Tag: 100-200

Synthesis and biological evaluation of novel hybrid compounds derived from gallic acid and the 2-aminothiophene derivatives was written by Mahdavi, Behnam;Hosseyni-Tabar, Seyed Mahmood;Rezaei-Seresht, Esmail;Rezaei-Seresht, Hasan;Falanji, Farahnaz. And the article was included in Journal of the Iranian Chemical Society in 2020.Formula: C8H8N2S This article mentions the following:

Gallic acid (GA) and its benzamide derivatives have a wide variety of biol. activities, such as antimicrobial, antioxidant, anticancer. In this study, we have reported the synthesis of some new hybrid compounds comprised of the 2-aminothiophene and GA moieties and evaluation of their cytotoxic activities against HeLa (cervical cancer), HCT116 (human colon cancer), and FT (fibroblast) cell lines as well as antimicrobial activities against some Gram-pos. and Gram-neg. bacteria. The reaction of some 2-aminothiophene derivatives (previously prepared from the Gewald reaction) with galloyl chloride having the acetylated hydroxyl groups and the subsequent deprotection of the hydroxyl groups gave the desired hybrid compounds Then, the antimicrobial activity of the compounds was evaluated using disk diffusion and min. inhibitory concentration assays. Finally, the MTT assay was carried out to evaluate the cytotoxicity of the synthesized compounds on the mentioned cell lines. The structure of the synthesized compounds was elucidated by conventional spectroscopic methods such as NMR, FT-IR, and UV-Vis spectroscopy. All compounds prevented the growth of Staphylococcus coagulase more than the pos. control of chloramphenicol, and one compound was more sensitive to the growth of Klebsiella pneumonia compared to the standard antibiotic. All compounds showed acceptable activity against cancer cells. The highest activity was observed against HeLa with an IC50 value of 3.2 μg/mL for compound 3d and against HCT116 with IC50 of 59.4 μg/mL for 3b. The high anticancer activity of compound 3d against HeLa allows us to consider it as a good lead compound for the development of new potent anticancer agents for the treatment of cervical cancer. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Formula: C8H8N2S).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Formula: C8H8N2S

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Nitrile – Wikipedia,
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Synthesis of antipodagra febuxostat was written by Liu, Xiao-zu;Liu, Pei-jun;Yuan, Ze-li;Hu, Qing-hong. And the article was included in Jingxi Huagong in 2014.Recommanded Product: 5203-15-6 This article mentions the following:

Febuxostat was synthesized from 4-hydroxybenzonitrile via alkylation, bromination, thioformylation, cyclization, cyanation, and hydrolysis. In the improved process, a LiCl-promoted thioformylation needed less time as well as avoided the use of strong acidic conditions. With the catalysis of trace Pd (OAc)₂, a cyano group was smoothly installed in the presence of K₄ [Fe (CN)₆] without anhydrous anaerobic operation. Non-toxic K₄ [Fe (CN)₆] was used advantageously compared to toxic cyanide sources. The total yield was as high as 64.3%. The structure was confirmed by m.p., ¹H-NMR, ¹³C-NMR and ESI-MS. In the experiment, the researchers used many compounds, for example, 4-iso-Butoxybenzonitrile (cas: 5203-15-6Recommanded Product: 5203-15-6).

4-iso-Butoxybenzonitrile (cas: 5203-15-6) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Recommanded Product: 5203-15-6

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Nitrile – Wikipedia,
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Synthesis and properties of several nitrile analogs of bis(2-chloroethyl)amine was written by Rodionov, P. V.;Rapp, L. B.;Nikolaeva, S. V.. And the article was included in Fiziologicheski Aktivnye Veshchestva (1966-1992) in 1973.Recommanded Product: 7528-78-1 This article mentions the following:

Reaction of RN(CH2CH2Cl)2 (R = NCCH2CH2, m-BrC6H4CH2, p-FC6H4CH2, m-, p-, and o-MeC6H4CH2) with NaCN-EtOH gave a mixture of RN(CH2CH2CN)2 and RN(CH2CH2CN)CH2CH2OEt. The LD50 of (NCCH2CH2)3N in mice (s.c.) was 880 mg/kg; the maximum transfer dose was 300 mg/kg. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Recommanded Product: 7528-78-1).

3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Recommanded Product: 7528-78-1

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Nitrile – Wikipedia,
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Rhodium-Catalyzed Anti-Markovnikov Hydrohydrazination of Terminal Alkynes with N-Alkyl- and N,N-Dialkylhydrazines was written by Fukumoto, Yoshiya;Ohmae, Akihiro;Hirano, Masaya;Chatani, Naoto. And the article was included in Asian Journal of Organic Chemistry in 2013.Product Details of 4435-14-7 This article mentions the following:

The anti-Markovnikov addition of hydrazines to terminal alkynes in the presence of [TpRh(C₂H₄)₂]/P(2-furyl)₃ (Tp=trispyrazolylborate) as a catalyst system has been developed. N-alkyl- and N,N-dialkyl-substituted hydrazines are applicable to this highly regioselective hydrohydrazination, which affords aldimine-type hydrazine derivatives In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Product Details of 4435-14-7).

2-Cyclohexylacetonitrile (cas: 4435-14-7) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Product Details of 4435-14-7

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Nitrile – Wikipedia,
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An efficient Ir(III) catalyst for the asymmetric transfer hydrogenation of ketones in neat water was written by Li, Xiaohong;Blacker, John;Houson, Ian;Wu, Xiaofeng;Xiao, Jianliang. And the article was included in Synlett in 2006.Related Products of 101219-69-6 This article mentions the following:

The chiral M-CsDPEN [M = Ru, Rh, Ir; CsDPEN = (R,R,R)- or (S,S,S)-N-camphorsulfonyl-1,2-diphenylethylenediamine] catalysts were shown to be efficient for the asym. transfer hydrogenation (ATH) of aryl ketones by formate in neat water. Of particular note is the Ir-(R,R,R)-CsDPEN catalyst, which catalyzes the ATH of a wide range of ketones and delivers almost full conversions within a few hours at a S/C ratio of 1000 at 40° in most cases, with enantioselectivities ≤98% ee. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Related Products of 101219-69-6).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Related Products of 101219-69-6

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Nitrile – Wikipedia,
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X-ray crystal structure of a 2-amino-3,4-dihydroquinazoline 5-HT₃ serotonin receptor antagonist and related analogs was written by Abdelkhalek, Ahmed S.;Musayev, Faik N.;Iyer, Kavita A.;Hemanth, Prithvi;Safo, Martin K.;Dukat, Malgorzata. And the article was included in Journal of Molecular Structure in 2020.Electric Literature of C7H5ClN2 This article mentions the following:

Certain 2-amino-3,4-dihydroquinazolines bind at 5-HT₃ serotonin receptors and act as antagonists (e.g. 6-chloro) whereas others bind with little to no affinity and lack functional activity (e.g. 8-chloro). The purpose of this investigation was to gain insight as to why this might be the case. X-Ray crystallog. studies revealed that the N-C-N distances in the examined analogs are nearly identical (1.31-1.34 Å), suggesting that differences in N-C-N delocalization does not account for differences in affinity/action. Homol. modeling hydrophatic interactions (HINT) anal. revealed that the 6-chloro analog formed a greater number, and more favorable, interactions with the receptor, whereas the 8-chloro analog formed fewer, and unfavorable, interactions. The affinity and activity of the 6-chloro quinazoline relative to its 8-chloro counterpart are unrelated to the N-C-N delocalization pattern but might be related to specific (favorable and unfavorable) interactions of quinazoline substituents with certain receptor features as determined by HINT anal. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Electric Literature of C7H5ClN2).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Electric Literature of C7H5ClN2

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An Enantioconvergent Benzylic Hydroxylation Using a Chiral Aryl Iodide in a Dual Activation Mode was written by Abazid, Ayham H.;Clamor, Nils;Nachtsheim, Boris J.. And the article was included in ACS Catalysis in 2020.Reference of 101219-69-6 This article mentions the following:

The application of a triazole-substituted chiral iodoarene in a direct enantioselective hydroxylation of alkyl arenes was reported. This method allows the rapid synthesis of chiral benzyl alcs. in high yields and stereocontrol, despite its nontemplated nature. In a cascade activation consisting of an initial irradiation-induced radical C-H-bromination and a consecutive enantioconvergent hydroxylation, the iodoarene catalyst has a dual role. It initiates the radical bromination in its oxidized state through an in-situ-formed bromoiodane and in the second, Cu-catalyzed step, it acts as a chiral ligand. This work demonstrates the ability of a chiral aryl iodide catalyst acting both as an oxidant and as a chiral ligand in a highly enantioselective C-H-activating transformation. Furthermore, this concept presents an enantioconvergent hydroxylation with high selectivity using a synthetic catalyst. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Reference of 101219-69-6).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Reference of 101219-69-6

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Metal-Free Oxidation of Primary Amines to Nitriles through Coupled Catalytic Cycles was written by Lambert, Kyle M.;Bobbitt, James M.;Eldirany, Sherif A.;Kissane, Liam E.;Sheridan, Rose K.;Stempel, Zachary D.;Sternberg, Francis H.;Bailey, William F.. And the article was included in Chemistry – A European Journal in 2016.Computed Properties of C8H4F3NO This article mentions the following:

Synergism among several intertwined catalytic cycles allowed for selective, room temperature oxidation of primary amines to the corresponding nitriles in 85-98 % isolated yield. This metal-free, scalable, operationally simple method employed a catalytic quantity of 4-acetamido-TEMPO (ACT; TEMPO = 2,2,6,6-tetramethylpiperidine N-oxide) radical and the inexpensive, environmentally benign triple salt oxone as the terminal oxidant under mild conditions. Simple filtration of the reaction mixture through silica gel afforded pure nitrile products. In the experiment, the researchers used many compounds, for example, 2-(Trifluoromethoxy)benzonitrile (cas: 63968-85-4Computed Properties of C8H4F3NO).

2-(Trifluoromethoxy)benzonitrile (cas: 63968-85-4) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Computed Properties of C8H4F3NO

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Nitrile – Wikipedia,
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An innovative synthesis of tertiary hydroxyl thieno[2,3-d]pyrimidinone skeleton: natural-like product from the tandem reaction of o-aminothienonitrile and carbonyl compound was written by Yang, Junjuan;Shi, Daxin;Hao, Pengfei;Yang, Deli;Zhang, Qi;Li, Jiarong. And the article was included in Tetrahedron Letters in 2016.Product Details of 70291-62-2 This article mentions the following:

A straightforward base accelerant tandem protocol for the synthesis of the tertiary hydroxyl natural-like thieno[2,3-d]pyrimidinone skeleton was developed from the cyclocondensation of o-aminothienonitrile and carbonyl compound The reaction process included PDF conversion and photo-catalytic oxygenation. This synthetic strategy offered an alternative method for regioselective construction of tertiary hydroxylated thieno[2,3-d]pyrimidinone architectures with kinetic, thermodn. control, and six-member ring effect. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Product Details of 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Product Details of 70291-62-2

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

First Synthesis of Phosphorylated Thienopyridines from 2-amino-3-cyanothiophenes and β-ketophosphonates was written by Khalladi, Khaoula;Touil, Soufiane. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2013.Category: nitriles-buliding-blocks This article mentions the following:

In a simple procedure, treatment of 2-amino-3-cyanothiophenes with β-ketophosphonates, under acid catalysis, leads to new 4-amino-5-phosphonothieno[2,3-b]pyridines in good to excellent yields. The structure of obtained products was confirmed by NMR (¹H, ³¹P, ¹³C) and IR spectroscopies, and by mass spectrometry. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Category: nitriles-buliding-blocks).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts