Category: 96-20-8

Pan, Mingshi published the artcileRuthenium-catalyzed acceptorless dehydrogenative coupling of amino alcohols and ynones to access 3-acylpyrroles, Application In Synthesis of 96-20-8, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(14), 2379-2382, database is CAplus and MEDLINE.

Herein, a new strategy for the direct synthesis of functionalized pyrroles from β-amino alcs. and ynones via ruthenium-catalyzed acceptorless dehydrogenative coupling was demonstrated. This developed methodol. proceeded in an atom- and step-economic fashion together with the merits of broad substrate scope, operational simplicity, with water and hydrogen gas as the sole byproducts, which provided an alternative and sustainable way to access functionalized pyrroles. Further, this method was applied to the rapid synthesis of the COX-1/COX-2 inhibitor and boron dipyrromethene derivative successfully.

Chemical Communications (Cambridge, United Kingdom) published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Application In Synthesis of 96-20-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Schlimpen, Fabian published the artcileα-Tertiary Propargylamine Synthesis via KA²-Type Coupling Reactions under Solvent-Free Cu^I-Zeolite Catalysis, Application of 2-Aminobutan-1-ol, the publication is Journal of Organic Chemistry (2021), 86(23), 16593-16613, database is CAplus and MEDLINE.

The potential of copper(I)-zeolite catalysis was evaluated in the three-component KA²-coupling mediated synthesis of α-tertiary propargylamines. Authors’ archetypal copper(I)-doped zeolite CuI-USY proved to be efficient under ligand- and solvent-free conditions at 80°. Usable up to four times, this catalytic material enables the coupling of diverse ketones, alkynes, and amines with a broad functional group tolerance. A decarboxylative and a desilylative version, resp., involving an alkynoic acid and trimethylsilylacetylene as alkyne surrogates, was also set up to bypass selectivity issues and/or to access α-tertiary propargylamines that are unattainable under standard KA² conditions. Interestingly, the KA²-type coupling reactions were successfully linked to other Cu^I-catalyzed reactions, thus resulting in sequential one-pot processes under full Cu^I-USY catalysis.

Journal of Organic Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Application of 2-Aminobutan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Koczurkiewicz-Adamczyk, Paulina published the artcileCinnamic acid derivatives as chemosensitising agents against DOX-treated lung cancer cells – Involvement of carbonyl reductase 1, SDS of cas: 96-20-8, the publication is European Journal of Pharmaceutical Sciences (2020), 105511, database is CAplus and MEDLINE.

Doxorubicin (DOX) therapy is limited by both cancer cells resistance and cardiotoxicity. DOX biotransformation to doxorubicinol (DOXol) by reductases enzymes (mainly by CBR1; carbonyl reductase 1) is a key process responsible for DOX adverse effects development. Thus, inhibition of CBR1 can increase the therapeutic effect of DOX. In the present study, we used a group of new synthesized cinnamic acid (CA) derivatives to improve the effectiveness and safety profile of DOX therapy against cancer cells in vitro. The possible mechanism of CBR1 inhibition was simulated by mol. modeling studies. The kinetics of DOX reduction in the presence of active CA derivatives were measured in cytosols. The chemosensitizing activity of CA derivatives including proapoptotic, anti-invasiveness activity were investigated in A549 lung cancer cell line. In our research 7 from 16 tested CA derivatives binded to the active site of CBR1 enzyme and improved DOX stability by inhibition of DOXol formation. Co-treatment of A549 cells with active CA derivatives and DOX induced cells apoptosis by activation of caspase cascade. At the same time we observed decrease of invasive properties (cell migration and transmigration assays) and the rearangments of F-actin cytoskeleton in CA derivatves + DOX treated cells. Meanwhile, control, human lung fibroblasts stay realtivelly unvulnerable and viable. New synthesized CA derivatives may inhibit the activity of CBR1 leading to the stabilization of DOX therapeutic levels in cancer cells and to protect the myocardium against DOXol cytotoxic effect. Favorable physicochem. properties supported by a safety profile and multidirectional chemosensitizing activity render CA derivatives a promising group for the development of agent useful in combined therapy.

European Journal of Pharmaceutical Sciences published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, SDS of cas: 96-20-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Manna, Subal Chandra published the artcileStructure and magnetic characterization of tetranuclear closed/double-open cubane core, and 1D polynuclear copper(II) complexes, Name: 2-Aminobutan-1-ol, the publication is Journal of Solid State Chemistry (2019), 378-385, database is CAplus.

Three copper(II) complexes namely [Cu₄(L¹)₄]·0.5(H₂O) (1), [Cu₄(L²)₂(HL²)₂(H₂O)₂](sq)·H₂O (2) and {[Cu₂(L²)₂(tp)]·(H₂O)}_n (3) (H₂L¹ = [(E)-2-((1-hydroxybutan-2-ylimino)methyl)phenol], H₂L² = [(E)-2-((1-hydroxybutan-2-ylimino)methyl)-6-methoxyphenol], sq = squarate and tp = terephthalate ion) were characterized by structure determination and magnetic anal. Both 1 and 2 are tetranuclear Cu₄O₄ species with closed cubane core and double-open cubane like core structure, resp. However, complex 3 is a 1D polymeric chain, where Schiff base chelated dinuclear copper units are linked through terephthalate ions. C-H…π interactions among the 1D polymeric chains form a 2D supramol. architecture. Variable temperature magnetic property study indicates overall antiferromagnetic exchange coupling in all complexes.

Journal of Solid State Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Name: 2-Aminobutan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Frankowski, Kevin J. published the artcileDiscovery and Optimization of Pyrrolopyrimidine Derivatives as Selective Disruptors of the Perinucleolar Compartment, a Marker of Tumor Progression toward Metastasis, Category: alcohols-buliding-blocks, the publication is Journal of Medicinal Chemistry (2022), 65(12), 8303-8331, database is CAplus and MEDLINE.

A high-throughput, high-content assay was developed to identify novel small mols. that selectively reduce PNC prevalence in cancer cells. The pyrrolopyrimidine series able to reduce PNC prevalence in PC3M cancer cells at submicromolar concentrations without affecting cell viability was identified and further optimized. Structure-activity relationship exploration of the structural elements necessary for activity resulted in the discovery of several potent compounds Anal. of in vitro drug-like properties led to the discovery of the bioavailable analog, metarrestin, which has shown potent antimetastatic activity with improved survival in rodent models and is currently being evaluated in a first-in-human phase 1 clin. trial.

Journal of Medicinal Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Adhikari, Suraj published the artcileLiquid Chromatographic Enantiomeric Separation of Chiral Aliphatic Amines Using 2-Hydroxynaphthaldehyde as a Derivatizing Agent on Polysaccharide-Derived Chiral Stationary Phases, Quality Control of 96-20-8, the publication is Chromatographia (2018), 81(9), 1337-1344, database is CAplus.

A new liquid chromatog. enantiomer separation of chiral amines as 2-hydroxynaphthaldimine derivatives on several coated and immobilized chiral stationary phases (CSPs) derived from polysaccharides is described. 2-Hydroxynaphthaldehyde was introduced as a derivatizing agent for the enantiomeric separation of chiral aliphatic amines under the normal phase conditions, and was found to both enhance detection sensitivity and provide suitable interaction sites for enantiodiscrimination. Cellulose-derived CSPs, in general, exhibited better enantiomeric separation than amylose-derived CSPs. Amongst the examined six covalently bonded and four coated-type CSPs, covalently bonded Chiralpak IC, which contains a cellulose-based chiral selector, showed the best enantioseparation The method was applied to the determination of the enantiomeric purity of com. available (R)- and (S)-leucinol. The enantiomeric impurities of the studied analytes procured from two suppliers are 0.06-1.20%. The developed anal. method was also validated in accordance with ICH guidelines and is enantioselective, sensitive and effective for the enantiomeric separation of chiral aliphatic amines as 2-hydroxynaphthaldimine derivatives under UV detection.

Chromatographia published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Quality Control of 96-20-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Rodrigalvarez, Jesus published the artcileCatalytic C(sp³)-H bond activation in tertiary alkylamines, Formula: C4H11NO, the publication is Nature Chemistry (2020), 12(1), 76-81, database is CAplus and MEDLINE.

The development of robust catalytic methods to assemble tertiary alkylamines provides a continual challenge to chem. synthesis. In this regard, transformation of a traditionally unreactive C-H bond, proximal to the nitrogen atom, into a versatile chem. entity would be a powerful strategy for introducing functional complexity to tertiary alkylamines. A practical and selective metal-catalyzed C(sp³)-H activation facilitated by the tertiary alkylamine functionality, however, remains an unsolved problem. Here, we report a Pd(II)-catalyzed protocol that appends arene feedstocks to tertiary alkylamines via C(sp³)-H functionalization. A simple ligand for Pd(II) orchestrates the C-H activation step in favor of deleterious pathways. The reaction can use both simple and complex starting materials to produce a range of multifaceted γ-aryl tertiary alkylamines and can be rendered enantioselective. The enabling features of this transformation should be attractive to practitioners of synthetic and medicinal chem. as well as in other areas that use biol. active alkylamines.

Nature Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Formula: C4H11NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Guin, Amit Kumar published the artcileRuthenium-Catalyzed Dehydrogenative Functionalization of Alcohols to Pyrroles: A Comparison between Metal-Ligand Cooperative and Non-cooperative Approaches, Safety of 2-Aminobutan-1-ol, the publication is Journal of Organic Chemistry (2022), 87(11), 7106-7123, database is CAplus and MEDLINE.

Herein, authors report the synthesis and characterization of two ruthenium-based pincer-type catalysts, I (X = Cl, PF₆) and II (R = H, Cl), containing two different tridentate pincer ligands, 2-pyrazolyl-(1,10-phenanthroline) and 2-(phenyldiazenyl)-1,10-phenanthroline; 2-((4-chlorophenyl)diazenyl)-1,10-phenanthroline), and their application in the synthesis of substituted pyrroles via dehydrogenative alc. functionalization reactions. In catalyst I (X = Cl, PF₆), the tridentate scaffold 2-pyrazolyl-(1,10-phenanthroline) is apparently redox innocent, and all the redox events occur at the metal center, and the coordinated ligands remain as spectators. In contrast, in catalysts II (R = H, Cl), the coordinated azo-aromatic scaffolds are highly redox-active and known to participate actively during the dehydrogenation of alcs. A comparison between the catalytic activities of these two catalysts was made, starting from the simple dehydrogenation of alcs. to further dehydrogenative functionalization of alcs. to various substituted pyrroles to understand the advantages/disadvantages of the metal-ligand cooperative approach. Various substituted pyrroles were prepared via dehydrogenative coupling of secondary alcs. and amino alcs., and the N-substituted pyrroles were synthesized via dehydrogenative coupling of aromatic amines with cis-2-butene-1,4-diol and 2-butyne-1,4-diol, resp.

Journal of Organic Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Safety of 2-Aminobutan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Prasad, Durga published the artcileR-VAPOL-phosphoric acid based ¹H and ¹³C-NMR for sensing of chiral amines and acids, SDS of cas: 96-20-8, the publication is RSC Advances (2020), 10(4), 2303-2312, database is CAplus and MEDLINE.

Enantiomers have significant importance in pharmaceuticals, biol. and modern chem. and therefore distinguishing and quantifying the enantiomeric forms is of utmost importance. Herein, we propose diphenyl-3,3′-biphenanthryl-4,4′-diyl phosphate (R-VAPOL-PA) as a promising chiral solvating agent to discriminate amines and acids of poly-functional groups such as chiral amines, amino alcs. and hydroxy acids. The methodol. approach involves using the nature of hydrogen bonds and ion pairs as a mode of weak interactions to form diastereomers where the probe is associated with enantiomers. The resulting diastereomer difference in the NMR spectrum enables the chiral discrimination with a complete baseline peak separation and an accurate enantiomeric excess (ee) anal. We also carried out d. functional theory (DFT) calculations to understand the complex formation to explain enantiodiscrimination by analyzing the formation and stability of different chiral complexes. The binding energy differences between enantiomeric forms revealed by DFT calculations are qual. in agreement with the diastereomer difference in the NMR spectrum and unequivocally establishes the suggested exptl. protocol of R-VAPOL-PA-based enantiomeric discrimination.

RSC Advances published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, SDS of cas: 96-20-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Podjed, Nina published the artcileHydrogen Bonding and Polymorphism of Amino Alcohol Salts with Quinaldinate: Structural Study, Name: 2-Aminobutan-1-ol, the publication is Molecules (2022), 27(3), 996, database is CAplus and MEDLINE.

Three amino alcs., 3-amino-1-propanol, 2-amino-1-butanol and 2-amino-2-methyl-1-propanol were reacted with quinoline-2-carboxylic acid, known as quinaldinic acid. This combination yielded three salts, I [R = 3-hydroxypropylammonium, 1-hydroxymethyl propylammonium, 2-hydroxy-1,1-dimethyl-Et ammonium]. The 2-amino-1-butanol and 2-amino-2-methyl-1-propanol systems produced two polymorphs each, labeled as salts I [R = 1-hydroxymethyl propylammonium, 2-hydroxy-1,1-dimethyl-Et ammonium] resp. The compounds were characterized by X-ray structure anal. on single-crystal. The crystal structures of all consisted of protonated amino alcs. with NH³⁺ moiety and quinaldinate anions with carboxylate moiety. The used amino alcs. contained one OH and one NH₂ functional group, both proned to participate in hydrogen bonding. Therefore, similar connectivity patterns were expected. This proved to be true to some extent as all structures contained the NH³⁺•••^–OOC heterosynthon. Nevertheless, different hydrogen bonding and π•••π stacking interactions were observed, leading to distinct connectivity motifs. The largest difference in hydrogen bonding occurred between polymorphs , I [R = 2-hydroxy-1,1-dimethyl-Et ammonium] as they had only one heterosynton in common.

Molecules published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Name: 2-Aminobutan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts