Tag: M.W=100-150

Quevedo, Camilo E.; Bataille, Carole J. R.; Byrne, Simon; Durbin, Matthew; Elkins, Jon; Guillermo, Abigail; Jones, Alan M.; Knapp, Stefan; Nadali, Anna; Walker, Roderick G.; Wilkinson, Isabel V. L.; Wynne, Graham M.; Davies, Stephen G.; Russell, Angela J. published the artcile< Aminothiazolones as potent, selective and cell active inhibitors of the PIM kinase family>, Computed Properties of 45434-02-4, the main research area is aminothiazolone drug discovery synthesis anticancer agent PIM kinase inhibitor.

We have previously reported the discovery of a series of rhodanine-based inhibitors of the PIM family of serine/threonine kinases. Here we described the optimization of those compounds to improve their physicochem. and ADME properties as well as reducing their off-targets activities against other kinases. Through mol. modeling and systematic structure activity relationship (SAR) studies, advanced mols. with high inhibitory potency, reduced off-target activity and minimal efflux were identified as new pan-PIM inhibitors. One example of an early lead, I, was found to inhibit PIMs with nanomolar potency (15 nM for PIM1), inhibit proliferation of two PIM-expressing leukemic cancer cell lines, MV4-11 and K562, and to reduce intracellular phosphorylation of a PIM substrate in a concentration dependent manner.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 45434-02-4 belongs to class alcohols-buliding-blocks, and the molecular formula is C5H11NO, Computed Properties of 45434-02-4.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Huang, Shuang; Hong, Xi; Cui, He-Zhen; Zhan, Bing; Li, Zhi-Ming; Hou, Xiu-Feng published the artcile< Bimetallic Bis-NHC-Ir(III) Complex Bearing 2-Arylbenzo[d]oxazolyl Ligand: Synthesis, Catalysis, and Bimetallic Effects>, COA of Formula: C7H9NO, the main research area is potential energy surface iridacycle complex catalyzed methylation aniline DFT; bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand preparation catalyst; crystal structure bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand; mol structure bimetallic biscarbene iridium complex containing arylbenzooxazolyl ligand; isotope effect iridium carbene complex catalyzed methylation aniline.

Herein, an unprecedented bimetallic bis-NHC Cp*Ir complex 1 bearing 2-arylbenzo[d]oxazolyl and NHC ligands is reported. A significantly increase in activity was observed for N-methylation of amines and reduction of aldehydes with MeOH catalyzed by 1 compared to the monometallic analogs (2-11). Under the optimal conditions, it showed to be highly effective in N-methylation of nitroarenes with MeOH as both C1 and H2 source. Substrates, including aromatic amines, ketones and nitro compounds with various functional groups, can be well tolerated. Mechanistic studies and DFT calculation highlights the significance of bimetallic centers cooperativity.

Organometallics published new progress about Anilines Role: SPN (Synthetic Preparation), PREP (Preparation) (N-Me). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, COA of Formula: C7H9NO.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Henke, Bettina; Westerlund, Douglas published the artcile< Hydrophobic chromatography and bioanalysis of some polar pyridine derivatives used as antilipolytic agents>, Category: alcohols-buliding-blocks, the main research area is pyridine derivative determination plasma chromatog; hypolipidemic determination plasma chromatog.

The antilipolytic compounds 5-fluoro-3-pyridinecarboxylic acid [402-66-4] and 5-fluoro-3-hydroxymethylpyridine [22620-32-2] were determined quant. in plasma (precisions = 5-7% in the concentration range 1-20 μg/mL) by liquid chromatog. on LiChrosorb RP-8 (5 μm) with phosphate buffer pH 3-4 as mobile phase, after precipitation of proteins and direct injection of the supernatant. Detection limits were 0.1-0.2 μg/mL plasma. The chromatog. retention was explained by adsorption of the uncharged compounds on to the support complemented by ion-pair adsorption with buffer components at extreme pH values.

Journal of Chromatography published new progress about Blood analysis. 22620-34-4 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H6ClNO, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Zheng; Lin, Qing; Ma, Ning; Liu, Song; Han, Mingyang; Yan, Xiuli; Liu, Qingbin; Solan, Gregory A.; Sun, Wen-Hua published the artcile< Direct synthesis of ring-fused quinolines and pyridines catalyzed by NNHY-ligated manganese complexes (Y = NR2 or SR)>, Computed Properties of 5344-90-1, the main research area is cationic manganese complex preparation; fused quinoline pyridine preparation green chem; gamma amino secondary alc ketone coupling cyclization.

Four cationic manganese(I) complexes, [(fac-NNHN)Mn(CO)3]Br (Mn-1-Mn-3) and [(fac-NNHS)Mn(CO)3]Br (Mn-4) (where NNH is a 5,6,7,8-tetrahydro-8-quinolinamine moiety), have been synthesized and evaluated as catalysts for the direct synthesis of quinolines and pyridines by the reaction of a γ-amino alc. with a ketone or secondary alc.; NNHS-ligated Mn-4 proved the most effective of the four catalysts. The reactions proceeded well in the presence of catalyst loadings in the range 0.5-5.0 mol% and tolerated diverse functional groups such as alkyl, cycloalkyl, alkoxy, chloride and hetero-aryl. A mechanism involving acceptorless dehydrogenation coupling (ADC) has been proposed on the basis of DFT calculations and exptl. evidence. Significantly, this manganese-based catalytic protocol provides a promising green and environmentally friendly route to a wide range of synthetically important substituted monocyclic, bicyclic as well as tricyclic N-heterocycles (including 50 quinoline and 26 pyridine examples) with isolated yields of up to 93%.

Catalysis Science & Technology published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Computed Properties of 5344-90-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Genc, Sertac; Arslan, Burcu; Gulcemal, Suleyman; Gunnaz, Salih; Cetinkaya, Bekir; Gulcemal, Derya published the artcile< Iridium(I)-Catalyzed C-C and C-N Bond Formation Reactions via the Borrowing Hydrogen Strategy>, Computed Properties of 5344-90-1, the main research area is secondary aminobenzyl alc alkylation cyclization iridium catalyst.

Iridium(I) complexes having an imidazol-2-ylidene ligand with benzylic wingtips efficiently catalyzed the β-alkylation of secondary alcs. with primary alcs. and acceptorless dehydrogenative cyclization of 2-aminobenzyl alc. with ketones through a borrowing hydrogen pathway. The β-alkylated alcs., including cholesterol derivatives, and substituted quinolines were obtained in good yields by using a minute amount of the catalyst with a catalytic amount of NaOH or KOH under the air atm., liberating water (and H2 in the case of quinoline synthesis) as the sole byproduct. Notably, this system demonstrated turnover numbers of 940,000 (for β-alkylation of secondary alcs. with primary alcs. by using down to 0.0001 mol % = 1 ppm of the catalyst) and 9200 (acceptorless dehydrogenative cyclization of 2-aminobenzyl alc. with ketones).

Journal of Organic Chemistry published new progress about Alkylation (β-, of secondary alcs. with primary alcs.). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Computed Properties of 5344-90-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Tabasi, Nihal S.; Genc, Sertac; Gulcemal, Derya published the artcile< Tuning the selectivity in iridium-catalyzed acceptorless dehydrogenative coupling of primary alcohols>, HPLC of Formula: 5344-90-1, the main research area is carboxylic acid ester alkali carboxylate preparation iridium catalyst; primary alc dehydrogenation; alc preparation homo cross alkylation.

An acceptorless dehydrogenative coupling of primary alcs. to carboxylic acids/carboxylates, esters, and Guerbet alcs. (via both homo- and cross-β-alkylation of the alcs.) in the presence of an N-heterocyclic carbene iridium(I) catalyst was developed under aerobic conditions. The product selectivity can be easily tuned among the products with a single catalyst through simple modification of the reaction conditions, such as the catalyst and base amounts, the choice of base, and the reaction temperature

Organic & Biomolecular Chemistry published new progress about Alkylation. 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, HPLC of Formula: 5344-90-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Guo, Bin; Yu, Tian-Qi; Li, Hong-Xi; Zhang, Shi-Qi; Braunstein, Pierre; Young, David J.; Li, Hai-Yan; Lang, Jian-Ping published the artcile< Phosphine Ligand-Free Ruthenium Complexes as Efficient Catalysts for the Synthesis of Quinolines and Pyridines by Acceptorless Dehydrogenative Coupling Reactions>, Formula: C7H9NO, the main research area is quinoline preparation green chem; aminobenzyl secondary alc dehydrogenative coupling ruthenium complex catalyst; pyridine preparation green chem; amino secondary alc dehydrogenative coupling ruthenium complex catalyst.

A series of phosphine-free Ru(III)/Ru(II) complexes of NH functionalized N N N pincer ligands exhibit excellent activity for acceptorless dehydrogenative coupling (ADC) of secondary alcs. RCH(OH)CH2R1 [R = Ph, thiophen-2-yl, Et, etc.; R1 = H, Me, Et, n-Pr; RR1 = -(CH2)4-] and bicyclo[2.2.1]heptan-2-ol with 2-aminobenzyl 2-NH2-R3C6H3CH(R2)OH [R2 = H, Me; R3 = H, 5-Me, 4-Cl] or γ-amino alcs. R4CH(NH2)(CH2)2OH (R4 = Ph, Me) to quinolines I (R5 = H, 6-Me, 7-Cl), 1,2,3,4-tetrahydro-1,4-methanoacridine and pyridines II. Ru(III) complexes [LRuCl3] III (R6 = R7 = R8 = H, R9 = Cl; R6 = H, R7 = R8 = Me, R9 = Cl; R6 = R7 = H, R8 = Ph, R9 = Cl, etc.) were obtained by refluxing RuCl3.xH2O with the corresponding ligand in EtOH. Five Ru(II) complexes [LRu(DMSO-κS)Cl2] III [R9 = S(CH3)2(O)] were formed by reducing the corresponding Ru(III) complex in refluxing EtOH. The latter complexes could also be prepared directly by refluxing Ru(DMSO)4Cl2 with the corresponding ligand in EtOH. These Ru(III) and Ru(II) complexes, especially III exhibited high catalytic efficiency and broad functional group tolerance in ADC reactions of secondary alcs. with 2-aminobenzyl or γ-amino alcs. to quinolines I and pyridines II. A detail mechanistic study indicated that the Ru(III) complex III (R9 = Cl) was reduced into the Ru(II) species III (R9 = S(CH3)2(O)), which was the active catalytic center for ADC via a Ru-H/N-H bifunctional outer-sphere mechanism. This protocol provides a reliable, atom-economical and environmentally benign procedure for C-N and C-C bond formation.

ChemCatChem published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Formula: C7H9NO.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Quevedo, Camilo E.; Bataille, Carole J. R.; Byrne, Simon; Durbin, Matthew; Elkins, Jon; Guillermo, Abigail; Jones, Alan M.; Knapp, Stefan; Nadali, Anna; Walker, Roderick G.; Wilkinson, Isabel V. L.; Wynne, Graham M.; Davies, Stephen G.; Russell, Angela J. published the artcile< Aminothiazolones as potent, selective and cell active inhibitors of the PIM kinase family>, Computed Properties of 45434-02-4, the main research area is aminothiazolone drug discovery synthesis anticancer agent PIM kinase inhibitor.

We have previously reported the discovery of a series of rhodanine-based inhibitors of the PIM family of serine/threonine kinases. Here we described the optimization of those compounds to improve their physicochem. and ADME properties as well as reducing their off-targets activities against other kinases. Through mol. modeling and systematic structure activity relationship (SAR) studies, advanced mols. with high inhibitory potency, reduced off-target activity and minimal efflux were identified as new pan-PIM inhibitors. One example of an early lead, I, was found to inhibit PIMs with nanomolar potency (15 nM for PIM1), inhibit proliferation of two PIM-expressing leukemic cancer cell lines, MV4-11 and K562, and to reduce intracellular phosphorylation of a PIM substrate in a concentration dependent manner.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 45434-02-4 belongs to class alcohols-buliding-blocks, and the molecular formula is C5H11NO, Computed Properties of 45434-02-4.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Tarin, Mojtaba; Moghadam, Seyed M. M.; Salehi, Samie; Fateh, Davod S. published the artcile< Dual catalytic activity of amberlyst-15 in the large-scale and sustainable synthesis of dioctyl sodium sulfosuccinate (DOSS)>, Computed Properties of 104-76-7, the main research area is amberlyst catalyst dioctyl sodium sulfosuccinate surfactant synthesis.

Dioctyl sodium sulfosuccinate (DOSS) as a unique material both as a drug and surfactant was synthesized by a facile and economical synthetic method. In this project, Amberlyst-15 was selected as a heterogeneous recyclable bronsted solid acid for this synthesis both in the esterification of maleic anhydride and sulfonation of dioctyl maleate (DOM) ester. This catalyst was easily recovered and reused at least for 13 consecutive cycles without a significant loss in the catalytic activity. In this paper, we wish to uncover a catalytic approach for the synthesis of DOSS through a recyclable, easily recoverable, and com. available catalyst, namely Amberlyst 15, under mild conditions.

Letters in Organic Chemistry published new progress about Esterification. 104-76-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H18O, Computed Properties of 104-76-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Tavakoli, Ghazal; Prechtl, Martin H. G. published the artcile< The reductive deaminative conversion of nitriles to alcohols using para-formaldehyde in aqueous solution>, Recommanded Product: (2-Aminophenyl)methanol, the main research area is benzylic alkyl primary alc chemoselective preparation; ruthenium catalyst chemoselective reduction nitrile paraformaldehyde water; mechanism reductive deamination nitrile paraformaldehyde water ruthenium catalyst.

In the presence of [Ru(p-cymene)Cl2]2, paraformaldehyde in H2O/toluene acted as a reductant for the chemoselective reductive deamination of alkyl and aryl nitriles to yield alkyl or benzylic primary alcs. The mechanism of the reaction is studied using the characterization of reaction intermediates by mass spectrometry; dimeric ruthenium complexes are necessary to generate reduced ruthenium complexes from paraformaldehyde, while nitrile coordination generates monomeric complexes of ruthenium which reduce the nitriles to alcs.

Catalysis Science & Technology published new progress about Aralkyl alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Recommanded Product: (2-Aminophenyl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts