Category: 27489-62-9

Product Details of 27489-62-9In 2018 ,《The Rhodium Catalysed Direct Conversion of Phenols to Primary Cyclohexylaminesã€?appeared in ChemCatChem. The author of the article were Tomkins, Patrick; Valgaeren, Carlot; Adriaensen, Koen; Cuypers, Thomas; Vos, Dirk E. De. The article conveys some information:

Cyclohexylamines are important intermediates in chem. industry, which are currently produced from petrochem. sources. Phenols, however, are an attractive sustainable feedstock. We here demonstrate the transformation of phenols with ammonia to primary cyclohexylamines. In contrast to previously reported chem. which used palladium catalysts, we here show that rhodium is an excellent catalyst for the formation of primary cyclohexylamines. Different parameters were studied and it was shown that the reaction is applicable to a scope of phenolic compounds providing high selectivity. In the experiment, the researchers used many compounds, for example, trans-4-Aminocyclohexanol(cas: 27489-62-9Product Details of 27489-62-9)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 â†?R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Product Details of 27489-62-9

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Synthetic Route of C6H13NOIn 2018 ,《Structural Optimization of a Pyridinylimidazole Scaffold: Shifting the Selectivity from p38α Mitogen-Activated Protein Kinase to c-Jun N-Terminal Kinase 3ã€?appeared in ACS Omega. The author of the article were Ansideri, Francesco; Macedo, Joana T.; Eitel, Michael; El-Gokha, Ahmed; Zinad, Dhafer S.; Scarpellini, Camilla; Kudolo, Mark; Schollmeyer, Dieter; Boeckler, Frank M.; Blaum, Baerbel S.; Laufer, Stefan A.; Koch, Pierre. The article conveys some information:

Starting from known p38α mitogen-activated protein kinase (MAPK) inhibitors, a series of inhibitors of the c-Jun N-terminal kinase (JNK) 3 was obtained. Altering the substitution pattern of the pyridinylimidazole scaffold proved to be effective in shifting the inhibitory activity from the original target p38α MAPK to the closely related JNK3. In particular, a significant improvement for JNK3 selectivity could be achieved by addressing the hydrophobic region I with a small Me group. Furthermore, addnl. structural modifications permitted to explore structure-activity relationships. The most potent inhibitor 4-(4-methyl-2-(methylthio)-1H-imidazol-5-yl)-N-(4-morpholinophenyl)pyridin-2-amine showed an IC50 value for the JNK3 in the low triple digit nanomolar range and its binding mode was confirmed by x-ray crystallog. In the experimental materials used by the author, we found trans-4-Aminocyclohexanol(cas: 27489-62-9Synthetic Route of C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Synthetic Route of C6H13NO

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In 2018,MedChemComm included an article by Panczyk, Katarzyna; Zelaszczyk, Dorota; Koczurkiewicz, Paulina; Sloczynska, Karolina; Pekala, Elzbieta; Zeslawska, Ewa; Nitek, Wojciech; Zmudzki, Pawel; Marona, Henryk; Waszkielewicz, Anna. Formula: C6H13NO. The article was titled 《Synthesis and anticonvulsant activity of phenoxyacetyl derivatives of amines, including aminoalkanols and amino acidsã€? The information in the text is summarized as follows:

A series of new phenoxyacetamides were prepared via multistep chem. synthesis as a continuation of the research carried out on di- and tri-substituted phenoxyalkyl and phenoxyacetyl derivatives of amines. The obtained compounds varied in an amide component, for example aminoalkanol or (un)modified amino acid moieties were introduced. The structures of selected products were confirmed by means of crystallog. methods. All compounds were the subject of preliminary screening for potential anticonvulsant activity (MES, 6 Hz and/or scMET tests) and neurotoxicity (rotarod) in mice after i.p. administration, while several active compounds were subsequently examined in addnl. models (e.g. MES and rotarod – rats, p.o. or i.p., hippocampal kindling – rats, i.p.). Finally, safety studies (cytotoxicity and cell proliferation assays on astrocytes, metabolic stability assessment, mutagenicity evaluation) were performed for several active compounds, including the most promising one (R-(-)-2-(2,6-dimethylphenoxy)-N-(1-hydroxypropan-2-yl)acetamide, MES ED50 = 12.00 mg per kg b.w., rats, p.o.). The experimental part of the paper was very detailed, including the reaction process of trans-4-Aminocyclohexanol(cas: 27489-62-9Formula: C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Formula: C6H13NO

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In 2018,Sasano, Yusuke; Kogure, Naoki; Nagasawa, Shota; Kasabata, Koki; Iwabuchi, Yoshiharu published �-Azaadamantane N-oxyl (AZADO)/Cu Catalysis Enables Chemoselective Aerobic Oxidation of Alcohols Containing Electron-Rich Divalent Sulfur Functionalities�Organic Letters published the findings.Recommanded Product: 27489-62-9 The information in the text is summarized as follows:

The chemoselective oxidation of alcs. containing electron-rich sulfur functionalities (e.g., 1,3-dithianes and sulfides) into their corresponding carbonyl compounds with the sulfur groups can sometimes be a demanding task in modern organic chem. A reliable method for this transformation, which features azaadamantane-type nitroxyl radical/copper catalysis using ambient air as the terminal oxidant is reported. The superiority of the developed method was demonstrated by comparing it with various conventional alc. oxidation methods. The experimental part of the paper was very detailed, including the reaction process of trans-4-Aminocyclohexanol(cas: 27489-62-9Recommanded Product: 27489-62-9)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHRâ€? to form imines (R2C=NRâ€?. Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Recommanded Product: 27489-62-9

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In 2017,Heinzlmeir, Stephanie; Lohse, Jonas; Treiber, Tobias; Kudlinzki, Denis; Linhard, Verena; Gande, Santosh Lakshmi; Sreeramulu, Sridhar; Saxena, Krishna; Liu, Xiaofeng; Wilhelm, Mathias; Schwalbe, Harald; Kuster, Bernhard; Medard, Guillaume published 《Chemoproteomics-Aided Medicinal Chemistry for the Discovery of EPHA2 Inhibitors》.ChemMedChem published the findings.Application In Synthesis of trans-4-Aminocyclohexanol The information in the text is summarized as follows:

The receptor tyrosine kinase EPHA2 has gained attention as a therapeutic drug target for cancer and infectious diseases. However, EPHA2 research and EPHA2-based therapies have been hampered by the lack of selective small-mol. inhibitors. Herein we report the synthesis and evaluation of dedicated EPHA2 inhibitors based on the clin. BCR-ABL/SRC inhibitor dasatinib as a lead structure. We designed hybrid structures of dasatinib and the previously known EPHA2 binders CHEMBL249097, PD-173955, and a known EPHB4 inhibitor in order to exploit both the ATP pocket entrance as well as the ribose pocket as binding epitopes in the kinase EPHA2. Medicinal chem. and inhibitor design were guided by a chem. proteomics approach, allowing early selectivity profiling of the newly synthesized inhibitor candidates. Concomitant protein crystallog. of 17 inhibitor co-crystals delivered detailed insight into the at. interactions that underlie the structure-affinity relationship. Finally, the anti-proliferative effect of the inhibitor candidates was confirmed in the glioblastoma cell line SF-268. In this work, we thus discovered a novel EPHA2 inhibitor candidate that features an improved selectivity profile while maintaining potency against EPHA2 and anticancer activity in SF-268 cells. After reading the article, we found that the author used trans-4-Aminocyclohexanol(cas: 27489-62-9Application In Synthesis of trans-4-Aminocyclohexanol)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Application In Synthesis of trans-4-Aminocyclohexanol

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In 2022,Scarneo, Scott; Hughes, Philip; Freeze, Robert; Yang, Kelly; Totzke, Juliane; Haystead, Timothy published an article in ACS Chemical Biology. The title of the article was 《Development and Efficacy of an Orally Bioavailable Selective TAK1 Inhibitor for the Treatment of Inflammatory Arthritis》.Application of 27489-62-9 The author mentioned the following in the article:

Selective targeting of TNF in inflammatory diseases such as rheumatoid arthritis (RA) has provided great therapeutic benefit to many patients with chronic RA. Although these therapies show initially high response rates, their therapeutic benefit is limited over the lifetime of the patient due to the development of antidrug antibodies that preclude proper therapeutic benefits. As a result, patients often return to more problematic therapies such as methotrexate or hydroxychloroquine, which carry long-term side effects. Thus, there is an unmet medical need to develop alternative treatments enabling patients to regain the benefits of selectively targeting TNF functions in vivo. The protein kinase TAK1 is a critical signaling node in TNF-mediated intracellular signaling, regulating downstream NF-κβ activation, leading to the transcription of inflammatory cytokines. TAK1 inhibitors have been developed but have been limited in their clin. advancement due to the lack of selectivity within the human kinome and, most importantly, lack of oral bioavailability. Using a directed medicinal chem. approach, driven by the cocrystal structure of the TAK1 inhibitor takinib, we developed HS-276 (I), a potent (Ki = 2.5 nM) and highly selective orally bioavailable TAK1 inhibitor. Following oral administration in normal mice, HS-276 is well tolerated (MTD >100 mg/Kg), displaying >95% bioavailability with μM plasma levels. The in vitro and in vivo efficacy of HS-276 showed significant inhibition of TNF-mediated cytokine profiles, correlating with significant attenuation of arthritic-like symptoms in the CIA mouse model of inflammatory RA. Our studies reinforce the hypothesis that TAK1 can be safely targeted pharmacol. to provide an effective alternative to frontline biol.-based RA therapeutics.trans-4-Aminocyclohexanol(cas: 27489-62-9Application of 27489-62-9) was used in this study.

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Application of 27489-62-9

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In 2017,Mishra, Sanket J.; Ghosh, Suman; Stothert, Andrew R.; Dickey, Chad A.; Blagg, Brian S. J. published 《Transformation of the Non-Selective Aminocyclohexanol-Based Hsp90 Inhibitor into a Grp94-Seletive Scaffold》.ACS Chemical Biology published the findings.Application of 27489-62-9 The information in the text is summarized as follows:

Glucose regulated protein 94 kDa, Grp94, is the endoplasmic reticulum (ER) localized isoform of heat shock protein 90 (Hsp90) that is responsible for the trafficking and maturation of toll-like receptors, Igs, and integrins. As a result, Grp94 has emerged as a therapeutic target to disrupt cellular communication, adhesion, and tumor proliferation, potentially with fewer side effects compared to pan-inhibitors of all Hsp90 isoforms. Although, the N-terminal ATP binding site is highly conserved among all four Hsp90 isoforms, recent cocrystal structures of Grp94 have revealed subtle differences between Grp94 and other Hsp90 isoforms that has been exploited for the development of Grp94-selective inhibitors. In the current study, a structure-based approach has been applied to a Grp94 nonselective compound, SNX 2112, which led to the development of 8j (ACO1), a Grp94-selective inhibitor that manifests ∼440 nM affinity and >200-fold selectivity against cytosolic Hsp90 isoforms. In the experiment, the researchers used many compounds, for example, trans-4-Aminocyclohexanol(cas: 27489-62-9Application of 27489-62-9)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Application of 27489-62-9

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Related Products of 27489-62-9In 2018 ,《α-Diimines as Versatile, Derivatizable Ligands in Ruthenium(II) p-Cymene Anticancer Complexes》 was published in Inorganic Chemistry. The article was written by Biancalana, Lorenzo; Batchelor, Lucinda K.; Funaioli, Tiziana; Zacchini, Stefano; Bortoluzzi, Marco; Pampaloni, Guido; Dyson, Paul J.; Marchetti, Fabio. The article contains the following contents:

Ruthenium half-sandwich η6-p-cymene cationic diimine complexes [(η6-cymene)RuCl(RN:CHCHNR)][NO3] (R = Cy, 4-HOC6H10, 4-HOC6H4, 2-MeCO2C6H4OCOC6H4, 4-C7H15OCOC6H4) were prepared and examined for cytotoxicity and antitumor activity. α-Diimines are among the most robust and versatile ligands available in synthetic coordination chem., possessing finely tunable steric and electronic properties. A series of novel cationic ruthenium(II) p-cymene complexes bearing simple α-diimine ligands, [(η6-p-cymene)RuCl{κ2N-(HCNR)2}]NO3 (1-3; R = Cy, 4-C6H10OH, 4-C6H4OH), were prepared in near-quant. yields as their nitrate salts. [2]NO3 displays high water solubility The potential of the α-diimine ligand in [3]NO3 as a carrier of bioactive mols. was investigated via esterification reactions with the hydroxyl groups. Thus, the double-functionalized derivatives [(η6-p-cymene)RuCl{κ2N-(HCN(4-C6H4OCO-R))2}]NO3 (4, 5, 6; R = Me, 2-MeCO2C6H4, 4-C7H15) were obtained in good-to-high yields. UV-vis and multinuclear NMR spectroscopy and cyclic voltammetric studies in aqueous solution revealed only minor ruthenium chloride hydrolytic cleavage, biol. accessible reduction potentials, and pH-dependent behavior of [3]NO3. D. functional theory anal. was performed in order to compare the Ru-Cl bond strength in [1]+ with the analogous ethylenediamine complex, showing that the higher stability observed in the former is related to the electron-withdrawing properties of the α-diimine ligand. In vitro cytotoxicity studies were performed against tumorigenic (A2780 and A2780cisR) and nontumorigenic (HEK-293) cell lines, with the complexes bearing simple α-diimine ligands ranging from inactive to IC50 values in the low micromolar range. The complexes functionalized with bioactive components, i.e., [5]NO3 and [6]NO3, exhibited a marked increase in the cytotoxicity with respect to the precursor [3]NO3.trans-4-Aminocyclohexanol(cas: 27489-62-9Related Products of 27489-62-9) was used in this study.

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Related Products of 27489-62-9

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In 2022,Li, Xiaohua; He, Qiuqin; Fan, Renhua published an article in Organic Chemistry Frontiers. The title of the article was 《Divergent synthesis of 4-amino indoles with free amine groups via tandem reaction of 2-alkynylanilines》.Reference of trans-4-Aminocyclohexanol The author mentioned the following in the article:

A process for the divergent synthesis of a variety of 4-amino indoles I [R = Ph, 3-MeC6H4, 4-ClC6H4, etc.; R2 = Me, Et, Ph, etc.; R3 = H, i-Pr, CH2CH2OH, etc.; R4 = H, n-hexyl, cyclopentyl, etc.] having N1 or C4 free amine groups via via tandem reaction of 2-alkynylanilines with amines was reported. This process involved an oxidative dearomatization, an imine exchange, a cascade 1,4-addition/cyclization/aromatization, and a selective deprotection. The formed 4-amino indoles could be converted to 4,7-difunctionalized indoles II [R5 = i-Pr, CH(Me)(Et), CHPh, etc.; R6 = H, C(O)OMe, C(O)OEt; R7 = CH2(2,4-di-MeOC6H3), CH(C(O)Ph)(CH2C(O)Ph), CH(Ph)(OH)(CF3), etc.] via selective Friedel-Crafts alkylation. After reading the article, we found that the author used trans-4-Aminocyclohexanol(cas: 27489-62-9Reference of trans-4-Aminocyclohexanol)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Reference of trans-4-Aminocyclohexanol

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Synthetic Route of C6H13NOIn 2017 ,《Structure-Affinity Relationships and Structure-Kinetic Relationships of 1,2-Diarylimidazol-4-carboxamide Derivatives as Human Cannabinoid 1 Receptor Antagonists》 was published in Journal of Medicinal Chemistry. The article was written by Xia, Lizi; de Vries, Henk; Lenselink, Eelke B.; Louvel, Julien; Waring, Michael J.; Cheng, Leifeng; Pahlen, Sara; Petersson, Maria J.; Schell, Peter; Olsson, Roine I.; Heitman, Laura H.; Sheppard, Robert J.; IJzerman, Adriaan P.. The article contains the following contents:

The synthesis and biol. evaluation of a series of 1,2-diarylimidazol-4-carboxamide derivatives, e.g. I, developed as CB1 receptor antagonists is reported. These were evaluated in a radioligand displacement binding assay, a [35S]GTPγS binding assay, and in a competition association assay that enables the relatively fast kinetic screening of multiple compounds The compounds show high affinities and a diverse range of kinetic profiles at the CB1 receptor and their structure-kinetic relationships (SKRs) were established. Using the recently resolved hCB1 receptor crystal structures, a modeling study was performed that sheds light on the crucial interactions for both the affinity and dissociation kinetics of this family of ligands. Evidence is provided that, next to affinity, addnl. knowledge of binding kinetics is useful for selecting new hCB1 receptor antagonists in the early phases of drug discovery. The experimental process involved the reaction of trans-4-Aminocyclohexanol(cas: 27489-62-9Synthetic Route of C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Synthetic Route of C6H13NO

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