38771-64-1

Basic information

• Product Name: 2-Anilino-5-benzylidenethiazol-4(5H)-one
• Synonyms: 2-Anilino-5-benzylidenethiazol-4(5H)-one
• CAS NO: 38771-64-1
• Molecular Formula: C₁₆H₁₂N₂OS
• Molecular Weight: 280.3443
• Mol File: 38771-64-1.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 444.3°Cat760mmHg
• Flash Point: 222.5°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 4.32E-08mmHg at 25°C
• Refractive Index: 1.66
• CAS DataBase Reference: 2-Anilino-5-benzylidenethiazol-4(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Anilino-5-benzylidenethiazol-4(5H)-one(38771-64-1)
• EPA Substance Registry System: 2-Anilino-5-benzylidenethiazol-4(5H)-one(38771-64-1)

Safety Data

• Hazardous Substances Data: 38771-64-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H12N2OS/c19-15-14(11-12-7-3-1-4-8-12)20-16(18-15)17-13-9-5-2-6-10-13/h1-11H,(H,17,18,19)/b14-11-

Upstream product

• 14230-00-3 2-amino-5-benzylidene-1,3-thiazol-4(5H)-one 
• 62-53-3 aniline 
• 17823-27-7 2-phenylaminothiazol-4-one 
• 100-52-7 benzaldehyde 
• 102-15-8 phenylcarbamimidoylmercapto-acetic acid 
• 78374-84-2 N-phenyl-N'-3-phenylpropenoylthiourea 
• 141-84-4 2-thioxo-4-thiazolidinone 
• 7299-58-3 phenylpropiolyl chloride 
• 17823-27-7 2-(phenylimino)thiazolidin-4-one 
• 7223-30-5 3-phenyl-propynoic acid amide 
• 103-72-0 phenyl isothiocyanate 
• 103-85-5 monophenylthiourea 
• 98-88-4 benzoyl chloride 

Downstream Products

• 3774-99-0 5-benzylidene-2,4-thiazolidinedione 
• 96468-95-0 5-benzylidene-2-[phenyl-(tetra-O-acetyl-ξ-D-glucopyranosyl)-amino]-thiazol-4-one 
• 137513-61-2 Phenyl-[3-phenyl-2,3,3a,6-tetrahydro-pyrazolo[3,4-d]thiazol-(5Z)-ylidene]-amine 
• 137513-62-3 [2,3-Diphenyl-2,3,3a,6-tetrahydro-pyrazolo[3,4-d]thiazol-(5Z)-ylidene]-phenyl-amine 
• 137513-63-4 [2-(4-Nitro-phenyl)-3-phenyl-2,3,3a,6-tetrahydro-pyrazolo[3,4-d]thiazol-(5Z)-ylidene]-phenyl-amine 
• 137513-64-5 [2-(2,4-Dinitro-phenyl)-3-phenyl-2,3,3a,6-tetrahydro-pyrazolo[3,4-d]thiazol-(5Z)-ylidene]-phenyl-amine 
• 96277-30-4 2-anilino-5-benzhydryl-2-phenyl-thiazolidin-4-one 
• 97151-58-1 2-anilino-2-benzyl-5-(1,2-diphenyl-ethyl)-thiazolidin-4-one 
• 97151-59-2 2-anilino-5-(4-methyl-benzhydryl)-2-p-tolyl-thiazolidin-4-one 
• 97828-27-8 2-anilino-2-naphthalen-1-yl-5-(naphthalen-1-yl-phenyl-methyl)-thiazolidin-4-one 
• 847021-05-0 2-(2-{4-Oxo-2-[(E)-phenylimino]-5-[1-phenyl-meth-(Z)-ylidene]-thiazolidin-3-yl}-ethoxy)-isoindole-1,3-dione 
• 847021-14-1 2-(3-{4-Oxo-2-[(E)-phenylimino]-5-[1-phenyl-meth-(Z)-ylidene]-thiazolidin-3-yl}-propoxy)-isoindole-1,3-dione 
• 847021-23-2 2-(4-{4-Oxo-2-[(E)-phenylimino]-5-[1-phenyl-meth-(Z)-ylidene]-thiazolidin-3-yl}-butoxy)-isoindole-1,3-dione 
• 847021-32-3 4-benzylidene-2-hydroxy-6-phenyliminothiazolidin[2,3-b]pyrimidine 

Relevant articles and documents

Synthesis and pharmacological screening of some novel anti-hypertensive agents possessing 5-Benzylidene-2-(phenylimino)-thiazolidin-4-one ring

In the present study, fourteen derivatives comprising of 5-benzylidene-2-(phenylimino)-thiazolidin-4-one moiety were synthesized. The structures of synthesized compounds were established by elemental analysis, IR, 1H NMR, 13C NMR and mass spectral data and tested for electrocardiographic, antiarrhythmic and antihypertensive activities. Compound 11 was found to be most potent in this series. The pharmacological results suggested that, the antiarrhythmic effects of these compounds were related to their Ca++ ion channel antagonistic properties, which are believed to be due to the presence of 5-benzilidine-2-(phenylimino)-thiazolidin-4-one moiety. The antihypertensive effect of β-blocker side chain is enhanced by the presence of less bulky aliphatic and heterocyclic tertiary amines.

NEW COMBINATION FOR USE IN THE TREATMENT OF CANCER

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Synthesis and biological evaluation of 7-N-(n-alkoxyphthalimido)-2hydroxy- 4-aryl-6-aryliminothiazolidino [2,3-b] pyrimidines and related compounds

Substituted aryl thioureas 1a-c react with chloroacetic acid in the presence of anhydrous sodium acetate to furnish 2-aryliminothiazolidin-4-ones 2a-c. Condensation of ω-bromoalkoxyphthalimides 3a-c with 2a-c give the corresponding alkoxyphthalimide derivatives of 2-aryliminothiazolidin-4-ones 4a-i. These on condensation with araldehydes 5a-c yield 3-N-(alkoxyphthalimido)- 5-arylidene-2-aryliminothiazolidin-4-ones 7a-a′. In an alternative route 5a-c react with 2a-c to give 6a-i, which could be cyclised with urea in the presence of sodium acetate to yield the corresponding thiazolidinopyrimidine 8a-i. 7a-a′ are also prepared from 6a-i with 3a-c, which give final compound 9a-a′ on cyclisation. Alternatively, 8a-i when condensed with 3a-c also furnish the compounds 9a-a′. Evaluation of antimalarial and antibacterial activity is also reported.