Kajino, Masahiro et al. published their patent in 2003 |CAS: 97483-79-9

The Article related to heterocyclylbenzothiazinone preparation apoptosis inhibitor cytoprotective agent, myocardial cell death inhibitor heterocyclylbenzothiazinone preparation, circulatory disease prevention treatment heterocyclylbenzothiazinone preparation, bone joint disease prevention treatment heterocyclylbenzothiazinone preparation and other aspects.Quality Control of Ethyl 6-cyanopicolinate

On March 13, 2003, Kajino, Masahiro; Kawada, Akira; Nakayama, Yutaka; Kimura, Haruhide published a patent.Quality Control of Ethyl 6-cyanopicolinate The title of the patent was Preparation of 2-heterocyclyl-1,3-benzothiazinone derivatives as inhibitors of apoptosis or cytoprotective agents. And the patent contained the following:

Compounds represented by the following general formula (I) or salts thereof (wherein R1 represents hydrogen, halogeno, hydroxy, nitro, optionally halogenated alkyl, optionally substituted alkoxy, acyl or optionally substituted amino; R2 represents pyridyl, furyl, thienyl, pyrrolyl, quinolyl, pyrazinyl, pyrimidinyl, pyridazinyl, indolyl, tetrahydroquinolyl or thiazolyl, each optionally substituted; and n is 1 or 2), which and have a high safety and favorable effects of inhibiting cell death and binding to macrophage migration inhibitory factor (MIF), are prepared Also disclosed are apoptosis inhibitors, cytoprotective agents, or myocardial cell death inhibitors, or preventives/remedies for diseases caused by apoptosis or MIF which contain the compounds of the general formula (I), in particular for the prevention and/or treatment of circulatory diseases, bone or joint diseases, infectious diseases, inflammatory bowel diseases, or kidney. They are also useful for the prevention and/or treatment of heart diseases, heart failure syndromes, neurodegenerative diseases, brain vascular diseases, central nerve infections, traumatic diseases, demyelinating diseases, liver diseases, myelodysplastic syndrome, AIDS, cancer, etc. Thus, a mixture of 0.67 g thiosalicylic acid Me ester, 2-cyano-6-propylthiopyridine, and 0.84 mL Et3N in 50 mL toluene was refluxed for 48 h to give 37% 2-(6-propylthio-2-pyridyl)-4H-1,3-benzothiazin-4-one which was oxidized by m-chloroperbenzoic acid in EtOAc at room temperature for 18 h to give 2-(6-propylsulfinyl-2-pyridyl)-4H-1,3-benzothiazin-4-one (II). II was further oxidized by m-chloroperbenzoic acid in EtOAc at room temperature for 18 h to give 41% 2-(6-propylsulfonyl-2-pyridyl)-4H-1,3-benzothiazin-4-one (III). II and III showed the minium effective concentration of 0.019 and 0.010 μM, resp., for inhibiting apoptosis of new born rat’s first generation myocardial cells. A tablet and a capsule formulation containing 2-(6-methylsulfonyl-2-pyridyl)-4H-1,3-benzothiezin-4-one were described. The experimental process involved the reaction of Ethyl 6-cyanopicolinate(cas: 97483-79-9).Quality Control of Ethyl 6-cyanopicolinate

The Article related to heterocyclylbenzothiazinone preparation apoptosis inhibitor cytoprotective agent, myocardial cell death inhibitor heterocyclylbenzothiazinone preparation, circulatory disease prevention treatment heterocyclylbenzothiazinone preparation, bone joint disease prevention treatment heterocyclylbenzothiazinone preparation and other aspects.Quality Control of Ethyl 6-cyanopicolinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of Ethyl 6-cyanopicolinate

With the rapid development of chemical substances, we look forward to future research findings about 97483-79-9.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 97483-79-9, name is Ethyl 6-cyanopicolinate. This compound has unique chemical properties. The synthetic route is as follows. name: Ethyl 6-cyanopicolinate

To a 100-mL round bottom flask was added 40 mL of IN HC1 (aq). The flask was lowered into a 100C oil bath until the aqueous solution began to boil. While rapidly stirring, solid 6-cyanopicolinic acid ethyl ester (28.95 mmol, 5.10 g) was added to the boiling solution, and a vacuum adapter equipped with a glass frit was inserted into the top joint to limit the rate of water evaporation but allow for the removal of ethanol as the starting material was hydrolyzed. Because of the low melting point of the starting material, the reaction mixture was initially biphasic, but the biphasic mixture was slowly converted to a homogeneous solution as the starting material was consumed. The solution was stirred for one hour, and then the flask was removed from the oil bath and allowed to cool to room temperature under medium stirring to permit crystallization of the product. To complete crystallization, the mixture was stirred at 0C for another hour. The white precipitate was collected by suction filtration, washed with ice cold water (30 mL), followed by one portion (30 mL) of hot hexanes and one portion (30 mL) of 1 : 1 hexanes :dichlorome thane. The white solid was then recrystallized from boiling toluene, collected by vacuum filtration, and washed with additional toluene. Yield: 3.50 g (23.63 mmol, 82%). FontWeight=”Bold” FontSize=”10″ H NMR (Acetone-d6, 400 MHz) delta 8.22 (dd, J = 7.7, 1.2 Hz, 1H), 8.34 (t, J= 7.8 Hz, 1H), 8.42 (dd, J= 8.0, 1.2 Hz, 1H), 11.96 (s, br, 1H). 13C NMR (Acetone-d6, 100 MHz) delta 117.4, 128.7, 132.6, 133.9, 140.5, 150.2, 164.6. ESI- HRMS m/z 149 calc’d for C7H5O2N2 ([M+H]+) 149.0346, found 149.0342.

With the rapid development of chemical substances, we look forward to future research findings about 97483-79-9.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; FAHRNI, Christoph J.; MCCALLUM, Adam M.; MORGAN, Michael Thomas; (109 pag.)WO2018/231843; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem