Month: January 2023

Synthesis and evaluation of the antifungal activity of 2-(substituted-amino)-4,5-dialkyl-thiophene-3-carbonitrile derivatives was written by Mendonca, Francisco J. B. Jr.;Lima-Neto, Reginaldo G.;de Oliveira, Tiago B.;de Lima, Maria do C. A.;Pitta, Ivan R.;Galdino, Suely L.;da Cruz, Rayssa M. D.;de Araujo, Rodrigo S. A.;Neves, Rejane P.. And the article was included in Latin American Journal of Pharmacy in 2011.Related Products of 70291-62-2 This article mentions the following:

Fifteen 2-[(substituted-benzylidene)amino]-5-methyl-thiophene-3-carbonitrile and 2-[(substituted-benzylidene)amino]-4,5-cycloalkyl-thiophene-3-carbonitrile derivatives were synthesized and screened for their in vitro antifungal activity against 42 clin. isolates of Candida (representing 4 different species) and 2 isolates of Cryptococcus. The antifungal activities of these compounds were compared to fluconazole and amphotericin B as standard agents. All compounds presented fungicidal activity at different doses, but a few compounds showed moderate or poor antifungal activity when compared with the standard drugs. The Cryptococcus strains were more sensitive than those of the genus Candida, and the compound 2-[(4-nitrobenzylidene)amino]-4,5-cyclohexyl-thiophene-3-carbonitrile was the most active, with MFC values varying between 100-800 μg/mL. A preliminary SAR study demonstrated that the presence of a cycloalkyl ring linked to the thiophene moiety is essential for antifungal activity, and that the best antifungal candidates are cyclohexyl compounds In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Related Products of 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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.Related Products of 70291-62-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

An Efficient and Selective Nickel-Catalyzed Direct N-Alkylation of Anilines with Alcohols was written by Vellakkaran, Mari;Singh, Khushboo;Banerjee, Debasis. And the article was included in ACS Catalysis in 2017.Electric Literature of C14H12N2 This article mentions the following:

Herein, we developed an efficient and selective nickel-catalyzed monoalkylation of various primary alcs. with aryl and heteroaryl amines together with diols and amino alc. derivatives Notably, the catalytic protocol consisting of an earth-abundant and non-precious NiBr₂/L1 (L1 = 1,10-phenanthroline) system enables the transformations in the presence of hydroxyl, alkene, nitrile, and nitro functionalities. As a highlight, we have demonstrated the alkylation of diamine, intramol. cyclization to N-heterocycles, and functionalization of complex vitamin E, an (±)-α-tocopherol derivative Preliminary mechanistic studies revealed the participation of a benzylic C-H bond in the rate-determining step. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Electric Literature of C14H12N2).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�65 ppm. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Electric Literature of C14H12N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ultrasound-promoted synthesis of 2-aminothiophenes accelerated by DABCO utilizing PEG-200 as solvent was written by Liang, Chengyuan;Tang, Zhishu;Qian, Weidong;Shi, Chunyang;Song, Huihui. And the article was included in Journal of Chemical and Pharmaceutical Research in 2014.Recommanded Product: 70291-62-2 This article mentions the following:

An expeditious and greener one-pot procedure was developed for the synthesis of multisubstituted 2-aminothiophene derivatives I (R¹ = H; R¹R² = (CH₂)₃, (CH₂)₄; R² = Et, i-Pr, n-Pr, Ph; R³ = CN, CO₂Et). In the presence of catalytic amount of DABCO, ketones or aldehydes, dicyanomethane and elemental sulfur were converted into the corresponding 2-aminothiophene derivatives in moderate to high yields in PEG-200 under sonication. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Recommanded Product: 70291-62-2).

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. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Recommanded Product: 70291-62-2

Referemce:
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

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

2,4,6-Triaminopyrimidine as a Novel Hinge Binder in a Series of PI3Kδ Selective Inhibitors was written by Patel, Leena;Chandrasekhar, Jayaraman;Evarts, Jerry;Haran, Aaron C.;Ip, Carmen;Kaplan, Joshua A.;Kim, Musong;Koditek, David;Lad, Latesh;Lepist, Eve-Irene;McGrath, Mary E.;Novikov, Nikolai;Perreault, Stephane;Puri, Kamal D.;Somoza, John R.;Steiner, Bart H.;Stevens, Kirk L.;Therrien, Joseph;Treiberg, Jennifer;Villasenor, Armando G.;Yeung, Arthur;Phillips, Gary. And the article was included in Journal of Medicinal Chemistry in 2016.Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbonitrile This article mentions the following:

Inhibition of phosphoinositide 3-kinase δ (PI3Kδ) is an appealing target for several hematol. malignancies and inflammatory diseases. Herein, we describe the discovery and optimization of a series of propeller shaped PI3Kδ inhibitors comprising a novel triaminopyrimidine hinge binder. Combinations of electronic and structural strategies were employed to mitigate aldehyde oxidase mediated metabolism This medicinal chem. effort culminated in the identification of 52, a potent and highly selective inhibitor of PI3Kδ that demonstrates efficacy in a rat model of arthritis. In the experiment, the researchers used many compounds, for example, 2-Amino-4,6-dichloropyrimidine-5-carbonitrile (cas: 1277179-33-5Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbonitrile).

2-Amino-4,6-dichloropyrimidine-5-carbonitrile (cas: 1277179-33-5) 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. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Recommanded Product: 2-Amino-4,6-dichloropyrimidine-5-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Structure-activity relationships of novel potent MurF inhibitors was written by Gu, Yu Gui;Florjancic, Alan S.;Clark, Richard F.;Zhang, Tianyuan;Cooper, Curt S.;Anderson, David D.;Lerner, Claude G.;McCall, J. Owen;Cai, Yingna;Black-Schaefer, Candace L.;Stamper, Geoffrey F.;Hajduk, Philip J.;Beutel, Bruce A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2004.Related Products of 70291-62-2 This article mentions the following:

A novel class of MurF inhibitors was discovered and structure-activity relationship studies have led to several potent compounds with IC₅₀ = 22 ∼ 70 nM. Unfortunately, none of these potent MurF inhibitors exhibited significant antibacterial activity even in the presence of bacterial cell permeabilizers. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Related Products of 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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 addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Related Products of 70291-62-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis and pharmacological evaluation of imidazoline sites I₁ and I₂ selective ligands was written by Anastassiadou, Maria;Danoun, Saida;Crane, Louis;Baziard-Mouysset, Genevieve;Payard, Marc;Caignard, Daniel-Henri;Rettori, Marie-Claire;Renard, Pierre. And the article was included in Bioorganic & Medicinal Chemistry in 2001.Reference of 55406-13-8 This article mentions the following:

Several series of 2-aryl or 2-heterocyclic-imidazoline derivatives have been prepared and evaluated in vitro as ligands for imidazoline (I₁ and I₂) and α-adrenergic (α₁ and α₂) receptors. Their pK_i values indicate that linkage of the imidazoline moiety at the 2-position with an aromatic substituent dramatically decreases α-adrenergic affinity. I₁ sites are more accessible by Ph imidazolines substituted by a Me or a methoxy group at the ortho or meta position. Indeed, 2-(2′-methoxyphenyl)-imidazoline is one of the best I₁ ligands ever reported (pK_i = 8.53 and I₁/I₂ > 3388). On the other hand, I₂ selectivity increases in the presence of a Me group in the para position. The original compound, 2-(3′-fluoro-4′-tolyl)-imidazoline, is a new potent ligand for the I₂ sites with high selectivity (pK_i = 8.53 and I₂/I₁ > 3388). In the experiment, the researchers used many compounds, for example, 3-Methylthiophene-2-carbonitrile (cas: 55406-13-8Reference of 55406-13-8).

3-Methylthiophene-2-carbonitrile (cas: 55406-13-8) 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. 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.Reference of 55406-13-8

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of 5-substituted tetrazoles via DNA-conjugated nitrile was written by Du, Huang-Chi;Matzuk, Martin M.;Chen, Ying-Chu. And the article was included in Organic & Biomolecular Chemistry in 2020.Related Products of 60979-25-1 This article mentions the following:

A zinc bromide-catalyzed synthesis of 5-substituted tetrazoles via DNA-conjugated nitriles using sodium azide has been developed. The protocol offered moderate to excellent yields of tetrazoles with a broad range of substrates, including a variety of functionalized aromatic, heterocyclic, and aliphatic nitriles. In addition, the electronic effect within the substrate scope was evaluated. DNA fidelity was assessed by ligation efficiency and amplifiability anal. The ability to generate tetrazoles expands the diversity of heterocycles in the preparation of DNA-encoded chem. libraries. In the experiment, the researchers used many compounds, for example, 3-Amino-4-methoxybenzonitrile (cas: 60979-25-1Related Products of 60979-25-1).

3-Amino-4-methoxybenzonitrile (cas: 60979-25-1) 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. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Related Products of 60979-25-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts