Darglitazone
Basic information
- CAS
141200-24-0- Standard SMILES
Cc1oc(-c2ccccc2)nc1CCC(=O)c1ccc(CC2SC(=O)NC2=O)cc1- InChIKey
QQKNSPHAFATFNQ-UHFFFAOYSA-N- Molecular formula
- C23H20N2O4S
- Average molar mass
- 420.5 g/mol
- Monoisotopic mass
- 420.1143783
Overview
Darglitazone is an agent belonging to the glitazone class of antidiabetic agents with antihyperglycemic and anti-inflammatory activities. Darglitazone may be able to abrogate acute cerebral inflammatory responses via its suppression of proinflammatory gene expression.
Names & identifiers
- Preferred name
- Darglitazone
- IUPAC
- 5-[[4-[3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]phenyl]methyl]-1,3-thiazolidine-2,4-dione
- English name
- darglitazone
- Molecular formula
- C23H20N2O4S
- Molecular weight
- 420.48
Names & synonyms
Darglitazone141200-24-0darglitazonaDTXSID3057644AVP9C03Z3KCP-86325CP-86325-2 FREE ACIDCP86325DTXCID40314332,4-Thiazolidinedione, 5-((4-(3-(5-methyl-2-phenyl-4-oxazolyl)-1-oxopropyl)phenyl)methyl)-, (+-)-darglitazonumRefChem:130959
Show more names
2,4-Thiazolidinedione, 5-[[4-[3-(5-methyl-2-phenyl-4-oxazolyl)-1-oxopropyl]phenyl]methyl]-oral,UCP2,corticosterone,PPAR-γ,CP86325,Darglitazone,Diabetes,CP-86325,Inhibitor,PPAR,inhibit,Peroxisome proliferator-activated receptors,CP 86325,thiazolidinedione
CP-86,3255-(4-(3-(5-methyl-2-phenyl-4-oxazolyl)propionyl)benzyl)-2,4-thiazolidinedione5-(4-(3-(5-Methyl-2-phenyl-oxazol-4-yl)-propionyl)-benzyl)-thiazolidine-2,4-dioneDarglitazone [INN]CP 863255-[[4-[3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]phenyl]methyl]-1,3-thiazolidine-2,4-dione5-(4-(3-(5-methyl-2-phenyloxazol-4-yl)propanoyl)benzyl)thiazolidine-2,4-dione5-({4-[3-(5-methyl-2-phenyl-1,3-oxazol-4-yl)propanoyl]phenyl}methyl)-1,3-thiazolidine-2,4-dione
Properties
Computed structural properties
- XLogP
- 4.1
- Topological polar surface area
- 115 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 7
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 643
Physicochemical properties
- Density
- 1.306 · 1.306±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 20 · DMSO:20.0(Max Conc. mg/mL);47.56(Max Conc. mM)DMF:20.0(Max Conc. mg/mL);47.56(Max Conc. mM)
- form
- A crystalline solid
- pka
- 6.22 · 6.22±0.50(Predicted)
- color
- White to light yellow
- FDA UNII
- 9 C03Z3K · AVP9C03Z3K
Chemistry & industry
Applications
UsesHypoglycemic (oral).
UsesDarglitazone is a TZD (thiazolidinedione) that increases the sensiticirt od clls to insulin, stimulating insulin-induced P13K activity at submicromolar concentrations. It increases insulin effectiveness in diabetes mellitus subjects.
Related reactions
5 records
Compound notes
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