Day: October 14, 2022

Synthetic Route of C20H14N4On June 10, 2020, Sharma, Kamna; Gupta, Sandeep K.; Murugavel, Ramaswamy published an article in European Journal of Inorganic Chemistry. The article was 《Discrete and Polymeric Cobalt Pyrophosphates Derived from Pyrophosphoric Acid Diester Ar2H2P2O7》. The article mentions the following:

While the structural elucidation and coordination chem. of organo-monophosphates have been well investigated, research on the simplest member of organo-oligophosphates, viz. diorganopyrophosphates, is relatively rare due to the inherent hydrolytic instability of the ligand. Water elimination from the 2,6-diisopropyl Ph phosphate (dippH2) by the action of dicyclohexylcarbodiimide (DCC) results in the isolation of a diorganopyrophosphates ligand formulated as [O{P(OAr)(OH)(O)}2] (1 or pyrodippH2) (Ar = 2,6-diisopropylphenyl). Due to the instability of 1, it has been transformed into its sodium salt [O{P(OAr)(ONa)(O)}2] (2), which has been used for further reactions to prepare cobalt pyrophosphate complexes 3-7. Reaction of 2 with anhydrous cobalt(II) chloride in the presence of N-heterocyclic ligands results in the formation of [Co(pyrodipp)(imz)3] (3), [Co(pyrodipp)(bpy)2](CH3OH) (4) and [Co(pyrodipp)(phen)2] (5) (imz = imidazole; bpy = 2,2′-bipyridine; phen = 1,10-phenanthroline). Use of multidentate ancillary ligand such as 4-pyridyl-2,2′:6′,2”-terpyridine (pyterpy) under similar reaction conditions leads to the formation of a one-dimensional zig-zag cobalt pyrophosphate coordination polymer [Co(pyrodipp)(pyterpy)(CH3OH)]n (6). In the absence of any ancillary ligand, the reaction between cobalt(II) chloride and 2 in acetonitrile results in the isolation of an interesting inorganic polymer [Co(pyrodipp)(CH3CN)2]n (7), whose backbone consists of a chain of spirocycles of CoP2O3 rings, joined at the cobalt centers. The newly synthesized cobalt pyrophosphates 3-7 have been characterized by both anal. and spectroscopic techniques, magnetic studies apart from single-crystal x-ray diffraction studies in each case. A striking and persistent structural feature in 3-7 is the presence of the cobalt pyrophosphate six-membered metallacycle Co(OPOPO). While cobalt metal exists in trigonal bipyramidal geometry in complex 3, distorted octahedral coordination geometry is observed for cobalt centers in complexes 4-7. In the experimental materials used by the author, we found 4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3Synthetic Route of C20H14N4)

4′-(4-Pyridyl)-2,2′:6′,2”-terpyridine(cas: 112881-51-3) belongs to pyridine derivatives. 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. Synthetic Route of C20H14N4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridineOn October 28, 2015 ,《Highly robust hybrid photocatalyst for carbon dioxide reduction: Tuning and optimization of catalytic activities of dye/TiO2/Re(I) organic-inorganic ternary systems》 was published in Journal of the American Chemical Society. The article was written by Won, Dong-Il; Lee, Jong-Su; Ji, Jung-Min; Jung, Won-Jo; Son, Ho-Jin; Pac, Chyongjin; Kang, Sang Ook. The article contains the following contents:

Herein we report a detailed investigation of a highly robust hybrid system (sensitizer/TiO2/catalyst) for the visible-light reduction of CO2 to CO; the system comprises 5′-(4-[bis(4-methoxymethylphenyl)amino]phenyl-2,2′-dithiophen-5-yl)cyanoacrylic acid as the sensitizer and (4,4′-bis(methylphosphonic acid)-2,2′-bipyridine)ReI(CO)3Cl as the catalyst, both of which have been anchored on three different types of TiO2 particles (s-TiO2, h-TiO2, d-TiO2). It was found that remarkable enhancements in the CO2 conversion activity of the hybrid photocatalytic system can be achieved by addition of water or such other additives as Li+, Na+, and TEOA. The photocatalytic CO2 reduction efficiency was enhanced by approx. 300% upon addition of 3% (volume/volume) H2O, giving a turnover number of ≥570 for 30 h. A series of Mott-Schottky (MS) analyses on nanoparticle TiO2 films demonstrated that the flat-band potential (Vfb) of TiO2 in dry DMF is substantially neg. but pos. shifts to considerable degrees in the presence of water or Li+, indicating that the enhancement effects of the additives on the catalytic activity should mainly arise from optimal alignment of the TiO2 Vfb with respect to the excited-state oxidation potential of the sensitizer and the reduction potential of the catalyst in our ternary system. The present results confirm that the TiO2 semiconductor in our heterogeneous hybrid system is an essential component that can effectively work as an electron reservoir and as an electron transporting mediator to play essential roles in the persistent photocatalysis activity of the hybrid system in the selective reduction of CO2 to CO. The experimental process involved the reaction of 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridine)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) 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. Safety of 4,4′-Bis(chloromethyl)-2,2′-bipyridine Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Quality Control of Methyl 6-(aminomethyl)picolinate hydrochlorideOn September 21, 1995 ,《Synthesis and antiplatelet activity of DMP 757 analogs》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Wityak, John; Fevig, John M.; Jackson, Sharon A.; Johnson, Alexander L.; Mousa, Shaker A.; Parthasarathy, Anju; Wells, Gregory J.; DeGrado, William F.; Wexler, Ruth R.. The article contains the following contents:

A series of novel cyclic peptides I [X = 2-fluoro-1,3-phenylenediyl, 2,5-thiophenediyl, 2,5-furandiyl, 2,6-pyridinediyl, 2,5-thiophenediyl, 2,5-furandiyl, 2,5-pyrrolediyl, (E)-CH2CH:CHCH2, (Z)-CH2CH:CHCH2; CH2-X = Q] related to DMP 757 (I; X = m-C6H4) bearing heterocyclic and otherwise modified linking moieties were prepared by solution-phase methods. Synthetic methods for the preparation of linking groups and cyclic peptides are presented. In vitro data for the purpose of QSAR is discussed. In the experiment, the researchers used many compounds, for example, Methyl 6-(aminomethyl)picolinate hydrochloride(cas: 171670-23-8Quality Control of Methyl 6-(aminomethyl)picolinate hydrochloride)

Methyl 6-(aminomethyl)picolinate hydrochloride(cas: 171670-23-8) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Quality Control of Methyl 6-(aminomethyl)picolinate hydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application In Synthesis of 2-Bromopyridin-3-amineOn March 21, 2022, Salameh, Nihad; Ferlin, Francesco; Valentini, Federica; Anastasiou, Ioannis; Vaccaro, Luigi published an article in ACS Sustainable Chemistry & Engineering. The article was 《Waste-Minimized Continuous-Flow Synthesis of Oxindoles Exploiting a Polymer-Supported N Heterocyclic Palladium Carbene Complex in a CPME/Water Azeotrope》. The article mentions the following:

The development of an effective synthetic protocol for the synthesis of oxindoles in flow based on a C(sp3)-H activation process promoted by a supported N-heterocyclic carbene palladium heterogeneous catalytic system using cyclopentyl Me ether (CPME) as the reaction medium was reported. The design of the catalyst, the selection of the solvent medium, and the definition of a tailored continuous flow reactor have been all designed to establish an efficient waste-minimized process for the intramol. cyclization of N-methyl-2-halo-acetanilides. The use of CPME in its aqueous azeotropic mixture has allowed to reach high yields of products with a simplified precipitation workup that includes the downstream process separation and recycling of the solvent. An assessment of the environmental and safety hazard features has also been made in order to better clarify the implications in terms of sustainability of the newly developed process. The experimental part of the paper was very detailed, including the reaction process of 2-Bromopyridin-3-amine(cas: 39856-58-1Application In Synthesis of 2-Bromopyridin-3-amine)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Application In Synthesis of 2-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Recommanded Product: 3,5,6-Trichloropicolinic acidOn March 31, 2009, Slotkin, Theodore A.; Seidler, Frederic J.; Wu, Changlong; MacKillop, Emiko A.; Linden, Karl G. published an article in Environmental Health Perspectives. The article was 《Ultraviolet photolysis of chlorpyrifos: developmental neurotoxicity modeled in PC12 cells》. The article mentions the following:

UV photodegradation products from pesticides form both in the field and during water treatment. We evaluated the photolytic breakdown of the organophosphate pesticide chlorpyrifos (CPF) in terms of both the chem. entities generated by low-pressure UV C irradiation and their potential as developmental neurotoxicants. We separated byproducts using high-performance liquid chromatog. and characterized them by gas chromatog./mass spectrometry. We assessed neurotoxicity in neuronotypic PC12 cells, both in the undifferentiated state and during differentiation. Photodegradation of CPF in methanol solution generated CPF oxon and trichloropyridinol, products known to retain developmental neurotoxicant actions, as well as a series of related organophosphate and phosphorothionate derivatives Exposure conditions that led to 50% degradation of CPF thus did not reduce developmental neurotoxicity. The degradation mixture inhibited DNA synthesis in undifferentiated cells to the same extent as native CPF. In differentiating cells, the products likewise retained the full ability to elicit shortfalls in cell number and corresponding effects on cell growth and neurite formation. When the exposure was prolonged to the point where 70% of the CPF was degraded, the adverse effects on PC12 cells were no longer evident; however, these conditions were sufficiently severe to generate toxic products from the methanol vehicle. Our results indicate that field conditions or remediation treatments that degrade a significant proportion of the CPF do not necessarily produce inactive products and, indeed, may elicit formation of even more toxic chems. that are more water soluble and thus have greater field mobility than CPF itself. The experimental part of the paper was very detailed, including the reaction process of 3,5,6-Trichloropicolinic acid(cas: 40360-44-9Recommanded Product: 3,5,6-Trichloropicolinic acid)

3,5,6-Trichloropicolinic acid(cas: 40360-44-9) 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.Recommanded Product: 3,5,6-Trichloropicolinic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cellier, Marie; Gignoux, Amandine; James, Arthur L.; Orenga, Sylvain; Perry, John D.; Robinson, Shaun N.; Stanforth, Stephen P.; Turnbull, Graeme published their research in Bioorganic & Medicinal Chemistry Letters on December 15 ,2015. The article was titled 《2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms》.Name: N-(2-Chloropyridin-3-yl)-2-nitrobenzamide The article contains the following contents:

A series of carboxy-substituted 2-(nitroaryl)benzothiazole derivatives and carboxy-substituted 2-(nitroaryl)benzoxazole derivatives were prepared and evaluated as potential nitroreductase substrates for the purpose of detecting clin. important microorganisms. Several of the substrates produced highly fluorescent colonies with the majority of a panel of 10 Gram-neg. bacteria and also with two of a panel of 8 Gram-pos. bacteria. In the experimental materials used by the author, we found N-(2-Chloropyridin-3-yl)-2-nitrobenzamide(cas: 1028-86-0Name: N-(2-Chloropyridin-3-yl)-2-nitrobenzamide)

N-(2-Chloropyridin-3-yl)-2-nitrobenzamide(cas: 1028-86-0) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Name: N-(2-Chloropyridin-3-yl)-2-nitrobenzamide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ko, Young Kwan; Lee, Seung Chul; Koo, Dong Wan; Jung, Mankil; Kim, Dae-Whang published an article on February 20 ,2001. The article was titled 《A new and facile synthesis of 2-pyridones》, and you may find the article in Bulletin of the Korean Chemical Society.Related Products of 77837-09-3 The information in the text is summarized as follows:

Treating coumalic acid with MeCOCl gave di-Me 4-(methoxymethylene)-2-pentenedioate. Reaction of the diester with amines, followed by cyclization, gave 5-carbomethoxy-2-pyridones. In the experimental materials used by the author, we found Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3Related Products of 77837-09-3)

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. 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. Related Products of 77837-09-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wu, Zhibing; Park, Hyung-Yeon; Xie, Dewen; Yang, Jingxin; Hou, Shuaitao; Shahzad, Nasir; Kim, Chan Kyung; Yang, Song published an article on February 3 ,2021. The article was titled 《Synthesis, Biological Evaluation, and 3D-QSAR Studies of N-(Substituted pyridine-4-yl)-1-(substituted phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxamide Derivatives as Potential Succinate Dehydrogenase Inhibitors》, and you may find the article in Journal of Agricultural and Food Chemistry.Recommanded Product: 4-Amino-2-picoline The information in the text is summarized as follows:

To develop more potential succinate dehydrogenase (SDH) inhibitors, we designed and synthesized a novel series of N-(substituted pyridine-4-yl)-1-(substituted phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxamide derivatives, I [R1 = H, CH3, F, Cl; R2 = 2-pyridinyl, 4-pyridinyl, 2-CH3-4-pyridinyl, etc.]. The bioassay results demonstrated that some title compounds exhibited excellent antifungal activity against four tested phytopathogenic fungi (Gibberella zea, Fusarium oxysporum, Cytospora mandshurica, and Phytophthora infestans). The EC50 values were 1.8μg/mL for I [R1 = Cl; R2 = 4-pyridinyl] against G. zeae, 1.5 and 3.6μg/mL for I [R1 = Cl; R2 = 2-CH3-4-pyridinyl] against F. oxysporum and C. mandshurica, resp., and 6.8μg/mL for I [R1 = F; R2 = 2-CH3-4-pyridinyl] against P. infestans. The SDH enzymic activity testing revealed that the IC50 values of I [R1 = H; R2 = 4-pyridinyl], I [R1 = CH3; R2 = 4-pyridinyl], I [R1 = F; R2 = 2-CH3-4-pyridinyl], and penthiopyrad were 12.5, 135.3, 6.9, and 223.9μg/mL, resp. The mol. docking results of this series of title compounds with SDH model demonstrated that the compounds could completely locate inside of the pocket, the body fragment formed H bonds, and the Ph ring showed a π-π interaction with Arg59, suggesting that these novel 5-trifluoromethyl-pyrazole-4-carboxamide derivatives might target SDH. These results provided a benchmark for understanding the antifungal activity against the phytopathogenic fungus P. infestans and prompt us to discover more potent SDH inhibitors.4-Amino-2-picoline(cas: 18437-58-6Recommanded Product: 4-Amino-2-picoline) was used in this study.

4-Amino-2-picoline(cas: 18437-58-6) 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.Recommanded Product: 4-Amino-2-picoline

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2009,Aoyagi, Yutaka; Adachi, Yoshiyuki; Akagi, Shunta; Ohno, Naohito; Takeya, Koichi published 《First asymmetric synthesis of CJ-14877 and its enantiomer and their interleukin-1β inhibitory activities》.Bioorganic & Medicinal Chemistry Letters published the findings.Electric Literature of C7H6BrNO2 The information in the text is summarized as follows:

A potent antiinflammatory Me picolinate alkaloid CJ-14877 [(+)-I] and its enantiomer (-)-II were synthesized in two steps starting from com. available Me 5-bromopicolinate. The synthesis includes microwave-assisted Suzuki coupling reaction and Sharpless asym. dihydroxylation. In the experiment, the researchers used many compounds, for example, Methyl 5-bromopicolinate(cas: 29682-15-3Electric Literature of C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Electric Literature of C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2013,Zhang, Xiaoyan; Zhang, Nanjing; Chen, Guangming; Turpoff, Anthony; Ren, Hongyu; Takasugi, James; Morrill, Christie; Zhu, Jin; Li, Chunshi; Lennox, William; Paget, Steven; Liu, Yalei; Almstead, Neil; George Njoroge, F.; Gu, Zhengxian; Komatsu, Takashi; Clausen, Valerie; Espiritu, Christine; Graci, Jason; Colacino, Joseph; Lahser, Fred; Risher, Nicole; Weetall, Marla; Nomeir, Amin; Karp, Gary M. published 《Discovery of novel HCV inhibitors: Synthesis and biological activity of 6-(indol-2-yl)pyridine-3-sulfonamides targeting hepatitis C virus NS4B》.Bioorganic & Medicinal Chemistry Letters published the findings.Reference of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

A novel series of 6-(indol-2-yl)pyridine-3-sulfonamides I [R1 = CHF2O, c-Pr; R2 = i-Pr, H, CH(CH2F)2, etc.] was prepared and evaluated for their ability to inhibit HCV RNA replication in the HCV replicon cell culture assay. Preliminary optimization of this series furnished compounds with low nanomolar potency against the HCV genotype 1b replicon. Among these, compound I [R1 = CHF2O; R2 = CH(CH2F)2] was identified as a potent HCV replicon inhibitor (EC50 = 4 nM) with a selectivity index with respect to cellular GAPDH of more than 2500. Further, compound I [R1 = CHF2O; R2 = CH(CH2F)2] had a good pharmacokinetic profile in rats with an IV half-life of 6 h and oral bioavailability (F) of 62%. Selection of HCV replicon resistance identified an amino acid substitution in HCV NS4B that confers resistance to these compounds These compounds hold promise as a new chemotype with anti-HCV activity mediated through an underexploited viral target. The experimental part of the paper was very detailed, including the reaction process of 5-Bromo-2-chloropyridine(cas: 53939-30-3Reference of 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Reference of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem