(Z)-5-(4-Hydroxybenzylidene)thiazolidine-2,4-dione

Base Information

• Chemical Name: (Z)-5-(4-Hydroxybenzylidene)thiazolidine-2,4-dione
• CAS No.: 103788-60-9
• Molecular Formula: C10H7 N O3 S
• Molecular Weight: 221.236
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID201220453
• Mol file: 103788-60-9.mol

Synonyms:103788-60-9;5-(4-hydroxybenzylidene)thiazolidine-2,4-dione;(Z)-5-(4-Hydroxybenzylidene)thiazolidine-2,4-dione;MFCD00640639;CBMicro_020528;5-[(4-hydroxyphenyl)methylene]-2,4-Thiazolidinedione;DTXSID201220453;HMS3380A10;AKOS030240083;SY129798;FT-0681974;W15187;5-(4-hydroxybenzylidene)-2,4-thiazolidinedione;5-(4-Hydroxybenzylidene)-thiazolidine-2,4-dione

Chemical Property of (Z)-5-(4-Hydroxybenzylidene)thiazolidine-2,4-dione

Chemical Property:

• PSA: 91.70000
• LogP: 2.04490
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 221.01466426
• Heavy Atom Count: 15
• Complexity: 319

Purity/Quality:

97% ^*data from raw suppliers

(5E)-5-(4-Hydroxybenzylidene)-1,3-thiazolidine-2,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C2C(=O)NC(=O)S2)O
• Uses: 5-[(4-Hydroxyphenyl)methylene]-2,4-thiazolidinedione is a 5-Benzylidene-2,4-thiazolidenedione derivative designed as inhibitors of angiogenesis targeting VEGFR-2. Also, it is an intermediate used in the synthesis of MSDC 0602 (M755420), which is an analogue of?thiazolidinediones, exhibits low affinity for binding and activation of peroxisome proliferator-activated receptor γ (PPARγ). Thiazolidinediones are effective insulin-sensitizing drugs for treating various metabolic and inflammatory diseases.

Technology Process of (Z)-5-(4-Hydroxybenzylidene)thiazolidine-2,4-dione

There total 8 articles about (Z)-5-(4-Hydroxybenzylidene)thiazolidine-2,4-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.37%

thiazoline-2,4-dione (2295-31-0) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 5-[(4-hydroxyphenyl)methylene]-2,4-thiazolidinedione (103788-60-9,154052-92-3)

Guidance literature:

piperidine; benzoic acid; In toluene; at 20 ℃; Reflux;

Reference yield: 95.5%

thiazoline-2,4-dione (2295-31-0) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (Z)-5-(4-hydroxyphenylmethylene)-2,4-thiazolidinedione (103788-60-9,154052-92-3)

Guidance literature:

With piperidine; acetic acid; In toluene; at 80 ℃; Dean-Stark;

Reference yield: 94.0%

→ 5-[(4-hydroxyphenyl)methylene]-2,4-thiazolidinedione (103788-60-9,154052-92-3)

Guidance literature:

upstream raw materials:

thiazoline-2,4-dione

4-hydroxy-benzaldehyde

piperidine

4-methoxy-benzaldehyde

Downstream raw materials:

C₁₈H₁₃NO₅S

5-{4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzylidene}-2,4-thiazolidinedione

C₁₂H₁₀N₂O₄S

(Z)-5-(4-hydroxybenzylidene)-3-(1-methylcyclohexylmethyl)thiazolidine-2,4-dione