Ketopioglitazone

Substructure search Find similar structures

Basic information

CAS: 146062-45-5
Standard SMILES: CC(=O)c1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1
InChIKey: JMLKLMFMQRAJNI-UHFFFAOYSA-N
Molecular formula: C19H18N2O4S
Average molar mass: 370.4 g/mol
Monoisotopic mass: 370.09872823

Names & identifiers

Preferred name: Ketopioglitazone
IUPAC: 5-[[4-[2-(5-acetyl-2-pyridinyl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
English name: 5-[[4-[2-(5-Acetyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4thiazolidinedione
Molecular formula: C19H18N2O4S
Molecular weight: 370.42

Names & synonyms

Ketopioglitazone146062-45-5Keto PioglitazonePioglitazone metabolite M3S7979UT55LUNII-S7979UT55L2,4-Thiazolidinedione, 5-((4-(2-(5-acetyl-2-pyridinyl)ethoxy)phenyl)methyl)-5-((4-(2-(5-Acetyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione2,4-Thiazolidinedione, 5-[[4-[2-(5-acetyl-2-pyridinyl)ethoxy]phenyl]methyl]-RefChem:201374Pioglitazone ketoneKeto Pioglitazone (M-III)

Show more names

Pioglitazone, ketonePioglitazone Impurity 3Pioglitazone Impurity 17Pioglitazone M3 MetaboliteKeto Pioglitazone See K200600Pioglitazone ketone metaboliteKeto PioglitazoneSee product # K200600

5-(4-(2-(5-Acetylpyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione5-[[4-[2-(5-Acetyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4thiazolidinedione5-[[4-[2-(5-acetylpyridin-2-yl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dionePioglitazone Hydrochloride Impurity 305-({4-[2-(5-acetylpyridin-2-yl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dioneKeto-Pioglitazone (M-III)2,4-Thiazolidinedione,5-[[4-[2-(5-acetyl-2-pyridinyl)ethoxy]phenyl]methyl]-Pioglitazone Ketone (M-III)

Database identifiers

CAS: 146062-45-5
PubChem CID: 5201446
DTXSID: DTXSID50409544
ChEMBL: CHEMBL1268
UNII: S7979UT55L
Nikkaji: J699.846A

Properties

Computed structural properties

XLogP: 2.6
Topological polar surface area: 111 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 6
Rotatable bonds: 7
Heavy atoms: 26
Formal charge: 0
Complexity: 534

Physicochemical properties

Melting point: 113 · 113-115°C
Boiling point: 623.8 · 623.8±55.0 °C(Predicted)
Density: 1.315 · 1.315±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Solid
pka: 6.35 · 6.35±0.50(Predicted)
color: White to Light Beige
InChI: InChI=1S/C19H18N2O4S/c1-12(22)14-4-5-15(20-11-14)8-9-25-16-6-2-13(3-7-16)10-17-18(23)21-19(24)26-17/h2-7,11,17H,8-10H2,1H3,(H,21,23,24)
InChIKey: JMLKLMFMQRAJNI-UHFFFAOYSA-N
SMILES: S1C(CC2=CC=C(OCCC3=NC=C(C(C)=O)C=C3)C=C2)C(=O)NC1=O
FDA UNII: 7979 UT55L · S7979UT55L

Chemistry & industry

Applications

UsesA metabolite of Pioglitazone (P471000).

Related reactions

2 records

New reaction record

HRID 107463As productTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 1756626As productuspto-grants-1995_08

Compound notes

Loading…