13382-43-9

Usage

Uses

5-Amino-2-methylbenzothiazole is used as pharmaceutical intermediates.

InChI:InChI=1/C8H8N2S/c1-5-10-7-4-6(9)2-3-8(7)11-5/h2-4H,9H2,1H3

Upstream product

• 68867-15-2 N-(2-methyl-1,3-benzothiazol-5-yl)acetamide 
• 2941-66-4 2-methyl-5-nitrobenzothiazole 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 90221-50-4 N-(2-bromo-5-nitrophenyl)acetamide 
• 21715-13-9 2,4-diaminobenzenethiol 
• 1006-99-1 2-methyl-5-chloro-benzothiazole 
• 10403-47-1 2-bromo 5-nitroaniline 

Downstream Products

• 109806-37-3 2-methyl-5-(4t-phenyl-buta-1,3-dien-t-yl)-benzothiazole 
• 68867-15-2 N-(2-methyl-1,3-benzothiazol-5-yl)acetamide 
• 38463-33-1 2-Methylthiazolochinolin 
• 99069-39-3 dimethyl-(2-methyl-benzothiazol-5-yl)-amine 
• 20905-20-8 2-methyl-5-phenylazo-benzothiazole 
• 399-75-7 5-fluoro-2-methyl-1,3-benzothiazole 
• 56813-35-5 5-isothiocyanato-2-methyl-benzothiazole 
• 38875-12-6 2-methyl-4-thiocyanato-benzothiazol-5-ylamine 
• 5321-76-6 2-Methylthiazolo(5,4-g)benzo-1,2,3-thiadiazole 
• 5264-74-4 2,7-Dimethyl-benzo<1,2-d:3,4-d'>bis-thiazol 
• 36636-27-8 3-(2-methyl-benzothiazol-5-yl)-1-phenyl-triaz-2-enol 
• 92060-63-4 2-methyl-5-(4-nitro-phenyl)-benzothiazole 
• 90223-51-1 5-hydrazino-2-methyl-1,3-benzothiazole 
• 23085-29-2 5-azido-2-methyl-1,3-benzothiazole 

Relevant academic research and scientific papers

COMPOUNDS FOR TREATMENT OF TRYPANOSOMES AND NEUROLOGICAL PATHOGENS AND USES THEREOF

The present invention relates to novel compounds that cross the blood-brain barrier and are effective inhibitors of neurological pathogens such as trypanosomes. The invention further relates to the use of these compounds for treating disorders related to trypanosomes and neurological pathogens.

Urea Derivatives of 2-Aryl-benzothiazol-5-amines: A New Class of Potential Drugs for Human African Trypanosomiasis

A previous publication from this lab (Patrick, et al. Bioorg. Med. Chem. 2016, 24, 2451-2465) explored the antitrypanosomal activities of novel derivatives of 2-(2-benzamido)ethyl-4-phenylthiazole (1), which had been identified as a hit against Trypanosoma brucei, the causative agent of human African trypanosomiasis. While a number of these compounds, particularly the urea analogues, were quite potent, these molecules as a whole exhibited poor metabolic stability. The present work describes the synthesis of 65 new analogues arising from medicinal chemistry optimization at different sites on the molecule. The most promising compounds were the urea derivatives of 2-aryl-benzothiazol-5-amines. One such analogue, (S)-2-(3,4-difluorophenyl)-5-(3-fluoro-N-pyrrolidylamido)benzothiazole (57) was chosen for in vivo efficacy studies based upon in vitro activity, metabolic stability, and brain penetration. This compound attained 5/5 cures in murine models of both early and late stage human African trypanosomiasis, representing a new lead for the development of drugs to combat this neglected disease.

Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia to Produce Primary Arylamines using Pd-NHC Complexes

Herein we report the first example of (hetero)arylation of ammonia using a monoligated palladium-NHC complex. The new, rationally designed, precatalyst (DiMeIHeptCl)Pd(allyl)Cl featuring highly branched alkyl chains has been shown to be effective in selective aminations across a range of challenging substrates, including nitrogen-containing heterocycles and those featuring base-sensitive functionality. The less bulky Pd-PEPPSI-IPentCl precatalyst performs well for ortho-substituted aryl halides, giving monoarylated products in high yield with good selectivity.

Synthesis and Photophysical, Electrochemical and Theoretical Study of Thiazole-Annelated Phthalocyanines

Phthalocyanines with annelated thiazole rings were synthesised by cyclotetramerisation of benzothiazoledicarbonitriles. Three types of these dicarbonitriles with ortho-configuration were prepared from disubstituted anilines and their cyclisation led to al

Nickel-catalyzed monoarylation of ammonia

Structurally diverse (hetero)aryl chloride, bromide, and tosylate electrophiles were employed in the Ni-catalyzed monoarylation of ammonia, including chemoselective transformations. The employed JosiPhos/[Ni(cod)2] catalyst system enables the use of commercially available stock solutions of ammonia, or the use of ammonia gas in these reactions, thereby demonstrating the versatility and potential scalability of the reported protocol. Proof-of-principle experiments established that air-stable [(JosiPhos)NiCl2] precatalysts can be employed successfully in such transformations. Lighten Up: The substrate scope of the title reaction includes (hetero)aryl chloride, bromide, and tosylate electrophiles. The versatility and potential scalability of the reported method is demonstrated by the use of either commercially available stock solutions of ammonia or ammonia gas.

Mild and highly selective palladium-catalyzed monoarylation of ammonia enabled by the use of bulky biarylphosphine ligands and palladacycle precatalysts

A method for the Pd-catalyzed arylation of ammonia with a wide range of aryl and heteroaryl halides, including challenging five-membered heterocyclic substrates, is described. Excellent selectivity for monoarylation of ammonia to primary arylamines was achieved under mild conditions or at rt by the use of bulky biarylphosphine ligands (L6, L7, and L4) as well as their corresponding aminobiphenyl palladacycle precatalysts (3a, 3b, and 3c). As this process requires neither the use of a glovebox nor high pressures of ammonia, it should be widely applicable.

SUBSTITUTED ARYLSULFONYLAMINOMETHYLPHOSPHONIC ACID DERIVATIVES, THEIR PREPARATION AND THEIR USE IN THE TREATMENT OF TYPE I AND II DIABETES MELLITUS

The present invention relates to substituted arylsulphonylaminomethylphosphonic acid derivatives of general formula (I) wherein R, X, Y and Z are defined as in claim 1, the tautomers, enantiomers, diastereomers, mixtures thereof and salts thereof which ha

INHIBITORS OF CDC2-LIKE KINASES (CLKS) AND METHODS OF USE THEREOF

Provided herein are compounds which are CDC2-Like Kinase (CLK) inhibiting compounds and methods of use thereof. The CLK-inhibiting compounds may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and d

NOVEL PIPERAZINES, PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE THEREOF

Disclosed are novel piperazine derivatives that act as agonists of the α7 nAChR. Also disclosed are phannaceutical compositions, methods of treating inflammatory conditions, methods of treating CNS disorders, methods for inhibiting cytokine release from mammalian cells and methods for the preparation of the novel compounds.

Benzazole compounds and their use

The present invention discloses a method for repelling insects, mites and ticks from warm-blooded animals with a benzazole compound.