591755-19-0

Basic information

• Product Name: Thiazolo[5,4-f]quinazoline-2-carbonitrile, 8,9-dihydro-9-oxo-8-(phenylmethyl)-
• CAS NO: 591755-19-0
• Molecular Formula: C17H10N4OS
• Molecular Weight: 318.359
• Mol File: 591755-19-0.mol

Chemical Properties

• CAS DataBase Reference: Thiazolo[5,4-f]quinazoline-2-carbonitrile, 8,9-dihydro-9-oxo-8-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiazolo[5,4-f]quinazoline-2-carbonitrile, 8,9-dihydro-9-oxo-8-(phenylmethyl)-(591755-19-0)
• EPA Substance Registry System: Thiazolo[5,4-f]quinazoline-2-carbonitrile, 8,9-dihydro-9-oxo-8-(phenylmethyl)-(591755-19-0)

Safety Data

• Hazardous Substances Data: 591755-19-0(Hazardous Substances Data)

Upstream product

• 6943-17-5 6-nitroquinazolone 
• 591755-22-5 3-benzyl-5-bromo-6-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)quinazolin-4(3H)-one 
• 100-46-9 benzylamine 
• 1427534-33-5 (E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate 
• 616-79-5 2-amino-5-nitro-benzoic acid 
• 873850-13-6 6-amino-3-benzyl-5-bromoquinazolin-4(3H)-one 
• 591755-12-3 3-benzyl-6-nitroquinazolin-4-one 
• 591755-14-5 6-amino-3-benzyl-quinazolin-4(3H)-one 
• 100-44-7 benzyl chloride 

Relevant articles and documents

Late-Stage C-H Arylation of Thiazolo[5,4- f ]quinazolin-9(8 H)-one Backbone: Synthesis of an Array of Potential Kinase Inhibitors

Driven by the need of structural modification to establish structure-activity relationships, the regioselective C-H bond activation of thiazolo[5,4- f ]quinazolin-9(8 H)-one backbone has been developed to furnish the corresponding C2-arylated valuable scaffold. This strategy provides a synthetically streamlined and useful route for late-stage diversification of this attractive skeleton, required in drug discovery. A more eco-friendly synthesis of thiazolo[5,4- f ]quinazolin-9(8 H)-ones is also described giving access to these aforementioned compounds in a facile manner.

Pd-catalyzed and copper assisted regioselective sequential C2 and C7 arylation of thiazolo[5,4-f]quinazolin-9(8H)-one with aryl halides

A selective functionalization of thiazolo[5,4-f]quinazolin-9(8H)-one has been developed through sequential activation of C-H bonds to furnish diarylated compounds. This strategy allows the regioselective C2 and C7 arylation by a judicious choice of coupling partners and bases, requiring no additional ligands or directing groups. Differently substituted N8-benzylated-2,7-diaryl-thiazoloquinazolin-9(8H)-ones were thereby obtained in a facile manner. A one-pot procedure was also performed. These protocols provide a synthetically useful route for late-stage functionalization of this highly valuable scaffold, required in drug discovery.

Novel synthesis of angular thiazolo[5,4-f] and [4,5-h]quinazolines, preparation of their linear thiazolo[4,5-g] and [5,4-g]quinazoline analogs

Synthesis of 9-oxo-8,9-dihydrothiazolo[5,4-f]quinazoline-2-carbonitrile (1) or 6-oxo-6,7-dihydrothiazolo[4,5-h]quinazoline-2-carbonitrile (2) was reinvestigated with the ambition of varying the position of the thiazole ring linked to the quinazolin-4-one

Thiazolo[5,4-f]quinazolin-9-ones, inhibitors of glycogen synthase kinase-3

In an effort to identify new protein kinase inhibitors with increased potency and selectivity, we have developed the microwave-assisted synthesis of thiazolo[5,4-f]quinazolin-9-ones. The effects of eighteen derivatives on CDK1/cyclin B, CDK5/p25, and GSK-

Efficient synthesis of thiazoloquinazolinone derivatives

An original route to the rare 8H-thiazolo[5,4-f]quinazolin-9-one 1 and the novel 7H-thiazolo[4,5-h]quinazolin-6-one 2 is described. Access to the regioisomers was realized by fusion of a thiazole and a quinazoline ring via Appel's salt chemistry. Thermal