Day: February 9, 2023

Regioselective synthesis and biological evaluation of N-substituted 2-aminoquinazolin-4-ones was written by Liao, Zhen-Yuan;Yeh, Wen-Hsiung;Liao, Pen-Yuan;Liu, Yu-Ting;Chen, Ying-Cheng;Chen, Yi-Hung;Hsieh, Tsung-Han;Lin, Chia-Chi;Lu, Ming-Hsuan;Chen, Yi-Song;Hsu, Ming-Chih;Li, Tsai-Kun;Chien, Tun-Cheng. And the article was included in Organic & Biomolecular Chemistry in 2018.Related Products of 628-13-7 This article mentions the following:

The reaction of Me anthranilates 2-NH₂-R¹-C₆H₃C(O)OCH₃ (R¹ = 5-Cl, 4,5-(OCH₃)₂, 5-OCH₃, 5-Br) with N-arylcyanamides R²NHCN (R² = C₆H₅, 4-H₃CC₆H₄, (CH₂)₂CH₃, etc.) in the presence of p-TsOH in t-BuOH under reflux afforded predominantly 3-arylquinazolin-4-ones I (R³ = H, 6-Cl, 6,7-(OCH₃)₂, 6-OCH₃, 6-Br). In contrast, the reaction of the same reactants with TMSCl in t-BuOH at 60 °C followed by the Dimroth rearrangement in aqueous ethanolic sodium hydroxide gave exclusively the regioisomers, 2-(N-arylamino)quinazolin-4-ones II. The regioselective synthesis of N-aryl-substituted 2-aminoquinazolin-4-ones I (R² = 2-bromophenyl, 2-bromo-4-methylphenyl, 2-bromo-4-fluorophenyl), II can be further applied to the synthesis of benzimidazo[2,1-b]quinazolin-12-ones III (R⁴ = H, CH₃, F) and IV. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Related Products of 628-13-7).

Pyridinehydrochloride (cas: 628-13-7) 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. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Related Products of 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of a biarylamide series of potent, state-dependent Na_V1.7 inhibitors was written by Schenkel, Laurie B.;DiMauro, Erin F.;Nguyen, Hanh N.;Chakka, Nagasree;Du, Bingfan;Foti, Robert S.;Guzman-Perez, Angel;Jarosh, Michael;La, Daniel S.;Ligutti, Joseph;Milgram, Benjamin C.;Moyer, Bryan D.;Peterson, Emily A.;Roberts, John;Yu, Violeta L.;Weiss, Matthew M.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Electric Literature of C6H3BrF3N This article mentions the following:

State-dependent Na_V1.7 inhibitors. The Na_V1.7 ion channel has garnered considerable attention as a target for the treatment of pain. Herein we detail the discovery and structure-activity relationships of a novel series of biaryl amides. Optimization led to the identification of several state-dependent, potent and metabolically stable inhibitors which demonstrated promising levels of selectivity over Na_V1.5 and good rat pharmacokinetics. Compound I, which demonstrated preferential inhibition of a slow inactivated state of Na_V1.7, was advanced into a rat formalin study where upon reaching unbound drug levels several fold over the rat Na_V1.7 IC₅₀ it failed to demonstrate a robust reduction in nociceptive behavior. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Electric Literature of C6H3BrF3N).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Electric Literature of C6H3BrF3N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The hypoglycemic effect of (7R^*,9aS^*)-7-phenyl-octahydroquinolizin-2-one in mice was written by Kubo, Hajime;Kobayashi, Junji;Higashiyama, Kimio;Kamei, Junzo;Fujii, Yuji;Ohmiya, Shigeru. And the article was included in Biological & Pharmaceutical Bulletin in 2000.Safety of 4-Methoxy-2-methylpyridine This article mentions the following:

(-)-Multiflorine, which was isolated from leguminous plants, produced a hypoglycemic effect when administered to mice with streptozotocin-induced diabetes. (-)-Multiflorine has an enaminone type conjugation on the A-ring, which is unusual in lupine alkaloids. Proceeding on the assumption that the A-B ring is responsible for the activity, several compounds bearing quinolizidin-2-one were synthesized and their hypoglycemic effects were examined The hypoglycemic effect of (7R^*,9aS^*)-7-phenyl-octahydroquinolizin-2-one was approx. 4 times stronger than that of (-)-multiflorine measured by oral glucose tolerance test in normal mice. This result indicates that compounds possessing the quinolizidin-2-one ring system as the basic structure may be possible lead compounds for a new type of diabetes drug. In the experiment, the researchers used many compounds, for example, 4-Methoxy-2-methylpyridine (cas: 24103-75-1Safety of 4-Methoxy-2-methylpyridine).

4-Methoxy-2-methylpyridine (cas: 24103-75-1) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of 4-Methoxy-2-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and Evaluation of Heterocyclic Analogues of Bromoxynil was written by Cutulle, Matthew A.;Armel, Gregory R.;Brosnan, James T.;Best, Michael D.;Kopsell, Dean A.;Bruce, Barry D.;Bostic, Heidi E.;Layton, Donovan S.. And the article was included in Journal of Agricultural and Food Chemistry in 2014.Recommanded Product: 2,6-Dibromoisonicotinonitrile This article mentions the following:

One attractive strategy to discover more active and/or crop-selective herbicides is to make structural changes to currently registered compounds This strategy is especially appealing for those compounds with limited herbicide resistance and whose chem. is accompanied with transgenic tools to enable herbicide tolerance in crop plants. Bromoxynil (I) is a photosystem II (PSII) inhibitor registered for control of broadleaf weeds in several agronomic and specialty crops. Recently at the University of Tennessee-Knoxville several analogs of bromoxynil were synthesized including a previously synthesized pyridine (2,6-dibromo-5-hydroxypyridine-2-carbonitrile sodium salt), a novel pyrimidine (4,6-dibromo-5-hydroxypyrimidine-2-carbonitrile sodium salt), and a novel pyridine N-oxide (2,6-dibromo-1-oxidopyridin-1-ium-4-carbonitrile). These new analogs of bromoxynil were also evaluated for their herbicidal activity on soybean (Glycine max), cotton (Gossypium hirsutum), redroot pigweed (Amaranthus retroflexus), velvetleaf (Abutilon theophrasti), large crabgrass (Digitaria sanguinalis), and pitted morning glory (Ipomoea lacunose) when applied at 0.28 kg ha^-1. A second study was conducted on a glyphosate-resistant weed (Amaranthus palmeri) with the compounds being applied at 0.56 kg ha^-1. Although all compounds were believed to inhibit PSII by binding in the quinone binding pocket of D1, the pyridine and pyridine-N-oxide analogs were clearly more potent than bromoxynil on Amaranthus retroflexus. However, application of the pyrimidine herbicide resulted in the least injury to all species tested. These variations in efficacy were investigated using mol. docking simulations, which indicate that the pyridine analog may form a stronger hydrogen bond in the pocket of the D1 protein than the original bromoxynil. A pyridine analog was able to control the glyphosate-resistant Amaranthus palmeri with >80% efficacy. The pyridine analogs of bromoxynil showed potential to have a different weed control spectrum compared to bromoxynil. A pyridine analog of bromoxynil synthesized in this research controlled several weed species greater than bromoxynil itself, potentially due to enhanced binding within the PSII binding pocket. Future research should compare this analog to bromoxynil using optimized formulations at higher application rates. In the experiment, the researchers used many compounds, for example, 2,6-Dibromoisonicotinonitrile (cas: 408352-58-9Recommanded Product: 2,6-Dibromoisonicotinonitrile).

2,6-Dibromoisonicotinonitrile (cas: 408352-58-9) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Recommanded Product: 2,6-Dibromoisonicotinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Equilibrium acidities and homolytic bond dissociation energies of the acidic carbon-hydrogen bonds in N-substituted trimethylammonium and pyridinium cations was written by Zhang, Xian Man;Bordwell, Frederick G.;Van Der Puy, Michael;Fried, Herbert E.. And the article was included in Journal of Organic Chemistry in 1993.Related Products of 17281-59-3 This article mentions the following:

Equilibrium acidities (pK_HA) of the cations in 16 N-substituted trimethylammonium salts, one N-phenacylquinuclidinium salt, 8 N-substituted pyridinium salts, and N-(ethoxycarbonyl)isoquinolinium bromide, together with the oxidation potentials of their conjugate bases, have been determined in Me₂SO. The acidifying effects of the α-trimethylammonium groups (α-Me₃N⁺) and the α-pyridinium groups (α-PyN⁺) on the adjacent acidic C-H bonds in these cations were found to average about 10 and 18 pK_HA units, resp. The homolytic bond dissociation energies of the acidic C-H bonds in these cations, estimated by the combination of the equilibrium acidities with the oxidation potentials of their corresponding conjugate bases (ylides), show that the α-trimethylammonium groups destabilize adjacent radicals by 2-6 kcal/mol, whereas α-pyridinium groups stabilize adjacent radicals by 3-6 kcal/mol. The effects of α-pyridinium groups on the stabilization energies of the radicals derived from these cations were ca. 4-10 kcal/mol smaller than those of the corresponding Ph groups, whereas their effects on the equilibrium acidities of the cations were 5.4-13.1 pK_HA units larger. The pK_HA value of tetramethylammonium cation (Me₄N⁺) was estimated by extrapolation to be about 42 in Me₂SO. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Related Products of 17281-59-3).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Related Products of 17281-59-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Entangled metal-organic frameworks modulated by N-donor ligands of different conformations was written by Guo, Hua-Dong;Qiu, Dong-Fang;Guo, Xian-Min;Zheng, Guo-Li;Wang, Xiao;Dang, Song;Zhang, Hong-Jie. And the article was included in CrystEngComm in 2009.HPLC of Formula: 15420-02-7 This article mentions the following:

Based on the aromatic dicarboxylic acid and N-donor ligands with different conformations, four Zn(II) metal-organic frameworks, namely [Zn(mfda)(L¹)] (1), [Zn₂(mfda)₂(L₂)]·DMF·H₂O (2), [Zn₂(mfda)2(L³)(H₂O)]·DMF (3) and [Zn₂(mfda)₂(L⁴)] (4) were synthesized (mfda = 9,9-dimethylfluorene-2,7-dicarboxylate anion, L¹ = 1,10-phenanthroline, L² = 4,4′-bipyridine, L³ = 2,5-bis(4-pyridyl)-1,3,4-oxadiazole and L⁴ = 1,4-bis(imidazol-1-ylmethyl)benzene). Single-crystal x-ray diffraction revealed that all compounds exhibit entangled structures. Compound 1 is composed of 1D zigzag chains that are entangled through the π-π stacking interactions to generate a three-fold interpenetrating diamond-like networks. 2 Exhibits a two-fold interpenetrating (αPo) net, which leaves 1D channels with high free volume In 3, parallel mutual polythreadings of 2D layers are connected by hydrogen bonds into a self-penetrating framework with (4⁴·6¹⁰·7)(4·5·6)(4⁶·5²·6¹⁶·7³·9) topol. For 4, the interpenetrating 2D layers are connected into a self-interpenetrating net with (4⁹·6⁶) topol. The potential of N-donor ligands to produce interesting metal-organic frameworks was studied. Luminescent studies show that 1–4 exhibit strong blue fluorescent emissions. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7HPLC of Formula: 15420-02-7).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.HPLC of Formula: 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of 2-pyridineformamide thiosemicarbazones as potent antiausterity agents was written by Shakya, Bhushan;Yadav, Paras Nath;Ueda, Jun-ya;Awale, Suresh. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2014.Recommanded Product: 4-Methylpicolinonitrile This article mentions the following:

Series of 2-pyridineformamide thiosemicarbazones I [R¹R² = pyrrolidin-1-yl, piperidin-1-yl, morpholin-4-yl, etc.; R³ = H, 4-Me] were synthesized. Their preferential cytotoxicity in nutrient deprived medium (NDM) was evaluated using PANC-1 human pancreatic cancer cells by employing an antiausterity strategy. 2-Pyridineformamide thiosemicarbazones induced apoptosis and exhibited preferential cytotoxic activity toward PANC-1 cells in NDM, with potencies in the submicromolar range. These compounds are potential candidates for the development of therapeutics against pancreatic cancer. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Recommanded Product: 4-Methylpicolinonitrile).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. 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.Recommanded Product: 4-Methylpicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Screening for emphysema via exhaled volatile organic compounds was written by Cristescu, S. M.;Gietema, H. A.;Blanchet, L.;Kruitwagen, C. L. J. J.;Munnik, P.;van Klaveren, R. J.;Lammers, J. W. J.;Buydens, L.;Harren, F. J. M.;Zanen, P.. And the article was included in Journal of Breath Research in 2011.COA of Formula: C8H11N This article mentions the following:

Chronic obstructive pulmonary disease (COPD)/emphysema risk groups are well defined and screening allows for early identification of disease. The capability of exhaled volatile organic compounds (VOCs) to detect emphysema, as found by computed tomog. (CT) in current and former heavy smokers participating in a lung cancer screening trial, was investigated. CT scans, pulmonary function tests and breath sample collections were obtained from 204 subjects. Breath samples were analyzed with a proton-transfer reaction mass spectrometer (PTR-MS) to obtain VOC profiles listed as ions at various mass-to-charge ratios (m/z). Using bootstrapped stepwise forward logistic regression, we identified specific breath profiles as a potential tool for the diagnosis of emphysema, of airflow limitation or gas-exchange impairment. A marker for emphysema was found at m/z 87 (tentatively attributed to 2-methylbutanal). The area under the receiver operating characteristic curve (ROC) of this marker to diagnose emphysema was 0.588 (95% CI 0.453-0.662). Mass-to-charge ratios m/z 52 (most likely chloramine) and m/z 135 (alkyl benzene) were linked to obstructive disease and m/z 122 (most probably alkyl homologs) to an impaired diffusion capacity. ROC areas were 0.646 (95% CI 0.562-0.730) and 0.671 (95% CI 0.524-0.710), resp. In the screening setting, exhaled VOCs measured by PTR-MS constitute weak markers for emphysema, pulmonary obstruction and impaired diffusion capacity. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4COA of Formula: C8H11N).

2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.COA of Formula: C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The dynamics of cations in pyridinium-based ionic liquids by means of quasielastic- and inelastic neutron scattering was written by Burankova, Tatsiana;Reichert, Elena;Fossog, Verlaine;Hempelmann, Rolf;Embs, Jan Peter. And the article was included in Journal of Molecular Liquids in 2014.SDS of cas: 104-73-4 This article mentions the following:

Neutron scattering is an excellent tool to study the dynamics of hydrogen-rich materials. In the present work we subsumed our results on pyridinium-based ionic liquids We have performed inelastic, quasielastic and elastic neutron scattering experiments aiming to understand the different dynamical processes that occur at different temperatures in ionic liquids Using quasielastic scattering we obtained data that can be described as a superposition of localized dynamical processes and long range diffusion. The localized processes, which originated from the alkyl chain and the pyridinium ring of the cation, have been modelled in terms of the so-called Gaussian model. The influence of the length of the alkyl chain, attached to the cation, on the dynamical processes was discussed in detail. Furthermore we show neutron backscattering data, obtained on partially deuterated samples, that clearly demonstrate the melting of the alkyl chain and the activation of Me end-group rotations at low temperatures Finally, the power of deuterium labeling was evidenced for inelastic neutron scattering data. In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4SDS of cas: 104-73-4).

1-Dodecylpyridin-1-ium bromide (cas: 104-73-4) 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. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.SDS of cas: 104-73-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Taxonomic significance and antitumor activity of alkaloids from Clausena lansium Lour. Skeels (Rutaceae) was written by Peng, Wen-Wen;Fu, Xiao-Xiang;Xiong, Zhong-Hua;Wu, Hong-Liang;Chang, Jing-Wen;Huo, Guang-Hua;Li, Bao-Tong. And the article was included in Biochemical Systematics and Ecology in 2020.Name: Pyridin-4-ol This article mentions the following:

Phytochem. anal. of isolates from the aerial parts of Clausena lansium Lour. Skeels (Rutaceae) led to the identification of 14 alkaloids, including two indole alkaloids (1 and 2), one quinoline alkaloid (3), two pyridine alkaloids (4 and 5), four carbazole alkaloids (6-9) and five amides alkaloids (10-14). The phytochem. structures of the alkaloids were established by means of NMR and MS spectral analyses. Compounds (4, 5, 14) were three new natural products, while 1-3 and 10 were firstly reported from the genus Clausena and 8 and 9 were isolated from this species for the first time. The chemotaxonomic significance of these isolated alkaloids has also been discussed. All the isolated alkaloids were tested for their cytotoxic activity against Hela cancer cell line. Among them, four carbazole alkaloids 6-9 exhibited weak cytotoxicity with IC₅₀ values ranging from 69.31 to 138.32μM. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Name: Pyridin-4-ol).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Name: Pyridin-4-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem