Month: October 2022

Recommanded Product: 3-Oxo-3-phenylpropanenitrileIn 2022 ,《Two-Step Construction of Thiophene-Oxazole Dyads with Fluorescent Properties by the Ring Expansion of Aziridines》 was published in Journal of Organic Chemistry. The article was written by Pankova, Alena S.. The article contains the following contents:

A general approach toward 2-thiophenyl substituted oxazoles using aziridination of a double bond of (acyl)alkenyl thiophenes with the subsequent expansion of the aziridine ring is developed. The isolation of intermediate aziridine is not necessary. This expedient protocol covers a broad scope of readily available 2-, 3-, and benzothiophene derivatives, is practical and reliable, requires short reaction times, and is simple to set up and work up reaction mixtures Thiophenyl-oxazoles, obtained by this method, exhibit fluorescence with high quantum yields. In the part of experimental materials, we found many familiar compounds, such as 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Recommanded Product: 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Recommanded Product: 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Enantioselective Total Synthesis of (+)-Lysergic Acid, (+)-Lysergol, and (+)-Isolysergol by Palladium-Catalyzed Domino Cyclization of Allenes Bearing Amino and Bromoindolyl Groups》 was written by Inuki, Shinsuke; Iwata, Akira; Oishi, Shinya; Fujii, Nobutaka; Ohno, Hiroaki. Quality Control of 2-(4-Bromo-3-indolyl)acetonitrile And the article was included in Journal of Organic Chemistry on April 1 ,2011. The article conveys some information:

Enantioselective total synthesis of the biol. important indole alkaloids (+)-lysergol (I), (+)-isolyzergol (II), and (+)-lysergic acid (III) is described. Key features of these total synthesis include (1) a facile synthesis of a chiral 1,3-amino alc. via the Pd(0)- and In(I)-mediated reductive coupling reaction between L-serine-derived 2-ethynylaziridine and formaldehyde; (2) the Cr(II)/Ni(0)-mediated Nozaki-Hiyama-Kishi (NHK) reaction of an indole-3-acetaldehyde with iodoalkyne; and (3) Pd(0)-catalyzed domino cyclization of an allene bearing amino and bromoindolyl groups. This domino cyclization enabled direct construction of the C/D ring system of the ergot alkaloids skeleton, as well as the creation of the C5 stereogenic center with transfer of the allenic axial chirality to the central chirality.2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2Quality Control of 2-(4-Bromo-3-indolyl)acetonitrile) was used in this study.

2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2) is a member of nitriles. Nitriles have been reduced to amines by many methods, especially by catalytic hydrogenation and by metal hydrides. Aliphatic and aromatic nitriles have also been reduced to nitro derivatives using hydrazinium monoformate in the presence of Raney-nickel.Quality Control of 2-(4-Bromo-3-indolyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Metal-Free Visible-Light-Promoted Trifluoromethylation of Vinylcyclopropanes Using Pyrylium Salt as a Photoredox Catalyst》 was written by Chandu, Palasetty; Ghosh, Krishna Gopal; Sureshkumar, Devarajulu. Recommanded Product: 614-16-4This research focused onvinylcyclopropane trifluoromethylation pyrylium salt photoredox catalyst. The article conveys some information:

Visible-light-induced metal-free trifluoromethylation of activated, carbocyclic, and unactivated vinylcyclopropanes via a ring-opening reaction using the Langlois reagent (CF3SO2Na) is reported to synthesize allylic trifluoromethylated derivatives Allylic trifluoromethylation was achieved by a photooxidative single electron transfer (SET) process at an ambient temperature and under metal-free conditions and visible-light irradiation using pyrylium salt as a photoredox catalyst. The reported methodol. has an operational simplicity, broad substrate scope, high functional group tolerance, and scalability. In the experimental materials used by the author, we found 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Recommanded Product: 614-16-4)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Recommanded Product: 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Molecular dynamics of 4-cyano-3-fluorophenyl 4-butylbenzoate as studied by dielectric relaxation spectroscopy》 was written by Massalska-Arodz, M.; Krawczyk, J.; Juszynska, E.; Kocot, A.; Inaba, A.. Reference of 4-Cyano-3-fluorophenyl 4-butylbenzoate And the article was included in Acta Physica Polonica, A on April 30 ,2010. The article conveys some information:

Dielec. α-relaxation connected with reorientations of the 4-cyano-3-fluorophenyl 4-butylbenzoate mols. around short axes in the isotropic and nematic phases is presented. In the nematic phase the super-Arrhenius temperature dependence of the relaxation has been found. Vitrification of the supercooled nematic phase is shown. Below glass transition temperature the secondary β-relaxation has been identified and described well by the Arrhenius temperature dependence on cooling and on heating. After softening of glass to the metastable nematic phase a spontaneous crystallization occurs as for some other low-weight mol. glass formers. In addition to this study using 4-Cyano-3-fluorophenyl 4-butylbenzoate, there are many other studies that have used 4-Cyano-3-fluorophenyl 4-butylbenzoate(cas: 86776-52-5Reference of 4-Cyano-3-fluorophenyl 4-butylbenzoate) was used in this study.

4-Cyano-3-fluorophenyl 4-butylbenzoate(cas: 86776-52-5) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Reference of 4-Cyano-3-fluorophenyl 4-butylbenzoate

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Formula: C10H7BrN2On November 5, 2014 ,《Influences of halogen atoms on indole-3-acetonitrile (IAN): Crystal structure and Hirshfeld surfaces analysis》 appeared in Journal of Molecular Structure. The author of the article were Luo, Yang-Hui; Yang, Li-Jing; Han, Guangjun; Liu, Qing-Ling; Wang, Wei; Ling, Yang; Sun, Bai-Wang. The article conveys some information:

Crystal structural investigations and Hirshfeld surface anal. of three halogen atoms (4-Cl, 6-Cl and 4-Br) substituted indole-3-acetonitrile (IAN) were reported in this work. The structures of the present three compounds were characterized by IR spectra, Elemental analyses, NMR spectra, differential scanning calorimetry (DSC), thermogravimetric analyses (TGA) and hot stage microscopy (HSM). The Hirshfeld surfaces anal. in terms of crystal structure, intermol. interactions and π···π stacking motifs were performed. The authors found that the different kinds of halogen atoms and the different substituted positions have a significant effect on the crystal structures, mol. π···π stacking motifs, m.ps., and the nature of intermol. interactions for IANs.2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2Formula: C10H7BrN2) was used in this study.

2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2) is a member of nitriles. Nitriles have been reduced to amines by many methods, especially by catalytic hydrogenation and by metal hydrides. Aliphatic and aromatic nitriles have also been reduced to nitro derivatives using hydrazinium monoformate in the presence of Raney-nickel.Formula: C10H7BrN2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2004,Heterocyclic Communications included an article by Reddy, G. Jagath; Latha, D.; Rao, K. Srinivasa. SDS of cas: 50743-32-3. The article was titled 《A mild and facile method for the synthesis of 3-cyanochromones from oximes derived from 3-formylchromones using dimethylformamide – thionylchloride complex》. The information in the text is summarized as follows:

A mild and facile method for the synthesis of 3-cyanochromones from oximes derived from 3-formylchromones using Dimethylformamide-thionylchloride complex is herein reported.6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3SDS of cas: 50743-32-3) was used in this study.

6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. SDS of cas: 50743-32-3 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.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ishichi, Yuji; Kimura, Eiji; Honda, Eiji; Yoshikawa, Masato; Nakahata, Takashi; Terao, Yasuko; Suzuki, Atsuko; Kawai, Takayuki; Arakawa, Yuuichi; Ohta, Hiroyuki; Kanzaki, Naoyuki; Nakagawa, Hideyuki; Terauchi, Jun published their research in Bioorganic & Medicinal Chemistry on August 1 ,2013. The article was titled 《Novel triple reuptake inhibitors with low risk of CAD associated liabilities: Design, synthesis and biological activities of 4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine and related compounds》.Product Details of 658-98-0 The article contains the following contents:

A novel triple reuptake inhibitor with low potential of liabilities associated with cationic amphiphilic drug (CAD) was identified following an anal. of existing drugs. Low mol. weight (MW < ca. 300), low aromatic ring count (number = 1) and reduced lipophilicity (C log P < 3.5) were hypothesized to be key factors to avoid the CAD associated liabilities (CYP2D6 inhibition, hERG inhibition and phospholipidosis). Based on the hypothesis, a series of piperidine compounds was designed with consideration of the common characteristic features of CNS drugs. Optimization of the side chain by adjusting overall lipophilicity suggested that incorporation of a methoxymethyl group could provide compounds with a balance of both potent reuptake inhibition and low liability potential. Compound (S)-I showed a potent antidepressant-like effect in the mice tail suspension test (MED = 10 mg/kg, p.o.), proportional monoamine transporter occupancies and enhancement of monoamine concentrations in mouse prefrontal cortex. In the experiment, the researchers used 3-Chloro-4-fluorophenylacetonitrile(cas: 658-98-0Product Details of 658-98-0)

