49551-01-1

Basic information

• Product Name: Benzoic acid, 4-nitro-2-(phenylamino)-
• CAS NO: 49551-01-1
• Molecular Formula: C13H10N2O4
• Molecular Weight: 258.233
• Mol File: 49551-01-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-nitro-2-(phenylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-nitro-2-(phenylamino)-(49551-01-1)
• EPA Substance Registry System: Benzoic acid, 4-nitro-2-(phenylamino)-(49551-01-1)

Safety Data

• Hazardous Substances Data: 49551-01-1(Hazardous Substances Data)

Upstream product

• 32082-98-7 methyl 4-nitro-2-(phenylamino)benzoate 
• 99-55-8 2-methyl-5-nitroaniline 
• 121-86-8 2-chloro-4-nitrotoluene 
• 591-50-4 iodobenzene 
• 619-17-0 4-Nitroanthranilic acid 
• 100959-22-6 methyl 2-bromo-4-nitrobenzoate 
• 16426-64-5 2-bromo-4-nitrobenzoic acid 

Downstream Products

• 195370-48-0 C₁₄H₁₃N₅O₃S 
• 64894-92-4 4-(3-nitroacridin-9-ylamino)benzoic acid 
• 1744-92-9 3-nitro-9,10-dihydroacridin-9-one 
• 14252-03-0 3-nitro-9-aminoacridine 
• 951-80-4 3,9-diamino-acridine 

Relevant articles and documents

Identification of novel 3-nitroacridines as autophagy inducers in gastric cancer cells

Dysregulated autophagy is involved in various human disorders including cancer. An autophagy-associated cell death pathway can be seen as a back-up cell death mechanism in cancer cells that are deficient in the apoptosis pathway. Therefore, many attempts have been made to induce autophagy for anticancer therapy. Anti-apoptotic Bcl-2 family proteins Bcl-2 and Bcl-xL can inhibit autophagy via binding to the BH3-only protein Beclin 1, an essential autophagy stimulator. In a previous study, we discovered several small molecule Beclin 1 mimetics as autophagy inducers through high-throughput screening and structural optimization, in which 3-nitroacridine warrants further exploration. Here, a series of novel 3-nitroacridine derivatives were designed, synthesized, and their pharmaceutical activities and mechanism of action were investigated against gastric cancer cell lines. As a result, compounds 3, 4, and 9 displayed potent cytotoxicity and induced autophagy in MGC-803 and SGC-7901 gastric cancer cells. Besides, compounds 3 and 9 also inhibited the migration of SGC-7901 cells. The development of 3-nitroacridine analogues as autophagy inducers is not only likely to be a potential strategy for cancer therapy, but it will also facilitate a better understanding of the complicated roles of autophagy in normal physiology and pathophysiology.

The Synthesis of Some 10-Phenylacridinium Salts and Related Compounds

-