotine in accumbens shell of freely-moving rats . MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Sprague-Dawley rats Dosage: 10 mg/kg, 30 mg/kg Administration: Intraperitoneal injection; 2 hours before nicotine injections Result: Decreased the increased extracellular dopamine induced by nicotine (0.4 mg/kg, s.c.) in accumbens shell of freely-moving rats.

Form:Oil

IC50& Target:mGluR2 285 nM (EC 50 )

Specifications

Synonyms

MS-29057 | UNII-6H81G454I7 | AZD-8529 free base | EX-A7769 | 7-Methyl-5-(3-(piperazin-1-ylmethyl)-1, 2, 4-oxadiazol-5-yl)-2-(4-(trifluoromethoxy)benzyl)isoindolin-1-one | 6H81G454I7 | SCHEMBL2124540 | AZD 8529 [WHO-DD] | Q27074805 | 1092453-15-0 (free base)

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

AZD-8529 is a potent, highly selective positive allosteric modulator of mGluR2, with an EC50 of 285 nM, and shows no positive allosteric modulator responses at 20-25 M on the mGluR1, 3, 4, 5, 6, 7, and 8 subtypes

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.

Grade

Moligand™

Action Type

AGONIST

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=CC(=CC2=C1C(=O)N(C2)CC3=CC=C(C=C3)OC(F)(F)F)C4=NC(=NO4)CN5CCNCC5
• IUPAC Name: 7-methyl-5-[3-(piperazin-1-ylmethyl)-1,2,4-oxadiazol-5-yl]-2-[[4-(trifluoromethoxy)phenyl]methyl]-3H-isoindol-1-one
• InChIKey: IPCYZQQFECEHLI-UHFFFAOYSA-N
• INCHI: 1S/C24H24F3N5O3/c1-15-10-17(22-29-20(30-35-22)14-31-8-6-28-7-9-31)11-18-13-32(23(33)21(15)18)12-16-2-4-19(5-3-16)34-24(25,26)27/h2-5,10-11,28H,6-9,12-14H2,1H3
• Isomeric SMILES: CC1=CC(=CC2=C1C(=O)N(C2)CC3=CC=C(C=C3)OC(F)(F)F)C4=NC(=NO4)CN5CCNCC5
• Alternate CAS: 1092453-15-0；1314217-69-0
• MeSH Entry Terms: 7-methyl-5-(3-piperazin-1-ylmethyl(1,2,4)oxadiazol-5-yl)-2-(4-trifluoromethoxybenzyl)-2,3-dihydroisoindol-1-one;AZD8529
• Molecular Weight: 487.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Isoindoles and derivatives
      • Subclass Isoindolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Isoindoles and derivatives
• Subclass: Isoindolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Isoindolones
• Alternative Parents: Isoindoles Phenol ethers Phenoxy compounds Aralkylamines N-alkylpiperazines Heteroaromatic compounds 1,2,4-oxadiazoles Tertiary carboxylic acid amides Lactams Trihalomethanes Amino acids and derivatives Trialkylamines Oxacyclic compounds Dialkylamines Azacyclic compounds Organooxygen compounds Organofluorides Organic oxides Alkyl fluorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Isoindolone - Isoindole - Phenoxy compound - Phenol ether - N-alkylpiperazine - Aralkylamine - Monocyclic benzene moiety - 1,4-diazinane - Piperazine - Benzenoid - 1,2,4-oxadiazole - Azole - Oxadiazole - Tertiary carboxylic acid amide - Heteroaromatic compound - Tertiary amine - Amino acid or derivatives - Tertiary aliphatic amine - Carboxamide group - Lactam - Trihalomethane - Secondary amine - Azacycle - Oxacycle - Carboxylic acid derivative - Secondary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organohalogen compound - Organofluoride - Organonitrogen compound - Organic nitrogen compound - Alkyl fluoride - Amine - Organooxygen compound - Alkyl halide - Halomethane - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
• 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

Associated Targets(Human)

GRM2 Tchem Metabotropic glutamate receptor 2 (0 Activities)

Discover Target: GRM2

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

Associated Targets(non-human)

Grm2 Metabotropic glutamate receptor 2 (1326 Activities)

Discover Target: Grm2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 62.5 mg/mL (128.21 mM; Need ultrasonic)
• Molecular Weight: 487.500 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 487.183 Da
• Monoisotopic Mass: 487.183 Da
• Topological Polar Surface Area: 83.700 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 730.000
• 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