Category: 116922-60-2

Focken, Thilo et al. published their research in Journal of Medicinal Chemistry in 2018 | CAS: 116922-60-2

3-Bromo-4-fluoropyridine (cas: 116922-60-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.SDS of cas: 116922-60-2

Design of Conformationally Constrained Acyl Sulfonamide Isosteres: Identification of N-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)methane-sulfonamides as Potent and Selective hNaV1.7 Inhibitors for the Treatment of Pain was written by Focken, Thilo;Chowdhury, Sultan;Zenova, Alla;Grimwood, Michael E.;Chabot, Christine;Sheng, Tao;Hemeon, Ivan;Decker, Shannon M.;Wilson, Michael;Bichler, Paul;Jia, Qi;Sun, Shaoyi;Young, Clint;Lin, Sophia;Goodchild, Samuel J.;Shuart, Noah G.;Chang, Elaine;Xie, Zhiwei;Li, Bowen;Khakh, Kuldip;Bankar, Girish;Waldbrook, Matthew;Kwan, Rainbow;Nelkenbrecher, Karen;Karimi Tari, Parisa;Chahal, Navjot;Sojo, Luis;Robinette, C. Lee;White, Andrew D.;Chen, Chien-An;Zhang, Yi;Pang, Jodie;Chang, Jae H.;Hackos, David H.;Johnson, J. P.;Cohen, Charles J.;Ortwine, Daniel F.;Sutherlin, Daniel P.;Dehnhardt, Christoph M.;Safina, Brian S.. And the article was included in Journal of Medicinal Chemistry in 2018.SDS of cas: 116922-60-2 This article mentions the following:

The sodium channel NaV1.7 has emerged as a promising target for the treatment of pain based on strong genetic validation of its role in nociception. In recent years, a number of aryl and acyl sulfonamides have been reported as potent inhibitors of NaV1.7, with high selectivity over the cardiac isoform NaV1.5. Herein, we report on the discovery of a novel series of N-([1,2,4]triazolo[4,3-a]pyridin-3-yl)methanesulfonamides as selective NaV1.7 inhibitors. Starting with the crystal structure of an acyl sulfonamide, we rationalized that cyclization to form a fused heterocycle would improve physicochem. properties, in particular lipophilicity. Our design strategy focused on optimization of potency for block of NaV1.7 and human metabolic stability. Lead compounds I (R1 = cPr, R2 = Me), I (R1 = cPr, R2 = cPr) (GNE-131), and II showed excellent potency, good in vitro metabolic stability, and low in vivo clearance in mouse, rat, and dog. Compound I (R1 = cPr, R2 = cPr) also displayed excellent efficacy in a transgenic mouse model of induced pain. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluoropyridine (cas: 116922-60-2SDS of cas: 116922-60-2).

3-Bromo-4-fluoropyridine (cas: 116922-60-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.SDS of cas: 116922-60-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

14 Sep 2021 News New learning discoveries about 116922-60-2

The chemical industry reduces the impact on the environment during synthesis 116922-60-2, I believe this compound will play a more active role in future production and life.

Related Products of 116922-60-2, 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.116922-60-2, name is 3-Bromo-4-fluoropyridine, molecular formula is C5H3BrFN, molecular weight is 175.9864, as common compound, the synthetic route is as follows.

2-(3-Bromo-4-fluorophenyl)-4,6-diphenyl-1 ,3,5-triazine E2 (1.0 equivalents), bis- (pinacolato)diboron, (1 .5 equivalents, CAS: 73183-34-3), tris(dibenzylideneacetone)dipalladium(0) Pd2(dba)3 (0.02 equivalents, CAS: 51364-51 -3), X- Phos (0.04 equivalents, CAS 564483-18-7) and potassium acetate (KOAc, 3.0 equivalents) are stirred under nitrogen atmosphere in dry toluene at 1 10 C for 16 h. After that time, 3- bromo-4-fluoropyridine (1 .0 equivalents, CAS 1 16922-60-2), K3P04 (aq) (3 equivalents) and extra portion of tris(dibenzylideneacetone)dipalladium(0) (0.02 equivalents, CAS: 51364-51 -3) and X-Phos (0.04 equivalents CAS 564483-18-7) are added to the hot reaction mixture. The reaction mixture is stirred at 1 10 C for 16 h. After cooling down to room temperature (RT) the reaction mixture is extracted with ethyl acetate/brine. The organic phases are collected, washed with brine and dried over MgSC . The organic solvent is removed, the crude product Z2 is purified by chromatography and obtained as a white solid (yield: 86 %).

The chemical industry reduces the impact on the environment during synthesis 116922-60-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CYNORA GMBH; SZAFRANOWSKA, Barbara; (135 pag.)WO2019/2355; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem