74598-03-1

Upstream product

• 14345-97-2 2-chloro-3-methylthiophene 
• 124-38-9 carbon dioxide 
• 14282-78-1 4-methylthiophene-2-carboxylic acid 
• 14282-79-2 ethyl 4-methylthiophene-2-carboxylate 
• 74598-04-2 5-chloro-4-methyl-2-thiophenecarboxylic acid ethyl ester 

Downstream Products

• 91505-29-2 5-Chloro-4-methyl-thiophene-2-carbonyl chloride 
• 74598-11-1 ethyl thieno<3,2-d>isothiazole-5-carboxylate 
• 74598-06-4 ethyl 5-chloro-4-formylthiophen-2-carboxylate 
• 74598-04-2 5-chloro-4-methyl-2-thiophenecarboxylic acid ethyl ester 

Relevant academic research and scientific papers

Phosphorylamides, their preparation and use

A phosphorylamide derivative represented by the general formula (I): STR1 wherein R represents an amino group that may be substituted, or a salt thereof, possesses potent antibacterial activity against Helicobacter bacterium, especially Helicobacter pylori, and is useful for prevention or treatment of digestive diseases caused by Helicobacter bacterium, solely or in combination with an antacid or an acid secretion inhibitor.

Derivatives of thiophene-2-carboxylic acid and their pharmaceutically acceptable acid or base addition salts and use in treatment of conditions caused by thromboxane A2

The disclosure is directed to new derivatives of thiophene-2-carboxylic acid and the pharmaceutically acceptable acid or base addition salts thereof as well as to the process for the preparation thereof. The compounds of the invention have the structural formula STR1 in which R in position 3 or 4 of the thiophene nucleus is hydrogen, methyl, chlorine or bromine and R1 is hydrogen or C1 -C4 -alkyl. The compounds have a remarkably strong inhibitory effect on the thromboxane synthetase and are useful for the treatment of conditions such as inflammation, hypertension, thrombus, apoplexy, asthma, angina pectoris, ischemic heart diseases, ischemic conditions, migraine and vascular complications in connection with diabetes.

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).