Tag: 200-300

On December 7, 2016, Gao, Yuzhe; Wang, Guocheng published a patent.Electric Literature of 1261686-95-6 The title of the patent was Preparation of xanthines as DPP-IV inhibitors. And the patent contained the following:

The invention relates to xanthine derivatives (e.g., I) and their pharmaceutically acceptable salts thereof, processes for preparing them, pharmaceutical preparations comprising them, and their as DPP-IV inhibitors for treating type II diabetes. For instance, the invention compound I was prepared via substitution of 8-bromo-3,9-dihydro-3-methyl-1H-purine-2,6-dione with 1-bromo-2-butyne followed by substitution with 2-(bromomethyl)-6-fluoro-benzonitrile, substitution with (R)-3-(Boc-amino)piperidine, and hydrolysis. The experimental process involved the reaction of 2-(Bromomethyl)-6-fluorobenzonitrile(cas: 1261686-95-6).Electric Literature of 1261686-95-6

The Article related to xanthine preparation antidiabetic dipeptidyl peptidase inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.Electric Literature of 1261686-95-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On May 26, 2011, Kim, Seon Mi; Lee, Min Hee; Kim, Jae Sun; Jung, Hoe Chul; Lee, So Young; Lee, Soo Min; Kim, Eun Jeong; Park, Eui Sun; Park, Sung Hoon; Lee, Bong Yong; Um, Key An published a patent.COA of Formula: C8H5BrFN The title of the patent was Preparation of gonadotropin releasing hormone receptor antagonists. And the patent contained the following:

Compound I [X = N-containing non-aromatic heterocycle or substituted non-aromatic heterocycle; Y = -(CR9aR9b)r-Z-R4; B = NR1R2 or OR1 where r = 0, 1, 2, 3; n = 2, 3, 4; Z = direct bond, O, S, CO, etc.; D = Q1, Q2, Q3, etc. where E = O, S, NR8; R1, R2 = independently H, (un)substituted C1-10 alkyl, (un)substituted C3-10 cycloalkyl, (un)substituted C6-12 aryl, etc.; R3a, R3b = independently H, (un)substituted C1-10 alkyl, (un)substituted C3-10 cycloalkyl, C1-10 alkoxy, etc.; R4 = H, substituted C1-10 alkyl, C3-10 cycloalkyl, (un)substituted C6-12 aryl, etc.; R5 = H, halogen, (un)substituted C1-6 alkyl, (un)substituted C3-10 cycloalkyl, etc.; R6 = H, (un)substituted C1-6 alkyl, (un)substituted C3-10 cycloalkyl, etc.;R8 = H, cyano, (un)substituted C1-10 alkyl, etc.; R9a, R9b = independently H, acyl, hydroxy, halogen, etc.; its stereoisomers or pharmaceutically acceptable salts] was prepared For example, II was prepared in a multistep synthesis. Compound I was claimed useful as gonadotropin releasing hormone (“”GnRH””) (known as LH releasing hormone) receptor antagonists for treatment of prostatic cancer, uterine cancer, and breast cancer, etc. The experimental process involved the reaction of 2-(Bromomethyl)-6-fluorobenzonitrile(cas: 1261686-95-6).COA of Formula: C8H5BrFN

The Article related to preparation gonadotropin releasing hormone receptor antagonist, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.COA of Formula: C8H5BrFN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On December 30, 2021, Vu, Binh; Dominique, Romyr; Li, Hongju; Fahr, Bruce; Chen, Yi published a patent.COA of Formula: C13H17BN2O2 The title of the patent was Methods and aromatic compounds for restoring mutant p53 function and their preparation. And the patent contained the following:

Mutations in oncogenes and tumor suppressors contribute to the development and progression of cancer. The disclosure describes compounds of formula I and methods that restore DNA binding affinity of p53 mutants. The compounds of the disclosure can bind to mutant p53 and restore the ability of the p53 mutant to bind DNA and activate downstream effectors involved in tumor suppression. The disclosed compounds of formula I can be used to reduce the progression of cancers that contain a p53 mutation. Compounds of formula I wherein X1 is CR7 and N; X2 is CR2 and N; R1 and R2 are independently alkyl, NR8R9, CONR8R9, NHCOR9, etc.; Q is NHCH2C(:CH2)CONH2, NHCOCH:CH2, NHCH2C(:CH2)CN, etc.; R5 is H, halo, (un)substituted aryl, (un)substituted heteroaryl, etc.; R6 is (un)substituted (mono/bi)cyclic aryl and (un)substituted (mono/bi)cyclic heteroaryl; R7, R8 and R9 are independently (un)substituted alkyl, (un)substituted alkenyl, (un)substituted cycloalkyl, etc.; and with provisions; and pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by a multistep procedure (procedure given). The invention compounds were evaluated for their DNA binding affinity of mutant p53 protein. The experimental process involved the reaction of 3-Amino-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile(cas: 1036991-35-1).COA of Formula: C13H17BN2O2

The Article related to aromatic compound preparation restore mutant p53 function, Heterocyclic Compounds (More Than One Hetero Atom): Pyrimidines and Quinazolines and other aspects.COA of Formula: C13H17BN2O2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On February 28, 1979, Junek, Hans; Mittelbach, Martin published an article.Synthetic Route of 5098-14-6 The title of the article was Syntheses with nitriles, LIV. Reduction of oximinomalonitrile to aminomalonitrile using Raney catalysts. And the article contained the following:

An improved synthesis of aminomalononitrile H2NCH(CN)2 (I) by using Raney-catalyst for the reduction of HON:C(CN)2 (II) at H2-pressure of 4 atm and 20° was given. Due to the reactivity of II some new derivatives of oximinocyanoacetamide are obtained by O- and N-acylation. Condensation of III with benzilmonoxime gave 2-amino-5,6-diphenylpyrazinecarbonitrile; with N-phenylformamidate 2-amino-2,2-dicyano-1-(N-phenylimino)-acetaldehyde was obtained. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Synthetic Route of 5098-14-6

The Article related to reduction oximinomalonitrile, malononitrile oximino, aminomalononitrile, acetamide oximinocyano, pyrazinecarbonitrile, cyclocondensation aminomalodinitrile benzil oxime, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines and other aspects.Synthetic Route of 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On June 6, 1980, Taylor, Edward C.; Dumas, Donald J. published an article.HPLC of Formula: 5098-14-6 The title of the article was Pteridines. 47. Preparation and chemistry of 2-amino-6-carbalkoxy-3-cyano-5-substituted pyrazine 1-oxides: synthesis of pterin-6-carboxaldehyde. And the article contained the following:

A new procedure for the synthesis of 2-amino-3-cyano-5-substituted pyrazines I [R = CH(OMe)2, Me], useful intermediates for the synthesis of pteridines, is described. Oximation of β-oxo esters followed by reaction with aminomalononitrile provides 2-amino-6-carbalkoxy-3-cyano-5-substituted pyrazine 1-oxides II. Protection of the amino group as its (dimethylamino)methylenamino derivative I followed by SN2 decarbalkoxylation provides pyrazines, which on removal of the protecting group and deoxygenation give pyrazines III. This method is designed to be of use in cases where the β-oxo ester cannot be converted directly to the corresponding α-oxo aldoxime. The procedure is applied to the synthesis of III [R = CH(OMe)2], an intermediate in the synthesis of pterin-6-carboxaldehyde. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).HPLC of Formula: 5098-14-6

The Article related to pyrazine oxide amino cyano carbalkoxy, pterincarboxaldehyde, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines and other aspects.HPLC of Formula: 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Armarego, Wilfred L. F. published an article in 1977, the title of the article was Pterins. Part 2. Stereochemistry of catalytic reduction of 6-methyl- and 6,7-dimethyl-pterin and of 2,4-diamino-6-methylpteridine.Category: nitriles-buliding-blocks And the article contains the following content:

Catalytic addition of 2 mols. of H to 7-deuterio-6-trideuteriomethylpterin gave a 0.8:1 mixture of cis- and trans-7-deuterio-6-trideuteriomethyl-5,6,7,8-tetrahydropterin. Similar reduction of 2,4-diamino-7-deuterio-6-(partial)trideuteriomethylpteridine gave a 1:1 mixture of cis- and trans-2,4-diamino-7-deuterio-6-(partial)trideuteriomethyl-5,6,7,8-tetrahydropteridine. However, catalytic reduction of 6,7-dimethyl- and 6,7-bis(trideuteriomethyl)pterin is stereospecific and gave only the cis 5,6,7,8-tetrahydro derivatives Reduction of 6,7-dimethylpterin with Na in EtOH gave a 1:1 mixture of cis- and trans-6,7-dimethyl-5,6,7,8-tetrahydropterin. The stereochem. of the products was deduced from 1H NMR spectroscopy. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Category: nitriles-buliding-blocks

The Article related to catalyst reduction stereochem pterin, Heterocyclic Compounds (More Than One Hetero Atom): Pyrazines and Quinoxalines and other aspects.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On December 19, 2019, Focken, Thilo; Burford, Kristen Nicole; Lofstrand, Verner Alexander; Wilson, Michael Scott; Zenova, Alla Yurevna published a patent.Recommanded Product: 2-(Bromomethyl)-6-fluorobenzonitrile The title of the patent was Preparation of benzenesulfonamide compounds and their use as therapeutic agents. And the patent contained the following:

This invention is directed to benzenesulfonamide compounds of formula I, as stereoisomers, enantiomers, tautomers thereof or mixtures thereof; or pharmaceutically acceptable salts, solvates or prodrugs thereof, for the treatment of diseases or conditions associated with voltage-gated sodium channels (Nav1.6), such as epilepsy and/or epileptic seizure disorders. Compounds of formula I wherein m and n are independently 1 and 2; R1, R3a, R3b and each R4 are independently H and alkyl; R2 is thiazolyl, isothiazolyl and isoxazolyl; R5 is halo; each R6 is independently halo and alkoxy, provided that at least one R6 is alkoxy; R7 is azabicyclo[2.2.1]heptanylalkyl; R7 is ((methyl)(prop-2-yl)amino)alkyl when n is 2; and stereoisomers, enantiomers, tautomers, mixtures, pharmaceutically acceptable salts, solvates and prodrugs thereof, are claimed. Example compound II was prepared by a multistep procedure (procedure given). The invention compounds were evaluated for their voltage-gated sodium channel inhibitory activity. From the assay, it was determined that compound II exhibited IC50 values of 0.015 μM, > 30.00 μM and 9.603 μM towards Nav1.6, Nav1.5 and Nav1.1, resp. The experimental process involved the reaction of 2-(Bromomethyl)-6-fluorobenzonitrile(cas: 1261686-95-6).Recommanded Product: 2-(Bromomethyl)-6-fluorobenzonitrile

The Article related to benzenesulfonamide preparation voltage gated sodium channel inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Recommanded Product: 2-(Bromomethyl)-6-fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On March 5, 2020, Focken, Thilo; Andrez, Jean-Christophe; Burford, Kristen Nicole; Dehnhardt, Christoph Martin; Grimwood, Michael Edward; Jia, Qi; Lofstrand, Verner Alexander; Wilson, Michael Scott; Zenova, Alla Yurevna; Wesolowski, Steven Sigmund; Sun, Shaoyi published a patent.Electric Literature of 1261686-95-6 The title of the patent was Preparation of heteroaryl-substituted sulfonamide compounds and their use as sodium channel inhibitors. And the patent contained the following:

This invention is directed to pyridine- and thiophene-sulfonamide compounds of formula I, as stereoisomers, enantiomers, tautomers thereof or mixtures thereof; or pharmaceutically acceptable salts, solvates or prodrugs thereof, for the treatment of diseases or conditions associated with voltage-gated sodium channels, such as epilepsy and/ or epileptic seizure disorders. Compounds of formula I wherein A is (un)substituted pyridinediyl, (un)substituted thiophenediyl, (un)substituted thiazolediyl, etc.; R1 is (un)substituted aryl and (un)substituted (mono/bi)cyclic heteroaryl; R2 is (un)substituted 5- to 6-membered heteroaryl; R3 and R4 are independently H and alkyl; and individual stereoisomers, enantiomers, tautomers, mixtures, pharmaceutically acceptable salts, solvates and prodrugs thereof, are claimed. Example compound II was prepared by sulfamidation of 5,6-dichloropyridine-3-sulfonyl chloride with tert-Bu thiazol-4-ylcarbamate; the resulting tert-Bu ((5,6-dichloropyridin-3-yl)sulfonyl)(thiazol-4-yl)carbamate underwent amination with (S)-1-(5-chloro-2-fluorophenyl)ethan-1-amine hydrochloride to give tert-Bu (S)-((5-chloro-6-((1-(5-chloro-2-fluorophenyl)ethyl)amino)pyridin-3-yl)sulfonyl)(thiazol-4-yl)carbamate, which underwent hydrolysis to give compound II. The invention compounds were evaluated for their sodium channel inhibitory activity. From the assay, it was determined that compound II exhibited IC50 values of 2.820μM, 5.573μM and 5.003μM towards Nav1.6, Nav1.5 and Nav1.1, resp. The experimental process involved the reaction of 2-(Bromomethyl)-6-fluorobenzonitrile(cas: 1261686-95-6).Electric Literature of 1261686-95-6

The Article related to heteroaryl sulfonamide preparation sodium channel inhibitor, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Electric Literature of 1261686-95-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Taylor, Edward C.; Berrier, John V. published an article in 1977, the title of the article was Pteridines. Part XLII. Synthesis of some benzo[g]pteridines. A novel aromatization reaction.Name: 2-Aminomalononitrile 4-methylbenzenesulfonate And the article contains the following content:

The benzopteridine I (R = NH2, R1 = R2 = H) was prepared by condensing 6-chloro-2-oximinocyclohexanone-HCl with H2NCH(CN)2.4-MeC6H4SO3H, aromatizing the quinoxaline oxide II by heating with HOAc, and condensing 2-amino-3-cyanoquinoxaline (III) with guanidine-HCl. Condensation of III with HC(OEt)3 gave I (R-R2 = H). I (R = NH2, R1 = R2 = H) was treated with HCl to give benzo[g]pterin. I [R = NH2, R1R2 = (CH)4] was obtained from 2-oximino-1-tetralone. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Name: 2-Aminomalononitrile 4-methylbenzenesulfonate

The Article related to benzopteridine, naphthopterdine, benzopterin, pterin condensed, aromatization tetrahydroquinoxaline oxide, guanidine aminocyanoquinoxaline condensation, Heterocyclic Compounds (More Than One Hetero Atom): Purines and Pteridines and other aspects.Name: 2-Aminomalononitrile 4-methylbenzenesulfonate

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Taylor, Edward C.; Portnoy, Robert C.; Hochstetler, Douglass C.; Kobayashi, T. published an article in 1975, the title of the article was Pteridines. XXXVIII. Synthesis of some 2,4-diamino-6-substituted methylpteridines. New route to pteroic acid.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate And the article contains the following content:

6-Substituted 2,4-diaminopteridines I and 6-substituted pterins II (R = Cl, OH, H, p-ClC6H4, p-EtO2CC6H4NH, PhCH2, etc.) were prepared by reaction of 2-amino-3-cyano-5-chloromethylpyrazine with nucleophiles, followed by ring closure with guanidine to give I, and final acid hydrolysis to II. The pyrazine oxides III (R = PhCH2S, p-O2NC6H4NMe, p-O2NC6H4NH) were prepared by treating XCH2COCH:NOH (X = Cl, Br) with H2NCH(CN)2.p-MeC6H4SO3H and nucleophiles. 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 pteridine diamino, pterin, cyclization cyanoaminopyrazine guanidine, pyrazine cyclization guanidine, pyruvaldehyde oxime cyclization aminomalononitrile, Heterocyclic Compounds (More Than One Hetero Atom): Purines and Pteridines and other aspects.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts