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Troglitazone

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Identification
Molecular formula
C24H27NO5S
CAS number
97322-87-7
IUPAC name
5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl)methoxy]phenyl]methyl]thiazolidine-2,4-dione
State
State

Troglitazone is a solid at room temperature, typically found as a powder, and is poorly soluble in water.

Melting point (Celsius)
169.00
Melting point (Kelvin)
442.15
Boiling point (Celsius)
785.00
Boiling point (Kelvin)
1 058.15
General information
Molecular weight
441.54g/mol
Molar mass
441.5350g/mol
Density
1.2910g/cm3
Appearence

Troglitazone is a yellow to pale orange solid. It appears as crystalline powder and has a distinct structure due to its chroman ring and thiazolidine-2,4-dione moiety.

Comment on solubility

Solubility of 5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl)methoxy]phenyl]methyl]thiazolidine-2,4-dione

The solubility of the compound C24H27NO5S, known as 5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl)methoxy]phenyl]methyl]thiazolidine-2,4-dione, can vary based on several factors. Understanding its solubility characteristics is essential for applications in pharmaceuticals and other fields. Here are key points to consider:

  • Polarity: The presence of various functional groups in the molecule, such as the hydroxyl group and thiazolidine structure, influences its interaction with solvents. Generally, polar solvents like water may support some degree of solubility.
  • Solvent Compatibility: Typical solvents that may be tested for solubility include:
    • Water
    • Ethanol
    • DMSO (Dimethyl sulfoxide)
    • Acetone
  • Temperature: Solubility can also be temperature-dependent, with higher temperatures often increasing the solubility of organic compounds.
  • pH Levels: The solubility of compounds containing acidic or basic groups may change with different pH levels, affecting their ionization and, consequently, their solubility behavior.

Due to its complex structure, it is suggested to conduct empirical solubility tests for precise data. As the renowned chemist Richard Feynman once remarked, "The only way to truly understand a phenomenon is to test it." Thus, exploration of this compound's solubility is imperative for both theoretical studies and practical applications.

Interesting facts

Interesting Facts about 5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl)methoxy]phenyl]methyl]thiazolidine-2,4-dione

This fascinating compound, known for its intricate structure and various biological properties, is a member of the thiazolidine family, which is recognized for its potential therapeutic applications. Here are some compelling aspects of this compound:

  • Natural Origins: It features a chroman ring, a component commonly found in natural products, especially those derived from plants. This structural motif is associated with several antioxidant properties, making the compound interesting for research in natural product chemistry.
  • Biological Activities: Compounds with thiazolidine scaffolds have been studied for their role in metabolic functions. There is ongoing research exploring their potential in anti-diabetic treatments and restorative functions in cellular metabolism.
  • Complexity: The detailed structure exemplifies the complexity often encountered in organic chemistry. The ability to build such intricate molecules is a testament to the sophistication of synthetic methodologies available today.
  • Research Potential: Ongoing investigations into this compound may manifest breakthroughs in understanding its mechanistic pathways, particularly in relation to oxidative stress and inflammation, which are critical factors in many chronic diseases.
  • Pharmaceutical Implications: Given the bioactive properties exhibited by thiazolidine derivatives, this compound shows potential as a lead structure for new drug designs targeting metabolic and inflammatory pathways.

In summary, the multi-dimensional nature of 5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl)methoxy]phenyl]methyl]thiazolidine-2,4-dione not only highlights the beauty of molecular architecture but also opens doors for future exploration in medicinal chemistry.

Synonyms
troglitazone
97322-87-7
Rezulin
Romglizone
Prelay
CS-045
Romozin
Noscal
troglitazona
Rezulin (TN)
troglitazonum
CS 045
CI-991
GR 92132X
CCRIS 8969
GR92132X
CI 991
GR-92132X
CHEBI:9753
5-(4-(6-Hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl)thiazolidine-2,4-dione
UNII-I66ZZ0ZN0E
(+-)-all-rac-5-(p-((6-Hydroxy-2,5,7,8-tetramethyl-2-chromanyl)methoxy)benzyl)-2,4-thiazolidinedione
BRN 4338399
DTXSID8023719
5-(4-((6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy)benzyl)thiazolidine-2,4-dione
Troglitazone (CS-045)
I66ZZ0ZN0E
DTXCID603719
5-[[4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydrochromen-2-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
2,4-Thiazolidinedione, 5-((4-((3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy)phenyl)methyl)-
NCGC00164445-01
5-{4-[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methoxy]benzyl}-1,3-thiazolidine-2,4-dione
C24H27NO5S
BDBM50101974
5-[(4-{[(6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methyl]oxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione
CAS-97322-87-7
SR-05000000454
5-[[4-[(3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]-2,4-thiazolidinedione
Troglitazone (JAN/USAN/INN)
Troglitazone [USAN:INN:BAN]
5-[4-(6-hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl]thiazolidine-2,4-dione
CS045
2,4-thiazolidinedione, 5-[[4-[(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]-
5-(4-((6-hydroxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromen-2-yl)methoxy)benzyl)-1,3-thiazolidine-2,4-dione
(+/-)-5-[4-[(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]benzyl]-2,4-thiazolidinedione
Troglitazone (Standard)
Spectrum5_001973
UPCMLD-DP017
SCHEMBL4959
TROGLITAZONE (MART.)
MLS006010817
GTPL2693
CHEMBL3542292
UPCMLD-DP017:001
UPCMLD-DP017:002
A10BG01
Troglitazone, >=98% (HPLC)
GLXC-03930
HMS2089D22
HMS2093D04
HMS3649G12
HMS3713D08
5-((4-((3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy)phenyl)methyl)-2,4-Thiazolidinedione
BCP06753
EX-A3782
Tox21_112119
Tox21_300470
BDBM50088494
HB2559
HSCI1_000037
HY-50935R
s8432
AKOS000281116
AKOS024457434
Tox21_112119_1
Troglitazone - CAS 97322-87-7
CCG-208125
CS-1634
DB00197
FT28613
SMP2_000224
NCGC00161599-01
NCGC00161599-02
NCGC00161599-03
NCGC00161599-04
NCGC00161599-05
NCGC00161599-06
NCGC00161599-07
NCGC00161599-08
NCGC00161599-09
NCGC00161599-11
NCGC00254440-01
AC-31453
AS-56378
HY-50935
SMR001550129
DB-057670
NS00015646
T3920
D00395
H12073
AB00643330-02
Q7844989
SR-05000000454-2
SR-05000000454-3
SR-05000000454-5
BRD-A13084692-001-02-5
BRD-A13084692-001-17-3
5-(4-((6-Hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy)benzyl)-2,4-thiazolidinedione
5-[4-(6-hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl]-2,4-dioxothiazolidine
5-[4-(6-hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl]thiazolidine -2,4-dione
(5R)-5-[[4-[[(2S)-6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl]methoxy]phenyl]methyl]thiazolidine-2,4-dione
2,4-Thiazolidinedione, 5-[[4-[(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]- (9CI)
5-(4-((6-Hydroxy-2,5,7,8-tetramethylchroman-2-yl-methoxy)benzyl)-2,4-thiazolidinedione)-T
5-(4-(6-Hydroxy-2,5,7,8-tetramethylchroman-2-ylmethoxy)benzyl)-1,3-thiazolidine-2,4-dione
5-[[4-[(3,4-Dihydro-6-hydroxy-2,5,7 ,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl ]methyl]-2,4-thiazolidinedione
5-[[4-[(3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1- benzopyran-2-yl)methoxy]phenyl]methyl]-2,4-thiazlidinedione
5-[[4-[(3,4-Dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]phenyl]methyl]-2,4-thiazolidinedione;CI 991;CS 045
5-[[4-[(6-hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
5-{4-(6-hydroxy-2, 5, 7, 8-tetramethylchroman-2-yl-methoxy) benzyl) thiazolidine-2,4-dione