14779-17-0

Basic information

• Product Name: 5-Methyl-2-aminobenzothiazole
• Synonyms: 5-methyl-2-aminobenzothiazole;2-AMINO-5-METHYLBENZOTHIAZOLE;2-Benzothiazolamine,5-methyl-(9CI);5-Methyl-2-benzothiazolamine;5-methylbenzo[d]thiazol-2-amine;2-Benzothiazolamine,5-methyl-
• CAS NO: 14779-17-0
• Molecular Formula: C₈H₈N₂S
• Molecular Weight: 164.23
• Product Categories: BENZOTHIAZOLE
• Mol File: 14779-17-0.mol
• Article Data: 14

Chemical Properties

• Melting Point: 182-184 °C(Solv: benzene (71-43-2))
• Boiling Point: 322 °C at 760 mmHg
• Flash Point: 148.6 °C
• Appearance: /
• Density: 1.315 g/cm³
• Vapor Pressure: 0.000287mmHg at 25°C
• Refractive Index: 1.726
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.31±0.10(Predicted)
• CAS DataBase Reference: 5-Methyl-2-aminobenzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methyl-2-aminobenzothiazole(14779-17-0)
• EPA Substance Registry System: 5-Methyl-2-aminobenzothiazole(14779-17-0)

Safety Data

• Hazardous Substances Data: 14779-17-0(Hazardous Substances Data)

Usage

General Description

5-Methyl-2-aminobenzothiazole is a chemical compound with the molecular formula C8H8N2S. It's an organic compound, specifically an aminobenzothiazole, characterized by a benzene ring fused to a thiazole ring with an attached amino and methyl group. They are widely recognized for their pharmacological properties such as being anticancer, antimicrobial, anti-inflammatory, antiviral, and antioxidants. Additionally, the compound is potentially utilized in the manufacturing of dyes and in research. As with many substances of its type, precautionary measures should be taken when handling 5-Methyl-2-aminobenzothiazole because of its potential toxicity.

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

Upstream product

• 2942-16-7 5-methylbenzo[d]thiazole 
• 1236074-30-8 2-iodo-1-isothiocyanato-4-methylbenzene 
• 1221902-70-0 N-(2-iodo-4-methylphenyl)thiourea 
• 591-50-4 iodobenzene 
• 638-03-9 m-toluidine hydrochloride 
• 1147550-11-5 ammonium thiocyanate 
• 108-44-1 1-amino-3-methylbenzene 
• 333-20-0 potassium thioacyanate 
• 13194-69-9 2-iodo-5-methylaniline 
• 17356-08-0 thiourea 
• 17614-74-3 (4-methyl-2-nitrophenyl)isothiocyanate 
• 621-40-9 (3-methylphenyl)thiourea 
• 21303-50-4 5-methylbenzo[d]thiazole-2(3H)-thione 
• 591-24-2 3-Methylcyclohexanone 

Downstream Products

• 1819-87-0 1-(5-methyl-benzothiazol-2-yl)-3-p-tolyl-thiourea 
• 5923-83-1 1-benzyl-3-(5-methyl-benzothiazol-2-yl)-thiourea 
• 108718-00-9 1-(5-methyl-benzothiazol-2-yl)-3-phenyl-urea 
• 5923-76-2 1-(4-chloro-phenyl)-3-(5-methyl-benzothiazol-2-yl)-thiourea 
• 3323-84-0 N-(6-methylbenzothiazol-2-yl)-2-chloroacetamide 
• 1819-83-6 1-(4-methoxy-phenyl)-3-(5-methyl-benzothiazol-2-yl)-thiourea 
• 1819-82-5 1-(4-ethoxy-phenyl)-3-(5-methyl-benzothiazol-2-yl)-thiourea 
• 63205-33-4 5-methyl-2-(5-methyl-benzothiazol-2-ylimino)-3-p-tolyl-thiazolidin-4-one 
• 1819-88-1 1-(5-methyl-benzothiazol-2-yl)-3-m-tolyl-thiourea 
• 1819-85-8 1-(4-bromo-phenyl)-3-(5-methyl-benzothiazol-2-yl)-thiourea 
• 53004-76-5 6-methyl-benzothiazole-2-diazonium; hydroxide 
• 104497-67-8 2-(5-Methylbenzothiazolyl)hydrazonobutyl-1-aminophenyl-1,3-dione 
• 1207835-40-2 4-{3-[(3-isopropoxypropyl)amino]-6-methylimidazo[2,1-b][1,3]benzothiazol-2-yl}benzonitrile 

Relevant articles and documents

Synthesis of 2-arylthio arylcyanamides from 2-iodoaryl isothiocyanates: Via a one-pot three-component reaction

A one-pot three-component reaction has been described for the synthesis of substituted 2-arylthio arylcyanamides. A cheap and readily available iron source was used as a catalyst for this reaction. Consecutive addition and domino C-S cross-coupling reacti

Probing the ATP-Binding Pocket of Protein Kinase DYRK1A with Benzothiazole Fragment Molecules

DYRK1A has emerged as a potential target for therapies of Alzheimer's disease using small molecules. On the basis of the observation of selective DYRK1A inhibition by firefly d-luciferin, we have explored static and dynamic structural properties of fragment sized variants of the benzothiazole scaffold with respect to DYRK1A using X-ray crystallography and NMR techniques. The compounds have excellent ligand efficiencies and show a remarkable diversity of binding modes in dynamic equilibrium. Binding geometries are determined in part by interactions often considered "weak", including "orthogonal multipolar" types represented by, for example, F-CO, sulfur-aromatic, and halogen-aromatic interactions, together with hydrogen bonds that are modulated by variation of electron withdrawing groups. These studies show how the benzothiazole scaffold is highly promising for the development of therapeutic DYRK1A inhibitors. In addition, the subtleties of the binding interactions, including dynamics, show how full structural studies are required to fully interpret the essential physical determinants of binding.

Metal-free synthesis of 2-aminobenzothiazoles via aerobic oxidative cyclization/dehydrogenation of cyclohexanones and thioureas

A metal-free process for the synthesis of 2-aminobenzothiazoles from cyclohexanones and thioureas has been developed using catalytic iodine and molecular oxygen as the oxidant under mild conditions. Various 2-aminobenzothiazoles, 2-aminonaphtho[2,1-d]thiazoles, and 2-aminonaphtho[1,2-d] thiazoles were prepared via this method in satisfactory yields.