Category: 202217-19-4

Bock, Christian et al. published their research in ChemMedChem in 2019 | CAS: 202217-19-4

6-Chloro-5-methyl-3-nitropyridin-2-amine (cas: 202217-19-4) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Name: 6-Chloro-5-methyl-3-nitropyridin-2-amine

Sulfide analogues of flupirtine and retigabine with nanomolar KV7.2/KV7.3 channel opening activity was written by Bock, Christian;Surur, Abdrrahman S.;Beirow, Kristin;Kindermann, Markus K.;Schulig, Lukas;Bodtke, Anja;Bednarski, Patrick J.;Link, Andreas. And the article was included in ChemMedChem in 2019.Name: 6-Chloro-5-methyl-3-nitropyridin-2-amine This article mentions the following:

The potassium channel openers flupirtine and retigabine have proven to be valuable analgesics or antiepileptics. Their recent withdrawal due to occasional hepatotoxicity and tissue discoloration, resp., leaves a therapeutic niche unfilled. Metabolic oxidation of both drugs gives rise to the formation of electrophilic quinones. These elusive, highly reactive metabolites may induce liver injury in the case of flupirtine and blue tissue discoloration after prolonged intake of retigabine. We examined which structural features can be altered to avoid the detrimental oxidation of the aromatic ring and shift oxidation toward the formation of more benign metabolites. Structure-activity relationship studies were performed to evaluate the KV7.2/3 channel opening activity of 45 derivatives Sulfide analogs were identified that are devoid of the risk of quinone formation, but possess potent KV7.2/3 opening activity. For example, flupirtine analog 3-(3,5-difluorophenyl)-N-(6-(isobutylthio)-2-(pyrrolidin-1-yl)pyridin-3-yl)propanamide (48) has 100-fold enhanced activity (EC50=1.4 nM), a vastly improved toxicity/activity ratio, and the same efficacy as retigabine in vitro. In the experiment, the researchers used many compounds, for example, 6-Chloro-5-methyl-3-nitropyridin-2-amine (cas: 202217-19-4Name: 6-Chloro-5-methyl-3-nitropyridin-2-amine).

6-Chloro-5-methyl-3-nitropyridin-2-amine (cas: 202217-19-4) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Name: 6-Chloro-5-methyl-3-nitropyridin-2-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 202217-19-4

The chemical industry reduces the impact on the environment during synthesis 202217-19-4, I believe this compound will play a more active role in future production and life.

Application of 202217-19-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.202217-19-4, name is 6-Chloro-5-methyl-3-nitropyridin-2-amine, molecular formula is C6H6ClN3O2, molecular weight is 187.58, as common compound, the synthetic route is as follows.

(2f) 5-Methyl-3-nitro-6-(2,2,2-trifluoroethoxy)-2- pyridinamine [Formula 23]; 2,2,2-Trifluoroethanol (340 mg, 3.4 mmol) was dissolved in the tetrahydrofuran (10 ml), sodium hydride (60%) (120 mg, 3.0 mmol) was added thereto, and the reaction mixture was stirred for 30 minutes at room temperature under nitrogen atmosphere. A solution of 6-chloro-5-methyl-3-nitro-2-pyridineamine crude product (400 mg) in tetrahydrofuran (10 ml) was dropped, and the reaction mixture was stirred at room temperature for 2.5 days. Water was added to the’ reaction solution and extracted with ethyl acetate, and after washed with a sodium bicarbonate solution, dried over magnesium sulfate. The residue obtained by evaporating the solvent was purified by silica gel column chromatography (eluting solvent: ethyl acetate/n- hexane= 15/85) to yield the title compound (225 mg, 0.90 mmol) as a yellow solid. (at)H NMR (400MHz, DMSO-d6) No. ppm; 2.07 (3H, s), 5.06 (2H, J=9Hz), 8.05 (2H, s), 8.24(1H, s).

The chemical industry reduces the impact on the environment during synthesis 202217-19-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; EISAI CO., LTD.; WO2005/103049; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 202217-19-4

The chemical industry reduces the impact on the environment during synthesis 202217-19-4, I believe this compound will play a more active role in future production and life.

Application of 202217-19-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.202217-19-4, name is 6-Chloro-5-methyl-3-nitropyridin-2-amine, molecular formula is C6H6ClN3O2, molecular weight is 187.58, as common compound, the synthetic route is as follows.

(2f) 5-Methyl-3-nitro-6-(2,2,2-trifluoroethoxy)-2- pyridinamine [Formula 23]; 2,2,2-Trifluoroethanol (340 mg, 3.4 mmol) was dissolved in the tetrahydrofuran (10 ml), sodium hydride (60%) (120 mg, 3.0 mmol) was added thereto, and the reaction mixture was stirred for 30 minutes at room temperature under nitrogen atmosphere. A solution of 6-chloro-5-methyl-3-nitro-2-pyridineamine crude product (400 mg) in tetrahydrofuran (10 ml) was dropped, and the reaction mixture was stirred at room temperature for 2.5 days. Water was added to the’ reaction solution and extracted with ethyl acetate, and after washed with a sodium bicarbonate solution, dried over magnesium sulfate. The residue obtained by evaporating the solvent was purified by silica gel column chromatography (eluting solvent: ethyl acetate/n- hexane= 15/85) to yield the title compound (225 mg, 0.90 mmol) as a yellow solid. (at)H NMR (400MHz, DMSO-d6) No. ppm; 2.07 (3H, s), 5.06 (2H, J=9Hz), 8.05 (2H, s), 8.24(1H, s).

The chemical industry reduces the impact on the environment during synthesis 202217-19-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; EISAI CO., LTD.; WO2005/103049; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem