Category: 1453-82-3

Svoboda, Vaclav published the artcileCo-crystal Phase Diagram Determination by the Solution Addition Method, Product Details of C6H6N2O, the publication is Crystal Growth & Design (2022), 22(5), 3376-3384, database is CAplus.

Multicomponent crystals such as co-crystals, salts, and solid solutions can be used to modify phys. properties of active pharmaceutical ingredients. Phase diagrams of such multicomponent crystals are essential for crystallization process development, especially in the case where multiple solid phases may coexist. However, addnl. components and solid phases make phase diagrams more complex and their determination more time consuming. We propose to accelerate this process by identifying the eutectic points and constructing the rest of the phase diagram using thermodn. models, informed by further measurements, if necessary. In this work, a novel solution addition method is proposed for determining the eutectic points in a co-crystal system. This method implements gradual compositional changes to traverse various regions of the phase diagram. Phase boundaries are determined by monitoring changes in the liquid phase (UV-vis) and solid phase (Raman), and eutectic points are obtained from intersection of phase boundaries. The results from solution addition are compared to those of an equilibration method, which combines gravimetry, XRPD, and NMR to identify the eutectic solution composition starting from a composition in the three-phase region of a co-crystal phase diagram. Both methods were able to locate all eutectic points, allowing construction of the ternary phase diagrams of benzoic acid and isonicotinamide in ethanol.

Crystal Growth & Design published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C19H17N3O, Product Details of C6H6N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Jiang, Jiaxuan published the artcileThe isonicotinamide cocrystal promotes inhibitory effects of naringenin on nonalcoholic fatty liver disease in mice, Application of Isonicotinamide, the publication is Journal of Drug Delivery Science and Technology (2020), 101874, database is CAplus.

Cocrystal formation can increase the solubility and dissolution rate of the poorly water-soluble drugs, thus enhancing their oral absorption and bioavailability. Our previous study demonstrates that a high dose (100 mg/kg) of naringenin (NGN) has a prominent inhibitory effect on nonalcoholic fatty liver disease (NAFLD) in mice. However, NGN is poorly soluble in water and has low oral bioavailability, which greatly limit its application. To increase solubility and dissolution rate of NGN, the naringenin-isonicotinamide cocrystal (NGN-INT) was prepared by solvent volatilization method. Compared to an equal dose (50 mg/kg) of the NGN crude drug, the NGN-INT significantly increased in vitro release rate as well as in vivo gastrointestinal absorption of NGN and thus more significantly alleviated liver deposition of triglycerides (TG) of the NAFLD mice induced by a methionine choline deficient (MCD) diet.

Journal of Drug Delivery Science and Technology published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Application of Isonicotinamide.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Zhang, Xing published the artcileHPMC improves protective effects of naringenin and isonicotinamide co-crystals against abdominal aortic aneurysm, Quality Control of 1453-82-3, the publication is Cardiovascular Drugs and Therapy, database is CAplus and MEDLINE.

Abdominal aortic aneurysm (AAA) rupture is one of the most common causes of mortality in cardiovascular diseases, but currently there is no approved drug for AAA treatment or prevention in the clinic. Naringenin (NGN) has been reported to have anti-AAA effects. However, water solubility and in vivo absorption of NGN are not satisfactory, which leads to its low bioavailability, thus affecting its pharmacol. effects. In this project, the improving effects of isonicotinamide (INT) co-crystal and hydroxy Pr Me cellulose (HPMC) or polyvinyl pyrrolidone (PVP) on the solubility, in vivo absorption, and anti-AAA effects of NGN were evaluated. In the current study, co-crystals of naringenin-isonicotinamide (NGN-INT) were prepared, and effects of PVP or HPMC on precipitation rate, supersaturation, and bioavailability of NGN were explored. In addition, with or without HPMC supply, the effects of NGN-INT co-crystal on anti-AAA efficacy of NGN were investigated on an elastase-induced AAA mouse model, and the results were compared with the efficacy of the NGN crude drug. Our results demonstrate that NGN-INT formulation, compared to the NGN crude drug, enhanced the dissolution rate of NGN and significantly increased C_max and AUC_(0-∞) of NGN by 18 times and 1.97 times, resp. Addition of PVP or HPMC in NGN-INT co-crystal further increased bioavailability of NGN in NGN-INT. The in vivo pharmacodynamic study showed that NGN-INT with HPMC significantly improved the inhibitory effects of NGN against AAA. NGN-INT significantly improved the absorption and aortic protective effects of NGN. The supersaturation-prolonging effect of HPMC further enhanced bioavailability and anti-AAA effects of NGN-INT.

Cardiovascular Drugs and Therapy published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C4H10OS, Quality Control of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Dash, Sibananda G. published the artcileComputational Screening of Multicomponent Solid Forms of 2-Aryl-Propionate Class of NSAID, Zaltoprofen, and Their Experimental Validation, Computed Properties of 1453-82-3, the publication is Crystal Growth & Design (2021), 21(1), 449-461, database is CAplus.

A rational coformer screening methodol. was adopted to identify new multicomponent solid preformulations of the 2-aryl propionate class of nonsteroidal anti-inflammatory drugs. The coformer screening was performed using a modified mol. electrostatic potential based site-pair interaction energy computations used in conjunction with the free energy of cocrystal formation calculations to attain better predictability. The computational results were validated against the available exptl. data and used for optimizing the cocrystal screening methodol. for the drug zaltoprofen. A new polymorph and three new cocrystal forms of zaltoprofen were reported in the study, which exhibits up to four times enhancement in the drug solubility than that of the marketed form. We also report one new salt and two new cocrystals of (+)-ibuprofen, a drug from the same 2-aryl propionate family. In hindsight, we propose incorporating secondary heteromeric interactions formed by homo/heterodimer in the calculations of site-pair interaction energy differences for improving the predictability of the mol. electrostatic potential (MESP) based screening. A combined coformer screening strategy utilizing an MESP site-pair interaction energy and the free energy of cocrystal formation calculations helped to develop several novel multicomponent solids of zaltoprofen.

Crystal Growth & Design published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Computed Properties of 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Lundrigan, Travis published the artcileNickel-Catalyzed N-Arylation of Amides with (Hetero)aryl Electrophiles by Using a DBU/NaTFA Dual-Base System, SDS of cas: 1453-82-3, the publication is Synlett (2021), 32(16), 1665-1669, database is CAplus.

The first nickel-catalyzed N-arylation of amides with (hetero)aryl (pseudo)halides employing an organic amine base is described. By using a bis(cyclooctadienyl)nickel/8-[2-(dicyclohexylphosphinyl)phenyl]-1,3,5,7-tetramethyl-2,4,6-trioxa-8-phosphaadamantane catalyst mixture in combination with DBU/NaTFA as a dual-base system, a diversity of (hetero)aryl chloride, bromide, tosylate, and mesylate electrophiles were successfully cross-coupled with structurally diverse primary amides, as well as a selection of secondary amide, lactam, and oxazolidone nucleophiles.

Synlett published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, SDS of cas: 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Liu, Wenbo published the artcileCu₂O-Catalyzed Conversion of Benzyl Alcohols Into Aromatic Nitriles via the Complete Cleavage of the C≡N Triple Bond in the Cyanide Anion, Product Details of C6H6N2O, the publication is Chemistry – An Asian Journal (2021), 16(21), 3509-3513, database is CAplus and MEDLINE.

Nitrogen transfer from cyanide anion to an aldehyde is emerging as a promising method for the synthesis of aromatic nitriles. However, this method still suffers from a disadvantage that a use of stoichiometric Cu(II) or Cu(I) salts is required to enable the reaction. As authors report herein, overcame this drawback and developed a catalytic method for nitrogen transfer from cyanide anion to an alc. via the complete cleavage of the C≡N triple bond using phen/Cu₂O as the catalyst. The present condition allowed a series of benzyl alcs. to be smoothly converted into aromatic nitriles in moderate to high yields. In addition, the present method could be extended to the conversion of cinnamic alc. to 3-phenylacrylonitrile.

Chemistry – An Asian Journal published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Product Details of C6H6N2O.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Meng, Yuanyuan published the artcilePreparation, characterization, and pharmacokinetics of rivaroxaban cocrystals with enhanced in vitro and in vivo properties in beagle dogs, HPLC of Formula: 1453-82-3, the publication is International Journal of Pharmaceutics: X (2022), 100119, database is CAplus and MEDLINE.

Rivaroxaban (RIV) is a direct Factor Xa inhibitor anticoagulant, but the oral bioavailability of RIV is estimated to be only 60% due to its poor solubility The aim of the present study was to improve the solubility and bioavailability of RIV. Five cocrystals-p-hydroxybenzoic acid (HBA), 2,4-dihydroxybenzoic acid (DBA), nicotinamide (NA), isonicotinamide (IA), and succinic acid (SA)-were used as cofomers and were successfully obtained and characterized by powder X-ray diffraction, thermal anal., and Fourier transform IR spectra. RIV-DBA and RIV-HBA cocrystals showed obvious improvements in solubility, dissolution (under sink conditions), and intrinsic dissolution rates vs. RIV. Moreover, the dissolution of RIV-HBA, RIV-DBA, and RIV-SA cocrystals under non-sink conditions showed obvious “spring and parachute” patterns. The in vitro permeability levels in a Caco-2 cell model of RIV-DBA and RIV-IA cocrystals were significantly improved vs. RIV. Pharmacokinetic studies in beagle dogs showed that RIV-DBA and RIV-HBA cocrystals had higher bioavailability than RIV. The enhancements in solubility and bioavailability indicate the potential of RIV cocrystals as a better candidate for the treatment of thrombosis vs. RIV.

International Journal of Pharmaceutics: X published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, HPLC of Formula: 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Nagasaki, Yo-hei published the artcileDehydration of Amides to Nitriles over Heterogeneous Silica-Supported Molybdenum Oxide Catalyst, SDS of cas: 1453-82-3, the publication is ChemCatChem (2022), 14(9), e202101846, database is CAplus.

Silica-supported molybdenum oxide (MoO_x/SiO₂) with 4.8 wt% Mo (0.5 mmol g^-1) was an effective and reusable heterogeneous catalyst for dehydration of 2-furamide to 2-furonitrile (96% yield). The catalyst was applicable to the dehydration of various amides including heteroaromatic, aromatic and alkyl amides, providing the corresponding nitriles in high yields (87-97%). Based on the results of catalyst characterizations (XRD, TEM, UV-vis, Raman) and activity tests, MoO_x species are highly dispersed over SiO₂, and heptamolybdate anion ([Mo₇O₂₄]^6-) and isolated dioxo ((O=)₂MoO₂) were mainly formed on the SiO₂ support of the optimal MoO_x/SiO₂ catalyst. The strong Bronsted acid sites (Mo-OH-Si site) can be formed from the MoOx species and the adjacent silanol group, and the acid-base pair site (Mo(=O)OHSi site) of the strong Bronsted acid site (MoOH-Sisite) and base site (Mo=O) over MoO_x/SiO₂ catalyst could be themain active site for the dehydration of amides.

ChemCatChem published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, SDS of cas: 1453-82-3.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Oba, Yasuhiro published the artcileIdentifying the wide diversity of extraterrestrial purine and pyrimidine nucleobases in carbonaceous meteorites, Category: amides-buliding-blocks, the publication is Nature Communications (2022), 13(1), 2008, database is CAplus and MEDLINE.

The lack of pyrimidine diversity in meteorites remains a mystery since prebiotic chem. models and laboratory experiments have predicted that these compounds can also be produced from chem. precursors found in meteorites. Here we report the detection of nucleobases in three carbonaceous meteorites using state-of-the-art anal. techniques optimized for small-scale quantification of nucleobases down to the range of parts per trillion (ppt). In addition to previously detected purine nucleobases in meteorites such as guanine and adenine, we identify various pyrimidine nucleobases such as cytosine, uracil, and thymine, and their structural isomers such as isocytosine, imidazole-4-carboxylic acid, and 6-methyluracil, resp. Given the similarity in the mol. distribution of pyrimidines in meteorites and those in photon-processed interstellar ice analogs, some of these derivatives could have been generated by photochem. reactions prevailing in the interstellar medium and later incorporated into asteroids during solar system formation. This study demonstrates that a diversity of meteoritic nucleobases could serve as building blocks of DNA and RNA on the early Earth.

Nature Communications published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Category: amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics

Li, Yin published the artcileTemperature-Dependent Terahertz Spectra of Isonicotinamide in the Form I Studied Using the Quasi-Harmonic Approximation, Related Products of amides-buliding-blocks, the publication is ChemPhysChem (2022), 23(6), e202100849, database is CAplus and MEDLINE.

Anharmonicity of mol. vibrational motions is closely associated with the thermal property of crystals. However, the origin of anharmonicity is still not fully understood. Low-frequency vibrations, which are usually defined in the terahertz (THz) range, show excellent sensitivity to anharmonicity. In this work, anharmonicity of isonicotinamide in the form I was investigated by using temperature-dependent terahertz time-domain spectroscopy and the quasi-harmonic approximation (QHA) approach at PBE-D3 and PBE-MBD levels. Both DFT calculations suggest the variation of π-π stacking conformation dominates in the thermal expansion of the unit cell. Frequency shifts of the modes in THz range obtained by QHA approach are found to be qual. consistent with exptl. observations, demonstrating QHA approach is a useful tool for the interpretation of frequency shifts of modes induced by temperature

ChemPhysChem published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, Related Products of amides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Amide,
Amide – an overview | ScienceDirect Topics