Tag: 100-200

On June 30, 1980, Moriya, Tamon; Hagio, Katsuaki; Yoneda, Naoto published an article.Application of 75629-62-8 The title of the article was Preparation and reactions of 3-(aminomethylene)-3H-indoles. And the article contained the following:

3-(Aminomethylene)-3H-indoles I (R = H, 5-OMe, 6-Me, 6-Cl; NR1R2 = pyrrolidino, piperidino, morpholino, NEt2, NBu2, NMe2) were prepared by the condensation of 3-indolecarboxaldehydes with secondary amines. Some were obtained as stable colorless prisms, while 3-(piperidinomethylene)-3H-indole and 3-(morpholinomethylene)-3H-indole readily polymerized in refluxing benzene. Reaction of I with electrophiles, such as alkyl and acyl halides, gave 1-substituted 3-aminomethylene-3H-indolium salts, which were converted to the corresponding 1-substituted 3-indolecarboxaldehydes by hydrolysis. Reaction of I with active methylene compounds proceeded under mild conditions to afford the condensation products in good yields. Successive reaction of I with electrophiles and nucleophiles provided a convenient route to 1,3-disubstituted indole derivatives The experimental process involved the reaction of 2-((1H-Indol-3-yl)methylene)malononitrile(cas: 75629-62-8).Application of 75629-62-8

The Article related to indolecarboxaldehyde enamine preparation reaction, aminomethyleneindole preparation substitution, indolium salt aminomethylene, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application of 75629-62-8

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

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 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 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 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 June 15, 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.Recommanded Product: 34662-29-8 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).Recommanded Product: 34662-29-8

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.Recommanded Product: 34662-29-8

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts