10205-71-7

Basic information

• Product Name: Benzenamine, 4-(6-methoxy-2-benzothiazolyl)-N,N-dimethyl-
• Synonyms: 6-Methoxy-2-(4-dimethylaminophenyl)benzothiazole;Benzothiazole, 2-[p-(dimethylamino)phenyl]-6-methoxy- (7CI,8CI)
• CAS NO: 10205-71-7
• Molecular Formula: C₁₆H₁₆N₂OS
• Molecular Weight: 284.382
• Mol File: 10205-71-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 182 °C
• Boiling Point: 447.873 °C at 760 mmHg
• Flash Point: 224.666 °C
• Density: 1.218 g/cm³
• CAS DataBase Reference: Benzenamine, 4-(6-methoxy-2-benzothiazolyl)-N,N-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-(6-methoxy-2-benzothiazolyl)-N,N-dimethyl-(10205-71-7)
• EPA Substance Registry System: Benzenamine, 4-(6-methoxy-2-benzothiazolyl)-N,N-dimethyl-(10205-71-7)

Safety Data

• Hazardous Substances Data: 10205-71-7(Hazardous Substances Data)

Usage

General Description

Benzenamine, 4-(6-methoxy-2-benzothiazolyl)-N,N-dimethyl- is a chemical compound with the molecular formula C17H18N2OS. It is also known as Methylene Blue, a synthetic dye and medication used to treat methemoglobinemia and cyanide poisoning, as well as to stain biological tissues. In addition to its medical uses, it has been studied for its potential neuroprotective and antidepressant effects. It is a blue-green crystalline powder with a variety of industrial and research applications. However, it is also considered to be toxic and should be handled with caution.

Upstream product

• 82020-41-5 4-dimethylamino-N-(4'-methoxyphenyl)-benzenecarbothiamide 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 6274-29-9 2-amino-5-methoxy-thiophenol 
• 1747-60-0 6-methoxybenzothiazol-2-ylamine 
• 4755-50-4 4-(dimethylamino)benzoyl chloride 
• 458-52-6 2-fluoro-4-(methoxy)aniline 
• 1217902-84-5 C₁₆H₁₈N₂OS 
• 43036-17-5 2-(4-aminophenyl)-6-methoxybenzothiazole 
• 74-88-4 methyl iodide 
• 55198-79-3 4-(dimethylamino)-N-(4-methoxyphenyl)benzamide 
• 2942-13-4 6-methoxy-1,3-benzothiazole 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 64-19-7 acetic acid 
• 100-10-7 4-dimethylamino-benzaldehyde 

Relevant articles and documents

Metal-chelating benzothiazole multifunctional compounds for the modulation and 64Cu PET imaging of Aβ aggregation

While Alzheimer's Disease (AD) is the most common neurodegenerative disease, there is still a dearth of efficient therapeutic and diagnostic agents for this disorder. Reported herein are a series of new multifunctional compounds (MFCs) with appreciable affinity for amyloid aggregates that can be potentially used for both the modulation of Aβ aggregation and its toxicity, as well as positron emission tomography (PET) imaging of Aβ aggregates. Firstly, among the six compounds tested HYR-16 is shown to be capable to reroute the toxic Cu-mediated Aβ oligomerization into the formation of less toxic amyloid fibrils. In addition, HYR-16 can also alleviate the formation of reactive oxygen species (ROS) caused by Cu2+ ions through Fenton-like reactions. Secondly, these MFCs can be easily converted to PET imaging agents by pre-chelation with the 64Cu radioisotope, and the Cu complexes of HYR-4 and HYR-17 exhibit good fluorescent staining and radiolabeling of amyloid plaques both in vitro and ex vivo. Importantly, the 64Cu-labeled HYR-17 is shown to have a significant brain uptake of up to 0.99 ± 0.04 percentID per g. Overall, by evaluating the various properties of these MFCs valuable structure-activity relationships were obtained that should aid the design of improved therapeutic and diagnostic agents for AD. This journal is

Dess-martin periodinane mediated intramolecular cyclization of phenolic azomethines: A solution-phase strategy toward benzoxazoles and benzothiazoles

Dess-Martin periodinane (DMP), a highly versatile hypervalent iodine(V) reagent, was found to efficiently mediate the intramolecular cyclization of phenolic azomethines/Schiff bases at ambient temperature leading to the rapid and expeditious synthesis of substituted benzoxazoles and benzothiazoles. Furthermore, a solution-phase strategy has been developed by treating the reaction mixtures sequentially with Amberlyst A-26 thiosulfate resin and diisopropylaminomethyl resin (PS-DIEA), which remove excess reagent and byproducts, to give pure products. Georg Thieme Verlag Stuttgart - New York.

Synthesis of 2-arylbenzothiazoles by DDQ-promoted cyclization of thioformanilides; a solution-phase strategy for library synthesis

Several substituted benzothiazoles were synthesized by the intramolecular cyclization of thioformanilides using 2,6-dichloro-3,5-dicyano-1,4-benzoquinone (DDQ) in dichloromethane at ambient temperature in high yields. The resulting 2-arylbenzothiazoles we