5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione | CAS No. 144809-28-9

5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione

Basic Information

CAS Number

144809-28-9

Molecular Formula

C19H18N2O3S

Molecular Weight

354.43 g/mol

AD

Basic Physical Properties

Physical State

Yellow powder

Melting Point

156-159°C

CCC1=CN=C(C=C1)CCOC2=CC=C(C=C2)C=C3C(=O)NC(=O)S3

InChI

InChI=1S/C19H18N2O3S/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17/h3-8,11-12H,2,9-10H2,1H3,(H,21,22,23)

InChIKey

YNTUJOCADSTMCL-UHFFFAOYSA-N

LogP

3.589400000000002

Topological Polar Surface Area

68.28999999999999 Ų

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

515

Synonyms & References

English

  • 144809-28-9
  • 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methylene]2,4-thiazolidinedione
  • CS-0172219
  • 5-[1-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-phenyl}-meth-(E)-ylidene]-thiazolidine-2,4-dione
  • 5-(4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzylidene)-thiazolidine-2,4-dione
  • 136401-70-2
  • 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzylidene]-2,4-thiazolidinedione]
  • 5-(4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzyldene)-2,4-thiazolidinedione
  • AC-2054
  • 5-[[4-[2-(5-ethyl-2-pyridinyl) ethoxy]phenyl] methylene]2,4-thiazolidinedione
  • 5-[4-[2-(5-ETHYLPYRIDIN-2-YL)ETHOXY]BENZYLIDENE]THIAZOLIDINE-2,4-DIONE
  • 5-{4-[2-(5-Ethyl-2-pyridinyl)ethoxyl]benzyldene}-2,4-thiazolidinedione
  • AKOS015895595
  • (5E)-5-[[4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl]methylidene]-1,3-thiazolidine-2,4-dione
  • 5-[4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzylidene]-thiazolidine-2,4-dione
  • 5-[4-[2-(5-ethyl-2-pyridinyl)ethoxyl]benzyldene]-2,4-thiazolidinedione
  • 5-[(e)-[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methylene]-2,4-thiazolidinedione
  • 5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione
  • J-516614
  • SCHEMBL1162295
  • 2,4-Thiazolidinedione,5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-, didehydro deriv.
  • (E)-5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione
  • 627502-58-3
  • 5-{4-[2-(5-Ethyl-pyridin-2-yl)-ethoxy]-benzylidene}-thiazolidine-2,4-dione
  • MFCD06411145
  • 2,4-thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-, didehydro
  • YNTUJOCADSTMCL-GZTJUZNOSA-N
  • 2,4-Thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methylene]-
  • 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methylene]-2,4-thiazolidinedione
  • 5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]-methylene]-2,4-thiazolidinedione
  • 5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]-methylene]-2,4-thiazolidinedione(Pioglitazone Impurity)

MDL Number

MFCD06411145

FAQ

What are the physical and chemical properties of 5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione (CAS: 144809-28-9)?

5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione (CAS: 144809-28-9) exists as a crystalline solid with a molecular weight of approximately 429.4 g/mol. It has a high melting point and is moderately soluble in organic solvents like DMSO and acetonitrile. This compound is reactive towards nucleophiles and can undergo substitution reactions. It shows weak acidity in aqueous solutions.

How is 5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione (CAS: 144809-28-9) typically synthesized?

5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione (CAS: 144809-28-9) can be synthesized via a multi-step process involving the condensation of 2-ethylpyridine with an ethoxybenzaldehyde followed by the formation of the thiazolidine-2,4-dione moiety. Common solvents include DMF and acetonitrile, with the use of a phase transfer catalyst to enhance reactivity. The overall yield is around 70-80%, with good selectivity towards the desired product.

What industries use 5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione (CAS: 144809-28-9)?

5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione (CAS: 144809-28-9) is primarily used in the pharmaceutical industry for its potential as a pharmacological agent. It may also have applications in polymer synthesis, particularly in the development of smart materials and sensors due to its functional groups. Additionally, it could be used in the semiconductor industry for specific modification purposes.

What precautions should be taken when handling 5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione (CAS: 144809-28-9)?

Proper handling of 5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione (CAS: 144809-28-9) requires the use of personal protective equipment (PPE) such as gloves, goggles, and lab coats. It should be stored in a well-ventilated area and kept away from heat sources. In case of a spill, immediately clean up using appropriate absorbent materials and ensure proper disposal according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.

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