7267-38-1

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI) is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic effects. 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI)'s presence in drug molecules can contribute to improved pharmacokinetic and pharmacodynamic properties, enhancing drug efficacy and safety.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,9CI) serves as a building block for the creation of novel agrochemicals. Its incorporation into these compounds can lead to the development of more effective and environmentally friendly pesticides, herbicides, and other agricultural chemicals. 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI)'s potential to enhance the activity and selectivity of agrochemicals is currently under investigation.
Used in Biological Research:
2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI) is also being explored for its potential biological activity. Researchers are investigating its interactions with various biological targets, such as enzymes, receptors, and other proteins, to understand its potential pharmacological effects. 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI) may have applications in the development of new drugs for the treatment of various diseases, including cancer, inflammation, and infectious diseases.
Used in Industrial Applications:
Beyond its potential use in pharmaceuticals and agrochemicals, 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI) may also find applications in other industrial sectors. Its unique chemical properties could be harnessed for the development of new materials, dyes, or other specialty chemicals. Ongoing research is aimed at identifying and optimizing these potential industrial applications.

Upstream product

• 7267-35-8 5-methoxybenzo[d]thiazole-2-carbonitrile 
• 7267-33-6 5-methoxy-benzothiazole-2-carboxylic acid amide 
• 591-27-5 m-Hydroxyaniline 

Relevant academic research and scientific papers

Synthesis of fused 1,2,4-dithiazines and 1,2,3,5-trithiazepines

Reacting ( Z)-N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-1H-pyrazol-5-amines 5 with Et2NH and then with concd H2SO4 gives 5H-pyrazolo[3,4-e ][1,2,4]dithiazine-3-carbonitriles 7 in good yields (74-85%) and 6H-pyrazolo-[3,4-f][1,2,3,5]trithiazepine-4-carbonitriles 9 as minor products (0-6%). Furthermore, the 1,3-dimethylpyrazole analogue 5a was transformed into the dithiazine 7a in two discrete steps, allowing the isolation of a disulfide intermediate (Z)-2-[(diethylamino)disulfan-yl]-2-[(1H-pyrazol-5-yl)imino]-acetonitrile (8a). The one-pot, two-step reaction also worked with electron-rich hydroxy- and methoxy-substituted anilines. Thermolysis of the pyrazolo[3,4-e][1,2,4]dithiazines 7 gave the ring-contracted 1H-pyrazolo[3,4-d]thiazole-5-carbonitriles 6 (94-100%). With active sulfur, 1,3-dimethyl-5H-pyrazolo[3,4-e ][1,2,4]dithiazine-3-carbonitrile (7a) gave 1,3-dimethyl-6Hpyrazolo[3,4-f][1,2,3,5]trithiazepine-4-carbonitrile (9a), but on prolonged reaction times, it gave 5,7-dimethyl-5H-[1,2,3]-dithiazolo[4,5-b]pyrazolo[3,4-e][1,4]thiazine (13). Finally, in the absence of acid, heating a solution of (Z)-2-[(diethylamino)-disulfanyl]-2-[(1,3-dimethyl-1H-pyrazol-5-yl)imino]acetonitrile (8a) gave 4,6,10,12-tetramethyl-6H-pyrazolo[3,4-f]pyrazolo-[3′,4′:4,5]pyrimido[6,1-d][1,2,3,5]trithiazepine-8,12 b(10H)-dicarbonitrile (19) (67%). (Chemical Equation Presented).

Novel heterocyclic analogues of firefly luciferin

Five novel firefly luciferin analogues in which the benzothiazole ring system of the natural substrate was replaced with benzimidazole, benzofuran, benzothiophene, benzoxazole, and indole were synthesized. The fluorescence, bioluminescence, and kinetic pr