Category: nitriles-buliding-blocks

Dai, Jian-Jun published the artcilePd-catalyzed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids, Name: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Chemical Communications (Cambridge, United Kingdom) (2011), 47(2), 677-679, database is CAplus and MEDLINE.

Pd-catalyzed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation reactions of aromatic carboxylic acids are reported. The new reactions may provide alternative routes for the synthesis of some biaryls and aromatic carboxylic esters.

Chemical Communications (Cambridge, United Kingdom) published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, Name: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Gu, Zhun published the artcileSynthesis and characterization of o-cyano-DL-phenylalanine hydrochloride, SDS of cas: 612-13-5, the publication is Huaxue Yanjiu Yu Yingyong (2008), 20(7), 866-868, database is CAplus.

A method for the synthesis of the title compound [i.e., 2-cyano-DL-phenylalanine hydrochloride] is reported here. A non-natural amino acid, o-cyano-D,L-phenylalanine hydrochloride, and its four intermediates were synthesized using di-Et malonate as starting material. Factors influencing the reaction were studied, the processing methods were improved and the yield of each reaction was increased. The structures of the compounds mentioned above were determined by IR, NMR, elementary anal. and m.p.

Huaxue Yanjiu Yu Yingyong published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, SDS of cas: 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Lin, Yongqiang published the artcileSynthesis and anti-HIV evaluation of novel 1,3-disubstituted thieno[3,2-c][1,2,6]thiadiazin-4(3H)-one 2,2-dioxides(TTDDs), Name: 2-(Chloromethyl)benzonitrile, the publication is Bioorganic & Medicinal Chemistry (2008), 16(1), 157-163, database is CAplus and MEDLINE.

A series of novel 1,3-disubstituted thieno[3,2-c] [1,2,6]thiadiazin-4(3H)-one 2,2-dioxides (TTDDs), designed as nonnucleoside reverse transcriptase inhibitors (NNRTIs), was synthesized, structurally confirmed by spectral anal. and evaluated for their anti-HIV-1 activities by inhibition of HIV-1(IIIB)-induced cytopathogenicity in MT-4 cell culture. The structure-activity relationship studies showed marked potency of TTDD analogs as anti-HIV-1 agents. The most active and selective compound (I) had EC₅₀ of 4.0 μM and a selectivity index (SI) of >76. The structure-activity relationship (SAR) is discussed.

Bioorganic & Medicinal Chemistry published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Name: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Ng, Wing-Hin published the artcileZwitterion-Catalyzed Amino-Dibromination of Nitroalkenes: Scope, Mechanism and Application to The Synthesis of Glycinamides, HPLC of Formula: 5153-73-1, the publication is Asian Journal of Organic Chemistry (2021), 10(5), 1131-1140, database is CAplus.

Herein, a zwitterion-catalyzed aminobromination of nitroalkenes using N-bromosuccinimide as the Br source and the amide donor was reported. The resulting aminobromide products were converted into glycinamides.

Asian Journal of Organic Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, HPLC of Formula: 5153-73-1.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Reilly, Sean W. published the artcileLate-Stage Carbon Isotope Exchange of Aryl Nitriles through Ni-Catalyzed C-CN Bond Activation, Related Products of nitriles-buliding-blocks, the publication is Journal of the American Chemical Society (2021), 143(12), 4817-4823, database is CAplus and MEDLINE.

A facile one-pot strategy for ¹³CN and ¹⁴CN exchange with aryl, heteroaryl, and alkenyl nitriles using a Ni phosphine catalyst and BPh₃ is described. This late-stage carbon isotope exchange (CIE) strategy employs labeled Zn(CN)₂ to facilitate enrichment using the nonlabeled parent compound as the starting material, eliminating de novo synthesis for precursor development. A broad substrate scope encompassing multiple pharmaceuticals is disclosed, including the preparation of [¹⁴C] belzutifan to illustrate the exceptional functional group tolerance and utility of this labeling approach. Preliminary exptl. and computational studies suggest the Lewis acid BPh₃ is not critical for the oxidative addition step and instead plays a role in facilitating CN exchange on Ni. This CIE method dramatically reduces the synthetic steps and radioactive waste involved in preparation of ¹⁴C labeled tracers for clin. development.

Journal of the American Chemical Society published new progress about 261951-87-5. 261951-87-5 belongs to nitriles-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Nitrile,Benzene,Ether, name is 4-Methoxy-3-(trifluoromethyl)benzonitrile, and the molecular formula is C9H6F3NO, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Ioannidis, Stephanos published the artcileDiscovery of pyrazol-3-ylamino pyrazines as novel JAK2 inhibitors, Product Details of C10H11N3O3S, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(23), 6524-6528, database is CAplus and MEDLINE.

Pyridineethyl- and pyrimidineethyl-substituted pyrazoleaminopyrazines such as I (R = Me; X = N) and I (R = H; X = CH) are prepared as selective JAK2 kinase inhibitors for potential use as anticancer agents; the GI₅₀ values for their JAK2 and JAK3 kinase inhibition are determined The activities of selected pyridineethyl- and pyrimidineethyl-substituted pyrazoleaminopyrazines in a functional phosphorylation model in mice and their inhibition of aurora B kinase, cyclin-dependent kinase 2, and TrkA are determined; the pharmacokinetics and pharmacodynamics of I (R = Me; X = N) and of I (R = H; X = CH) in rats and beagles are also determined

Bioorganic & Medicinal Chemistry Letters published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Product Details of C10H11N3O3S.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Fan, Pei published the artcileNickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes, Quality Control of 119396-88-2, the publication is Journal of the American Chemical Society (2020), 142(5), 2180-2186, database is CAplus and MEDLINE.

An unprecedented asym. acyl-carbamoylation of pendant alkenes tethered on aryl carbamic chlorides with both aliphatic and aromatic aldehydes has been developed via the cooperative catalysis of a chiral nickel-PHOX complex and tetrabutylammonium decatungstate. This reaction represents the first example of merging hydrogen-atom-transfer photochem. and asym. transition metal catalysis in difunctionalization of alkenes. Using this protocol, a variety of oxindoles bearing a challenging quaternary stereogenic center are furnished under mild conditions in highly enantioselective manner.

Journal of the American Chemical Society published new progress about 119396-88-2. 119396-88-2 belongs to nitriles-buliding-blocks, auxiliary class Fluoride,Nitrile,Benzene,Ether, name is 2-Fluoro-4,5-dimethoxybenzonitrile, and the molecular formula is C9H8FNO2, Quality Control of 119396-88-2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Bakke, J. E. published the artcileMetabolism of 2,6-dichlorobenzonitrile, 2,6-dichlorothiobenzamide in rodents and goats, Application In Synthesis of 3336-34-3, the publication is Xenobiotica (1988), 18(9), 1063-75, database is CAplus and MEDLINE.

Twelve ¹⁴C-labeled metabolites were isolated from either urine or bile from either rats (11 metabolites) or goats (7 metabolites) given single oral doses of 2,6-dichlorobenzo[¹⁴C]nitrile (DCBN). Five of these metabolites were also excreted in urine from rats dosed orally with 2,6-dichlorothiobenz[¹⁴C]-amide (DCTBA). All metabolites from either DCBN or DCTBA were benzonitriles with the following ring substituents: Cl₂, OH (three isomers); Cl₂, (OH)₂; Cl, (OH)₂; Cl, OH, SH; Cl, OH, SCH₃; SCH₃, SOCH₃, OH; Cl₂, S-(N-acetyl)cysteine; Cl, S-(N-acetyl)cysteine; Cl, OH, S-(N-acetyl)cysteine. The thiobenzamide moiety of DCTBA was converted to the nitrile in all the excreted urinary metabolites. No hydrolysis of the nitrile in DCBN to either an amide or an acid was detected. Urine was the major route for excretion; however, enterohepatic circulation occurred. Whole-body autoradiog. of ¹⁴C-DCBN and ¹⁴C-DCTBA in mice showed the presence of bound residues in the mucosa of the nasal cavity, trachea, tongue, esophagus, the kidney, liver, and the intestinal contents.

Xenobiotica published new progress about 3336-34-3. 3336-34-3 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Phenol, name is 2,6-Dichloro-3-hydroxybenzonitrile, and the molecular formula is C7H3Cl2NO, Application In Synthesis of 3336-34-3.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Yang, Mu published the artcileToll-like receptor 7 and 8 imidazoquinoline-based agonist/antagonist pairs, Synthetic Route of 5098-14-6, the publication is Bioorganic & Medicinal Chemistry Letters (2022), 128548, database is CAplus and MEDLINE.

Toll-like receptors (TLRs) 7 and 8 are key targets in the development of immunomodulatory drugs for treating infectious disease, cancer, and autoimmune disorders. These receptors can adopt both agonist and antagonist binding conformations that switch the receptor signal on or off to the downstream production of cytokines. In this study, we examined the effect of simple isomeric substitutions to the C2-Bu group of two imidazoquinoline agonists and evaluated the activity of these analogs using both TLR7 and TLR8 reporter cells and cytokine induction assays. the C2-iso-Bu and C2-cyclopropylmethyl isomers are both mixed TLR7/8 competitive antagonists of the parent agonist [4-Amino-1-(4-(aminomethyl)benzyl)-2-butyl-7-methoxycarbonyl-1H-imidazo[4,5-c]quinoline], indicating the conformation of the dimeric receptor complex is highly sensitive to steric perturbations to the ligand binding pocket. This observation is consistent with prior work demonstrating TLR7 and TLR8 activity is directly correlated to C2-alkyl substitutions that project into a hydrophobic pocket at the dimer interface of the receptor. The close structural relationship of the agonist/antagonist pairs identified here highlights the importance of this pocket in tipping the balance between the agonist and antagonist binding states of the receptor which may have significant ramifications to the design of imidazoquinoline-based immunomodulatory agents.

Bioorganic & Medicinal Chemistry Letters published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C6H6N2O, Synthetic Route of 5098-14-6.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Gallardo-Fuentes, Sebastian published the artcileInfluence of Non-Covalent Interactions in the Exo- and Regioselectivity of Aza-Diels-Alder Reactions: Experimental and DFT Calculations, Application In Synthesis of 5153-73-1, the publication is Journal of Organic Chemistry (2019), 84(17), 10825-10831, database is CAplus and MEDLINE.

A systematic exptl. and theor. study of the intermol. aza-Diels-Alder reaction using 5-aminopyrrole as a building block shows that the commonly accepted endo selectivity, ruled by controversial secondary orbital interactions, are overcome by non-covalent interactions affording the unusual exo adduct. Addnl., the regioselectivity is also influenced by such interactions. The starting materials are easily prepared, and the use of water as the solvent is a great achievement for the development of cleaner synthetic methodologies.

Journal of Organic Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Application In Synthesis of 5153-73-1.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts