Tag: M.W=100-150

Hofmann, Fabian; Gaertner, Cornelius; Kretzschmar, Martin; Schneider, Christoph published the artcile< Asymmetric Synthesis of Fused Tetrahydroquinolines via Intramolecular Aza-Diels-Alder Reaction of ortho-Quinone Methide Imines>, Name: 2-Amino-4-methoxybenzonitrile, the main research area is fused tetrahydroquinoline diastereoselective enantioselective; quinone methide aza Diels Alder chiral Bronsted acid catalyst.

In this concept, the chem. of chiral Bronsted acid bound ortho-quinone methide imines e.g., I was combined to generate a range of interesting fused tetrahydroquinolines e.g., II in a diastereo- and enantioselective manner.

Synthesis published new progress about Aza-Diels-Alder reaction (stereoselective). 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Name: 2-Amino-4-methoxybenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ujjinamatada, Ravi K.; Agasimundin, Yankanagouda S.; Zhang, Peng; Hosmane, Ramachandra S.; Schuessler, Roman; Borowski, Peter; Kalicharran, Kishna; Fattom, Ali published the artcile< A Novel Imidazole Nucleoside Containing a Diamino-dihydro-S-triazine as a Substituent: Inhibitory Activity Against the West Nile Virus NTPase/Helicase>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is condensation ring enlargement guanosine imidazodiazepine guanidine deoxyerythropentofuranosyl ethoxycarbonylimidazolecarbaldehyde; helicase West Nile virus antiviral imidazole nucleoside aminodihydrotriazine synthesis; West Nile virus NTPase antiviral imidazole nucleoside aminodihydrotriazine synthesis.

The attempted synthesis of a ring-expanded guanosine containing the imidazo[4,5-e][1,3]diazepine ring system by condensation of 1-(2′-deoxy-β-D-erythropentofuranosyl)-4-ethoxycarbonylimidazole-5-carbaldehyde with guanidine resulted in the formation of an unexpected product, 1-(2′-deoxy-β-D-erythropentofuranosyl)-5-(2,4-diamino-3,6-dihydro-1,3,5-triazin-6-yl)imidazole-4-carboxamide (I). The structure as well as the pathway of formation of I was corroborated by isolation of the intermediate, followed by its conversion to the product. Nucleoside I showed promising in vitro anti-helicase activity against the West Nile virus NTPase/helicase with an IC50 of 3-10 μg/mL.

Nucleosides, Nucleotides & Nucleic Acids published new progress about Antiviral agents. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Recommanded Product: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bowman, W. Russell; Bridge, Colin F.; Cloonan, Martin O.; Leach, David C. published the artcile< Synthesis of heteroarenes via radical cyclisation onto nitriles>, Formula: C6H4N2O, the main research area is camptothecin ring system preparation cascade radical cyclization; indolizinoquinolinone preparation cascade radical cyclization.

A new protocol for the synthesis of tetracyclic nitrogen heteroarenes using cascade radical cyclization has been developed. The key steps involve 5-exo vinyl radical cyclization onto nitriles to yield intermediate iminyl radicals which cyclize onto an arene rings. Rings A-D (I) of the anticancer alkaloids camptothecin, mappicine and nothapodytines A and B have been synthesized using this protocol.

Synlett published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation) (indolizinoquinolinone). 89324-17-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H4N2O, Formula: C6H4N2O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kelly, T. Ross; Ohashi, Naohito; Armstrong-Chong, Rosemary J.; Bell, Stephen H. published the artcile< Synthesis of (±)-fredericamycin A>, Name: 2,2-Diethoxyacetonitrile, the main research area is fredericamycin A.

(±)-Fredericamycin A (I) was prepared via the regiospecific, Me3Si-directed coupling of indane II with anhydride III to give the coupling product IV. Formation of the spiro system is achieved by reduction of IV to a keto aldehyde which undergoes in situ cyclization to the spiro ketols.

Journal of the American Chemical Society published new progress about 6136-93-2. 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

Grimmett, M. R. published the artcile< Product class 3: imidazoles>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is review imidazole preparation cyclization aromatization ring transformation.

A review. Methods for preparing imidazoles are reviewed including cyclization, ring transformations, aromatization and modification of substituents on existing imidazoles.

Science of Synthesis published new progress about Aromatization. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Recommanded Product: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

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

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

Zhang, Hao; Chen, Peiqi; Yang, Hesi; Ma, Shiqiang; Wang, Zemin; Xie, Xingang; Wang, Xiaolei; Li, Huilin; She, Xuegong published the artcile< A Strategy to Construct cis-Hydrocarbazole via Nickel/Lewis Acid Dual-Catalyzed Arylcyanation>, Application In Synthesis of 38487-85-3, the main research area is cis hydrocarbazole preparation diasteroselective; allylic aniline arylcyanation nickel Lewis acid catalyst.

A strategy for the synthesis of cis-hydrocarbazoles I [R1 = H, 6-Me, 7-F, etc.; R2 = Me, Et, Bn; R3 = H, Me; R4 = H, Me; R3R4 = O(CH2)2O] with a C3 quaternary carbon center was developed through Ni/Lewis acid dual-catalyzed arylcyanation of allylic anilines. A wide array of cis-hydrocarbazoles was accessed with high diastereoselectivities and atom economies in a good yield. The rich chem. of the installed nitrile group was demonstrated in the preparation of tryptamine- and tryptophol-derived cis-hydrocarbazoles.

Journal of Organic Chemistry published new progress about Anilines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (allylic). 38487-85-3 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H8N2O, Application In Synthesis of 38487-85-3.

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