Category: 27489-62-9

In 2017,Rezazadeh, Sina; Devannah, Vijayarajan; Watson, Donald A. published 《Nickel-Catalyzed C-Alkylation of Nitroalkanes with Unactivated Alkyl Iodides》.Journal of the American Chemical Society published the findings.Electric Literature of C6H13NO The information in the text is summarized as follows:

In the presence of a nickel(II) diphenyldimethylphenanthroline complex, primary, secondary, and tertiary alkyl iodides such as 3-phenyl-1-Pr iodide alkylated primary nitroalkanes such as Et 4-nitrobutanoate with potassium tert-butoxide and diethylzinc in 1,4-dioxane/MTBE to provide nitroalkanes such as Ph(CH2)3CH(NO2)(CH2)3CO2Et in 34-85% yields. Alkenes, esters, phthalimides, and protected amines, alcs., and ketones were tolerated; compound with Lewis basic groups could be prepared in improved yields with addnl. phenanthroline ligand. TEMPO inhibited the alkylation, and alkylation with cyclpropylmethyl iodide and 6-iodo-1-hexene yielded ring-opened and cyclized products, resp., implying a radical mechanism for the alkylation. The antiviral agent adapromine was prepared in two steps using this method. The structures of cis- and trans-N-(iodocyclohexyl)fluorobenzamides and cis- and trans-N-[(nitromethyl)cyclohexyl]fluorobenzamides were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, trans-4-Aminocyclohexanol(cas: 27489-62-9Electric Literature of C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Electric Literature of C6H13NO

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In 2017,Yefidoff-Freedman, Revital; Fan, Jing; Yan, Lu; Zhang, Qingwen; dos Santos, Guillermo Rodrigo Reis; Rana, Sandeep; Contreras, Jacob I.; Sahoo, Rupam; Wan, Debin; Young, Jun; Dias Teixeira, Karina Luiza; Morisseau, Christophe; Halperin, Jose; Hammock, Bruce; Natarajan, Amarnath; Wang, Peimin; Chorev, Michael; Aktas, Bertal H. published 《Development of 1-((1,4-trans)-4-Aryloxycyclohexyl)-3-arylurea Activators of Heme-Regulated Inhibitor as Selective Activators of the Eukaryotic Initiation Factor 2 Alpha (eIF2α) Phosphorylation Arm of the Integrated Endoplasmic Reticulum Stress Response》.Journal of Medicinal Chemistry published the findings.Application of 27489-62-9 The information in the text is summarized as follows:

Heme-regulated inhibitor (HRI), an eukaryotic translation initiation factor 2 alpha (eIF2α) kinase, plays critical roles in cell proliferation, differentiation, adaptation to stress, and Hb disorders. HRI phosphorylates eIF2α that couples cellular signals including the endoplasmic reticulum (ER) stress to translation. The authors previously identified 1,3-diarylureas and 1-((1,4-trans)-4-aryloxycyclohexyl)-3-arylureas (cHAUs) as specific activators of HRI that trigger the eIF2α phosphorylation arm of ER-stress response as mol. probes for studying HRI biol. and its potential as a druggable target. To develop drug-like cHAUs needed for in vivo studies the authors undertook bioassay guided structure-activity relationship studies and tested them in the surrogate eIF2α phosphorylation and cell proliferation assays. The authors further evaluated some of these cHAUs in endogenous eIF2α phosphorylation and expression of the transcription factor CHOP protein and mRNA demonstrating significantly improved solubility and/or potencies. These cHAUs are excellent candidates for lead optimization for development of investigational new drugs that potently and specifically activate HRI. In the part of experimental materials, we found many familiar compounds, such as trans-4-Aminocyclohexanol(cas: 27489-62-9Application of 27489-62-9)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Application of 27489-62-9

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In 2017,Gunia-Krzyzak, Agnieszka; Zelaszczyk, Dorota; Rapacz, Anna; Zeslawska, Ewa; Waszkielewicz, Anna M.; Panczyk, Katarzyna; Sloczynska, Karolina; Pekala, Elzbieta; Nitek, Wojciech; Filipek, Barbara; Marona, Henryk published 《Structure-anticonvulsant activity studies in the group of (E)-N-cinnamoyl aminoalkanols derivatives monosubstituted in phenyl ring with 4-Cl, 4-CH3 or 2-CH3》.Bioorganic & Medicinal Chemistry published the findings.Quality Control of trans-4-Aminocyclohexanol The information in the text is summarized as follows:

A series of twenty two (E)-N-cinnamoyl aminoalkanols derivatives monosubstituted in Ph ring with 4-Cl, 4-CH3 or 2-CH3 was designed, synthesized and evaluated for anticonvulsant activity in rodent models of seizures: maximal electroshock (MES) test, s.c. pentylenetetrazole (scPTZ) test, and 6-Hz test. There were identified three most active compounds: S-(2E)-N-(1-hydroxypropan-2-yl)-3-(2-methylphenyl)prop-2-enamide (5) (ED50 MES = 42.56, ED50 scPTZ = 58.38, ED50 6-Hz 44 mA = 42.27 mg/kg tested in mice after i.p. (i.p.) administration); R,S-(2E)-3-(4-chlorophenyl)-N-(1-hydroxybutan-2-yl)prop-2-enamide (6) (ED50 MES = 53.76, ED50 scPTZ = 90.31, ED50 6-Hz 44 mA = 92.86 mg/kg mice, i.p.); and R,S-(2E)-3-(4-chlorophenyl)-N-(2-hydroxypropyl)prop-2-enamide (11) (ED50 MES = 55.58, ED50 scPTZ = 102.15, ED50 6-Hz 44 mA = 51.27 mg/kg mice, i.p.). Their structures and configurations were confirmed by crystal X-ray diffraction method. The structure-activity studies among the tested series showed that chlorine atom in position para or Me group in position ortho of Ph ring were beneficial for anticonvulsant activity. Me group in position para of Ph ring decreased anticonvulsant activity in reported series of cinnamamide derivatives The experimental process involved the reaction of trans-4-Aminocyclohexanol(cas: 27489-62-9Quality Control of trans-4-Aminocyclohexanol)

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.Quality Control of trans-4-Aminocyclohexanol

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Gangireddy, Madhu Sudhana Reddy; Mantipally, Manohar; Badavath, Vishnu Nayak; Maddipati, Venkatanarayana Chowdary; Paidikondala, Kalyani; Katari, Naresh Kumar; Gundla, Rambabu published their research in Chemical Data Collections in 2021. The article was titled 《Design, synthesis and molecular docking of piperidin-4-amine linked pyrimidine derivatives as potent anticancer agents》.Synthetic Route of C6H13NO The article contains the following contents:

A series of rationally designed novel hybrid piperidin-4-amine linked pyrimidine derivatives I [R = n-propylamino, cyclobutylamino, phenylethylamino, etc.] were synthesized. Compound I [R = 3,4-dimethoxyphenylethylamino] was found to be most potent with (IC50 = 1.92μM, 60.94% inhibition), while I [R = 4-pyridylethylamino] (IC50 of 5.2μM, 66.45% inhibition), the second most potent among all, against HepG2 human liver cancer cell lines. Compounds I [R = 4-pyridylethylamino, 4-fluorophenylmethylamino] exhibited excellent inhibition percentages of 66.45 and 68.76 resp., compared to pos. control Paclitaxel (62.12%). In-silico target hunting for the potent compounds I [R = 3,4-dimethoxyphenylethylamino, 4-pyridylethylamino] revealed two possible targets, one was binding with human estrogen receptor and other one was inhibiting tubulin polymerization The mol. docking studies suggested that compounds I [R = 3,4-dimethoxyphenylethylamino, 4-pyridylethylamino] with hydrophobic group linked by an alkyl chain may facilitate free access in the Helix 12 domain (in determining potency plays a crucial role) in the human estrogen receptor’s active and also inhibiting the tubulin polymerase by binding site at α/β-tubuline interface at colchicine binding site. The experimental part of the paper was very detailed, including the reaction process of trans-4-Aminocyclohexanol(cas: 27489-62-9Synthetic Route of C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Synthetic Route of C6H13NO

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《Anticonvulsant and analgesic in neuropathic pain activity in a group of new aminoalkanol derivatives》 was published in Bioorganic & Medicinal Chemistry Letters in 2020. These research results belong to Panczyk, Katarzyna; Rapacz, Anna; Furgala-Wojas, Anna; Salat, Kinga; Koczurkiewicz-Adamczyk, Paulina; Lucjanek, Martyna; Skiba-Kurek, Iwona; Karczewska, Elzbieta; Sowa, Aleksandra; Zelaszczyk, Dorota; Siwek, Agata; Popiol, Justyna; Pekala, Elzbieta; Marona, Henryk; Waszkielewicz, Anna. Recommanded Product: trans-4-Aminocyclohexanol The article mentions the following:

As part of the presented research, thirteen new aminoalkanol derivatives were designed and obtained by chem. synthesis. In vivo studies (mice, i.p.) showed anticonvulsant activity (MES) of nine compounds, and in the case of one compound (R,S-trans-2-((2-(2,3,5-trimethylphenoxy)ethyl)amino)cyclohexan-1-ol, 4) both anticonvulsant (ED50 MES = 15.67 mg/kg, TD50 rotarod = 78.30 mg.kg, PI = 5.00) and analgesic activity (OXA-induced neuropathic pain, active at 15 mg/kg). For selected active compounds addnl. in vitro studies have been performed, including receptor studies (5-HT1A), evaluation of antioxidant activity (DPPH assay), metabolism studies as well as safety panel (mutagenicity, safety in relation to the gastrointestinal flora, cytotoxicity towards astrocytes as well as impact on their proliferation and cell cycle). In the experiment, the researchers used trans-4-Aminocyclohexanol(cas: 27489-62-9Recommanded Product: trans-4-Aminocyclohexanol)

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 → 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.Recommanded Product: trans-4-Aminocyclohexanol

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In 2017,Alachouzos, Georgios; Lenselink, Eelke B.; Mulder-Krieger, Thea; de Vries, Henk; IJzerman, Adriaan P.; Louvel, Julien published 《Synthesis and evaluation of N-substituted 2-amino-4,5-diarylpyrimidines as selective adenosine A1 receptor antagonists》.European Journal of Medicinal Chemistry published the findings.Safety of trans-4-Aminocyclohexanol The information in the text is summarized as follows:

Aminodiarylpyrimidines such as I were prepared as potential selective adenosine A1 receptor antagonists, based on a scaffold with high affinity for human adenosine A1 receptors but limited selectivity over adenosine A2a receptors. The effect of aryl structure and amino group substituents on adenosine A1 receptor antagonism and selectivity was determined I was identified as a potent (Ki(hA1AR) = 7.7 nM) and selective (Ki(hA2AAR) = 1389 nM) antagonist at the human adenosine A1 receptor; mol. docking calculations at adenosine A1 and A2a receptors were used to rationalize the effect of the 4-hydroxycyclohexyl substituent on selectivity and the nature of the pyrimidine substituents on affinity. In the experiment, the researchers used trans-4-Aminocyclohexanol(cas: 27489-62-9Safety of trans-4-Aminocyclohexanol)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Safety of trans-4-Aminocyclohexanol

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Application In Synthesis of trans-4-AminocyclohexanolIn 2021 ,《New quinolinone O-GlcNAc transferase inhibitors based on fragment growth》 appeared in Frontiers in Chemistry (Lausanne, Switzerland). The author of the article were Weiss, Matjaz; Loi, Elena M.; Sterle, Masa; Balsollier, Cyril; Tomasic, Tihomir; Pieters, Roland J.; Gobec, Martina; Anderluh, Marko. The article conveys some information:

Herein, the extension of 2-oxo-1,2-dihydroquinoline-4-carboxamide derivatives with several new fragments was reported. Compound I [R = CO2Et; n = 0] was identified as the most potent fragment with an IC50 value of 116.0μM. If compared with the most potent inhibitor of the first series, compound I [R = CO2H; n = 1] (IC50 = 117.6μM), it was concluded that the new fragments did not improve OGT inhibition remarkably. Therefore, compound I [R = CO2H; n = 1] was used as the basis for the design of a series of compounds with the elongation toward the O-GlcNAc binding pocket as the free carboxylate allowed easy conjugation. 2-Oxo-N-(4-(pyridin-4-ylcarbamoyl)benzyl)-1,2-dihydroquinoline-4-carboxamide with an IC50 value of 144.5μM showed the most potent OGT inhibition among the elongated compounds, but it lost inhibition potency when compared to the UDP mimetic compound I [R = CO2H; n = 1]. Therefore it was assumed that the binding of the compounds in the O-GlcNAc binding pocket was likely not crucial for OGT inhibition. Furthermore, evaluation of the compounds with two different assays revealed that some inhibitors most likely interfere with the com. available UDP-Glo glycosyltransferase assay, leading to false pos. results. This observation called for caution, when evaluating UDP mimetic as OGT inhibitors with the UDP-Glo glycosyltransferase assay, as misinterpretations can occur. The experimental process involved the reaction of trans-4-Aminocyclohexanol(cas: 27489-62-9Application In Synthesis of trans-4-Aminocyclohexanol)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Application In Synthesis of trans-4-Aminocyclohexanol

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In 2017,Jagadeesh, Rajenahally V.; Murugesan, Kathiravan; Alshammari, Ahmad S.; Neumann, Helfried; Pohl, Marga-Martina; Radnik, Joerg; Beller, Matthias published 《MOF-derived cobalt nanoparticles catalyze a general synthesis of amines》.Science (Washington, DC, United States) published the findings.Application In Synthesis of trans-4-Aminocyclohexanol The information in the text is summarized as follows:

The development of base metal catalysts for the synthesis of pharmaceutically relevant compounds remains an important goal of chem. research. Here, we report that cobalt nanoparticles encapsulated by a graphitic shell are broadly effective reductive amination catalysts. Their convenient and practical preparation entailed template assembly of cobalt-diamine-dicarboxylic acid metal organic frameworks on carbon and subsequent pyrolysis under inert atm. The resulting stable and reusable catalysts were active for synthesis of primary, secondary, tertiary, and N-methylamines (more than 140 examples). The reaction couples easily accessible carbonyl compounds (aldehydes and ketones) with ammonia, amines, or nitro compounds, and mol. hydrogen under industrially viable and scalable conditions, offering cost-effective access to numerous amines, amino acid derivatives, and more complex drug targets. The experimental part of the paper was very detailed, including the reaction process of trans-4-Aminocyclohexanol(cas: 27489-62-9Application In Synthesis of trans-4-Aminocyclohexanol)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Application In Synthesis of trans-4-Aminocyclohexanol

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Chandrashekhar, Vishwas G.; Baumann, Wolfgang; Beller, Matthias; Jagadeesh, Rajenahally V. published an article in 2022. The article was titled 《Nickel-catalyzed hydrogenative coupling of nitriles and amines for general amine synthesis》, and you may find the article in Science (Washington, DC, United States).Synthetic Route of C6H13NO The information in the text is summarized as follows:

A homogeneous nickel catalyst for hydrogenative cross coupling of a range of aromatic, heteroaromatic, and aliphatic nitriles with primary and secondary amines or ammonia to give amines was reported. This general hydrogenation protocol was showcased by straightforward and highly selective synthesis of >230 functionalized and structurally diverse amines including pharmaceutically relevant and chiral products, as well as 15N-isotope labeling applications.trans-4-Aminocyclohexanol(cas: 27489-62-9Synthetic Route of C6H13NO) 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.Synthetic Route of C6H13NO

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In 2018,Chemical Communications (Cambridge, United Kingdom) included an article by Miller, Miles A.; Kim, Eunha; Cuccarese, Michael F.; Plotkin, Alec L.; Prytyskach, Mark; Kohler, Rainer H.; Pittet, Mikael J.; Weissleder, Ralph. SDS of cas: 27489-62-9. The article was titled 《Near infrared imaging of Mer tyrosine kinase (MERTK) using MERi-SiR reveals tumor associated macrophage uptake in metastatic disease》. The information in the text is summarized as follows:

The receptor tyrosine kinase Mer (MERTK) is a promising drug target in cancer, where it can influence the metastasis-promoting signaling of both tumor cells and immune cells alike; however, no small mol. probes currently exist to selectively image Mer. In this work, we design and synthesize a selective near-IR fluorescent mol. probe of Mer (MERi-SiR). Confocal microscopy of metastases in mice reveals predominant probe accumulation in Mer-expressing tumor-associated macrophages. The experimental part of the paper was very detailed, including the reaction process of trans-4-Aminocyclohexanol(cas: 27489-62-9SDS of cas: 27489-62-9)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.SDS of cas: 27489-62-9

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