Tag: 100-200

Non-covalent thrombin inhibitors featuring P₃-heterocycles with P₁-monocyclic arginine surrogates was written by Reiner, John E.;Siev, Daniel V.;Araldi, Gian-Luca;Cui, Jingrong Jean;Ho, Jonathan Z.;Reddy, Komandla Malla;Mamedova, Lala;Vu, Phong H.;Lee, Kuen-Shan S.;Minami, Nathaniel K.;Gibson, Tony S.;Anderson, Susanne M.;Bradbury, Annette E.;Nolan, Thomas G.;Semple, J. Edward. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2002.COA of Formula: C5H4N4 This article mentions the following:

Investigations on P₂-P₃-heterocyclic dipeptide surrogates directed towards identification of an orally bioavailable thrombin inhibitor led us to pursue novel classes of achiral, non-covalent P₁-arginine derivatives The design, synthesis, and biol. activity of inhibitors NC1-NC30 that feature three classes of monocyclic P₁-arginine surrogates will be disclosed: (1) (hetero)aromatic amidines, amines and hydroxyamidines, (2) 2-aminopyrazines, and (3) 2-aminopyrimidines and 2-aminotetrahydropyrimidines. In the experiment, the researchers used many compounds, for example, 2-Aminopyrimidine-5-carbonitrile (cas: 1753-48-6COA of Formula: C5H4N4).

2-Aminopyrimidine-5-carbonitrile (cas: 1753-48-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.COA of Formula: C5H4N4

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Ketimines. III. ω-Cyclohexylalkyl alkyl type was written by Pickard, P. L.;Young, C. W.. And the article was included in Journal of the American Chemical Society in 1951.Product Details of 4435-14-7 This article mentions the following:

In this abstract, R = cyclohexyl throughout.) Acid chlorides, R(CH₂)_XCl (read x, yield (%), b.p., d₄²³, n_D²⁰): 3, 92.5, b₁ 83°, 1.0175, 1.4710; 5, 96, b₁ 106°, 0.9987, 1.4714. Slow addition of the acid chlorides to NH₄OH at 0° and crystallization of the precipitate from MeOH-H₂O gave above 80% of the amides, R(CH₂)₃CONH₂: × = 3, m. 111°; 5, m. 117°. Dehydration with excess POCl₃ gave the nitriles, R(CH₂)_xCN (read x, yield (%), b.p., d₄²⁰, n_D²⁰): 1, 70, b₁ 57°. 0.9180, 1.4575; 2, 80, b₁ 71°, 0.9107, 1.4602; 3, 83, b₁ 82°, 0.9056, 1.4607; 4, 85, b₁ 93°, 0.8950, 1.4618; 5, 86, b₁ 112°, 0.9879, 1.4637. The ketimines, R(CH₂)_x C(:NH)CHMeEt were prepared from 0.25 mole MeEtCHBr and 0.20 mole nitrile by the method of Pickard and Vaughan (C.A. 45,381 1a) (read x, yield (%), b.p., d₄²⁰, and n_D²⁰): 2, 56, b₂ 101°, 0.8680, 1.4689; 3, 43, b₁ 107°, 0.8611, 1.4699; 4, 45, b₁ 121°, 0.8754, 1.4700; 5, 60, b₁ 130°, 0.8808, 1.4719. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Product Details of 4435-14-7).

2-Cyclohexylacetonitrile (cas: 4435-14-7) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Product Details of 4435-14-7

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Rational Design, Synthesis, and Characterization of Deep Blue Phosphorescent Ir(III) Complexes Containing (4′-Substituted-2′-pyridyl)-1,2,4-triazole Ancillary Ligands was written by Park, Hea Jung;Kim, Ji Na;Yoo, Hyun-Ji;Wee, Kyung-Ryang;Kang, Sang Ook;Cho, Dae Won;Yoon, Ung Chan. And the article was included in Journal of Organic Chemistry in 2013.SDS of cas: 36057-44-0 This article mentions the following:

On the basis of the results of frontier orbital considerations, 4-substituted-2′-pyridyltriazoles were designed to serve as ancillary ligands in 2-phenylpyridine main ligand containing heteroleptic iridium(III) complexes that display deep blue phosphorescence emission. The iridium(III) complexes, Ir1–Ir7, prepared using the new ancillary ligands, were found to display structured, highly quantum efficient (Φ_p = 0.20-0.42) phosphorescence with emission maxima in the blue to deep blue 448-456 nm at room temperature In accord with predictions based on frontier orbital considerations, the complexes were observed to have emission properties that are dependent on the electronic nature of substituents at the C-4 position of the pyridine moiety of the ancillary ligand. Importantly, placement of an electron-donating Me group at C-4′ of the pyridine ring of the 5-(pyridine-2′-yl)-3-trifluoromethyl-1,2,4-triazole ancillary ligand leads to an iridium(III) complex that displays a deep blue phosphorescence emission maximum at 448 nm in both the liquid and film states at room temperature Finally, an OLED device, constructed using an Ir-complex containing the optimized ancillary ligand as the dopant, was found to emit deep blue color with a CIE of 0.15, 0.18, which is close to the perfect goal of 0.15, 0.15. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0SDS of cas: 36057-44-0).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�65 ppm. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. SDS of cas: 36057-44-0

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Highly enantioselective bioreduction of prochiral ketones by stem and germinated plant of Brassica oleracea variety italica was written by Mohammadi, Mehdi;Yousefi, Maryam;Habibi, Zohreh. And the article was included in Biocatalysis and Biotransformation in 2011.Category: nitriles-buliding-blocks This article mentions the following:

An eco-friendly and environmentally benign asym. reduction of a broad range of prochiral ketones employing Brassica oleracea variety italica (stems and germinated plant) as a novel biocatalyst was developed. It was found that B. oleracea variety italica could be used effectively for enantioselective bioreduction in aqueous medium with moderate to excellent chem. yield and enantiomeric excess (ee). This process is more efficient and generates less waste than conventional chem. reagents or microorganisms. Both R- and S-configurations were obtained by these asym. reactions. The best ee were achieved for pyridine derivatives (92-99%). The ee in germinated plant reactions were significantly higher than those of stem reactions. The low cost and the easy availability of these biocatalysts suggest their possible use for large scale preparations of important chiral alcs. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Category: nitriles-buliding-blocks).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Category: nitriles-buliding-blocks

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Remarkably stable (Me₃Al)₂·DABCO and stereoselective nickel-catalyzed AlR₃ (R = Me, Et) additions to aldehydes was written by Biswas, Kallolmay;Prieto, Oscar;Goldsmith, Paul J.;Woodward, Simon. And the article was included in Angewandte Chemie, International Edition in 2005.Computed Properties of C9H9NO This article mentions the following:

Chiral nonracemic secondary alcs. are prepared by the addition of either bis(trialkylaluminum) adducts of DABCO or trialkylaluminum reagents to aldehydes in the presence of Ni(acac)₂ and the Feringa binaphthyl phosphoramidite ligand derived from (R)-BINOL and (S,S)-N,N-bis(1-phenylethyl)amine. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Computed Properties of C9H9NO).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Computed Properties of C9H9NO

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Varying the ratio of formic acid to triethylamine impacts on asymmetric transfer hydrogenation of ketones was written by Zhou, Xiaowei;Wu, Xiaofeng;Yang, Bolun;Xiao, Jianliang. And the article was included in Journal of Molecular Catalysis A: Chemical in 2012.Name: (R)-4-(1-Hydroxyethyl)benzonitrile This article mentions the following:

Asym. transfer hydrogenation (ATH) is frequently carried out in the azeotropic mixture of formic acid (F) and triethylamine (T), where the F/T molar ratio is 2.5. This study shows that the F/T ratio affects both the reduction rate and enantioselectivity, with the optimum ratio being 0.2 in the ATH of ketones with the Ru-TsDPEN catalyst. Under such conditions, a range of substrates have been reduced, affording high yields and good to excellent enantioselectivities. In comparison with the common azeotropic F-T system, the reduction is faster. This protocol improves both the classic azeotropic and the aqueous-formate system when using water-insoluble ketones. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Name: (R)-4-(1-Hydroxyethyl)benzonitrile).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Name: (R)-4-(1-Hydroxyethyl)benzonitrile

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Synthesis of macrobicyclic polyamines by direct macrobicyclization via tripode-tripode coupling was written by Dietrich, Bernard;Hosseini, Mir Wais;Lehn, Jean Marie;Sessions, Richard B.. And the article was included in Helvetica Chimica Acta in 1985.Reference of 7528-78-1 This article mentions the following:

Five macrobicyclic polyamines, e.g., I, were prepared by a coupling reaction involving two tripodal subunits. The key macrobicyclization steps involve condensation of a tris-terminal tosylamine tripodal subunit with a tris-terminal tripodal mesylate. Thus, Michael addition of Me acrylate with N(CH₂CH₂CH₂NHTs)₃ (II; Ts = tosyl) gave the triester, which was reduced and mesylated to give N(CH₂CH₂CH₂NTsCH₂CH₂CH₂OMs)₃ (III; Ms = mesyl). Tripode III was condensed with tripode II at 95° in DMF in the presence of Cs₂CO₃ to give the macrobicyclic hexatosylamine in 50% yield. The last was detosylated with PhOH in HBr/AcOH to give I as the HBr salt. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Reference of 7528-78-1).

3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Reference of 7528-78-1

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Condensation of 3-methyl-6-nitrobenzonitrile and 3-methyl-6-nitrobenzamide with benzaldehyde was written by Macovski, Eugen;Georgescu, Julia. And the article was included in Bulletin de la Section Scientifique de l’ Academie Roumaine in 1946.HPLC of Formula: 64113-86-6 This article mentions the following:

Nitration of m-MeC₆H₄CN gives a mixture of 3-methyl-6-nitrobenzonitrile (I), m. 92°, and isomeric nitro compounds removable by steam distillation The distillate with KOH-H₂O₂ gives 3-methyl-2-nitrobenzamide (II), m. 192°, and 3-methyl-5-nitrobenzamide (III), m. 166°. Heating II with BzH 2 hrs. at 160° gives N,N’-benzylidenebis(3-methyl-2-nitrobenzamide), m. 243°; III gives N,N’-benzylidenebis(3-methyl-5-nitrobenzamide), m. 235-7°. I with KOH-H₂O₂ gives 3-methyl-6-nitrobenzamide (IV), m. 176-7°, not hydrolyzed by alc. NaOMe at 37°. BzH converts IV into N,N’-benzylidenebis(3-methyl-6-nitrobenzamide), m. 263°. IV with BzH in the presence of piperidine at 160° gives 3-carbamyl-4-nitrostilbene (V), m. 241°; hydrolysis of 3-cyano-4-nitrostilbene by KOH-H₂O₂ and condensation of IV with BzH in the presence of NaOEt at 37° also give V. In the experiment, the researchers used many compounds, for example, 5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6HPLC of Formula: 64113-86-6).

5-Methyl-2-nitrobenzonitrile (cas: 64113-86-6) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. HPLC of Formula: 64113-86-6

Referemce:
Nitrile – Wikipedia,
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