Tag: 100-200

In 2017,Arai, Midori A.; Utsumi, Takao; Yanase, Natsuki; Fujimatsu, Teruhisa; Ishibashi, Masami published 《Efficient synthesis of heterocyclic flavonoids with hedgehog signal inhibitory activity》.Chemical & Pharmaceutical Bulletin published the findings.Safety of 2-Bromonicotinaldehyde The information in the text is summarized as follows:

A series of heterocyclic flavonoids I [R = 5-Br, 6-Br, 2-Br; R1 = H, 4-Me, 2-Br-4,5-(OCH3)2, 2-Br, etc.; X = OCH2OCH3, OH, OCH2OSi(CH3)2C(CH3)3] was evaluated for their Hh signaling inhibitory activity on cancer cell lines using our cell-based assay system. Among the synthetic flavonoids, compounds I (R = 5-Br, 2-Br; R1 = 2-Br; X = OCH2OCH3) showed good inhibitory activity (IC50 was 16.8 and 21.8 μM, resp.), and were cytotoxic toward human pancreatic (PANC1) and prostate (DU145) cancer cells in which Hh signaling was activated. Compounds I (R = 5-Br, 2-Br; R1 = 2-Br; X = OCH2OCH3) had moderate selectivity against PANC1 cells. Western blotting analyses revealed that PTCH and GLI1 expression was reduced after treatment with these compounds Overall, these synthetic flavonoids represent promising new additions to this expanding panel of Hh pathway inhibitors, and with further development these mols. may ultimately be considered for clin. use. In the experiment, the researchers used many compounds, for example, 2-Bromonicotinaldehyde(cas: 128071-75-0Safety of 2-Bromonicotinaldehyde)

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Safety of 2-Bromonicotinaldehyde

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2013,Thomae, David; Jeanty, Matthieu; Coste, Jerome; Guillaumet, Gerald; Suzenet, Franck published 《Extending the Scope of the Aza-Fischer Synthesis of 4- and 6-Azaindoles》.European Journal of Organic Chemistry published the findings.Formula: C5H5BrN2 The information in the text is summarized as follows:

Fischer indole cyclization has recently been described as an efficient approach to the synthesis of azaindoles bearing electron-donating groups. It was reported that this cascade reaction can be very efficient for the formation of a wider range of 4- and 6-azaindoles by using microwave irradiation6-Bromopyridin-3-amine(cas: 13534-97-9Formula: C5H5BrN2) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Formula: C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Busby, Reginald E.; Iqbal, Mohammad; Khan, Mohammad A.; Parrick, John; Shaw, C. J. Granville published an article in Journal of the Chemical Society. The title of the article was 《Reactions of halomethanes in the vapor phase. Part 1. Reactions of chloroform with pyrrole and methylpyrroles at 550°》.Related Products of 72093-11-9 The author mentioned the following in the article:

CHCl3 reacted with pyrrole and eight methylpyrroles in the vapor phase at 550° (continuous flow method) to give 71-92% chloro- and chloromethylpyridines formed by ring expansion. Thus, CHCl3 with pyrrole gave a mixture of 75% 3-chloropyridine and 25% 2-chloropyridine. In the experiment, the researchers used 2-Chloro-3,4-dimethylpyridine(cas: 72093-11-9Related Products of 72093-11-9)

2-Chloro-3,4-dimethylpyridine(cas: 72093-11-9) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Related Products of 72093-11-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ni, Ming Hong; Esposito, Emiliano; Castorina, Massimo; Dal Pozzo, Alma published an article in Letters in Drug Design & Discovery. The title of the article was 《Novel RGD peptidomimetics embedding 1,2,3-triazole as central scaffold; synthesis and αvβ3 integrin affinity》.HPLC of Formula: 1094679-27-2 The author mentioned the following in the article:

Ten new RGD (Arginine-Glycine-Aspartic acid) peptidomimetics have been synthesized and screened for their affinity to αvβ3 integrin receptor. Arginine and Aspartic acid mimetic subunits were connected through 1,2,3-triazole as central scaffold by click chem., affording the final products with good yields. Among them, compounds 3f-j exhibited high affinity to the receptor, with IC50 in the low nanomolar range, comparable to that of the reference compound Cilengitide. The experimental process involved the reaction of 4-Ethynylpyridin-2-amine(cas: 1094679-27-2HPLC of Formula: 1094679-27-2)

4-Ethynylpyridin-2-amine(cas: 1094679-27-2) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.HPLC of Formula: 1094679-27-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Miller, William H.; Seefeld, Mark A.; Newlander, Kenneth A.; Uzinskas, Irene N.; Burgess, Walter J.; Heerding, Dirk A.; Yuan, Catherine C. K.; Head, Martha S.; Payne, David J.; Rittenhouse, Stephen F.; Moore, Terrance D.; Pearson, Stewart C.; Berry, Valerie; DeWolf, Walter E. Jr.; Keller, Paul M.; Polizzi, Brian J.; Qiu, Xiayang; Janson, Cheryl A.; Huffman, William F. published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery of Aminopyridine-Based Inhibitors of Bacterial Enoyl-ACP Reductase (FabI)》.Name: 3-(6-Aminopyridin-3-yl)propanoic acid The author mentioned the following in the article:

Bacterial enoyl-ACP reductase (FabI) catalyzes the final step in each cycle of bacterial fatty acid biosynthesis and is an attractive target for the development of new antibacterial agents. Our efforts to identify potent, selective FabI inhibitors began with screening of the GlaxoSmithKline proprietary compound collection, which identified several small-mol. inhibitors of Staphylococcus aureus FabI. Through a combination of iterative medicinal chem. and X-ray crystal structure based design, one of these leads was developed into the novel aminopyridine derivative I, a low micromolar inhibitor of FabI from S. aureus (IC50 = 2.4 μM) and Haemophilus influenzae (IC50 = 4.2 μM). Compound I has good in vitro antibacterial activity against several organisms, including S. aureus (MIC = 0.5 μg/mL), and is effective in vivo in a S. aureus groin abscess infection model in rats. Through FabI overexpressor and macromol. synthesis studies, the mode of action of I has been confirmed to be inhibition of fatty acid biosynthesis via inhibition of FabI. Taken together, these results support FabI as a valid antibacterial target and demonstrate the potential of small-mol. FabI inhibitors for the treatment of bacterial infections.3-(6-Aminopyridin-3-yl)propanoic acid(cas: 446263-96-3Name: 3-(6-Aminopyridin-3-yl)propanoic acid) was used in this study.

3-(6-Aminopyridin-3-yl)propanoic acid(cas: 446263-96-3) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Name: 3-(6-Aminopyridin-3-yl)propanoic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bernard-Gauthier, Vadim; Aliaga, Arturo; Aliaga, Antonio; Boudjemeline, Mehdi; Hopewell, Robert; Kostikov, Alexey; Rosa-Neto, Pedro; Thiel, Alexander; Schirrmacher, Ralf published an article on February 18 ,2015. The article was titled 《Syntheses and Evaluation of Carbon-11- and Fluorine-18-Radiolabeled pan-Tropomyosin Receptor Kinase (Trk) Inhibitors: Exploration of the 4-Aza-2-oxindole Scaffold as Trk PET Imaging Agents》, and you may find the article in ACS Chemical Neuroscience.Synthetic Route of C9H12N2O2 The information in the text is summarized as follows:

Tropomyosin receptor kinases (TrkA/B/C) are critically involved in the development of the nervous system, in neurol. disorders as well as in multiple neoplasms of both neural and non-neural origins. The development of Trk radiopharmaceuticals would offer unique opportunities toward a more complete understanding of this emerging therapeutic target. To that end, we first developed [11C]GW441756 ([11C]9), a high affinity photoisomerizable pan-Trk inhibitor, as a lead radiotracer for our positron emission tomog. (PET) program. Efficient carbon-11 radiolabeling afforded [11C]9 in high radiochem. yields (isolated RCY, 25.9% ± 5.7%). In vitro autoradiog. studies in rat brain and TrkB-expressing human neuroblastoma cryosections confirmed that [11C]9 specifically binds to Trk receptors in vitro. MicroPET studies revealed that binding of [11C]9 in the rodent brain was mostly nonspecific despite initial high brain uptake (SUVmax = 2.0). Modeling studies of the 4-aza-2-oxindole scaffold led to the successful identification of a small series of high affinity fluorinated and methoxy derivatized pan-Trk inhibitors based on our lead compound 9. Out of this series, the fluorinated compound 10 was selected for initial evaluation and radiolabeled with fluorine-18 (isolated RCY, 2.5% ± 0.6%). Compound [18F]10 demonstrated excellent Trk selectivity in a panel of cancer relevant kinase targets and a promising in vitro profile in tumors and brain sections but high oxidative metabolic susceptibility leading to nonspecific brain distribution in vivo. The information gained in this study will guide further exploration of the 4-aza-2-oxindole scaffold as a lead for Trk PET ligand development.Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4Synthetic Route of C9H12N2O2) was used in this study.

Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Synthetic Route of C9H12N2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 3-Nitroisonicotinic acidOn September 30, 1991 ,《Proton, carbon-13 and oxygen-17 NMR study of substituted nitropyridines》 was published in Magnetic Resonance in Chemistry. The article was written by Kolehmainen, Erkki; Laihia, Katri; Rasala, Danuta; Gawinecki, Ryszard. The article contains the following contents:

1H, 13C and 17O NMR spectra for 22 substituted nitropyridines were measured and their 1H NMR spectra were analyzed. The most significant variations in the NMR parameters are found for isomeric hydroxy derivatives, owing to the possibility of keto-enol tautomerism. The prevalence of the keto form is observed in 2- and 4-hydroxy derivatives, while the 3-hydroxy derivative exists in its enol form. Among the three nuclei studied, 17O seems to be the best nucleus for probing the keto-enol tautomerism. No correlation is observed between the torsion angle of the nitro group and its 17O NMR chem. shift. Mol. mechanics calculations were performed to clarify the torsional energetics of the nitro group and the preferences for keto-enol tautomerism. In addition to this study using 3-Nitroisonicotinic acid, there are many other studies that have used 3-Nitroisonicotinic acid(cas: 59290-82-3Reference of 3-Nitroisonicotinic acid) was used in this study.

3-Nitroisonicotinic acid(cas: 59290-82-3) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Reference of 3-Nitroisonicotinic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Recommanded Product: 1122-54-9In 2022 ,《Alkyl/Glycosyl Sulfoxides as Radical Precursors and Their Use in the Synthesis of Pyridine Derivatives》 appeared in Angewandte Chemie, International Edition. The author of the article were Xie, Demeng; Wang, Yingwei; Zhang, Xia; Fu, Zhengyan; Niu, Dawen. The article conveys some information:

Here the use of simple and readily available alkyl sulfoxides as precursors to radicals and their application in the preparation of pyridine derivatives are reported. It was shown that alkyl sulfoxides, N-methoxy pyridinium salts and fluoride anions form electron donor-acceptor (EDA) complexes in solution, which, upon visible light irradiation, undergo a radical chain process to afford various pyridine derivatives smoothly. This reaction displays broad scope with respect to both sulfoxides and N-methoxy pyridinium salts. The synthetic versatility of sulfoxides as a handle in chem. adds to their power as radical precursors. Glycosyl sulfoxides are converted to the corresponding pyridyl C-glycosides with high stereoselectivities. Computational and exptl. studies provide insights into the reaction mechanism. In addition to this study using 4-Acetylpyridine, there are many other studies that have used 4-Acetylpyridine(cas: 1122-54-9Recommanded Product: 1122-54-9) was used in this study.

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Recommanded Product: 1122-54-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Safety of 6-Bromopyridin-3-amineIn 2010 ,《Selective inducible microsomal prostaglandin E2 synthase-1 (mPGES-1) inhibitors derived from an oxicam template》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Wang, Jane; Limburg, David; Carter, Jeff; Mbalaviele, Gabriel; Gierse, James; Vazquez, Michael. The article conveys some information:

Here we describe the SAR of a series of potent and selective mPGES-1 inhibitors based on an oxicam template. Compound 13j demonstrated low nanomolar mPGES-1 inhibition in an enzyme assay. In addition, it displayed PGE2 inhibition in a cell-based assay (0.42 μM) and had over 238-fold selectivity for mPGES-1 over COX-2 and over 200-fold selectivity for mPGES-1 over 6-keto PGF1α. In the part of experimental materials, we found many familiar compounds, such as 6-Bromopyridin-3-amine(cas: 13534-97-9Safety of 6-Bromopyridin-3-amine)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Safety of 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C12H12N2In 2019 ,《Optimisation of octahedral iron(II) and cobalt(II) spin-crossover metal complex for thermoelectric application》 appeared in Materials Chemistry and Physics. The author of the article were Ibrahim, N. M. J. N.; Said, S. M.; Hasnan, M. M. I. M.; Sabri, M. F. M.; Abdullah, N.; Mainal, A.; Salleh, M. F. M.; Izam, T. F. T. M. N.. The article conveys some information:

Four spin-crossover (SCO) complexes with general formulas, [M2(CH3COO)4(L)2] and [M(L)3](BF4)2, where M = Fe(II) and Co(II), containing extended π-conjugated bipyridyl ligand and N3-Schiff bases appended with linear C16 carbon chains at the N atoms were successfully synthesized and characterized. Correlation of its structural properties to thermoelec. behavior was studied: (1)structure of complexes, (2)choice of metal center and (3)choice of counterions. The structure of the mol., i.e. mol. vs. ionic has the largest impact on the SCO behavior. The mol. complexes with higher percentage of high-spin (73.4% HS for Fe-dinuc and 78% HS for Co-dinuc) produced the highest Seebeck values in mV K-1 (-0.57 ± 0.01 for Fe-dinuc and -0.58 ± 0.01 for Co-dinuc) due to the weaker metal-to-ligand bonds resulting in the increase mobility of the I- during agglomeration formed, thus increased the entropy in the solution Addnl., choice of metal center also was a factor to determine the magnitude of Seebeck performance due to the spin state transition during electron transfer. For counterion effect, it has the effect of determining the sign of the Seebeck value where I- is easier to oxidize/reduce process compared to CH3COO- and BF4- due to lower redox potential. These findings will assist in a systematic mol. design pathway for high potential SCO complexes for thermoelec. applications. In addition to this study using 4,4′-Dimethyl-2,2′-bipyridine, there are many other studies that have used 4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6Formula: C12H12N2) was used in this study.

4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6) is used in the synthesis of a series of o-phenanthroline-substituted ruthenium(II) complexes.Formula: C12H12N2 Furthermore, 4,4′-Dimethyl-2,2′-bipyridine is used as a chemical Intermediate. It can be used for the determination of ferrous and cyanide compounds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem