Category: 209798-48-1

Li, Jun et al. published their research in Current Medicinal Chemistry in 2001 | CAS: 209798-48-1

(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

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

Wang, Peng et al. published their research in Journal of the American Chemical Society in 2016 | CAS: 209798-48-1

(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 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.Quality Control of (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester

Ligand-Promoted Meta-C-H Arylation of Anilines, Phenols, and Heterocycles was written by Wang, Peng;Farmer, Marcus E.;Huo, Xing;Jain, Pankaj;Shen, Peng-Xiang;Ishoey, Mette;Bradner, James E.;Wisniewski, Steven R.;Eastgate, Martin D.;Yu, Jin-Quan. And the article was included in Journal of the American Chemical Society in 2016.Quality Control of (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester This article mentions the following:

The authors report the development of a versatile 3-acetylamino-2-hydroxypyridine class of ligands that promote meta-C-H arylation of anilines, heterocyclic aromatic amines, phenols, and 2-benzyl heterocycles using norbornene as a transient mediator. More than 120 examples are presented, demonstrating this ligand scaffold enables a wide substrate and coupling partner scope. Meta-C-H arylation with heterocyclic aryl iodides as coupling partners is also realized for the first time using this ligand. The utility for this transformation for drug discovery is showcased by allowing the meta-C-H arylation of a lenalidomide derivative The first steps toward a silver-free protocol for this reaction are also demonstrated. In the experiment, the researchers used many compounds, for example, (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1Quality Control 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. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 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.Quality Control of (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Labadie, Sharada et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2013 | CAS: 209798-48-1

(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. 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.Computed Properties of C10H13ClN2O2

Design and evaluation of novel 8-oxo-pyridopyrimidine Jak1/2 inhibitors was written by Labadie, Sharada;Barrett, Kathy;Blair, Wade S.;Chang, Christine;Deshmukh, Gauri;Eigenbrot, Charles;Gibbons, Paul;Johnson, Adam;Kenny, Jane R.;Kohli, Pawan Bir;Liimatta, Marya;Lupardus, Patrick J.;Shia, Steven;Steffek, Micah;Ubhayakar, Savita;Abbema, Anne van;Zak, Mark. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.Computed Properties of C10H13ClN2O2 This article mentions the following:

A highly ligand efficient, novel 8-oxo-pyridopyrimidine containing inhibitor of Jak1 and Jak2 isoforms with a pyridone moiety as the hinge-binding motif was discovered. Structure-based design strategies were applied to significantly improve enzyme potency and the polarity of the mol. was adjusted to gain cellular activity. The crystal structures of two representative inhibitors bound to Jak1 were obtained to enable SAR exploration. In the experiment, the researchers used many compounds, for example, (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1Computed Properties of C10H13ClN2O2).

(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. 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.Computed Properties of C10H13ClN2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Labadie, Sharada et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2013 | CAS: 209798-48-1

(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. 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.Computed Properties of C10H13ClN2O2

Design and evaluation of novel 8-oxo-pyridopyrimidine Jak1/2 inhibitors was written by Labadie, Sharada;Barrett, Kathy;Blair, Wade S.;Chang, Christine;Deshmukh, Gauri;Eigenbrot, Charles;Gibbons, Paul;Johnson, Adam;Kenny, Jane R.;Kohli, Pawan Bir;Liimatta, Marya;Lupardus, Patrick J.;Shia, Steven;Steffek, Micah;Ubhayakar, Savita;Abbema, Anne van;Zak, Mark. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.Computed Properties of C10H13ClN2O2 This article mentions the following:

A highly ligand efficient, novel 8-oxo-pyridopyrimidine containing inhibitor of Jak1 and Jak2 isoforms with a pyridone moiety as the hinge-binding motif was discovered. Structure-based design strategies were applied to significantly improve enzyme potency and the polarity of the mol. was adjusted to gain cellular activity. The crystal structures of two representative inhibitors bound to Jak1 were obtained to enable SAR exploration. In the experiment, the researchers used many compounds, for example, (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1Computed Properties of C10H13ClN2O2).

(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. 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.Computed Properties of C10H13ClN2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem