1539-06-6

Usage

Chemical Properties

beige to yellow crystalline powder

InChI:InChI=1/C9H8N2O5/c1-5(12)10-7-3-2-6(9(13)14)4-8(7)11(15)16/h2-4H,1H3,(H,10,12)(H,13,14)/p-1

Upstream product

• 612-45-3 4-methyl-2-nitroacetanilide 
• 51818-98-5 4-acetamido-3-nitrobenzaldehyde 
• 556-08-1 p-(acetylamino)benzoic acid 
• 860568-08-7 N,N'-(2,3'-dinitro-biphenyl-4,4'-diyl)-bis-acetamide 
• 64-19-7 acetic acid 
• 6378-90-1 3,3'-dinitro-4,4'-diacetylaminobiphenyl 
• 150-13-0 4-amino-benzoic acid 
• 103-89-9 4-Methylacetanilide 

Downstream Products

• 53484-10-9 4-Acetylamino-3-aminobenzoic acid 
• 76918-64-4 ethyl 4-amino-3-nitrobenzoate 
• 1588-83-6 4-amino-3-nitrobenzoic acid 
• 709-19-3 2-methyl-1H-benzoimidazole-5-carboxylic acid 
• 145665-66-3 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-4-methyl-phenyl ester 
• 145665-67-4 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-4-chloro-phenyl ester 
• 147341-69-3 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-5-methyl-phenyl ester 
• 145665-74-3 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-4-bromo-5-methyl-phenyl ester 
• 145665-64-1 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-4-bromo-6-methyl-phenyl ester 
• 145665-73-2 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-6-bromo-4-methyl-phenyl ester 
• 145665-68-5 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-6-bromo-4-chloro-phenyl ester 
• 145665-72-1 4-Acetylamino-3-nitro-benzoic acid 2-acetyl-6-methyl-phenyl ester 
• 145665-69-6 4-Acetylamino-3-nitro-benzoic acid 6-acetyl-2,3-dibromo-phenyl ester 
• 145665-65-2 4-Acetylamino-3-nitro-benzoic acid 6-acetyl-2,4-dibromo-3-methyl-phenyl ester 

Relevant academic research and scientific papers

Benzoic acid derivatives with trypanocidal activity: Enzymatic analysis and molecular docking studies toward trans-sialidase

Chagas, or American trypanosomiasis, remains an important public health problem in developing countries. In the last decade, trans-sialidase has become a pharmacological target for new anti-Chagas drugs. In this work, the aims were to design and find a new series of benzoic acid derivatives as trans-sialidase (TS) inhibitors and anti-trypanosomal agents. Three compounds (14, 18, and 19) sharing a para-aminobenzoic acid moiety showed more potent trypanocidal activity than the commercially available drugs nifurtimox and benznidazole in both strains: the lysis concentration of 50% of the population (LC50) was 0.15 μM on the NINOA strain, and LC50 0.22 μM on the INC-5 strain. Additionally, compound 18 showed a moderate inhibition (47%) on the trans-sialidase enzyme and a binding model similar to DANA (pattern A).

Synthesis and antiaggregator activity of some new derivatives of 4H-benzopyran-4-one

A series of 2--4H-1-benzopyran-4-one analogues 7a-7e was synthesized by the reaction with 3',4'-diaminoflavone and aliphatic carboxylic acids. 3',4'-Diaminoflavone 6 was prepared via the reduction of 2-(4-amino-3-nitrophenyl)-4H-1-benzopyran-4-one 5a.The compounds 7a-e and 14a-f were tested in vitro for their inhibitory activities against human platelet aggregation induced by collagen, ADP and A23187.The compound with a COOR group as a side chain, 2-(2-akyloxycarbonyl-2,3-dihydro-1,4-benzodioxin -6-yl)-4H-1-benzopyran-4-one 14a-f, haspotent activity, and so compound 13 was also prepared as an analogue of series 14 and tested for its antiaggregator activity. 4H-1-benzopyran-4-one/ benzodioxane/ benzimidazole/ human platelet/ aggregation

DERIVATIVES OF 5(6)-BENZIMIDAZOLECARBOXYLIC ACID

2-Aryl-5(6)-benzimidazolecarboxamides containing a 3-dimethylaminopropyl or 5-carboxypentyl group in the carboxamide fragment were synthesized by the condensation of the methoxyethylimidic esters of aromatic acids with o-diamines.

Syntheses and anthelmintic activity of alkyl 5(6)-(substituted-carbamoyl)- and 5(6)-(disubstituted-carbamoyl)benzimidazole-2-carbamates and related compounds

A number of alkyl 5(6)-(sustituted-carbamoyl)- and 5(6)-(disubstituted-carbamoyl)benzimidazole-2-carbamates and related compounds have been synthesized, and their anthelmintic activity against various intestinal helminths of experimental animals have been evaluated. A large percentage of the compounds synthesized showed noteworthy activity against Ancylostoma ceylanicum and at higher doses against Hymenolepsis nana infections. Compared to the alkyl 5(6)-(substituted-carbamoyl)benzimidazole-2-carbamates, the disubstituted carbamoyl analogues were found to exhibit better anthelmintic activity. The most active compound of the series, namely, methyl 5(6)-[(N-2- pyridylpiperazino)carbamoyl]benzimidazole-2-carbamate (90), has been screened against intestinal helminths in higher animals and as a micro- and macrofilaricidal agent. Compound 90 has been identified as a broad-spectrum anthelmintic agent. Compound 90 has been identified as a broad-spectrum anthelmintic in view of its efficacy against A. ceylanicum (hamsters and dogs), H. nana (rats), Nippostrongylus brasiliensis (rats), Syphacia obvelata (mice), A. tubaeformis (cat), Toxocara spp. (cat), and Litomososoides carinii (cotton rat).