Month: November 2022

On June 8, 2006, Feenstra, Roelof W.; Stoit, Axel; Terpstra, Jan-Willem; Pras-Raves, Maria L.; McCreary, Andrew C.; Van Vliet, Bernard J.; Hesselink, Mayke B.; Kruse, Cornelis G.; Van Scharrenburg, Gustaaf J. M. published a patent.Name: 3-Chloro-4-nitrobenzonitrile The title of the patent was Preparation of phenylpiperazine derivatives with a combination of partial dopamine-d2 receptor agonism and serotonin reuptake inhibition. And the patent contained the following:

The invention relates to a group of novel phenylpiperazine derivatives I [X = S or O; R1 = H, alkyl, CF3, OH, etc.; R2 = H, halo, CN, or alkyl; R3 = H or alkyl; R4 = H, alkyl or haloalkyl; T = (un)substituted alkyl chain which may optionally contain a N atom; Ar = naphthyl, indolyl, benzothiophenyl, etc.], and their pharmaceutically acceptable salts, which are prepared and disclosed as possessing a dual mode of action: serotonin reuptake inhibition and partial agonism on dopamine-D2 receptors. Thus, e.g., II was prepared by oxidation of 1-(3-hydroxypropyl)-6-chloroindazole to the formyl derivative which underwent reductive coupling with 3-methyl-7-piperazinyl-3H-benzoxazole-2-one. Selected compounds of the invention possessed pKi values of 7.0-8.9 in dopamine-D2 binding assays. The experimental process involved the reaction of 3-Chloro-4-nitrobenzonitrile(cas: 34662-29-8).Name: 3-Chloro-4-nitrobenzonitrile

The Article related to phenylpiperazine preparation dopamine d2 receptor serotonin reuptake inhibitor, cns agent phenylpiperazine preparation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Name: 3-Chloro-4-nitrobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On December 31, 1988, Sato, Nobuhiro; Saito, Noriko published an article.Category: nitriles-buliding-blocks The title of the article was Studies on pyrazines. 17. An efficient synthesis of pteridine-6-carboxylic acids. And the article contained the following:

2,4-Diaminopteridine-6-carboxylic acid (I) and pterin-6-carboxylic acid (II) were prepared by permanganate oxidation of the corresponding 6-(2-furyl)-substituted pteridines under mild conditions. Several attempts to cleave the furan ring with other oxidizing agents are also described. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Category: nitriles-buliding-blocks

The Article related to aminopterincarboxylic acid, pteridinecarboxylic acid diamino, furan synthon carboxylic acid group, oxidation furan permanganate, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On June 30, 1984, Pastor, Stephen D.; Nelson, Aaron L. published an article.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate The title of the article was Substituted 5-(D,L-erythro-1′,2′-dihydroxypropyl)pyrazines. Potential precursors for the synthesis of biopterin derivatives. And the article contained the following:

Substituted 5-(D,L-erythro-1′,2′-dihydroxypropyl)pyrazines I (R = cyano, CO2CH2Ph) were prepared from crotonic acid. Functionalized 2-oximino-3-oxoesters II (R1 = Me, CMe3) showed anomalous behavior during decarboxylation. The structures of prepared compounds were determined by spectroscopic methods. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate

The Article related to dihydroxypropylpyrazinecarboxylate lactone, pyrazinecarboxylate dihydroxypropyl lactone, dihydroxydioxohexanoate monoxime decarboxylation, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines (Including Piperazines) and other aspects.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On September 1, 1981, Yamashita, Yoshiro; Suzuki, Daisuke; Masumura, Mitsuo published an article.Quality Control of 2-((1H-Indol-3-yl)methylene)malononitrile The title of the article was Synthesis of vinyl-substituted indolizine derivatives by a novel reaction of indolizines with ethoxyethylenes having electron-withdrawing substituents. And the article contained the following:

The vinylindolizines I (R1 = Me, Ph, p-BrC6H4; R2, R3 = H, Me; R4 = R5 = CN, CO2Et, R4 = CN, COMe; R5 = CO2Et) were prepared in 22-85% yields by Michael addition of the indolizines II with EtOCH:CR4R5. Hydrolysis of I (R1 = Ph, R2 = H, Me; R3 = H, R4 = R5 = CN) gave the corresponding 3-formylindolizines. Pyrrole and 1-methylpyrrole underwent similar addition with EtOCH:C(CN)2 to give the pyrroles III (R = H, Me). The experimental process involved the reaction of 2-((1H-Indol-3-yl)methylene)malononitrile(cas: 75629-62-8).Quality Control of 2-((1H-Indol-3-yl)methylene)malononitrile

The Article related to indolizine addition ethoxyethylene, vinylindolizine, Heterocyclic Compounds (One Hetero Atom): Other Areno- and Diarenopyridines (Including Also Quinuclidines, etc.) and other aspects.Quality Control of 2-((1H-Indol-3-yl)methylene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On April 18, 2019, Jung, Won-Hyuk published a patent.Application of 1160936-51-5 The title of the patent was Preparation of phenylacetylene derivatives as inhibitors against interaction between PD-1 and PD-L1. And the patent contained the following:

The invention relates to compounds of formula I or pharmaceutically acceptable salts thereof that are useful for the prevention and treatment of cancer or autoimmune disease as inhibitors against interaction between programmed death 1 (PD-1) and programmed death-ligand 1 (PD-L1). Compounds of formula I wherein X1=X2 is N=C-R11, R11-C=N, N=N, or C=C; R1 is (CH)n-CO2H, O-R9, CO-(NH-R9), CO-R9, NH-R9, N(R9)2, N(R9)(R10), etc.; n is 0-4; R2 is H, halo, alkyl, cyano, hydroxy, amino, CO-alkyl, O-alkyl, O-(CH2)m-heteroaryl, O-(CH2)m-cycloalkyl, O-(CH2)m-heterocyclyl, NH-alkyl, etc.; m is 0-4; R3, R6, R7, R8, and R11 are independently H, halo, alkyl, cyano, hydroxy, amino, O-alkyl, NH-alkyl, etc.; R4 is H, halo, alkyl, cyano, hydroxy, amino, O-alkyl, NH-alkyl, CO-alkyl, etc.; R5 is (un)substituted (hetero)aryl, (un)substituted cycloalkyl, or (un)substituted heterocyclyl; R9 and R10 are independently (un)substituted alkyl; are claimed. Example compound II was prepared via Sonogashira coupling reaction of Me 6-ethynylpyridazine-3-carboxylate with 3-bromo-2-methyl-[1,1′-biphenyl], followed by Dibal-H reduction, reductive amination with Me glycinate hydrochloride, and basic hydrolysis. The invention compounds were evaluated for the inhibitory activity against interaction between PD-1 and PD-L1 (biol. activity given). The experimental process involved the reaction of 5-Bromo-3-hydroxypicolinonitrile(cas: 1160936-51-5).Application of 1160936-51-5

The Article related to phenylacetylene derivative preparation pd1 pdl1 inhibition cancer autoimmune disease, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Hydrocarbons (Saturated and Unsaturated Side Chains) and other aspects.Application of 1160936-51-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On April 23, 2019, Jung, Won Hyeok published a patent.Name: 5-Bromo-3-hydroxypicolinonitrile The title of the patent was Preparation of phenylacetylene derivatives as inhibitors against interaction between PD-1 and PD-L1. And the patent contained the following:

The invention relates to compounds of formula I or pharmaceutically acceptable salts thereof that are useful for the prevention and treatment of cancer or autoimmune disease as inhibitors against interaction between programmed death 1 (PD-1) and programmed death-ligand 1 (PD-L1). Compounds of formula I wherein X1=X2 is N=C-R11, R11-C=N, N=N, or C=C; R1 is (CH)n-CO2H, O-R9, CO-(NH-R9), CO-R9, NH-R9, N(R9)2, N(R9)(R10), etc.; n is 0-4; R2 is H, halo, alkyl, cyano, hydroxy, amino, CO-alkyl, O-alkyl, O-(CH2)m-heteroaryl, O-(CH2)m-cycloalkyl, O-(CH2)m-heterocyclyl, NH-alkyl, etc.; m is 0-4; R3, R6, R7, R8, and R11 are independently H, halo, alkyl, cyano, hydroxy, amino, O-alkyl, NH-alkyl, etc.; R4 is H, halo, alkyl, cyano, hydroxy, amino, O-alkyl, NH-alkyl, CO-alkyl, etc.; R5 is (un)substituted (hetero)aryl, (un)substituted cycloalkyl, or (un)substituted heterocyclyl; R9 and R10 are independently (un)substituted alkyl; are claimed. Example compound II was prepared via Sonogashira coupling reaction of Me 6-ethynylpyridazine-3-carboxylate with 3-bromo-2-methyl-[1,1′-biphenyl], followed by Dibal-H reduction, reductive amination with Me glycinate hydrochloride, and basic hydrolysis. The invention compounds were evaluated for the inhibitory activity against interaction between PD-1 and PD-L1 (biol. activity given). The experimental process involved the reaction of 5-Bromo-3-hydroxypicolinonitrile(cas: 1160936-51-5).Name: 5-Bromo-3-hydroxypicolinonitrile

The Article related to phenylacetylene derivative preparation pd1 pdl1 inhibition cancer autoimmune disease, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Hydrocarbons (Saturated and Unsaturated Side Chains) and other aspects.Name: 5-Bromo-3-hydroxypicolinonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On March 31, 2016, Muhammad, Munira T.; Khan, Khalid M.; Taha, Muhammad; Khan, Tariq; Hussain, Shafqat; Fakhri, Muhammad I.; Perveen, Shahnaz; Voelter, Wolfgang published an article.Safety of 2-((1H-Indol-3-yl)methylene)malononitrile The title of the article was New Facile, Eco-Friendly and Rapid Synthesis of Trisubstituted Alkenes Using Bismuth Nitrate as Lewis Acid. And the article contained the following:

A facile, eco-friendly and rapid method for Knoevenagel condensations using bismuth nitrate as Lewis acid was presented. In a typical reaction, 1 mmol of aromatic aldehyde with 1.1 mmol of malanonitrile in the presence of bismuth nitrate (3 mmol%) was refluxed in water (10 mL) for 25-30 min. In order to generalize the newly developed methodol., a variety of aldehydes were selected to synthesize different trisubstituted alkenes and it was found that this method can also be applied on aromatic aldehydes. For comparison purposes, the reaction was carried out in ethanol in parallel to water and found that water is the best solvent for this reaction. The advantages of bismuth nitrate as a catalyst were: easy to remove from the reaction mixture by simple filtration, recyclable, required water as solvent, was eco-friendly and afforded high yields (90-97%). The experimental process involved the reaction of 2-((1H-Indol-3-yl)methylene)malononitrile(cas: 75629-62-8).Safety of 2-((1H-Indol-3-yl)methylene)malononitrile

The Article related to aryl aldehyde malononitrile bismuth nitrate catalyst knoevenagel condensation, arylidene malononitrile preparation green chem, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Hydrocarbons (Saturated and Unsaturated Side Chains) and other aspects.Safety of 2-((1H-Indol-3-yl)methylene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts