Category: 6136-93-2

Prieto, Auxiliadora; Halland, Nis; Jorgensen, Karl Anker published the artcile< Novel Imidazolidine-Tetrazole Organocatalyst for Asymmetric Conjugate Addition of Nitroalkanes>, Quality Control of 6136-93-2, the main research area is asym Michael addition nitroalkane unsaturated enone; chiral imidazolidinyltetrazole asym Michael addition catalyst.

The Michael addition of nitroalkanes to α,β-unsaturated enones catalyzed by a novel chiral imidazolidin-2-yltetrazole organocatalyst (I) has been investigated. The new more soluble organocatalyst decreases reaction times and improves enantioselectivities compared to other catalysts. The Michael addition adducts were obtained with up to 92% ee. E.g., addition of Me2CHNO2 to PhCH:CHCOMe in presence of I gave 97% nitro ketone II.

Organic Letters published new progress about Alkanes, nitro Role: RCT (Reactant), RACT (Reactant or Reagent). 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Quality Control of 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Inami, Kaoru; Shiba, Tetsuo published the artcile< Total synthesis of antibiotic althiomycin>, HPLC of Formula: 6136-93-2, the main research area is total synthesis althiomycin antibiotic.

Total synthesis of antibiotic althiomycin (I) was achieved staring from D-cysteine. The imide bond between thiazoline and the pyrrolinone part was constructed by coupling reaction of sodium salt of pyrrolinone with cysteine active ester or by photoreaction with diketene. The hydroxymethyl group attached on the carbon adjacent to C-2 of the thiazoline ring, was introduced by aldol condensation posterior to the thiazoline ring formation. The thiazole part was introduced in a final step in whole process of the total synthesis of the antibiotic. The synthetic althiomycin was identical with the natural antibiotic in all respects.

Bulletin of the Chemical Society of Japan published new progress about 6136-93-2. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, HPLC of Formula: 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nagashima, Hideaki; Inoue, Hidenari; Yoshioka, Naoki published the artcile< Synthesis, solution ESR spectra, and solid-state magnetic property of thieno[3,4-d]imidazol-2-yl nitronyl nitroxide>, Quality Control of 6136-93-2, the main research area is ESR spectrum solid state magnetic property thienimidazolyl nitronyl nitroxide.

2-(Thieno[3,4-d]imidazol-2-yl)-1,3-dihydro-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide (2) was designed and synthesized. Compound 2 was stable in a solid state but unstable in organic solvents. Solution ESR spectra showed that small spin densities locate on the four Me groups and the thieno[3,4-d]imidazole ring, though most of spin densities localized on the ONCNO moiety. Magnetic susceptibility measurement showed that antiferromagnetic interaction is dominant which could be fitted to the Bonner-Fisher model with J=-8.8 cm-1.

Polyhedron published new progress about Antiferromagnetism (interaction). 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Quality Control of 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Miller, Duncan C.; Reuillon, Tristan; Molyneux, Lauren; Blackburn, Timothy; Cook, Simon J.; Edwards, Noel; Endicott, Jane A.; Golding, Bernard T.; Griffin, Roger J.; Hardcastle, Ian; Harnor, Suzannah J.; Heptinstall, Amy; Lochhead, Pamela; Martin, Mathew P.; Martin, Nick C.; Myers, Stephanie; Newell, David R.; Noble, Richard A.; Phillips, Nicole; Rigoreau, Laurent; Thomas, Huw; Tucker, Julie A.; Wang, Lan-Zhen; Waring, Michael J.; Wong, Ai-Ching; Wedge, Stephen R.; Noble, Martin E. M.; Cano, Celine published the artcile< Parallel Optimization of Potency and Pharmacokinetics Leading to the Discovery of a Pyrrole Carboxamide ERK5 Kinase Domain Inhibitor>, Formula: C6H11NO2, the main research area is pharmacokinetic pyrrole carboxamide ERK5 kinase domain inhibitor.

The nonclassical extracellular signal-related kinase 5 (ERK5) mitogen-activated protein kinase pathway has been implicated in increased cellular proliferation, migration, survival, and angiogenesis; hence, ERK5 inhibition may be an attractive approach for cancer treatment. However, the development of selective ERK5 inhibitors has been challenging. Previously, we described the development of a pyrrole carboxamide high-throughput screening hit into a selective, submicromolar inhibitor of ERK5 kinase activity. Improvement in the ERK5 potency was necessary for the identification of a tool ERK5 inhibitor for target validation studies. Herein, we describe the optimization of this series to identify nanomolar pyrrole carboxamide inhibitors of ERK5 incorporating a basic center, which suffered from poor oral bioavailability. Parallel optimization of potency and in vitro pharmacokinetic parameters led to the identification of a nonbasic pyrazole analog with an optimal balance of ERK5 inhibition and oral exposure.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Formula: C6H11NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Erickson, John G. published the artcile< 2,2-Dialkoxyalkanenitriles>, Name: 2,2-Diethoxyacetonitrile, the main research area is .

2,2-Dialkoxyalkanenitriles can be prepared in very good yields from 50% excess HCN and alkyl esters of aliphatic and aromatic ortho acids, especially in the presence of acidic catalysts. ZnCl2 was the best catalyst. For (R’O)2CRCN, R’, R, b.p./mm., d254, n25D, MR calculated and found are: Me, H, 139.5°/772, 0.9897, 1.3818, 23.70, 23.74; Et, H, 167.7°/773 (b20 69°; m. -19 to -18.5°), 0.9288, 1.3937, 32.74, 33.20; Bu, H, 231°/757 (b1 71°), 0.8941, 1.4158, 51.41, 51.90; C8H17, H, 125°/0.5, 0.8804, 1.4373, 88.35, 88.44; Me, Me, 136.5°/774 (b130 85°, m. -25 to -24°), 0.9604, 1.3877, 28.32, 28.23; Et, Ph, 102.5°/3.5 (m. -12 to -11°), 1.0112, 1.4794, 57.04, 57.53. HCO2Et (87.5 g.) refluxed with 260 g. 2-ethylhexanol and 0.20 g. ZnCl2 yielded 130.0 g. 2-ethylhexyl orthoformate, b0.5 158°, n25D 1.4390.

Journal of the American Chemical Society published new progress about Esters. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Name: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Green, Neal; Hu, Yonghan; Janz, Kristin; Li, Huan-Qiu; Kaila, Neelu; Guler, Satenig; Thomason, Jennifer; Joseph-McCarthy, Diane; Tam, Steve Y.; Hotchandani, Rajeev; Wu, Junjun; Huang, Adrian; Wang, Qin; Leung, Louis; Pelker, Jefferey; Marusic, Suzana; Hsu, Sang; Telliez, Jean-Baptiste; Hall, J. Perry; Cuozzo, John W.; Lin, Lih-Ling published the artcile< Inhibitors of Tumor Progression Loci-2 (Tpl2) Kinase and Tumor Necrosis Factor α (TNF-α) Production: Selectivity and in Vivo Antiinflammatory Activity of Novel 8-Substituted-4-anilino-6-aminoquinoline-3-carbonitriles>, COA of Formula: C6H11NO2, the main research area is anilinoaminoquinoline carbonitrile derivative preparation structure Tpl2 kinase inhibitor antiinflammatory.

Tumor progression loci-2 (Tpl2) (Cot/MAP3K8) is a serine/threonine kinase in the MAP3K family directly upstream of MEK. Recent studies using Tpl2 knockout mice have indicated an important role for Tpl2 in the lipopolysaccharide (LPS) induced production of tumor necrosis factor α (TNF-α) and other proinflammatory cytokines involved in diseases such as rheumatoid arthritis. Initial 4-anilino-6-aminoquinoline-3-carbonitrile leads showed poor selectivity for Tpl2 over epidermal growth factor receptor (EGFR) kinase. Using mol. modeling and crystallog. data of the EGFR kinase domain with and without an EGFR kinase-specific 4-anilinoquinazoline inhibitor (erlotinib, Tarceva), the authors hypothesized that the authors could diminish the inhibition of EGFR kinase by substitution at the C-8 position of the 4-anilino-6-aminoquinoline-3-carbonitrile leads. The 8-substituted-4-anilino-6-aminoquinoline-3-carbonitriles were prepared from the appropriate 2-substituted 4-nitroanilines. Modifications to the C-6 and C-8 positions led to the identification of compounds with increased inhibition of TNF-α release from LPS-stimulated rat and human blood, and these analogs were also highly selective for Tpl2 kinase over EGFR kinase. Further structure-activity based modifications led to the identification of 8-bromo-4-(3-chloro-4-fluorophenylamino)-6-[(1-methyl-1H-imidazol-4-yl)methylamino]quinoline-3-carbonitrile, which demonstrated in vitro as well as in vivo efficacy in inhibition of LPS-induced TNF-α production

Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, COA of Formula: C6H11NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hattori, Yohei; Nishikawa, Michihiro; Kusamoto, Tetsuro; Kume, Shoko; Nishihara, Hiroshi published the artcile< Steric interference on the redox-conjugated pyrimidine ring rotation of mono- and dinuclear copper complexes with (4-methyl-2-pyrimidinyl)imine ligands>, Application of C6H11NO2, the main research area is copper phenanthroline methylpyrimidinylmethylene benzeneamine complex preparation; electrochem copper phenanthroline methylpyrimidinylmethylene benzeneamine complex; crystal structure copper phenanthroline methylpyrimidinylmethylene benzeneamine complex.

A mononuclear copper(I) complex with N-[(4-methyl-2-pyrimidinyl)methylene]-p-toluidine (1·BF4; [(Phen-anth2)Cu(L1)]·BF4) and a dinuclear copper(I) complex with N,N’-bis[(4-methyl-2-pyrimidinyl)-methylene]-p-phenylenediamine (2·(BF4)2; [(Phen-anth2)2Cu2(μ-L2)]·(BF4)2) (where Phen-anth2 = dianthracenylphenathroline, L1 = N-[(4-methyl-2-pyrimidinyl)methylene]-p-toluide and L2 = N,N’-bis[(4-methyl-2-pyrimidinyl)methylene]-p-phenylenediamine) were synthesized as BF4- salts to evaluate the influence of the imine moiety on the pyrimidine ring rotation isomerism. 1·BF4 existed in solution as a mixture of two isomers; 2·(BF4)2 was present as a mixture of three isomers. The redox potentials of the copper centers were changed by pyrimidine ring rotation. Comparison of 1+ and 22+ indicated that increasing the steric congestion around the copper center increased the o/i isomer ratio; the redox potentials of both the o- and i-isomers shifted in the pos. direction, and the CuII/I redox reaction became slower.

Chemistry Letters published new progress about Conformational transition, ring inversion (kinetics). 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Application of C6H11NO2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Utimoto, Kiitiro; Wakabayashi, Yukio; Shishiyama, Yuho; Inoue, Masaharu; Nozaki, Hitosi published the artcile< 2-Alkoxy- and 2,2-dialkoxynitriles from acetals and ortho esters: exchange of alkoxy into cyano group by means of cyanotrimethylsilane>, Name: 2,2-Diethoxyacetonitrile, the main research area is acetal aromatic aliphatic cyanation; ortho ester cyanation catalyst; tin fluoroborane cyanation catalyst; borane fluoro catalyst cyanation; alkoxynitrile; nitrile alkoxy; methoxyacetonitrile lithiation octylation oxidation; acetonitrile methoxy lithiation octylation oxidation; nonanoate.

Thirteen RCR1(OR2)CN (R = H, alkyl, Ph, PhCH2; R1 = H, OMe, OEt; R2 = Me, Et) were prepared in 64-97% yield by cyanation of the corresponding RCR1(OR2)2 with Me3SiCN in the presence of SnCl2 or BF3.OEt2 catalysts. E.g., 80% (MeO)2CHCN (I) was obtained on treatment of (MeO)3CH with 1 equiv Me3SiCN and a catalytic amount of BF3.OEt2 at room temperature I was converted to Me(CH2)7CO2Me by sequential treatment with LiN(CHMe2)2, Me(CH2)7Br, and p-MeC6H4SO3H in Me2CO-H2O.

Tetrahedron Letters published new progress about Acetals Role: RCT (Reactant), RACT (Reactant or Reagent). 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Name: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Anthony, Nahoum G.; Breen, David; Clarke, Joanna; Donoghue, Gavin; Drummond, Allan J.; Ellis, Elizabeth M.; Gemmell, Curtis G.; Helesbeux, Jean-Jacques; Hunter, Iain S.; Khalaf, Abedawn I.; Mackay, Simon P.; Parkinson, John A.; Suckling, Colin J.; Waigh, Roger D. published the artcile< Antimicrobial Lexitropsins Containing Amide, Amidine, and Alkene Linking Groups>, Category: nitriles-buliding-blocks, the main research area is lexitropsin antibiotic antimicrobial antibacterial agent preparation; distamycin analog lexitropsin antimicrobial antibacterial agent preparation; thiazotropsin analog lexitropsin antimicrobial antibacterial agent prepare; fungicide lexitropsin antimicrobial distamycin analog preparation.

The synthesis and properties of 80 short minor groove binders, such as I, related to distamycin and the thiazotropsins were described. The design of the compounds was principally predicated upon increased affinity arising from hydrophobic interactions between minor groove binders and DNA. The introduction of hydrophobic aromatic head groups, including quinolyl and benzoyl derivatives, and of alkenes as linkers led to several strongly active antibacterial compounds with MIC for Staphylococcus aureus, both methicillin-sensitive and -resistant strains, in the range of 0.1-5 μg mL-1, which is comparable to many established antibacterial agents. Antifungal activity was also found in the range of 20-50 μg mL-1 MIC against Aspergillus niger and Candida albicans, again comparable with established antifungal drugs. A quinoline derivative was found to protect mice against S. Aureus infection for a period of up to six days after a single i.p. dose of 40 mg kg-1.

Journal of Medicinal Chemistry published new progress about Antibacterial agents. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ruske, Walter; Becker, Manfred; Jahns, Hans Joachim published the artcile< Polymerization mechanisms of hydrocyanic acid. II. Reaction of negatively disubstituted acetonitriles with ammonia>, Application In Synthesis of 6136-93-2, the main research area is .

Cl2CHCN and NH3 form 2,4,6-tris(dichloromethyl)-1,3,5-triazine and a black-brown polymer (I). Its infrared spectrum coincides with that of the polymer formed from dichloroacetamidine and NH3 and is very similar to the spectrum of paracyanogen. Elementary analysis of I shows the presence of O, probably introduced by hydrolysis. Polymerization of diethoxyacetonitrile, which has a lesser inductive effect of its C-X dipole than the dichloro compound, does not lead to tris(diethoxymethyl)-1,3,5-triazine. These 2 cases permit a general prediction about the course of the polymerization mechanism of HCN. The reaction has the same selectivity towards the catalyst as the benzoin condensation; the real catalyst is the cyanide ion.

Zeitschrift fuer Chemie published new progress about IR spectra. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Application In Synthesis of 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts