Category: 614-16-4

《Planochromism of cyanoxime anions: Computational and mechanistic studies in solid state and solutions》 was published in Inorganica Chimica Acta in 2020. These research results belong to Morton, Jeffrey; Dennison, Richard; Nemykin, Victor; Gerasimchuk, Nikolay. Application In Synthesis of 3-Oxo-3-phenylpropanenitrile The article mentions the following:

The benzoylcyanoxime, NC-C(=N-OH)-C(O)-C6H5 (later H(BCO)), represents a new ampolydentate ligand that received attention in the light of useful biol. properties of its coordination compounds Colorless H(BCO), upon deprotonation, gains color that depends on the counter-cation and the system in general. Five derivatives of H(BCO), with colorless organic and inorganic mono-cations – Cs, Tl, Ag, N(CH3)4 and As(C6H5)4 – were synthesized and characterized by the X-ray anal., vibrational and electronic spectroscopy. Compounds exhibited unexpected and significant differences in color, both in solid state and in solutions, that were challenging to explain, thereby warranting detailed investigation including high-level DFT/TDFT computations. It was found that the BCO- anion demonstrates neg. solvatochromic in polar protic ROH (R=H, CH3, C2H5, C3H7, C4H9) solvents, and appears yellow in color, as tetraalkylammonium or alkali metal salts. In polar aprotic solvents, such as CH3CN, DMF, and DMSO, solutions of the BCO- anion are red. The color originates from n → π * transition in the anion. Solid state structures evidenced a considerable dependence on planarity of the BCO- anion on its color, as well as on the character of bonding in the C-N-O fragment: yellow color is associated with an oxime (bond length C-N is shorter than N-O), while red color is due to the nitroso character (bond length C-N is longer than the N-O). An addition of ethanol to red solutions of the BCO-containing salts leads to the color change to yellow, which is the result of the formation of an H-bond between the C-N-O fragment of cyanoxime and the solvent, also leading to the flattening of the structure. An explanation for this new color-changing effect was offered, based on exptl. evidence and TD/DFT calculations In the experiment, the researchers used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Application In Synthesis of 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Application In Synthesis of 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Zeng, Zheng; Deng, Yiqiu; Li, Lanyu; Li, Chungang; Zhong, Mingli published an article in Journal of Organic Chemistry. The title of the article was 《Hydrogen Transfer Coupling with 100% Atom Economy: Synthesis of 2-Indolyltetrahydronaphthyridine Derivatives》.Application In Synthesis of 3-Oxo-3-phenylpropanenitrile The author mentioned the following in the article:

An iridium-catalyzed hydrogen transfer strategy, enabling straightforward access to tetrahydropyridine derivatives from aryl-1,8-naphthyridines and indolines was developed. This method has unprecedented advantages, including high step economy. In addition, it does not produce any byproducts or require an external high-pressure H2 gas source. The method offers an important platform for the transformation of 1,8-naphthyridines and indolines into functionalized products. In the part of experimental materials, we found many familiar compounds, such as 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Application In Synthesis of 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.Application In Synthesis of 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Nucleophilic Acylation with Aromatic Aldehydes to 2 Bromoacetonitrile: An Umpolung Strategy for the Synthesis of Active Methylene Compounds》 was published in Current Organic Synthesis in 2020. These research results belong to Singh, Shailesh; Tiwari, Jyoti; Jaiswal, Deepali; Sharma, Amit Kumar; Singh, Jaya; Singh, Vandana; Singh, Jagdamba. Related Products of 614-16-4 The article mentions the following:

A novel one-pot N-heterocyclic carbene (NHC)-catalyzed acylation of 2-bromoacetonitrile with aromatic aldehydes ArCHO (Ar = Ph, 2-chlorophenyl, furan-2-yl, etc.) is reported. The protocol involves carbonyl umpolung reactivity of aldehydes in which the carbonyl carbon attacks nucleophilically (as d1 nucleophile) on the electrophilic terminal of 2-bromoacetonitrile to afford 3-aryl-3-oxopropanenitriles ArC(O)CH2CN. The salient features of this procedure are short reaction time, operational simplicity, ambient temperature, no byproduct formation and high yields. After reading the article, we found that the author used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Related Products of 614-16-4)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Related Products of 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Hui; Yan, Yingkun; Li, Min; Zhang, Xiaomei published an article in 2021. The article was titled 《An enantioselective aza-Friedel-Crafts reaction of 5-aminoisoxazoles with isatin-derived N-Boc ketimines》, and you may find the article in Organic & Biomolecular Chemistry.Electric Literature of C9H7NO The information in the text is summarized as follows:

By employing a chiral phosphoric acid as a catalyst, an enantioselective aza-Friedel-Crafts reaction of 5-aminoisoxazoles with isatin-derived N-Boc ketimines was realized. The reaction provided a wide variety of novel 3-isoxazole 3-amino-oxindoles I (R1 = C6H5, 4-OMeC6H4, 4-FC6H4, etc.; R2 = Me, Et, Bn, Allyl; R3 = H, 5-Me, 5-Cl, etc.; R4 = H, Me, Et, Bn, Boc) with good yields (up to 99%) and moderate to good enantioselectivities (up to 99%). The absolute configuration of one product was assigned by X-ray crystal structural anal. and a plausible reaction mechanism was proposed. In addition, a scale-up reaction was performed successfully. Finally, one product was subjected to Suzuki-Miyaura coupling with phenylboronic acid to afford the product in a moderate yield without erosion of the enantioselectivity. The experimental process involved the reaction of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Electric Literature of C9H7NO)

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.Electric Literature of C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2022,Lai, Nang Duy; Nguyen, Thu Trang; Nguyen, Nhu Ngan Ha; Retailleau, Pascal; Mac, Dinh Hung; Nguyen, Thanh Binh published an article in Organic Chemistry Frontiers. The title of the article was 《Direct access to 2-aryl-3-cyanothiophenes by a base-catalyzed one-pot two-step three-component reaction of chalcones with benzoylacetonitriles and elemental sulfur》.Quality Control of 3-Oxo-3-phenylpropanenitrile The author mentioned the following in the article:

Herein, unexpected results on the formation of 3-cyanothiophene derivatives as the major products via a three-component reaction of chalcones, benzoylacetonitriles and elemental sulfur along with the minor products 2-aminothiophenes was reported. The ratios between these two thiophene products is 4 : 3 and could be varied by simply changing the promoting base as well as its stoichiometric ratio. The method was successfully extended to benzoylacetate in place of benzoylacetonitrile to provide thiophene-3-carboxylates. In the experimental materials used by the author, we found 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Quality Control of 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Quality Control of 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Multi-component reaction to access a library of polyfunctionally substituted 4,7-dihydropyrazolo[3,4-b]pyridines》 were Aggarwal, Ranjana; Kumar, Suresh; Singh, Gulshan. And the article was published in Synthetic Communications in 2019. Formula: C9H7NO The author mentioned the following in the article:

A practical approach to polyfunctionally substituted 4,7-dihydropyrazolo[3,4-b]pyridine derivatives from heteroaryl hydrazine, 3-aryl-3-oxopropanenitriles and aldehydes have been described in the report. The present catalyst-free protocol involves the intermediacy of 5-aminopyrazole and α-cyanochalcone, which undergoes in situ Michael addition to afford title compounds in moderate to good yields. All the steps were conducted concomitantly to render the procedure as practical and straightforward as possible. The expeditious synthetic protocol experiment takes less than one hour and shows broad substrate scope. In the part of experimental materials, we found many familiar compounds, such as 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Formula: C9H7NO)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Formula: C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Advanced Synthesis & Catalysis included an article by Li, Qianqian; He, Xinwei; Tao, Jiajia; Xie, Mengqing; Wang, Hui; Li, Ruxue; Shang, Yongjia. Safety of 3-Oxo-3-phenylpropanenitrile. The article was titled 《Base-mediated 1,4-Conjugate Addition/Intramolecular 5-exo-dig Annulation of Propargylamines with Benzoylacetonitriles and β-Keto Esters for Polysubstituted Furans and Furo[3,4-c]coumarins Formation》. The information in the text is summarized as follows:

A novel and one-pot domino reaction of propargylamines with benzoylacetonitriles and β-keto esters for the regiospecific synthesis of polysubstituted furans I [R1 = H, Me, Br, etc.; R2 = H, tBu; Ar1 = Ph, 4-MeC6H4, 4-ClC6H4, etc.; Ar2 = Ph, 4-MeOC6H4, 4-F3CC6H4, etc.] and furo[3,4-c]coumarins II [R3 = H, OMe, Br, etc; R4 = H, tBu; R5 = Me, 2-furyl, Ph, etc.; Ar3 = Ph, 4-FC6H4, 4-EtC6H4, etc.] were developed in moderate to good yields. The reaction was proceed by sequential 1,4-conjugate addition of benzoylacetonitriles/β-keto esters to propargylamines, 5-exo-dig annulation/isomerization to form compounds I and intramol. transesterification to compounds II. The features of this method included use of inexpensive and environmentally friendly carbonates as the base, readily available substrates, high regioselectivity and convenient operation. In the experiment, the researchers used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Safety of 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Safety of 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Advanced Synthesis & Catalysis included an article by Huang, Wenbo; Chen, Shaomin; Yang, Jian; El-Harairy, Ahmed; Wang, Xin; Li, Minghao; Gu, Yanlong. COA of Formula: C9H7NO. The article was titled 《Modular Synthesis of Bicyclic and Tricyclic (Aza-) Arenes from Nucleophilic (Aza-)Arenes with Electrophilic Side Arms via [4+2] Annulation Reactions》. The information in the text is summarized as follows:

An efficient strategy for the synthesis of bicyclic aza-arenes I [R1 = Me, Ph, 2-thienyl, etc.; R2 = Me, OEt, OBn, etc.; Ar = OMe, Cl, Ph, etc.] and tricyclic aza-arenes, e.g., II from a nucleophilic aza-arene with an electrophilic side arm was developed. The aza-arene precursor had both nucleophilic and electrophilic sites, which were fixed at a 1,4-distance. The bicyclic and tricyclic (aza-)arene products I and II were constructed via [4+2] annulation by using scandium(III) triflate as a catalyst and enolizable ketones or aldehydes as the counterpart reagents. A variety of six-membered carbocycles and heterocycles, such as indolizines, indoles, naphthalenes, carbazoles and pyrido[1,2-α]indoles, were successfully synthesized. Some one-pot sequential reactions were also developed, in which the 1,4-donor-acceptor precursors can be synthesized via oxidation of alcs. or a proper condensation reaction. The experimental part of the paper was very detailed, including the reaction process of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4COA of Formula: C9H7NO)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.COA of Formula: C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Product Details of 614-16-4In 2019 ,《Convenient synthesis of linear 2H,6H-pyrano[3,2-g] chromenes from natural occurring compound; visnagin》 appeared in Synthetic Communications. The author of the article were Abdel-Aziem, Anhar; El-Sawy, Eslam R.; Kirsch, Gilbert. The article conveys some information:

A simple and convenient route for the synthesis of linear 2-imino-2H,6H-pyrano[3,2-g] chromene-6-ones/2H,6H-pyrano[3,2-g]chromene-2,6-diones I (X = NH, O; R = 2-oxo-2-phenylethyl, 2-(1-benzofuran-2-yl)-2-oxoethyl, 1,3-benzothiazol-2-ylmethyl, etc.) has been described starting from natural occurring furochromone; visnagin. Ring opening of visnagin yielded 6-formyl-7-hydroxy-5-methoxy-2-methylchromone, which underwent reaction with different acetonitrile derivatives RCH2CN furnished 2-imino-2H,6H-pyrano[3,2-g]chromene-6-ones I (X = NH). Acid hydrolysis led to the formation of 2H,6H-structures pyrano[3,2-g]chromene-2,6-diones I (X = O). The entire target compounds were selected for in vitro anticancer activity against 60 human cancer cell lines at a single dose (10-5 M) by the National Cancer Institute (NCI, Bethesda, USA). In the experiment, the researchers used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Product Details of 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.Product Details of 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Binding pocket-based design, synthesis and biological evaluation of novel selective BRD4-BD1 inhibitors》 were Ma, Junlong; Chen, Heng; Yang, Jie; Yu, Zutao; Huang, Pan; Yang, Haofeng; Zheng, Bifeng; Liu, Rangru; Li, Qianbin; Hu, Gaoyun; Chen, Zhuo. And the article was published in Bioorganic & Medicinal Chemistry in 2019. Electric Literature of C9H7NO The author mentioned the following in the article:

Bromodomain-containing protein 4 (BRD4), consisting of two tandem bromodomains (BD1 and BD2), is key epigenetic regulator in fibrosis and cancer, which has been reported that BD1 and BD2 have distinct roles in post-translational modification. But there are few selective inhibitors toward those two domains. Herein, this study designed and synthesized a series of novel selective BRD4-BD1 inhibitors, using computer-aided drug design (CADD) approach focused on exploring the difference of the binding pockets of BD1 and BD2, and finding the His437 a crucial way to achieve BRD4-BD1 selectivity. Our results revealed that the compound 3u(I) is a potent selective BRD4-BD1 inhibitor with IC50 values of 0.56 μM for BD1 but >100 μM for BD2. I exhibited a broad spectrum of anti-proliferative activity against several human cancer and fibroblastic cell lines, which might be related to its capability of reducing the expression of c-Myc and collagen I. Furthermore, I could induce apoptosis in A375 cells. To the contrary, the selective BD2 inhibitor, RVX-208, did not indicate any of these activities. Our findings highlight that the function of BRD4-BD1 might be predominant in fibrosis and cancer. And it is rational to further develop novel selective BRD4-BD1 inhibitors. In the experimental materials used by the author, we found 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Electric Literature of C9H7NO)

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.Electric Literature of C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts