58381-87-6

Basic information

• Product Name: Benzenamine, 2,2'-dithiobis[4-nitro-
• Synonyms: 4,4'-dinitro-2,2'-disulfanediyl-bis-aniline
• CAS NO: 58381-87-6
• Molecular Formula: C12H10N4O4S2
• Molecular Weight: 338.368
• Mol File: 58381-87-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenamine, 2,2'-dithiobis[4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2,2'-dithiobis[4-nitro-(58381-87-6)
• EPA Substance Registry System: Benzenamine, 2,2'-dithiobis[4-nitro-(58381-87-6)

Safety Data

• Hazardous Substances Data: 58381-87-6(Hazardous Substances Data)

Upstream product

• 2942-06-5 6-nitrobenzo[d]thiazole 

Downstream Products

• 31860-02-3 6-bromo-benzo[1,2,3]thiadiazole 
• 41972-62-7 benzo[d][1,2,3]thiadiazol-6-amine 
• 23644-01-1 6-chloro-1,2,3-benzothiadiazole 
• 96078-86-3 N-benzo[1,2,3]thiadiazol-6-yl-toluene-4-sulfonamide 
• 96678-32-9 4-amino-N-benzo[1,2,3]thiadiazol-6-yl-benzenesulfonamide 
• 99887-59-9 benzo[1,2,3]thiadiazol-6-yl-bis-(toluene-4-sulfonyl)-amine 
• 1336853-75-8 2-(3,4-dimethoxyphenyl)-6-nitrobenzothiazole 
• 1336853-76-9 2-(3,4,5-trimethoxyphenyl)-6-nitrobenzothiazole 
• 29241-16-5 6-nitro-benzo[1,2,3]thiadiazole 

Relevant articles and documents

Green synthesis and biological evaluation of 6-substituted-2-(2-hydroxy/methoxy phenyl)benzothiazole derivatives as potential antioxidant, antibacterial and antitumor agents

We present a new efficient green synthetic protocol for introduction of substituents to the C-6 position of 2-arylbenzothiazole nuclei. Newly synthesized compounds were designed to study the influence of the hydroxy and methoxy groups on the 2-arylbenzothiazole scaffold, as well as the influence of the type of substituents placed on the C-6 position of benzothiazole moiety on biological activity, including antibacterial, antitumor and antioxidant activity. Modest activity was observed against the tested Gram-positive and Gram-negative bacterial strains for only amidino derivatives 5d and 6d. The tested compounds exhibited moderate to strong antiproliferative activity towards the tumor cell lines tested. The SAR study revealed that the introduction of substituents into the benzene ring of the benzothiazole nuclei is essential for antiproliferative activity, while introduction of the hydroxy group into the 2-aryl moiety of the 2-arybenzothiazole scaffold significantly improved selectivity against tumor cell lines. The observed results revealed several novel 6-substituted-2-arylbenzothiazole compounds, 5b, 5c, 5f and 6f, with strong and selective antiproliferative activity towards HeLa cells in micro and submicromolar concentrations, with the most selective compounds being 6-ammonium-2-(2-hydroxy/methoxyphenyl)benzothiazoles 5f and 6f. The compound 5f bearing the hydroxy group on the 2-arylbenzothiazole core showed the most promising antioxidative activity evaluated by DPPH, ABTS and FRAP in vitro assays. The presence of the amino protonated group attached at the benzothiazole moiety was essential for the antiproliferative and antioxidant activity observed, exerted through a change in the levels of the reactive oxygen species-modulated HIF-1 protein.

Exploiting an allosteric binding site of PRMT3 yields potent and selective inhibitors

Protein arginine methyltransferases (PRMTs) play an important role in diverse biological processes. Among the nine known human PRMTs, PRMT3 has been implicated in ribosomal biosynthesis via asymmetric dimethylation of the 40S ribosomal protein S2 and in c