18504-80-8

Usage

Uses

Used in Organic Synthesis:
2-[(3-NITRO-2-PYRIDYL)THIO]ACETIC ACID is used as a building block in organic synthesis for the creation of more complex molecules, leveraging its thioether and nitro functional groups to form a variety of chemical structures.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-[(3-NITRO-2-PYRIDYL)THIO]ACETIC ACID is utilized as a precursor in the development of new medications, owing to its potential to contribute to the synthesis of bioactive compounds with therapeutic properties.
Used in Agrochemical Development:
2-[(3-NITRO-2-PYRIDYL)THIO]ACETIC ACID may also find applications in the agrochemical sector, where it could be employed in the synthesis of new pesticides or other agricultural chemicals, thanks to its chemical reactivity and structural features.
It is crucial to handle 2-[(3-NITRO-2-PYRIDYL)THIO]ACETIC ACID with care, adhering to safety procedures and regulations to minimize any risks associated with its use.

InChI:InChI=1/C7H6N2O4S/c10-6(11)4-14-7-5(9(12)13)2-1-3-8-7/h1-3H,4H2,(H,10,11)

Upstream product

• 5470-18-8 2-Chloro-3-nitropyridine 
• 68-11-1 mercaptoacetic acid 
• 24100-65-0 ethyl 2-[(3-nitropyridin-2-yl)sulfanyl]acetate 

Downstream Products

• 18504-81-9 1H-pyrido[2,3-b][1,4]thiazin-2(3H)-one 
• 477716-65-7 2-((3-nitropyridin-2-yl)thio)acetonitrile 

Relevant academic research and scientific papers

Anticholinesterasic, nematostatic and anthelmintic activities of pyridinic and pyrazinic compounds

In the search for acetylcholinesterase inhibitors as a potential target for the discovery of anthelmintic drugs, a series of 27 pyridinic and pyrazinic compounds have been designed on the basis of molecular hybridization of two known AChE inhibitors, namely, tacrine and (-)-3-O-acetylspectaline, and on the concept of isosterism. The synthesized compounds generally presented moderate anticholinesterasic activities when compared with the positive control physostigmine, but one compound (ethyl 2-[(6-chloropyrazin-2-yl)sulfanyl] acetate, 11) exhibited an in vitro ability to immobilize the root-knot nematode Meloidogyne incognita that was highly comparable to that of the positive control Temik. Moreover, in anthelmintic assays against the gastrointestinal parasitic nematode Nippostrongylus brasiliensis (L4), some of the compounds, such as (6-chloropyrazin-2-yl)sulfanyl ethanol (32, EC50 = 33 nM), presented activities that were considerably stronger than that of the positive control albendazole (EC50 = 340 nM). In the light of the positive results obtained in the anthelmintic evaluations, the acute oral toxicity of the representative compound diethyl 2,2'-[(3-nitropyridine-2,6-diyl) bissulfanediyl] diacetate (7) was determined in rats, and the drug was shown to be non-toxic at a dose of 2000 mg/kg. These results, allied with the relatively simple structures of the active compounds and their facile synthesis, highlight their potential use as anthelmintic or nematicidic agents.

Synthesis and antitumor activity of some new substituted quinolin-4- one and 1,7-naphthyridin-4-one analogs

The synthesis of some new analogs of quinolin-4-one and 1,7- naphthyridin-4-one is described. The prepared compounds were tested for their in vitro antitumor and cdc2 kinase or cdc25 phosphatase inhibitory activity. Compound ethyl 7-oxo-2,3-dihydro-7H-pyrido [1,2,3-de][2,3- b]pyrido-1,4-thiazine-6-carboxylate (6b) showed antitumor activity against CNS SNB-75, breast T-47D, and lung NCI-H522 cancer cell lines with GI50 values of 8.3, 17.6, and 22.7 μM, respectively. Meanwhile, the compounds ethyl 4-oxo-8-phenylthio-1H,4H-quinoline-3-carboxylate (11a) and 4-oxo-8- phenylthio-1H,4H-1,7-naphthyridine-3-carboxylic acid (12b) have proved to be cdc25 phosphatase inhibitors at IC50 values of 11 and 5 μM, respectively.