77528-64-4

Usage

InChI:InChI=1/C11H15NO2S/c1-3-14-11(13)8-4-5-10-9(6-8)12-7(2)15-10/h8H,3-6H2,1-2H3

Upstream product

• 62-55-5 thioacetamide 
• 95203-29-5 bromo-4 oxo-3 cyclohexane-carboxylate d'ethyle 
• 95211-48-6 5-(3-ethoxycarbonyl-propyl)-2-methyl-thiazole-4-carboxylic acid ethyl ester 
• 70590-46-4 bromo-3 oxo-2 pimelate d'ethyle 
• 94160-25-5 hydroxy-3 cyclohexane carboxylate d'ethyle 
• 7781-98-8 ethyl-3-hydroxybenzoate 
• 33668-25-6 ethyl 3-oxocyclohexanecarboxylate 
• 42212-75-9 diethyl 2-oxopimelate 

Downstream Products

• 77528-67-7 methyl-2 N methylamino methyl-5 tetrahydro-4,5,6,7 benzothiazole 
• 77528-66-6 methyl-2 tosyloxymethyl-5 tetrahydro-4,5,6,7 benzothiazole 
• 77528-65-5 methyl-2 N hydroxymethyl-5 tetrahydro-4,5,6,7 benzothiazole 

Relevant academic research and scientific papers

Synthesis of aminoderivatives of 4,5,6,7-tetrahydro-benzothiazole. I. 4,5,6- and 7-amino and N-methyl amino derivatives with central dopaminergic activity

4-Oxo and 6-oxo-4,5,6,7-tetrahydro-benzothiazoles were prepared from diester derivatives of thiazole through Dieckmann cyclisation. The 7-oxo compound was synthesized by formation of a thiazole ring on 2-bromo-1,3-cyclohexanedione. The ketones were tranformed into amines and N-methylamines by reductive amination. The 5-amino derivatives were obtained by Hofmann reaction of the corresponding amides. The amines and N-methylamines in the 6-position have central dopaminergic properties. Their isomers in the 4, 5 or 7 positions are inactive.

Synthesis of aminoiderivatives of 4,5,6,7-tetrahydro-benzothiazole. II. 4, 5 and 6-aminomethyl derivatives with cardiovascular activity

The ethyl esters of 4,5,6,7-tetrahdyro-benzothiazolyl-4 carboxylic acids were synthesized from corresponding ethyl 1-oxo-2 bromo-cyclohexane-carboxylates. Their reduction to alcohols, which were then transformed into tosylates, leads to the aminomethyl derivatives. These derivatives are practically devoid of antihistaminic H2 and dopaminergic activities but have interesting cardiovascular properties.

4,5 or 6-Alkylaminoalkyl-2-alkyl-4,5,6,7-tetrahydro benzo[d]thiazoles

This invention relates to compounds of the formula (I): STR1 in which: R is selected from hydrogen and C1-6 alkyl and R' is selected from hydrogen and C1-6 alkyl; and their pharmaceutically acceptable acid addition salts. Said compounds are therapeutically useful for the treatment of circulatory insufficiencies.