17823-27-7

Basic information

• Product Name: 2-PHENYLAMINO-THIAZOL-4-ONE
• Synonyms: 2-Thiazolin-4-one,2-anilino- (8CI); 4-Thiazolidinone, 2-(phenylimino)- (6CI,7CI);2-(Phenylimino)-4-thiazolidinone; 2-Anilino-2-thiazolin-4-one;2-Anilinothiazolin-4-one; 2-Phenylpseudothiohydantoin
• CAS NO: 17823-27-7
• Molecular Formula: C₉H₈N₂OS
• Molecular Weight: 0
• Mol File: 17823-27-7.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 313.3°Cat760mmHg
• Flash Point: 143.3°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 0.000307mmHg at 25°C
• Refractive Index: 1.682
• CAS DataBase Reference: 2-PHENYLAMINO-THIAZOL-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYLAMINO-THIAZOL-4-ONE(17823-27-7)
• EPA Substance Registry System: 2-PHENYLAMINO-THIAZOL-4-ONE(17823-27-7)

Safety Data

• Hazardous Substances Data: 17823-27-7(Hazardous Substances Data)

Usage

General Description

2-PHENYLAMINO-THIAZOL-4-ONE, also known as PAT-4, is a chemical compound that belongs to the thiazole class of organic compounds. It is a heterocyclic compound containing a thiazole ring with a phenylamino group attached at the 2-position. This chemical has potential application as a pharmaceutical drug or intermediate for the synthesis of other compounds. It has also been studied for its potential use as a corrosion inhibitor and as a building block for the synthesis of other organic compounds. PAT-4 is an important compound in organic chemistry and has a wide range of potential applications in the pharmaceutical, industrial, and academic fields.

InChI:InChI=1/C9H8N2OS/c12-8-6-13-9(11-8)10-7-4-2-1-3-5-7/h1-5H,6H2,(H,10,11,12)

Upstream product

• 141-84-4 2-thioxo-4-thiazolidinone 
• 62-53-3 aniline 
• 1132-44-1 1-acetyl-3-phenylthiourea 
• 68-11-1 mercaptoacetic acid 
• 622-34-4 1-phenylcyanamide 
• 79-11-8 chloroacetic acid 
• 103-85-5 monophenylthiourea 
• 79-04-9 chloroacetyl chloride 
• 79-07-2 Chloroacetamide 
• 61642-86-2 S-phenyl thiocarbamate 
• 105-36-2 ethyl bromoacetate 
• 87942-17-4 methyl (phenylhydrazonomethylthio)acetate 
• 102-15-8 4-amino-5-phenyl-3-thia-5-aza-4-pentenoic acid 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 107524-04-9 (5Z)-5-(1,3-benzodioxol-5-ylmethylidene)-2-phenylamino-1,3-thiazol-4(5H)-one 
• 100881-05-8 4-(2-anilino-4-oxo-4,5-dihydro-thiazol-5-yl)-benzenesulfonic acid 
• 109963-64-6 [4-(2-anilino-4-oxo-4,5-dihydro-thiazol-5-yl)-phenyl]-arsonic acid 
• 109649-34-5 2-anilino-5-[(1,3-dimethyl-1,3-dihydro-benzimidazol-2-yliden)-ethylidene]-thiazol-4-one 
• 92796-71-9 2-anilino-5-(2-chloro-benzylidene)-thiazol-4-one 
• 34761-21-2 2-anilino-5-(3-nitro-benzylidene)-thiazolidin-4-one 
• 38771-64-1 2-anilino-5-benzylidene-thiazol-4-one 
• 94205-70-6 2-anilino-5-(4-hydroxy-benzylidene)-thiazol-4-one 
• 94205-71-7 2-anilino-5-salicylidene-thiazol-4-one 
• 2295-31-0 thiazoline-2,4-dione 
• 1010-53-3 3-phenyl-2,4-thiazolidinedione 
• 94205-70-6 5-(4-hydroxybenzyliden)-2-(phenylimino)thiazolidin-4-one 
• 49545-38-2 2-anilino-5-(4-methoxy-benzylidene)-thiazol-4-one 
• 94205-71-7 5-(2-hydroxybenzylidene)-2-(phenylimino)thiazolidin-4-one 

Relevant articles and documents

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Synthesis and exploration of configurational dynamics in equilibrating E/Z 2-aryliminothiazolidin-4-ones using NMR and estimation of thermodynamic parameters

In the present study, 2-aryliminothiazolidin-4-ones (3 and 5) were utilized as dynamic chemical systems, whose different states are modulated in a reversible fashion through specific chemical stimuli. The in-depth NMR investigation revealed that the magnitude of rotational energy barrier (ΔG?) is affected markedly by (1) the solvent polarity; (2) the electronic nature of the ring system present on the exocyclic CQN bond and (3) the temperature of the system. The derivatives of 5-(3-arylallylidene)-2-(arylimino)thiazolidin-4-one exist in two isomeric forms at room temperature in DMSO-d6: (2E,5Z,7E) ? (2Z,5Z,7E). The stereodynamics of the synthesized derivatives (5a-5t) has been investigated using variable temperature dynamic 1H-NMR (VT DNMR). The ΔG? values (≈15 kcal mol?1) estimated for the dynamic process depict a significant barrier between two forms in solution at ambient temperature. To go a step further, line shape analysis was also performed to get a clear understanding of the equilibration mechanism.

Design and microwave synthesis of new (5z) 5-arylidene-2-thioxo-1,3-thiazolinidin-4-one and (5z) 2-amino-5-arylidene-1,3-thiazol-4(5h)-one as new inhibitors of protein kinase dyrk1a

Here, we report on the synthesis of libraries of new 5-arylidene-2-thioxo-1,3-thiazolidin-4-ones 3 (twenty-two compounds) and new 2-amino-5-arylidene-1,3-thiazol-4(5H)-ones 5 (twenty-four compounds) with stereo controlled Z-geometry under microwave irradi