Month: November 2022

On May 10, 2001, McCauley, John A.; Theberge, Cory R.; Liverton, Nigel J.; Claremon, David A.; Claiborne, Christopher F. published a patent.Formula: C7H5FN2 The title of the patent was Preparation of 2-benzyl and 2-heteroaryl benzimidazole NMDA/NR2B antagonists. And the patent contained the following:

Novel benzimidazoles, substituted in the 2-position by substituted benzyl groups or heteroaryl groups, (I) [wherein R1, R2, R4, and R5 = independently H, Cl, F, OH, OMe, CF3, OCF3, NH2, CN, NO2, (amino)alkyl, aryl, alkylcarbonylamino, oxohydroxydibenzopyranyl-substituted carboxyphenylthioureido or carbonylaminoalkylcarbonylamino, R6SO2NH, R6SO2NMe, or R6SO2NHCH2; R3 = H, OH, NH2, alkylamino, arylamino, or :O; R6 = (un)substituted alkyl, (phenyl)alkenyl, Ph, naphthyl, or heterocyclic group; Y = O, NH, (CH2)nCO(CH2)n, or (CH2)nCHR3(CH2)n; n = 0-5; Ar may be substituted with 0-3 N atoms in positions 2, 3, 5, or 6] were prepared as effective NMDA NR2B glutamate receptor antagonists. For example, cycloaddition of phenylenediamine and (4-phenoxyphenyl)acetic acid in presence of EDC and HOBt in DMF afforded 2-(4-phenoxybenzyl)-1H-benzimidazole. Exptl. protocols for assessing the inhibition of NR1A/2B NMDA receptor activation (FLIPR assay) and determining the apparent dissociation constants against the human NR1A/NR2B receptor (binding assay) are given (no data). I are useful for relieving pain and treating depression, schizophrenia, Parkinson’s disease, or stroke (no data). The experimental process involved the reaction of 2-(6-Fluoropyridin-3-yl)acetonitrile(cas: 337965-61-4).Formula: C7H5FN2

The Article related to benzimidazole preparation analgesic, benzyl benzimidazole preparation glutamate receptor antagonist, heteroaryl benzimidazole preparation nmda nr2b antagonist, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Formula: C7H5FN2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On November 27, 2003, Cai, Sui Xiong; Jiang, Songchun; Kemnitzer, William E.; Zhang, Hong; Attardo, Giorgio; Denis, Real published a patent.Related Products of 75629-62-8 The title of the patent was Preparation of substituted 4-aryl-4H-pyrrolo[2,3-h]chromenes and analogs as activators of caspases and inducers of apoptosis and their uses against cancer and other disorders. And the patent contained the following:

The present invention is directed to substituted 4-aryl-4H-pyrrolo[2,3-h]chromenes and analogs thereof (shown as I; variables defined below; e.g. II). The present invention also relates to the discovery that compounds I are activators of caspases and inducers of apoptosis. Therefore, I can be used to induce cell death in a variety of clin. conditions in which uncontrolled growth and spread of abnormal cells occurs. The ability to activate the caspase cascade and induce apoptosis in human breast cancer cell lines T-47D and ZR-75-1 was measured for ∼50 examples of I, e.g. EC50 (nM) = 2.3 and 1.6, resp., for II. Although the methods of preparation are not claimed, ∼50 example preparations are included. For I: R1 = alkyl, cycloalkyl, cycloalkylalkyl, hydroxyalkyl, haloalkyl, alkoxyalkyl, aminoalkyl and oxiranylalkyl; R3 and R4 = H, halo, haloalkyl, aryl, fused aryl, carbocyclic, a heterocyclic group, a heteroaryl group, C1-10 alkyl, alkenyl, alkynyl, arylalkyl, arylalkenyl, arylalkynyl, heteroarylalkyl, heteroarylalkenyl, heteroarylalkynyl, carbocycloalkyl, heterocycloalkyl, hydroxyalkyl, aminoalkyl, carboxyalkyl, nitro, amino, cyano, acylamido, hydroxy, thiol, acyloxy, azido, alkoxy, carboxy, methylenedioxy, carbonylamido or alkylthio; R5 is H or C1-10 alkyl. A is (un)substituted and is aryl, heteroaryl, saturated carbocyclic, partially saturated carbocyclic, saturated heterocyclic, partially saturated heterocyclic or arylalkyl; D is (un)substituted and is a heteroaromatic, partially saturated (un)saturated heterocyclic fused ring, wherein said fused ring has 5 or 6 ring atoms, wherein one or two of said ring atoms are N atoms and the others of said ring atoms are C atoms. Y is CN, COR19, CO2R19 or CONR20R21, wherein R19, R20 and R21 = H, C1-10-alkyl, haloalkyl, aryl, fused aryl, carbocyclic, a heterocyclic group, a heteroaryl group, alkenyl, alkynyl, arylalkyl, arylalkenyl, arylalkynyl, heteroarylalkyl, heteroarylalkenyl, heteroarylalkynyl, carbocycloalkyl, heterocycloalkyl, hydroxyalkyl or aminoalkyl; or R20 and R21 are taken together with the N to form a heterocycle; and Z is NR22R23, NHCOR22N(COR23)2, N(COR22)(COR23), N:CHOR19 or N:CHR19 wherein R22 and R23 = H, C1-4 alkyl or aryl, or R22 and R23 are combined together with the group attached to them to form a heterocycle. The experimental process involved the reaction of 2-((1H-Indol-3-yl)methylene)malononitrile(cas: 75629-62-8).Related Products of 75629-62-8

The Article related to aryl pyrrolochromene analog preparation caspase activator apoptosis inducer, antitumor agent aryl pyrrolochromene analog preparation pharmaceutical composition, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Related Products of 75629-62-8

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On September 30, 2009, Goeker, Hakan; Alp, Mehmet; Ates-Alagoez, Zeynep; Yildiz, Sulhiye published an article.Application of 34662-29-8 The title of the article was Synthesis and potent antifungal activity against Candida species of some novel 1H-benzimidazoles. And the article contained the following:

A series of 47 novel N1-alkylated-2-aryl-5(6)-substituted-1H-benzimidazoles and their three novel indole analogs were synthesized and evaluated for in vitro antifungal activities against Candida species by the tube dilution method. The results showed that I and II, having pyridine at the position C-2, of benzimidazoles exhibited the greatest activity with MIC values of 6.25-3.12 μg/mL. Indole analogs III (R1 = H, R2 = Br; R1 = Pr, R2 = Br, CN) have no inhibitory activity. The experimental process involved the reaction of 3-Chloro-4-nitrobenzonitrile(cas: 34662-29-8).Application of 34662-29-8

The Article related to benzimidazole preparation nucleophilic substitution reduction aryl diamine benzaldehyde heterocyclization, fungal infection antifungal structure activity candida, Heterocyclic Compounds (More Than One Hetero Atom): Imidazoles and other aspects.Application of 34662-29-8

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sedighian, Hadi; Imani, Kaveh; Bazgir, Ayoob published an article in 2022, the title of the article was Ultrasound-assisted a domino three-component reaction to polycyclic selenopyrans synthesis.Recommanded Product: 2510-01-2 And the article contains the following content:

A novel and efficient three-component reaction of substituted benzoyl chlorides, potassium selenocyanate and vinyl malononitriles was developed for the synthesis of polycyclic selenopyrans via an ultrasound-assisted domino vinylogous nucleophilic reaction/intramol. selenocyclization/imine-enamine tautomerization reaction. Introducing a simple one-step method and use of available starting materials and mild reaction conditions are the most important advantages of this strategy. The experimental process involved the reaction of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas: 2510-01-2).Recommanded Product: 2510-01-2

The Article related to vinylmalononitrile potassium selenocyanate benzoyl chloride tandem heterocyclization, benzoylimino fused selenopyran preparation ultrasonication, Heterocyclic Compounds (One Hetero Atom): Other 6-Membered Rings and other aspects.Recommanded Product: 2510-01-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On April 26, 2018, Lee, Jennifer; Burnette, Pearlie; Chellappan, Srikumar; Barczak, Nicholas; Conti, Chiara; Escobedo, Jaime A.; Han, Bingsong; Lancia, David R., Jr.; Liu, Cuixian; Martin, Matthew W.; Ng, Pui Yee; Rudnitskaya, Aleksandra; Thomason, Jennifer R.; Zheng, Xiaozhang published a patent.Synthetic Route of 882978-62-3 The title of the patent was Methods using histone deacetylase 11 (HDAC11) inhibitors for treating proliferative diseases. And the patent contained the following:

The present invention provides methods and uses of inhibitors of histone deacetylase 11 (HDAC11) in the treatment of diseases and/or disorders, such as, for example, cell proliferative diseases. The experimental process involved the reaction of 4,5-Diamino-2-(trifluoromethyl)benzonitrile(cas: 882978-62-3).Synthetic Route of 882978-62-3

The Article related to hdac11 inhibitor cell proliferative disorder treatment, Pharmacology: Effects Of Neoplasm Inhibitors and Cytotoxic Agents and other aspects.Synthetic Route of 882978-62-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On January 3, 2017, Stairs, Shaun; Nikmal, Arif; Bucar, Dejan-Kresimir; Zheng, Shao-Liang; Szostak, Jack W.; Powner, Matthew W. published an article.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate The title of the article was Divergent prebiotic synthesis of pyrimidine and 8-oxo-purine ribonucleotides. And the article contained the following:

Understanding prebiotic nucleotide synthesis is a long standing challenge thought to be essential to elucidating the origins of life on Earth. Recently, remarkable progress has been made, but to date all proposed syntheses account sep. for the pyrimidine and purine ribonucleotides; no divergent synthesis from common precursors has been proposed. Moreover, the prebiotic syntheses of pyrimidine and purine nucleotides that have been demonstrated operate under mutually incompatible conditions. Here, we tackle this mutual incompatibility by recognizing that the 8-oxo-purines share an underlying generational parity with the pyrimidine nucleotides. We present a divergent synthesis of pyrimidine and 8-oxo-purine nucleotides starting from a common prebiotic precursor that yields the β-ribo-stereochem. found in the sugar phosphate backbone of biol. nucleic acids. The generational relationship between pyrimidine and 8-oxo-purine nucleotides suggests that 8-oxo-purine ribonucleotides may have played a key role in primordial nucleic acids prior to the emergence of the canonical nucleotides of biol. 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 oxazoline pyrimidine 8 oxo purine ribonucleotide, Carbohydrates: Nucleosides and Nucleotides, Cobalamins, Riboflavin and other aspects.Quality Control of 2-Aminomalononitrile 4-methylbenzenesulfonate

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On October 31, 2020, Cao, Dongdong; Chen, Dingben; Chen, Gang; Mo, Hanjie; Xia, Zhijun; Li, Kai-bin; Yang, Jianguo published an article.Synthetic Route of 2510-01-2 The title of the article was Synthesis of Dibenzofurans Derivatives via Benzannulation of 2-Nitrobenzofurans and Alkylidene Malononitriles. And the article contained the following:

Although various methods for the preparation of dibenzofurans are available, an efficient, general synthesis of dibenzofurans from benzofurans remains an unsolved problem. Herein, we provide the first benzannulation of readily prepared 2-nitrobenzofurans with alkylidene malononitriles. This methodol. enables facile assembly of a wide variety of highly functionalized dibenzofurans in moderate to excellent yields under metal-free conditions. Gram-scale synthesis and further elaborations of the product were succesfully performed, demonstrating synthetic utility of this method. The experimental process involved the reaction of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas: 2510-01-2).Synthetic Route of 2510-01-2

The Article related to nitrobenzofuran alkylidene malononitrile cyclization, dibenzofuran preparation, Heterocyclic Compounds (One Hetero Atom): Areno- and Diarenofurans and other aspects.Synthetic Route of 2510-01-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On November 27, 1998, Jeong, Susan; Chen, Xin; Harran, Patrick G. published an article.COA of Formula: C10H11N3O3S The title of the article was Macrocyclic Triarylethylenes via Heck Endocyclization: A System Relevant to Diazonamide Synthesis. And the article contained the following:

The author’s approach the preparation of diazonamide A (I) synthesis is described. Initial results show that Heck endocyclization can form highly functionalized lactam rings containing an imbedded 1,2-diaryl-1-(5-oxazolyl)ethylene. Thus, cross-coupling of vinylstannane II (PMB = p-methoxybenzyl) with functionalized oxazole III (prepared in 2 steps from Boc-Val-OH and aminomalononitrile tosylate) gave phenol IV in 89% yield after deprotection. Peptide coupling of IV with a protected O-benzyl-3-iodotyrosine derivative, followed by Pd-catalyzed macrocyclization gave macrocycle V, which contains the diazonamide AEF ring system. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).COA of Formula: C10H11N3O3S

The Article related to heck cyclization diazonamide ring system preparation, Amino Acids, Peptides, and Proteins: Poly(Amino Acids) and Peptides and other aspects.COA of Formula: C10H11N3O3S

Referemce:
Nitrile – Wikipedia,
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On July 19, 2013, Cao, Ying; Zhang, Song-Chen; Zhang, Min; Shen, Guang-Bin; Zhu, Xiao-Qing published an article.Product Details of 2510-01-2 The title of the article was Determination of Thermodynamic Affinities of Various Polar Olefins as Hydride, Hydrogen Atom, and Electron Acceptors in Acetonitrile. And the article contained the following:

A series of 69 polar olefins with various typical structures (X) were synthesized and the thermodn. affinities (defined in terms of the molar enthalpy changes or the standard redox potentials in this work) of the polar olefins obtaining hydride anions, hydrogen atoms, and electrons, the thermodn. affinities of the radical anions of the polar olefins (X•-) obtaining protons and hydrogen atoms, and the thermodn. affinities of the hydrogen adducts of the polar olefins (XH•) obtaining electrons in acetonitrile were determined using titration calorimetry and electrochem. methods. The pure C=C π-bond heterolytic and homolytic dissociation energies of the polar olefins (X) in acetonitrile and the pure C=C π-bond homolytic dissociation energies of the radical anions of the polar olefins (X•-) in acetonitrile were estimated The remote substituent effects on the six thermodn. affinities of the polar olefins and their related reaction intermediates were examined using the Hammett linear free-energy relationships; the results show that the Hammett linear free-energy relationships all hold in the six chem. and electrochem. processes. The information disclosed in this work could not only supply a gap of the chem. thermodn. of olefins as one class of very important organic unsaturated compounds but also strongly promote the fast development of the chem. and applications of olefins. The experimental process involved the reaction of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas: 2510-01-2).Product Details of 2510-01-2

The Article related to thermodn affinity polar olefin hydride hydrogen atom electron acceptor, Physical Organic Chemistry: Other Reactions, Processes, and Spectra and other aspects.Product Details of 2510-01-2

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Nitrile – Wikipedia,
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On May 18, 2018, Guchhait, Sankar K.; Sisodiya, Shailendra; Saini, Meenu; Shah, Yesha V.; Kumar, Gulshan; Daniel, Divine P.; Hura, Neha; Chaudhary, Vikas published an article.Application In Synthesis of 2-((1H-Indol-3-yl)methylene)malononitrile The title of the article was Synthesis of Polyfunctionalized Pyrroles via a Tandem Reaction of Michael Addition and Intramolecular Cyanide-Mediated Nitrile-to-Nitrile Condensation. And the article contained the following:

A new approach for the synthesis of tetrasubstituted/functionalized NH-pyrroles from gem-diactivated acrylonitriles and TMSCN has been developed. The strategy utilizes the generation of vic-dinitrile via Michael addition and cyanide-mediated nitrile-to-nitrile cyclocondensation, which proceed in tandem guided by manifold roles of “CN”. An extended application to the production of fused pyrrole has also been realized. The experimental process involved the reaction of 2-((1H-Indol-3-yl)methylene)malononitrile(cas: 75629-62-8).Application In Synthesis of 2-((1H-Indol-3-yl)methylene)malononitrile

The Article related to diactivated acrylonitrile trimethylsilyl cyanide tandem michael addition cyclocondensation, pyrrole polyfunctionalized preparation, Heterocyclic Compounds (One Hetero Atom): Pyrroles and Pyrrolizines and other aspects.Application In Synthesis of 2-((1H-Indol-3-yl)methylene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts