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122320-73-4

122320-73-4 structural image
Product Name: Rosiglitazone
Formula: C18H19N3O3S
Synonyms: 5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione;Rosiglitazone
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CHEMICAL AND PHYSICAL PROPERTIES

Physical Description Solid
Color/Form Colorless crystals from methanol
Melting Point 122-123 °C
LogP 2.4
Stability/Shelf Life Stable under recommended storage conditions.
Decomposition Hazardous decomposition products formed under fire conditions: Carbon oxides, Nitrogen oxides (NOx), Sulfur oxides.
Dissociation Constants pKa1 6.8; pKa2 6.1 /Rosiglitazone maleate/
Collision Cross Section 172.6 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Other Experimental Properties MW: 473.50, White to off-white solid, MP 122-123 °C. pKa 6.1; 6.8. Readily soluble in ethanol and in buffered aqueous solution with pH of 2.3; solubility decreases with the increasing pH in the physiological range. /Rosigiltazone maleate/

COMPUTED DESCRIPTORS

Molecular Weight 357.4 g/mol
XLogP3 3.1
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 7
Exact Mass 357.11471265 g/mol
Monoisotopic Mass 357.11471265 g/mol
Topological Polar Surface Area 96.8 Ų
Heavy Atom Count 25
Formal Charge 0
Complexity 469
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 1
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

PRODUCT INTRODUCTION

description

Rosiglitazone is an aminopyridine and a member of thiazolidinediones. It has a role as an insulin-sensitizing drug, a ferroptosis inhibitor and an EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor. It is a conjugate acid of a rosiglitazone(1-).