Rosiglitazone - Moligand™, ≥98% , Agonist of FFA1 receptor;Agonist of Peroxisome proliferator-activated receptor-γ;Activator of TRPC5;Channel blocker of TRPM3, CAS No.122320-73-4, Agonist of FFA1 receptor;Agonist of Peroxisome proliferator-activated receptor-γ;Activator of TRPC5;Channel blocker of TRPM3

CAS: 122320-73-4 Cat. No.: R128083 Molecular Weight: 357.43 EC Number: 924-121-1 PubChem CID: 77999

GRADE & PURITY Moligand™, ≥98%

Synonyms

NSC-758698 | SCHEMBL14383595 | MFCD00137823 | 5-(4-(2-(methyl(pyridin-2-yl)amino)ethoxy)benzyl)-1,3-thiazolidine-2,4-dione | BCP0726000232 | Rosiglitazone- Bio-X | BCP03047 | HMS3884N08 | MFCD00000559 | Tox21_111434_1 | 5-((4-(2-Methyl-2-(pyridinylamino)e

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

A potent and selective PPARγ agonist.

Specifications

Synonyms

NSC-758698 | SCHEMBL14383595 | MFCD00137823 | 5-(4-(2-(methyl(pyridin-2-yl)amino)ethoxy)benzyl)-1, 3-thiazolidine-2, 4-dione | BCP0726000232 | Rosiglitazone- Bio-X | BCP03047 | HMS3884N08 | MFCD00000559 | Tox21_111434_1 | 5-((4-(2-Methyl-2-(pyridinylamino)e

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Rosiglitazone is a potent agonist for PPARγ with an EC50 of 43 nM for the human receptor. It is antidiabetic, working as an insulin sensitizer by binding to the PPARγ receptors in fat cells and making the cells more responsive to insulin.Selective PPARγ a

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Grade

Moligand™

Action Type

ACTIVATOR, AGONIST, CHANNEL BLOCKER

Mechanism of action

Agonist of FFA1 receptor;Agonist of Peroxisome proliferator-activated receptor-γ;Activator of TRPC5;Channel blocker of TRPM3

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504755233
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755233
• Canonical Smiles: CN(CCOC1=CC=C(C=C1)CC2C(=O)NC(=O)S2)C3=CC=CC=N3
• IUPAC Name: 5-[[4-[2-[methyl(pyridin-2-yl)amino]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
• InChIKey: YASAKCUCGLMORW-UHFFFAOYSA-N
• INCHI: 1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)
• Isomeric SMILES: CN(CCOC1=CC=C(C=C1)CC2C(=O)NC(=O)S2)C3=CC=CC=N3
• WGK Germany: 3
• PubChem CID: 77999
• Molecular Weight: 357.43

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenol ethers

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenol ethers
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenol ethers
• Alternative Parents: Phenoxy compounds Dialkylarylamines Aminopyridines and derivatives Alkyl aryl ethers Imidolactams Thiazolines Heteroaromatic compounds Organic carbonic acids and derivatives Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenoxy compound - Phenol ether - Dialkylarylamine - Alkyl aryl ether - Aminopyridine - Monocyclic benzene moiety - Pyridine - Imidolactam - Heteroaromatic compound - Meta-thiazoline - Carbonic acid derivative - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Azacycle - Ether - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
• External Descriptors: aminopyridine - thiazolidenediones

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)

TRPM3 Tchem Transient receptor potential cation channel subfamily M member 3 (0 Activities)

Discover Target: TRPM3

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

FFAR1 Tchem Free fatty acid receptor 1 (1 Activities)

Discover Target: FFAR1

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

TRPC5 Tchem Short transient receptor potential channel 5 (1 Activities)

Discover Target: TRPC5

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

MAOB Tclin Amine oxidase [flavin-containing] B (1 Activities)

Discover Target: MAOB

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

CISD1 Tchem CDGSH iron-sulfur domain-containing protein 1 (2 Activities)

Discover Target: CISD1

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

PPARA Tclin Peroxisome proliferator-activated receptor alpha (2 Activities)

Discover Target: PPARA

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

PPARG Tclin Peroxisome proliferator-activated receptor gamma (116 Activities)

Discover Target: PPARG

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

Chemical and Physical Properties

• Solubility: Soluble in DMSO (72 mg/ml at 25 °C), methanol, water (<1 mg/ml at 25 °C), ethanol (<1 mg/ml at 25 °C), and DMF (~25 mg/ml).
• Sensitivity: heat sensitive
• Melt Point(°C): 156 °C
• Molecular Weight: 357.400 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 357.115 Da
• Monoisotopic Mass: 357.115 Da
• Topological Polar Surface Area: 96.800 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 468.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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