14623-54-2

Usage

Chemical Properties

Light Yellow Crystals

Uses

A potent inhibitor of gluconeogenesis

InChI:InChI=1/C6H5NO2S/c8-6(9)5-4(10)2-1-3-7-5/h1-3,10H,(H,8,9)

Upstream product

• 1462-86-8 3-amino-pyridine-2-carboxylic acid 
• 178811-41-1 3-tert-butylsulfanyl-pyridine-2-carboxylic acid 
• 178811-40-0 3-(tert-butylthio)picolinonitrile 
• 55758-02-6 3-bromopyridine-2-carbonitrile 
• 53636-52-5 3-dimethylthiocarbamoyloxy-pyridine-2-carboxylic acid methyl ester 
• 62733-99-7 methyl 3-hydroxypicolinate 
• 874-24-8 3-hydroxypyridine-2-carboxylic acid 
• 117569-92-3 methyl 3-[[(dimethylamino)carbonyl]thio]-2-pyridylcarboxylate 
• 320386-54-7 3-Mercapto-pyridine-2-carboxylic acid; hydrochloride 

Downstream Products

• 6602-52-4 2-Carboxy-pyridin-3-sulfonsaeure 
• 400649-15-2 3-(2-nitro-5-chlorothiophenoxy)pyridine-2-carboxylic acid 
• 1225449-04-6 4-hydroxy-3-(2-trifluoromethyl-phenyl)-thiopyrano[3,2-b]pyridin-2-one 

Relevant academic research and scientific papers

Integrase inhibitors

Tricyclic compounds, protected intermediates thereof, and methods for inhibition of HIV-integrase are disclosed.

Synthesis of Regioisomeric 2,5-bis-substituted-aza-benzothiopyranoindazoles

The synthesis of 6-chloro-9-nitro-benzothiopyranopyridin-5-ones 2a, 2b and 2c has been accomplished. Chemotype 2d could not be prepared since attempts to cyclize 3-(2-nitro-5-chlorophenoxy)pyridine-2-carboxylic acid (1d) led to the decarboxylation product 3-(2-nitro-5-chlorothiophenoxy) pyridine (40). Analogues 2a, 2b or 2c on treatment with the respectively substituted hydrazine led to the 2-(substituted)-5-nitro 7, 8- or 9-aza substituted chemotypes 3a-7a, 8b, and 9c-13c. The reduction of the nitro groups of these substrates was effected by treatment with hydrogen gas (palladium catalyst) or by stannous chloride to yield the 5-amino chemotypes 15a-18a, 20b and 21c-24c, respectively. The conversion of these derivatives to the 2,5-bis (alkylamino)-7-, 8- and 9-aza benzothiopyranoindazoles listed in Table 3 was accomplished by direct alkylations, acylations, followed by reduction of the amido group with Red-Al or lithium aluminum hydride, or by reductive alkylations in the presence of sodium cyanoborohydride. The removal of the protective BOC-group was effected by treatment of the appropriate substrates with anhydrous hydrogen chloride to afford the respective hydrochloride salts listed in Table 4.

A convenient preparation of 3-mercaptopicolinic acid

A procedure for the convenient preparation of 3-mercaptopicolinic acid from readily available starting materials is described.

3-(P-methoxybenzylthio)2-non-oxocarbonylic pyridines

3-Thiolpicolinic acid is prepared by reacting a 3-halopyridine, having a 2-substituent which is hydrolyzable to a carboxy group, with an alkali metal salt of p-methoxybenzyl mercaptan, hydrolyzing the 2-substituent to a carboxy group and then cleaving the