178804-04-1

Basic information

• Product Name: Benzenamine, 4-(2-benzothiazolyl)-2-methyl-
• Synonyms: 4-benzothiazol-2-yl-2-methylphenylamine;4-benzothiazol-2-yl-2-methyl-aniline;4-Benzothiazol-2-yl-2-methyl-anilin
• CAS NO: 178804-04-1
• Molecular Formula: C14H12N2S
• Molecular Weight: 240.329
• Mol File: 178804-04-1.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-(2-benzothiazolyl)-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-(2-benzothiazolyl)-2-methyl-(178804-04-1)
• EPA Substance Registry System: Benzenamine, 4-(2-benzothiazolyl)-2-methyl-(178804-04-1)

Safety Data

• Hazardous Substances Data: 178804-04-1(Hazardous Substances Data)

Upstream product

• 953906-15-5 C₁₄H₁₃BrN₂O 
• 2486-70-6 4-amino 3-methylbenzoic acid 
• 137-07-5 2-amino-benzenethiol 
• 62-53-3 aniline 
• 3113-71-1 3-methyl-4-nitrobenzoic acid 
• 35675-46-8 3-methyl-4-nitro-benzoyl chloride 
• 1237737-81-3 N-(phenyl)-3-methyl-4-nitrothiobenzamide 
• 349406-90-2 N-(phenyl)-3-methyl-4-nitrobenzamide 
• 247080-48-4 2-(3-methyl-4-nitrophenyl)benzothiazole 

Downstream Products

• 221524-47-6 4-[6-(trifluoromethyl)-1,3-benzothiazol-2-yl]aniline 
• 1073610-47-5 4β-[4-(1,3-benzothiazole-2-yl)-2-methylanilino]-4-desoxypodophyllotoxin 
• 1073610-48-6 4'-O-demethyl-4β-[4-(1,3-benzothiazole-2-yl)-2-methylanilino]-4-desoxypodophyllotoxin 

Relevant articles and documents

Design and synthesis of new benzoxazole/benzothiazole-phthalimide hybrids as antitumor-apoptotic agents

Herein, we synthesized a series of twelve benzoxazole and benzothiazole derivatives incorporated with phthalimide core as anticancer agents. The most active compounds were 5a and 5g against HepG2 and MCF7 cell lines with IC50 = 0.011 and 0.006 μM, respectively. They evaluated against EGFR and HER2 enzymes. From cell cycle analysis, it was observed that test compounds exerted pre G1 apoptosis and cell cycle arrest at G2/M phase. The achieved results suggested that apoptosis was due to activation of caspase-7 and caspase-9. EGFR was chosen as a biological target for carrying molecular modeling study for the newly synthesized compounds.

TBHP/KI-Promoted Annulation of Anilines, Ethers, and Elemental Sulfur: Access to 2-Aryl-, 2-Heteroaryl-, or 2-Alkyl-Substituted Benzothiazoles

An efficient TBHP/KI-promoted annulation of anilines with ethers and elemental sulfur has been developed through the selective C-O bond cleavage of ethers under transition-metal-free conditions. A wide range of 2-aryl-, 2-heteroaryl-, and 2-alkyl-substituted benzothiazoles were easily prepared with satisfactory yields and good functional group compatibility.

Synthesis of 2-(4-aminophenyl)benzothiazoles using MF resin supported H+ under solvent free conditions

Abstract A simple and convenient approach to 2-(4-aminophenyl)benzothiazole derivatives by condensation of o-aminothiophenol with (un)substituted p-aminobenzoic acid under the action of melamine formaldehyde resin (MFR) supported sulfuric acid under microwave irradiation (MW) and solvent-free conditions has been developed. Structures of the corresponding products were elucidated by IR, 1H NMR spectra, and elemental analysis. The resin could be easily recovered and reused for subsequent reactions.