37479-76-8

Upstream product

• 2158-82-9 4-hydroxy-2-methyl-thiophene-3-carboxylic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 
• 626-34-6 ethyl aminocrotonate 
• 78120-39-5 (E)-ethyl 3-amino-2-(2-chloroacetyl)but-2-enoate 

Downstream Products

• 1420830-33-6 4-chloro-2-methylthiophene-3-carboxylic acid 
• 1420830-21-2 C₆H₄Cl₂OS 
• 1420626-73-8 C₁₅H₁₃ClN₂OS 

Relevant academic research and scientific papers

HETEROCYCLIC COMPOUNDS AND USES THEREOF

Compounds and pharmaceutical compositions of formulae (I), (XI) and (XII) as PI3 kinase modulators and their use in the treatment of diseases such as cancer.

HETEROCYCLIC COMPOUNDS AND USES THEREOF

Compounds and pharmaceutical compositions that modulate kinase activity, including PI3 kinase activity, and compounds, pharmaceutical compositions, and methods of treatment of diseases and conditions associated with kinase activity, including PI3 kinase activity, are described herein.

Condensed Isothiazoles. Part 5. Thienoisothiazoles and Thienoisothiazoles

2,3-Disubstituted thiophens containing a sulphur function (SH, SMe, or SCN) and a carbonyl group (CHO or Ac) have been prepared and converted into thienoisothiasoles.Methods used to prepare 1,2-benzisothiazoles are often inapplicable in the thiophen series.For example, an (E)-methyl (2-methylthio-3-thienyl) O-p-nitrobenzoylketoxime (6) in hot diethylene glycol or acetic acid gave the corresponding 3-acetamido-2-methylthiothiophen (15); in concentrated sulphuric acid at - 5 deg C, it gave the Beckmann rearranged product (15) and a thienothiazole (19).Similarly, (E)-methyl (3-methylthio-2-thienyl) O-p-nitrobenzoyl ketoxime (42) gave 2-methylthienothiazole with concentrated sulphuric acid, but with acetic acid it gave the thienoisothiazole (43) and 2-acetamido-3-methylthiothiophen.Heating the (E)-2-mercaptothiophen-3-carbaldoxime (27) in an inert solvent gave the corresponding thienoisothiazole (14); the (E)-3-mercaptothiophen-2-carbaldoxime (47) cyclised in hot AcOH-Ac2O, to give the thienoisothiazole (44).Thienoisothiazoles were also prepared by treating a methyl (2-mercapto-3-thienyl) ketone (21) with chloramine and by heating a 2-iminothieno-3,1,4-oxathiazepine (29) in an inert solvent.The products obtained by selective S-alkylation of 3,5-bis(sodiomercapto)isothiazole-4-carbonitrile with ethyl bromoacetate and iodomethane were cyclised, to give 4-aminothienoisothiazole derivatives (34) and (36).