3-Chloro-4-fluorophenylacetonitrile(cas: 658-98-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Product Details of 658-98-0 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.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Studies on antianaphylactic agents. 5. Synthesis of 3-(1H-tetrazol-5-yl)chromones, a new series of antiallergic substances》 were Nohara, Akira; Kuriki, Hisashi; Saijo, Taketoshi; Sugihara, Hirosada; Kanno, Morio; Sanno, Yasushi. And the article was published in Journal of Medicinal Chemistry in 1977. Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile The author mentioned the following in the article:

Of 28 title compounds (I; R=H, lower alkyl, Cl, cyclohexyl, OMe, Me2N, OAc, CO2Et, NO2, OH, OBu) and analogs, prepared from the appropriate carboxaldehydes by reaction with NH2OH to give the nitriles followed by cyclization with NaN3 in the presence of AlCl3, most were potent inhibitors of the rat passive cutaneous anaphylaxis reaction. Seven of the compounds were 4-10 times as active as di-Na cromoglycate when administered i.v., and several had oral activity. Structure-activity relations are discussed. In the experimental materials used by the author, we found 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile)

6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile 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.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Studies on antianaphylactic agents. 7. Synthesis of antiallergic 5-oxo-5H-[1]benzopyrano[2,3-b]pyridines》 were Nohara, Akira; Ishiguro, Toshihiro; Ukawa, Kiyoshi; Sugihara, Hirosada; Maki, Yoshitaka; Sanno, Yasushi. And the article was published in Journal of Medicinal Chemistry in 1985. Name: 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile The author mentioned the following in the article:

5-Oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acids I and their tetrazole analogs II (R = H, Me, OH, amino; R1 = H, Me; R2 = H, Me, Et, Me2CH, Bu, Me3C, OMe; R1R2 = CH:CHCH:CH) were prepared from 4-oxo-4H-1-benzopyran-3-carbonitriles or 2-amino-4-oxo-4H-1-benzopyran-3-carboxaldehydes. They exhibited antiallergic activity both orally and i.v. in the passive cutaneous anaphylaxis test in rats. With I, the activity was influenced by the substituents at the 2-position and increased in the order: Me, OMe < NH2 < OH, H < NHOMe. Tetrazole series with II, 2-unsubsituted derivatives showed the highest activity. In addition to this study using 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile, there are many other studies that have used 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Name: 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile) was used in this study.

6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Name: 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile 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.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2012,Pesnot, Thomas; Gershater, Markus C.; Ward, John M.; Hailes, Helen C. published 《The Catalytic Potential of Coptis japonica NCS2 Revealed – Development and Utilisation of a Fluorescamine-Based Assay》.Advanced Synthesis & Catalysis published the findings.Synthetic Route of C8H6BrN The information in the text is summarized as follows:

The versatility and potential of a norcoclaurine synthase (NCS) from Coptis japonica NCS2 has been investigated, together with the development and application of a novel fluorescence-based high-throughput assay using nearly forty amines/aldehydes. The stereocontrol exerted by CjNCS2 on selected non-natural substrates has been determined, where the tetrahydroisoquinolines (THIAs) were formed as the (1S)-isomer in >95% ee, as observed with the natural product norcoclaurine. Docking calculations involving THIA mechanism intermediates, utilizing the reported Thalictrum flavum NCS X-ray crystallog. structure, were carried out and combined with the CjNCS2 screening results to further understand the mode of action of NCS. These findings suggested that in addition to the key active-site residues K122 and E110, D141 is also mechanistically essential for the enzymic transformation. The exceptional tolerance of NCS towards aldehyde substrates is furthermore supported by our proposed mechanism in which the aldehydes protrude out of the enzymic pocket. After reading the article, we found that the author used 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Synthetic Route of C8H6BrN)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione or a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands.Synthetic Route of C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts