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Pioglitazone

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Identification
Molecular formula
C19H20N2O3S
CAS number
111025-46-8
IUPAC name
5-[[4-[2-(5-ethyl-2-pyridyl)ethoxy]phenyl]methyl]thiazolidine-2,4-dione
State
State
Pioglitazone is typically a solid at room temperature and is available in tablet form for ease of use in clinical settings.
Melting point (Celsius)
194.00
Melting point (Kelvin)
467.15
Boiling point (Celsius)
387.30
Boiling point (Kelvin)
660.45
General information
Molecular weight
356.44g/mol
Molar mass
356.4370g/mol
Density
1.4480g/cm3
Appearence

Pioglitazone appears as a white to off-white crystalline powder. It is often formulated in tablet form for medical use.

Comment on solubility

Solubility of 5-[[4-[2-(5-ethyl-2-pyridyl)ethoxy]phenyl]methyl]thiazolidine-2,4-dione

The solubility of the compound 5-[[4-[2-(5-ethyl-2-pyridyl)ethoxy]phenyl]methyl]thiazolidine-2,4-dione with the formula C19H20N2O3S is influenced by various factors related to its chemical structure. Here are some key points regarding its solubility:

  • Polarity: The presence of polar functional groups in the compound can enhance its solubility in polar solvents such as water.
  • Hydrophobic vs Hydrophilic: The ethyl pyridine group may introduce a degree of hydrophobicity, which can complicate aqueous solubility.
  • Solvent Compatibility: This compound may demonstrate higher solubility in organic solvents, such as ethanol or dimethyl sulfoxide (DMSO), due to its overall hydrophobic character.
  • Temperature Effects: Increased temperature may aid in reducing viscosity and enhancing the solute’s solvability in chosen solvents.

In summary, the solubility of 5-[[4-[2-(5-ethyl-2-pyridyl)ethoxy]phenyl]methyl]thiazolidine-2,4-dione is likely to exhibit variability depending on the solvent used and the temperature at which solubility is assessed. It is fundamental to analyze these factors in practical applications.

Interesting facts

Interesting Facts about 5-[[4-[2-(5-ethyl-2-pyridyl)ethoxy]phenyl]methyl]thiazolidine-2,4-dione

This compound, known as a thiazolidinedione derivative, is relevant in the field of medicinal chemistry, particularly for its potential pharmacological applications. Researchers are increasingly interested in thiazolidinediones due to their role as insulin sensitizers, notably in the treatment of type 2 diabetes. Here are some notable facts about this compound:

  • Biological Significance: Compounds in the thiazolidinedione class are known to activate peroxisome proliferator-activated receptors (PPARs), which play a critical role in glucose and lipid metabolism.
  • Structure-Activity Relationship: The unique ethyl-pyridine moiety in this compound enhances its biological activity, making it a subject of interest for deriving new therapeutic agents.
  • Synthetic Pathways: The synthesis of thiazolidinediones involves complex reactions that often include multifunctionalization of aromatic substrates, which can be a challenging yet fruitful area of research.
  • Potential Applications: Beyond diabetes management, research is ongoing to explore the use of thiazolidinediones in other conditions such as obesity, inflammation, and even certain types of cancer.

In conclusion, this compound is a striking example of how structural diversity in chemical compounds can lead to significant biological effects. Its intricate design offers valuable insight into how modifying certain functional groups can enhance therapeutic potential, making it a fascinating subject for both chemists and pharmacologists alike.

