Tag: 200-300

Piperazine Sulfonamides as Potent, Selective, and Orally Available 11灏?Hydroxysteroid Dehydrogenase Type 1 Inhibitors with Efficacy in the Rat Cortisone-Induced Hyperinsulinemia Model was written by Xiang, Jason;Wan, Zhao-Kui;Li, Huan-Qiu;Ipek, Manus;Binnun, Eva;Nunez, Jill;Chen, Lihren;McKew, John C.;Mansour, Tarek S.;Xu, Xin;Suri, Vipin;Tam, May;Xing, Yuzhe;Li, Xiangping;Hahm, Seung;Tobin, James;Saiah, Eddine. And the article was included in Journal of Medicinal Chemistry in 2008.HPLC of Formula: 175205-82-0 This article mentions the following:

11灏?Hydroxysteroid dehydrogenase type 1 (11灏?HSD1) is the enzyme that converts cortisone to cortisol. Evidence suggests that selective inhibition of 11灏?HSD1 could treat diabetes and metabolic syndrome. Presented herein are the synthesis, structure-activity relationship, and in vivo evaluation of piperazine sulfonamides as 11灏?HSD1 inhibitors. Through modification of our initial lead I (R¹ = 3,4-Cl₂, R² = H, X = N), we have identified potent and selective 11灏?HSD1 inhibitors such as I [R¹ = 3-(1,2,4-triazol-1-yl), 3-(MeO₂CCMe₂O), R² = F, X = C] with good pharmacokinetic properties. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0HPLC of Formula: 175205-82-0).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.HPLC of Formula: 175205-82-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pd-Catalyzed Regio- and Enantioselective Aminoarylation of Allenols with Aryl Iodides and 2-Pyridones was written by Li, Hongfang;Khan, Ijaz;Li, Meiqi;Wang, Zheng;Wu, Xue;Ding, Kuiling;Zhang, Yong Jian. And the article was included in Organic Letters in 2021.Category: pyridine-derivatives This article mentions the following:

A new asym. catalytic protocol for the synthesis of enantioenriched N-allyl 2-pyridones has been developed via the first Pd-catalyzed regio- and enantioselective aminoarylation of allenols with aryl iodides and 2-pyridones. By using a palladium complex generated in situ from Pd₂(dba)₃璺疌HCl₃ and (S,S,S)-SKP as a catalyst, the three-component aminoarylation proceeded smoothly to afford a variety of functionalized N-allylic 2-pyridones in high yields with good regioselectivities and excellent enantioselectivities. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Category: pyridine-derivatives).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? in benzene). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of a novel optically active C₂-symmetric 2,2′-bipyridine was written by Bolm, Carsten;Ewald, Martina;Zehnder, Margareta;Neuburger, Markus A.. And the article was included in Chemische Berichte in 1992.SDS of cas: 6602-33-1 This article mentions the following:

Optically active 2,2′-bifuropyridine (S,S)-I was synthesized by radical cyclization and a nickel(0)-mediated coupling of enantiomerically pure bromopyridine (S)-II. Palladium, copper, and cobalt complexes of I were prepared The solid-state structures of meso–I and III were determined by x-ray crystal structure anal. In the experiment, the researchers used many compounds, for example, 2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1SDS of cas: 6602-33-1).

2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1) belongs to pyridine derivatives. Pyridine has a conjugated system of six 锜?electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H鐪塩kel criteria for aromatic systems. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.SDS of cas: 6602-33-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of Orally Active Nonpeptide Vitronectin Receptor Antagonists Based on a 2-Benzazepine Gly-Asp Mimetic was written by Miller, William H.;Alberts, Doreen P.;Bhatnagar, Pradip K.;Bondinell, William E.;Callahan, James F.;Calvo, Raul R.;Cousins, Russell D.;Erhard, Karl F.;Heerding, Dirk A.;Keenan, Richard M.;Kwon, Chet;Manley, Peter J.;Newlander, Kenneth A.;Ross, Stephen T.;Samanen, James M.;Uzinskas, Irene N.;Venslavsky, Joseph W.;Yuan, Catherine C.-K.;Haltiwanger, R. Curtis;Gowen, Maxine;Hwang, Shing-Mei;James, Ian E.;Lark, Michael W.;Rieman, David J.;Stroup, George B.;Azzarano, Leonard M.;Salyers, Kevin L.;Smith, Brian R.;Ward, Keith W.;Johanson, Kyung O.;Huffman, William F.. And the article was included in Journal of Medicinal Chemistry in 2000.Application of 205676-84-2 This article mentions the following:

A new series of small mol. RGD mimetics that are highly potent, orally active 浼獀灏? antagonists is described. Selected members of this series are potent inhibitors of bone resorption in vitro and in vivo and have activity in an animal model of osteoporosis. In the experiment, the researchers used many compounds, for example, tert-Butyl methyl(6-methylpyridin-2-yl)carbamate (cas: 205676-84-2Application of 205676-84-2).

tert-Butyl methyl(6-methylpyridin-2-yl)carbamate (cas: 205676-84-2) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Application of 205676-84-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Syntheses and antitumor activities of potent inhibitors of ribonucleotide reductase: 3-amino-4-methylpyridine-2-carboxaldehyde-thiosemicarbazone (3-Amp), 3-amino-pyridine-2-carboxaldehyde-thiosemicarbazone (3-Ap) and its water-soluble prodrugs was written by Li, Jun;Zheng, Li-Mou;King, Ivan;Doyle, Terrence W.;Chen, Shu-Hui. And the article was included in Current Medicinal Chemistry in 2001.Safety of (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester This article mentions the following:

The reductive conversion of ribonucleotides to deoxyribonucleotides by ribonucleotide reductase (RR) is a crucial and rate-controlling step in the pathway leading to the biosynthesis of DNA, since deoxyribonucleotides are present in extremely low levels in mammalian cells. Mammalian ribonucleotide reductase (RR) is composed of two dissimilar proteins, often referred to as R₁, which contains polythiols and R₂, which contains non-heme iron and a free tyrosyl radical. Both the R₁ and R₂ subunits contribute to the active site of the enzyme. Currently, there are two broad classes of RR inhibitors. The first class includes nucleoside analogs which bind to the R₁ subunit of the enzyme, several of which are in development. Among those, Gemcitabine and MDL 101,731 have demonstrated impressive efficacy against various solid tumors. Gemcitabine has now been approved for the treatment of pancreatic cancer and non-small cell lung cancer. The most promising second class of inhibitors of RR includes HCTs [浼?(N)-heterocyclic carboxaldehyde thiosemicarbazones, e.g., I and II], which exert enzyme inhibitory effect through high affinity binding with non-heme iron. Based on the clin. success achieved by Gemcitabine, it seems reasonable that a strong inhibitor of RR, which is essential for cellular replication, would be a useful addition to the existing therapeutic agents against cancer. In this chapter, we wish to report several highly efficient syntheses for both I and II based upon palladium mediated Stille/Suzuki/Heck coupling reactions. Based upon the in vivo efficacy profile observed with these two agents, I was chosen over II as the candidate for further optimization with the intention to improve its biol. and pharmaceutical properties. In this vein, we have synthesized two water soluble phosphate containing prodrugs III [R = 2-(HO)₂P(O)O, 4-(HO)₂P(O)O] and one disulfide-linked prodrug of 3-AP III (R = 2-H₂NCH₂CH₂SS). As expected, bioconversion study using either alk. phosphatase or glutathione showed that these prodrugs were indeed converted to the parent I. When evaluated against the murine M-109 lung carcinoma as well as the B16-F10 murine melanoma xenograft models, the newly prepared phosphate prodrugs displayed improved efficacy and safety profiles than that found with the parent. More significantly, the ortho-phosphate prodrug III [R = 2-(HO)₂P(O)O] demonstrated impressive antitumor effect using once-a-day dosing regimen. In summary, the results disclosed herein demonstrated that some of I prodrugs prepared indeed demonstrated improved pharmaceutical, biol. and toxicity profiles over the parent I. Efforts directed towards further optimization of I prodrugs as novel anticancer agents is clearly warranted. In the experiment, the researchers used many compounds, for example, (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1Safety of (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester).

(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1) 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. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Safety of (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of Axially Chiral 2,2′-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution was written by Zuo, Ziqing;Kim, Raphael S.;Watson, Donald A.. And the article was included in Journal of the American Chemical Society in 2021.Product Details of 1257527-14-2 This article mentions the following:

The authors report an asym. homocoupling of ortho-(iodo)arylphosphine oxides and ortho-(iodo)arylphosphonates resulting in highly enantioenriched axially chiral bisphosphine oxides and bisphosphonates. These products are readily converted to enantioenriched biaryl bisphosphines without need for chiral auxiliaries or optical resolution This provides a practical route for the development of previously unstudied atroposelective biaryl bisphosphine ligands. The conditions also proved effective for asym. dimerization of other, nonphosphorus-containing aryl halides. In the experiment, the researchers used many compounds, for example, (S)-4-(tert-Butyl)-2-(4-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole (cas: 1257527-14-2Product Details of 1257527-14-2).

(S)-4-(tert-Butyl)-2-(4-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole (cas: 1257527-14-2) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Product Details of 1257527-14-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chemical constitution and activity of bipyridinium herbicides. Part XIV. Reduction potential and herbicidal activity of 4,4′-(1,3,4-thiadiazole-2,5-diyl)- and 4,4′-(1,3,4-oxadiazole-2,5-diyl)bis(1-methylpyridinium) diiodides was written by Kennedy, Debra A.;Summers, Lindsay A.. And the article was included in Journal of Heterocyclic Chemistry in 1981.Related Products of 15420-02-7 This article mentions the following:

The diquaternary salts 4,4′-(1,3,4-thiadiazole-2,5-diyl)bis(1-methylpyridinium) diiodide [23622-28-8] and 4,4′-(1,3,4-oxadiazole-2,5-diyl)bis(1-methylpyridinium) diiodide [78003-53-9] are reduced in aqueous solution in the pH range 5.4-8.0 to radical cations at a potential of -0.39 V and -0.48 V, resp. Herbicidal activity was demonstrated in postemergence tests at 8-16 kg/ha against a variety of grass flora, but herbicidal activity was 1/30 and 1/60, resp., less than that of paraquat. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Related Products of 15420-02-7).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine derivatives are also useful as small-molecule 浼?helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Related Products of 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of vinylcycloalkyl-substituted benzimidazole TRPM8 antagonists effective in the treatment of cold allodynia was written by Calvo, Raul R.;Meegalla, Sanath K.;Parks, Daniel J.;Parsons, William H.;Ballentine, Shelley K.;Lubin, Mary Lou;Schneider, Craig;Colburn, Raymond W.;Flores, Christopher M.;Player, Mark R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Related Products of 175205-82-0 This article mentions the following:

Thermosensitive transient receptor potential melastatin 8 (TRPM8) antagonists are considered to be potential therapeutic agents for the treatment of cold hypersensitivity. The discovery of a new class of TRPM8 antagonists that shows in vivo efficacy in the rat chronic constriction injury (CCI)-induced model of neuropathic pain is described. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Related Products of 175205-82-0).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Related Products of 175205-82-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Preparation of poly(2-pyridone-3,5-diyl)s with -(CH₂)₄-SO₃M (M = H or Na) side chains was written by Yamamoto, Takakazu;Takei, Tohru;Kumagai, Naoto;Harada, Yosuke;Ohki, Takumi;Kudoh, Yasuo;Kojima, Takahiro;Koizumi, Take-aki;Shiramizu, Kohei;Abe, Masahiro;Oota, Masashi. And the article was included in Polymer in 2012.Application In Synthesis of 3,5-Dibromo-2-hydroxypyridine This article mentions the following:

Poly(2-pyridone-3,5-diyl)s with -(CH₂)₄-SO₃M (M = H or Na) side chains have been prepared by nickel-complex promoted dehalogenative polycondensation. A composite film of the polymer with -(CH₂)₄-SO₃H side chains and poly(vinyl alc.) showed a proton conductivity of 1.5 鑴?10^-1 S cm^-1 at 80 鎺矯 and 95% humidity. A copolymer with pyridine showed a high stability against oxidation by a Fenton reagent. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Application In Synthesis of 3,5-Dibromo-2-hydroxypyridine).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Application In Synthesis of 3,5-Dibromo-2-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Large-scale solvent-free chlorination of hydroxy-pyrimidines, -pyridines, -pyrazines and -amides using equimolar POCl₃ was written by Wang, Han;Wen, Kun;Wang, Le;Xiang, Ye;Xu, Xiaocheng;Shen, Yongjia;Sun, Zhihua. And the article was included in Molecules in 2012.Quality Control of 3,5-Dibromo-2-hydroxypyridine This article mentions the following:

Chlorination with equimolar POCl₃ can be efficiently achieved not only for hydroxypyrimidines, but also for many other substrates such as 2-hydroxypyridines, -quinoxalines, or even -amides. The procedure is solvent-free and involves heating in a sealed reactor at high temperatures using one equivalent of pyridine as base. It is suitable for large scale (multigram) batch preparations In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Quality Control of 3,5-Dibromo-2-hydroxypyridine).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) 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閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Quality Control of 3,5-Dibromo-2-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem