GQ-16 - Moligand™, ≥98% , CAS No.870554-67-9

CAS: 870554-67-9 Cat. No.: G340763 Molecular Weight: 418.30

GRADE & PURITY Moligand™, ≥98%

Synonyms

5Z-[(5-bromo-2-methoxyphenyl)methylene]-3-[(4-methylphenyl)methyl]-2,4-thiazolidinedione

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

GQ-16 is a moderate affinity ligand for the ligand-binding domain (LBD) of PPARγ, exhibiting a Ki of 160 nM. GQ-16 is an effective inhibitor of Cdk5-mediated phosphorylation of PPARγ. GQ-16 is a partial agonist of PPARγ with reduced adipogenic actions. GQ-16 promotes insulin Sensitization without weight gain.

Specifications

Synonyms

5Z-[(5-bromo-2-methoxyphenyl)methylene]-3-[(4-methylphenyl)methyl]-2, 4-thiazolidinedione

Specifications & Purity

Moligand™, ≥98%

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

MODULATOR

Purity

≥98%

Product Properties

• Ki Data: PPARγ: Ki= 160 nM

Names and Identifiers

• Canonical Smiles: CC1=CC=C(C=C1)CN2C(=O)C(=CC3=C(C=CC(=C3)Br)OC)SC2=O
• IUPAC Name: (5Z)-5-[(5-bromo-2-methoxyphenyl)methylidene]-3-[(4-methylphenyl)methyl]-1,3-thiazolidine-2,4-dione
• InChIKey: AMLZLORVKZAHOH-YVLHZVERSA-N
• INCHI: 1S/C19H16BrNO3S/c1-12-3-5-13(6-4-12)11-21-18(22)17(25-19(21)23)10-14-9-15(20)7-8-16(14)24-2/h3-10H,11H2,1-2H3/b17-10-
• Isomeric SMILES: CC1=CC=C(C=C1)CN2C(=O)/C(=C/C3=C(C=CC(=C3)Br)OC)/SC2=O
• Molecular Weight: 418.30
• Reaxy-Rn: 39181051
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=39181051&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenol ethers
      • Subclass Anisoles

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenol ethers
• Subclass: Anisoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Anisoles
• Alternative Parents: Phenoxy compounds Methoxybenzenes Toluenes Thiazolidinediones Bromobenzenes Alkyl aryl ethers Aryl bromides Dicarboximides Thiocarbamic acid derivatives Azacyclic compounds Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Methoxybenzene - Phenoxy compound - Anisole - Halobenzene - Bromobenzene - Thiazolidinedione - Toluene - Alkyl aryl ether - Monocyclic benzene moiety - Aryl halide - Aryl bromide - Thiazolidine - Dicarboximide - Thiocarbamic acid derivative - Carboxylic acid derivative - Organoheterocyclic compound - Ether - Azacycle - Organic nitrogen compound - Organohalogen compound - Organobromide - Carbonyl group - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
• 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: Soluble in DMSO (~0.33 mg/ml), and DMF (~5 mg/ml).
• Refractive Index: n20D1.69 (Predicted)
• Boil Point(°C): 549.81° C at 760 mmHg (Predicted)
• Melt Point(°C): 250.36° C (Predicted)
• Molecular Weight: 418.300 g/mol
• XLogP3: 4.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 417.003 Da
• Monoisotopic Mass: 417.003 Da
• Topological Polar Surface Area: 71.900 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 545.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Yihui Ma, Fangli Zhang, Kun Chen, Yue Zhou, Zhaohui Wang, Zhaoliang Cui.  (2025)  Preparation of the ECTFE/SiO2 Hybrid Membrane and Its Application in Membrane Condensation.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.4c04773]