Synonyms
Pioglitazone
111025-46-8
Actos
Glustin
Zactos
105355-27-9
Pioglitazona
Pioglitazonum
Pioglitazonum [INN-Latin]
5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione
Pioglitazona [INN-Spanish]
Piozone
Pioglu
AD-4833
5-[[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
U 72107
Pioglitazone (Actos)
CHEBI:8228
HSDB 7322
UNII-X4OV71U42S
5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
pioglitazone (INN)
X4OV71U42S
U-72107
MFCD00865504
Actos (TN)
105390-47-4
5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione
2,4-thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-
DTXSID3037129
5-(4-(2-(5-ethyl-2-pyridyl)ethoxy)benzyl)-2,4-thiazolidinedione
5-[4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl]thiazolidine-2,4-dione
5-[4-[2-(5-ETHYL-2-PYRIDYL)ETHOXY]BENZYL]-2,4-THIAZOLIDINEDIONE
5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione
PIOGLITAZONE [INN]
5-((4-(2-(5-Ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione
PIOGLITAZONE (IARC)
PIOGLITAZONE [IARC]
Pioglitazonum (INN-Latin)
Pioglitazona (INN-Spanish)
Pioglitazone [BAN:INN]
Pioglitazone [INN:BAN]
5-(4-(2-(5-ETHYL-2-PYRIDYL)ETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE
(+/-)-5-(P-(2-(5-ETHYL-2-PYRIDYL)ETHOXY)BENZYL)-2,4-THIAZOLIDINEDIONE
2,4-Thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-
2,4-THIAZOLIDINEDIONE, 5-((4-(2-(5-ETHYL-2-PYRIDINYL)ETHOXY)PHENYL)METHYL)-, (+/-)-
C19H20N2O3S
U-72107E
Pioglitazone?
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione
SR-01000763737
Pioglitazone base
5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzyl)-1,3-thiazolidine-2,4-dione
2,4-Thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-, (+/-)-
[( inverted exclamation markA)-5-[[4-[2-(5-ethyl-2-pyridinyl) ethoxy] phenyl] methyl]-2,4-] thiazolidinedione monohydrochlorid
Pioglitazone-[d4]
HS-0047
Pioglitazonum (Latin)
Spectrum_001623
Pioglitazone (Standard)
Spectrum2_001679
Spectrum3_001002
Spectrum4_001130
Spectrum5_001480
Spectrum5_002067
PIOGLITAZONE [MI]
PIOGLITAZONE [HSDB]
SCHEMBL4121
PIOGLITAZONE [VANDF]
BSPBio_002723
KBioGR_001619
KBioSS_002103
MLS006011848
PIOGLITAZONE [WHO-DD]
SPBio_001897
GTPL2694
PIOGLITAZONE [EMA EPAR]
DTXCID1017129
KBio2_002103
KBio2_004671
KBio2_007239
KBio3_001943
Pioglitazone - Bio-X trade mark
A10BG03
HYAFETHFCAUJAY-UHFFFAOYSA-N
HMS2089H14
HMS3651D09
HMS3712E16
HMS3884L10
Pharmakon1600-01504401
BCP26474
BBL029068
BDBM50103521
HB4139
HY-13956R
NSC758876
s2590
STL309607
STL373406
(+/-)-5-[p-[2-(ethyl-2-pyridyl)ethoxy]benzyl]-2,4-thiazolidinedione
AKOS015894953
AKOS022109420
AC-1021
CCG-220107
CS-1700
DB01132
FP39372
SB17323
(+/-)-5-[[4-[2-(5-Ethyl-2-pyridinyl)-ethoxy]phenyl]methyl]-2,4-thiazolidinedione
2,4-Thiazolidinedione, 5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-, (+-)-
NCGC00163128-01
NCGC00163128-02
NCGC00163128-03
NCGC00163128-04
NCGC00163128-05
NCGC00163128-06
NCGC00163128-07
BP164273
HY-13956
SMR002204015
SY017473
SBI-0206791.P001
DB-027350
NS00000599
SW197561-3
C07675
D08378
EN300-117258
AB00698454-10
AB00698454_11
AB00698454_12
AB00698454_13
Q417765
SR-01000763737-5
BRD-A48430263-001-07-7
BRD-A48430263-003-02-4
BRD-A48430263-003-06-5
BRD-A48430263-003-16-4
BRD-A48430263-003-17-2
Z1501480426
5-[4-[2-(5-ethyl-2-pyridyl) ethoxy]benzyl]-2,4-thiazolidinedione
5-[4-[2-(5-ethyl-2-pyridyl)eth-oxy]benzyl]-2,4-thiazolidinedione
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4thiazolidinedione
5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzyl)-thiazolidine-2,4-dione
5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl-2,4-thiazolidinedione
5-[[4-[2-(5-ethyl-2-pyridyl)ethoxy] phenyl]methyl]-2,4-thiazolidinedione
(+/-)-5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-2,4-thiazolidinedione
(RS)-5-(4-(2-(5-ETHYLPYRIDIN-2-YL)ETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE
2,4-Thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]- (9CI)
5-[[4-[2-[(5-ethyl-2-pyridyl)]ethoxy]phenyl]methyl]thiazolidine- 2,4-dione
5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-4-hydroxy-1,3-thiazol-2(5H)-one
[()-5-[[4-[2-(5-ethyl-2-pyridinyl) ethoxy] phenyl] methyl]-2,4-] thiazolidinedione monohydrochlorid
198077-89-3