Tag: M.W=200-250

Yamamoto, Keizou published the artcileProduction of R-(-)-ketoprofen from an amide compound by Comamonas acidovorans KPO-2771-4, Synthetic Route of 42872-30-0, the main research area is ketoprofen isomer manufacture Comamonas; amidase ketoprofen forming stereospecificity Comamonas.

R-(-)-ketoprofen (I) was produced from racemic 2-(3′-benzoylphenyl)propionamide (keto-amide) by the isolated bacterial strain C. acidovorans KPO-2771-4. Sodium fumarate as the C source and 2-azacyclononanone or isobutyronitrile as the enhancer in the culture medium were effective for bacterial growth and the enhancement of I-producing activity. I produced from the keto-amide by resting cells was present in 99% enantiomeric excess. C. acidovorans KPO-2771-4 has an R-enantioselective amidase for keto-amide because the purified amidase from the bacterium hydrolyzed keto-amide, producing optically pure I and NH3.

Applied and Environmental Microbiology published new progress about Comamonas acidovorans. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Synthetic Route of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bauer, R. published the artcileEnantioselective hydrolysis of racemic 2-phenylpropionitrile and other (R,S)-2-arylpropionitriles by a new bacterial isolate, Agrobacterium tumefaciens strain d3, COA of Formula: C16H13NO, the main research area is Agrobacterium phenylpropionitrile arylpropionitrile enantioselective hydrolysis; nitrile hydratase enantioselectivity Agrobacterium; amidase enantioselectivity Agrobacterium.

Bacteria were enriched from soil samples with succinate as C source and racemic 2-phenylpropionitrile as sole N source. One of the isolates, strain d3, converted (R,S)-2-phenylpropionitrile with high enantioselectivity to (S)-2-phenylpropionic acid. Strain d3 was identified as Agrobacterium tumefaciens. Resting cells hydrolyzed 2-phenylpropionitrile via 2-phenylpropionamide to 2-phenylpropionic acid. Racemic 2-phenylpropionitrile as well as 2-phenylpropionamide were converted to (S)-2-phenylpropionic acid with an enantiomeric excess >96%. The nitrile hydratase and the amidase preferentially both converted the S enantiomer of their resp. substrates. These 2 enzymes were induced in the presence of (R,S)-2-phenylpropionitrile but only in the absence of NH3. In addition to 2-phenylpropionitrile, strain d3 utilized various aliphatic and aromatic nitriles as N sources. Resting cells of strain d3 also converted (R,S)-2-phenylbutyronitrile, ibuprofen nitrile, ketoprofen nitrile, and α-aminophenylacetonitrile with high enantioselectivity. The nitrile- and amide-converting enzyme activities were also found in cell-free extracts

Applied Microbiology and Biotechnology published new progress about Rhizobium radiobacter. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, COA of Formula: C16H13NO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kisel, V. M. published the artcileCondensed isoquinolines. 15. Synthesis of 5,10-dihydro[1,2,4]triazolo[1,5-b]isoquinolines and related spiranes, Category: nitriles-buliding-blocks, the main research area is triazoloisoquinoline synthesis cyclocondensation reaction.

Condensation of o-bromomethylphenylacetonitrile with arylcarbohydrazides gave, depending on the reaction conditions, gave 2-aryl-5,10-dihydro[1,2,4]triazolo[1,5-b]isoquinolines I (R1 = R2 = H; R1 = H, R2 = 3-Br; R1 = OH, R2 = H; R1 = OH, R2 = 5-Br) or 2-arylcarboxamido-1,4-dihydroisoquinoline-3(2H)-imine hydrobromides II (R1 = R2 = H; R1 = H, R2 = 3-Br; R1 = OH, R2 = H; R1 = OH, R2 = 5-Br; R1 = OAc, R2 = H). Analogous condensation of 4-(2-bromomethylphenyl)tetrahydro-2H-pyran-4-carbonitrile and 1-(2-bromomethylphenyl)-1-cyclopentanecarbonitrile with arylcarbohydrazides gave resp. 2-aryl-2,3,5,6-tetrahydrospiro-4H-pyran-4,10′(5’H)-[1,2,4]triazolo[1,5-b]isoquinolines III (X = O, Y = CH2; R1 = R2 = H; R1 = H, R2 = 3-Br; R1 = OH, R2 = H; R1 = OH, R2 = 5-Br) and 2-arylspiro[1,2,4]triazolo[1,5,b]isoquinoline-10(5’H)-1′-cyclopentanes III (X = bond, Y = CH2; R1 = R2 = H; R1 = H, R2 = 3-Br; R1 = OH, R2 = H; R1 = OH, R2 = 5-Br), derivatives of new spirane heterocycles. The reaction with condensing agents of 3-imino-2,2′,3,3’5′,6′-hexahydrospiro[isoquinoline-4(1H),4′-4H-pyran]-2-amine hydrobromide IV (X = O, Y = CH2) and 3-imino-2,3-dihydrospiro-[isoquinoline-4(1H),1′-cyclopentane]-2-amine hydrobromide IV (X = bond, Y = CH2) synthesized from the corresponding bromo nitriles and hydrazine, may serve as an alternative route for the synthesis of these compounds The structure of obtained triazoloisoquinolines was established from IR, 1H and 13C NMR spectra. An X-ray crystallog. study of 2-phenylspiro[1,2,4]triazolo[1,5-b] isoquinoline-10(5H),1′-cyclopentane was carried out.

Chemistry of Heterocyclic Compounds published new progress about Cyclocondensation reaction. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileCondensed isoquinolines. 23. Reaction of [o-(bromomethyl)phenyl]acetonitrile with anthranilic acids: synthesis of 6H,12H,17H-dibenzo[3,4:6,7][1,8]naphthyridino[1,8-ab]quinazoline-6,17-diones, Application In Synthesis of 73217-11-5, the main research area is anthranilic acid cyclocondensation bromomethylbenzeneacetonitrile; isoquinoquinazolinone derivative preparation; dibenzonaphthyridinoquinazolinedione derivative preparation.

The direction of the reaction of anthranilic acids with [o-(bromomethyl)phenyl]acetonitrile upon fusion depends on the temperature and nature of the substituent in the anthranilic acid. The reaction may lead to three types of products: derivatives of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones below 150° and to 6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones, e.g., I, or 6H,12H,17H-dibenzo[3,4:6,7][1,8]naphthyridino[1,8-ab]quinazoline-6,17 -diones (II; R1 = H, Cl; R2 = H, Br, Cl) above 150° depending on the nature of the substituent in the anthranilic acid. A study was carried out on the mechanism for the formation of 6H,12H,17H-dibenzo[3,4:6,7][1,8]naphthyridino[1,8-ab]quinazoline-6,17 -diones, which permitted the preparation of 6-(4-methylphenyl)-6,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-one (III).

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Cyclocondensation reaction. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Application In Synthesis of 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wegman, M. A. published the artcileHydrolysis of D,L-phenylglycine nitrile by new bacterial cultures, Category: nitriles-buliding-blocks, the main research area is bacterial enantiomeric hydrolysis phenylglycine nitrile.

Bacterial cultures were screened for nitrile hydratase/amidase activity towards phenylglycine nitrile. Various strains were obtained, which harbored a nonselective nitrile hydratase and an extremely L-selective amidase. A highly active strain, identified as a Rhodococcus sp. was cultured with different nitriles as the sole source of nitrogen. The growth rate of the cells was not influenced by the structure of the nitriles, but the effect on the specific activity of the nitrile hydratase was significant. The best result was obtained with the cells grown on 2-methyl-3-butenenitrile. Hydrolysis of D,L-phenylglycine nitrile catalyzed by this culture gave D-phenylglycine amide in 48% yield and >99% ee and L-phenylglycine in 52% yield and 97% ee.

Journal of Molecular Catalysis B: Enzymatic published new progress about Enzymic kinetic resolution. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Stolz, Andreas published the artcileEnantioselective nitrile hydratases and amidases from different bacterial isolates, Computed Properties of 42872-30-0, the main research area is enantioselective nitrile hydratase amidase Rhodococcus Agrobacterium.

Different enrichment cultures were performed using various nitriles as sole source of nitrogen, succinate or a mixture of sugars as carbon sources and soil samples as inocula. It was attempted to obtain a relationship between the selective nitrogen source and the enzyme systems which were synthesized by the isolates, the enzyme specificities, and enzyme enantioselectivities. Various strains were obtained which harbored enantioselective nitrilases, nitrile-hydratases or amidases. The enantioselective amidase from the isolate Rhodococcus erythropolis MP50 and the enantioselective nitrile hydratase from Agrobacterium tumefaciens d3 were studied in greater detail. The purified amidase from R. erythropolis MP50 hydrolyzed 2-phenylpropionamide, naproxen amide and ketoprofen amide with enantiomeric excesses (ee)>99% up to 49% conversion of the resp. substrates. In the presence of hydroxylamine, the amidase also formed the corresponding hydroxamates enantioselectively. These chiral hydroxamates could be chem. converted by a Lossen rearrangement into chiral amines. The partially purified nitrile hydratase from A. tumefaciens d3 converted 2-phenylbutyronitrile and ketoprofen nitrile to the corresponding S-amides with ee values>90% at 30% conversion of the resp. substrate.

Journal of Molecular Catalysis B: Enzymatic published new progress about Alcaligenes (strain NM10). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Computed Properties of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Layh, N. published the artcileEnrichment strategies for nitrile-hydrolyzing bacteria, HPLC of Formula: 42872-30-0, the main research area is bacteria enrichment nitrile hydrolysis.

A series of enrichments with different nitriles as sole source of nitrogen was performed to obtain a relation between the selective nitrogen source and (i) the enzyme systems that are synthesized by the isolates and (ii) the enzyme specificities for the utilization of the nitriles. Bacteria were enriched with 2-phenylbutyronitrile, 2-(2-methoxyphenyl)propionitrile, 2-phenylbutyronitrile, ibuprofen nitrile, naproxen nitrile, ketoprofen nitrile, ketoprofen amide, benzonitrile, or naphthalenecarbonitrile as sole nitrogen source and succinate as sole source of carbon and energy. 2-Phenylpropionitrile as nitrogen source resulted predominantly in the enrichment of gram-neg. bacteria, which harbored nitrilase and in some cases also amidase activity. In contrast, with the other nitriles used, a substantial majority of gram-pos. strains, mainly of the genus Rhodococcus, were isolated. These strains contained predominantly a nitrile hydratase/amidase system. The nitrilases and nitrile hydratases showed R or S selectivity with generally poor optical yields. In contrast, the amidases were almost exclusively S-selective, often forming the optically pure acids with an enantiomeric excess above 99%. The conversion of different nitriles by the isolates was compared. The nitrile-hydrolyzing systems of the new isolates usually showed high activity against those nitriles that were used for the enrichment of the bacteria.

Applied Microbiology and Biotechnology published new progress about Bacteria (nitrile-hydrolyzing). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, HPLC of Formula: 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileCondensed isoquinolines. Part 29. Oxidation reactions of 5-aryl-7,12-dihydroisoquino[2,3-a]quinazolinium salts, SDS of cas: 73217-11-5, the main research area is hydroisoquinoquinazolinium oxidation oxidative autocoupling; isoquinoquinazoline preparation.

5-Aryl-7,12-dihydroisoquino[2,3-a]quinazolinium perchlorates are readily oxidized by atm. O to form oxidative coupling products, 5,5′-bis(aryl)-3,3′-dihalo[7,7′]bi[isoquino[2,3-a]quinazoline]-13,13′-diylium perchlorates. Heating of 3-chloro-5-phenyl-7,12-dihydroisoquino[2,3-a]quinazolinium perchlorate in PhNO2 gives 3-chloro-5-phenylisoquino[2,3-a]quinazolin-13-ium perchlorate. The aromatic 5-arylisoquino[2,3-a]quinazolines obtained react with nucleophilic reagents to form addition products at C(12).

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Homo-coupling reaction (oxidative). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, SDS of cas: 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Labbe, Gerrit published the artcileSynthesis of fused dihydro-1,2,4-thiadiazolimines from cyano-substituted azides and acyl isothiocyanates, Application In Synthesis of 73217-11-5, the main research area is fused hydrothiadiazolimine; cyano substituted azide cycloaddition acyl isothiocyanate; mechanism cycloaddition acyl isothiocyanate.

Organic azides, bearing a nitrile function at the γ- or δ-position, react with acyl isothiocyanates to give fused dihydro-1,2,4-thiadiazolimines. Representative examples are given. In the case of 2-NCC6H4CH2N3 and BzNCS, the formation of I is accompanied by two side products, II and III. Mechanisms are presented to explain the formation of the products.

Journal of the Chemical Society, Perkin Transactions 10: Organic and Bio-Organic Chemistry published new progress about Azides Role: RCT (Reactant), RACT (Reactant or Reagent). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Application In Synthesis of 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Assaf, Jaber published the artcileReconsidering mass spectrometric fragmentation in electron ionization mass spectrometry – new insights from recent instrumentation and isotopic labeling exemplified by ketoprofen and related compounds, Recommanded Product: 2-(3-Benzoylphenyl)propanenitrile, the main research area is electron ionization mass spectrometry isotopic labeling ketoprofen compound.

Rationale : In various fields of chem. analyses, structurally unknown analytes are considered. Proper structure confirmation may be challenged by the low amounts of analytes that are available, e.g. in early stage drug development, in metabolism studies, in toxicol. or in environmental analyses. In these cases, mass spectrometric techniques are often used to build up structure proposals for these unknowns. Fragmentation reactions in mass spectrometry are known to follow definite pathways that may help to assign structural elements by fragment ion recognition. This work illustrates an investigation of fragmentation reactions for gas chromatog./electron ionization mass spectrometric characterization of benzophenone derivatives using the analgesic drug ketoprofen and seven of its related compounds as model compounds Methods : Deuteration and 18O-labeling experiments along with high-resolution accurate mass and tandem mass spectrometry (MS/MS) were used to further elucidate fragmentation pathways and to substantiate rationales for structure assignments. Low-energy ionization was investigated to increase confidence in the identity of the mol. ion. Results : The high-resolution mass analyses yielded unexpected differences that led to reconsideration of the proposals. Site-specific isotopic labeling helped to directly trace back fragment ions to their resp. structural elements. The proposed fragmentation pathways were substantiated by MS/MS experiments Conclusions : The described method may offer a perspective to increase the level of confidence in unknown analyses, where reference material is not (yet) available.

Rapid Communications in Mass Spectrometry published new progress about Gas chromatography-electron ionization mass spectrometry. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Recommanded Product: 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts