Category: 27489-62-9

In 2018,Jiang, Fen; Guo, An-ping; Xu, Jia-chen; You, Qi-Dong; Xu, Xiao-Li published 《Discovery of a Potent Grp94 Selective Inhibitor with Anti-Inflammatory Efficacy in a Mouse Model of Ulcerative Colitis》.Journal of Medicinal Chemistry published the findings.Product Details of 27489-62-9 The information in the text is summarized as follows:

As the endoplasmic reticulum paralog of Hsp90, Grp94 chaperones a small set of client proteins associated with some diseases, including cancer, primary open-angle glaucoma, and inflammatory disorders. Grp94-selective inhibition has been a potential therapeutic strategy for these diseases. In this study, inspired by the conclusion that ligand-induced “”Phe199 shift”” effect is the structural basis of Grp94-selective inhibition, a series of novel Grp94 selective inhibitors incorporating “”benzamide”” moiety were developed, among which compound I manifested the most potent Grp94 inhibitory activity with an IC50 value of 2 nM and over 1000-fold selectivity to Grp94 against Hsp90α. In a DSS-induced mouse model of ulcerative colitis (UC), compound I exhibited significant anti-inflammatory efficacy. This work provides a potent Grp94 selective inhibitor as probe compound for the biol. study of Grp94 and represents the first study that confirms the potential therapeutic efficacy of Grp94-selective inhibitors against UC. In the experiment, the researchers used trans-4-Aminocyclohexanol(cas: 27489-62-9Product Details of 27489-62-9)

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.Product Details of 27489-62-9

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Song, Geyang; Nong, Ding-Zhan; Li, Jing-Sheng; Li, Gang; Zhang, Wei; Cao, Rui; Wang, Chao; Xiao, Jianliang; Xue, Dong published an article in 2022. The article was titled 《General Method for the Amination of Aryl Halides with Primary and Secondary Alkyl Amines via Nickel Photocatalysis》, and you may find the article in Journal of Organic Chemistry.Formula: C6H13NO The information in the text is summarized as follows:

It was reported that Ni(II)-bipyridine complex catalyzed efficient C-N coupling of aryl chlorides and bromides with various primary and secondary alkyl amines under direct excitation with light. Intramol. C-N coupling was also demonstrated. The feasibility and applicability of the protocol in organic synthesis was attested by more than 200 examples. In the part of experimental materials, we found many familiar compounds, such as trans-4-Aminocyclohexanol(cas: 27489-62-9Formula: 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.Formula: C6H13NO

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Qin, Mingze; Meng, Yangyang; Yang, Haoshen; Liu, Lei; Zhang, Haotian; Wang, Simeng; Liu, Chunyang; Wu, Xia; Wu, Di; Tian, Ye; Hou, Yunlei; Zhao, Yanfang; Liu, Yajing; Xu, Congjun; Wang, Lihui published their research in Journal of Medicinal Chemistry in 2021. The article was titled 《Discovery of 4-Arylindolines Containing a Thiazole Moiety as Potential Antitumor Agents Inhibiting the Programmed Cell Death-1/Programmed Cell Death-Ligand 1 Interaction》.Category: alcohols-buliding-blocks The article contains the following contents:

Through specific structural modification of a 4-phenylindoline precursor, new 4-arylindolines containing a thiazole moiety were developed and found to be promising modulators of the programmed cell death-1 (PD-1)/programmed cell death-ligand 1 (PD-L1) axis. Compound A30(I) exhibited outstanding biochem. activity, with an IC50 of 11.2 nM in a homogeneous time-resolved fluorescence assay. In the cell-based assay, A30 significantly promoted IFN-γ secretion and rescued T-cell proliferation, which were inhibited by PD-1 activation. Furthermore, A30 showed favorable in vivo antitumor activity in a mouse 4T1 breast carcinoma model. Moreover, in mouse CT26 colon carcinoma models, A30 potently suppressed the growth of CT26/PD-L1 tumor but did not obviously affect the growth of CT26/vector tumor. The results of flow cytometry anal. indicated that A30 inhibited tumor growth by activating the immune microenvironment. We concluded that A30 is a new starting point for further development of PD-1/PD-L1 interaction inhibitors as antitumor agents. The experimental part of the paper was very detailed, including the reaction process of trans-4-Aminocyclohexanol(cas: 27489-62-9Category: alcohols-buliding-blocks)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Category: alcohols-buliding-blocks

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The author of 《Identification of 2-Imidazopyridine and 2-Aminopyridone Purinones as Potent Pan-Janus Kinase (JAK) Inhibitors for the Inhaled Treatment of Respiratory Diseases》 were Bach, Jordi; Eastwood, Paul; Gonzalez, Jacob; Gomez, Elena; Alonso, Juan Antonio; Fonquerna, Silvia; Lozoya, Estrella; Orellana, Adela; Maldonado, Monica; Calaf, Elena; Alberti, Joan; Perez, Juan; Andres, Ana; Prats, Neus; Carreno, Cristina; Calama, Elena; De Alba, Jorge; Calbet, Marta; Miralpeix, Montserrat; Ramis, Isabel. And the article was published in Journal of Medicinal Chemistry in 2019. Reference of trans-4-Aminocyclohexanol The author mentioned the following in the article:

Janus kinases (JAKs) have a key role in regulating the expression and function of relevant inflammatory cytokines involved in asthma and chronic obstructive pulmonary disease. Herein are described the design, synthesis, and pharmacol. evaluation of a series of novel purinone JAK inhibitors with profiles suitable for inhaled administration. Replacement of the imidazopyridine hinge binding motif present in the initial compounds of this series with a pyridone ring resulted in the mitigation of cell cytotoxicity. Further systematic structure-activity relationship (SAR) efforts driven by structural biol. studies led to the discovery of pyridone I, a potent pan-JAK inhibitor with good selectivity, long lung retention time, low oral bioavailability, and proven efficacy in the lipopolysaccharide-induced rat model of airway inflammation by the inhaled route. The experimental process involved the reaction of trans-4-Aminocyclohexanol(cas: 27489-62-9Reference of trans-4-Aminocyclohexanol)

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.Reference of trans-4-Aminocyclohexanol

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Related Products of 27489-62-9In 2019 ,《Discovery of [1,2,4]Triazolo[4,3-a]pyridines as Potent Inhibitors Targeting the Programmed Cell Death-1/Programmed Cell Death-Ligand 1 Interaction》 appeared in Journal of Medicinal Chemistry. The author of the article were Qin, Mingze; Cao, Qi; Zheng, Shuaishuai; Tian, Ye; Zhang, Haotian; Xie, Jun; Xie, Hongbo; Liu, Yajing; Zhao, Yanfang; Gong, Ping. The article conveys some information:

Inhibition of the programmed cell death-1 (PD-1)/programmed cell death-ligand 1 (PD-L1) interaction using small-mol. inhibitors is an emerging immunotherapeutic approach. A novel series of [1,2,4]triazolo[4,3-a]pyridines were designed and found to be potent inhibitors of the PD-1/PD-L1 interaction. Among them, compound I exhibited the most potent activity, as assessed by homogeneous time-resolved fluorescence assay, with an IC50 of 92.3 nM. Furthermore, I dose-dependent elevated interferon-γ production in a coculture model of Hep3B/OS-8/hPD-L1 and CD3 T cells. The authors concluded that I is a promising lead compound for the development of inhibitors of the PD-1/PD-L1 interaction. In addition, the authors explored the structure-activity relationships of the newly synthesized [1,2,4]triazolo[4,3-a]pyridines and demonstrated that a ring fusion strategy can be employed for designing analogs of the Bristol-Myers Squibb chem. series. These studies pave the way for future drug design. The experimental process involved the reaction of trans-4-Aminocyclohexanol(cas: 27489-62-9Related Products of 27489-62-9)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Related Products of 27489-62-9

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《Discovery of 6-Phenylhexanamide Derivatives as Potent Stereoselective Mitofusin Activators for the Treatment of Mitochondrial Diseases》 was written by Dang, Xiawei; Zhang, Lihong; Franco, Antonietta; Li, Jiajia; Rocha, Agostinho G.; Devanathan, Sriram; Dolle, Roland E.; Bernstein, Peter R.; Dorn, Gerald W.. Related Products of 27489-62-9 And the article was included in Journal of Medicinal Chemistry in 2020. The article conveys some information:

Mutations in the mitochondrial fusion protein mitofusin (MFN) 2 cause the chronic neurodegenerative condition Charcot-Marie-Tooth disease type 2A (CMT2A), for which there is currently no treatment. Small-mol. activators of MFN1 and MFN2 enhance mitochondrial fusion and offer promise as therapy for this condition, but prototype compounds have poor pharmacokinetic properties. Herein, we describe a rational design of a series of 6-phenylhexanamide derivatives whose pharmacokinetic optimization yielded a 4-hydroxycyclohexyl analog, 13, with the potency, selectivity, and oral bioavailability of a preclin. candidate. Studies of 13cis- and trans-4-hydroxycyclohexyl isostereomers unexpectedly revealed functionality and protein engagement exclusively for the trans form, 13B(I). Preclin. absorption, distribution, metabolism, and excretion (ADME) and in vivo target engagement studies of 13B support further development of 6-phenylhexanamide derivatives as therapeutic agents for human CMT2A. The experimental part of the paper was very detailed, including the reaction process of trans-4-Aminocyclohexanol(cas: 27489-62-9Related Products 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.Related Products of 27489-62-9

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In 2022,Lagu, Bharat; Wu, Xinyuan; Kulkarni, Santosh; Paul, Rakesh; Becherer, J. David; Olson, Lyndsay; Ravani, Stella; Chatzianastasiou, Athanasia; Papapetropoulos, Andreas; Andrzejewski, Sylvia published an article in Journal of Medicinal Chemistry. The title of the article was 《Orally Bioavailable Enzymatic Inhibitor of CD38, MK-0159, Protects against Ischemia/Reperfusion Injury in the Murine Heart》.Related Products of 27489-62-9 The author mentioned the following in the article:

CD38 is one of the major NAD (NAD+)- and NADP (NADP+)-consuming enzymes in mammals. NAD+, NADP+, and their reduced counterparts are essential coenzymes for numerous enzymic reactions, including the maintenance of cellular and mitochondrial redox balance. CD38 expression is upregulated in age-associated inflammation as well as numerous metabolic diseases, resulting in cellular and mitochondrial dysfunction. Recent literature studies demonstrate that CD38 is activated upon ischemia/reperfusion (I/R), leading to a depletion of NADP+, which results in endothelial damage and myocardial infarction in the heart. Despite increasing evidence of CD38 involvement in various disease states, relatively few CD38 enzymic inhibitors have been reported to date. Herein, we describe a CD38 enzymic inhibitor (MK-0159, IC50 = 3 nM against murine CD38) that inhibits CD38 in in vitro assay. Mice treated with MK-0159 (I) show strong protection from myocardial damage upon cardiac I/R injury compared to those treated with NAD+ precursors (nicotinamide riboside) or the known CD38 inhibitor, 78c. The experimental process involved the reaction of trans-4-Aminocyclohexanol(cas: 27489-62-9Related Products 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.Related Products of 27489-62-9

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In 2022,Panczyk-Straszak, Katarzyna; Rapacz, Anna; Marona, Henryk; Zelaszczyk, Dorota; Karczewska, Elzbieta; Zajac, Martyna; Skiba-Kurek, Iwona; Siwek, Agata; Waszkielewicz, Anna published an article in ChemistrySelect. The title of the article was 《Design, Synthesis and Anticonvulsant Activity of New Phenoxyalkyl, Phenoxyethoxyethyl and Phenoxyacetyl Derivatives of Aminoalkanols》.Electric Literature of C6H13NO The author mentioned the following in the article:

Forty new aminoalkanol derivatives with potential anticonvulsant activity were designed and synthesized. In vivo studies (mice, i.p. administration) showed anticonvulsant activity (maximal electroshock seizure test, MES test) of nineteen compounds, (ED50 values and protective indexes PI ranging 22.62-78.30 mg/kg b.w. and 1.78-4.25, resp.). Compounds 30 (R,S-1-((2-(2-(2-chloro-5-methylphenoxy)ethoxy)ethyl)amino)propan-2-ol), 31 (R,S-2-((2-(2-(2-chloro-5-methylphenoxy)ethoxy)ethyl)amino)propan-1-ol) and 33 (S enantiomer of 31) showed relatively low ED50 values (26.45-34.26 mg/kg b.w.) accompanied by PI indexes above 3. Compounds 30 and 31 were investigated in terms of mechanism of action (5-HT1A receptors binding assay and in silico database screening) and safety against gastrointestinal flora (both compounds proved safe). An integral part of the study was also a comprehensive structure-activity relationship, including current and previously obtained results for aminoalkanol derivatives In the experiment, the researchers used trans-4-Aminocyclohexanol(cas: 27489-62-9Electric Literature of C6H13NO)

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.Electric Literature of C6H13NO

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In 2022,Liang, Xuewu; Xie, Yongle; Liu, Xuyi; Xu, Hui; Ren, Hairu; Tang, Shuai; Liu, Qi; Huang, Min; Shao, Xueqing; Li, Chunpu; Zhou, Yu; Geng, Meiyu; Xie, Zuoquan; Liu, Hong published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery of Novel Imidazo[4,5-c]quinoline Derivatives to Treat Inflammatory Bowel Disease (IBD) by Inhibiting Multiple Proinflammatory Signaling Pathways and Restoring Intestinal Homeostasis》.Recommanded Product: 27489-62-9 The author mentioned the following in the article:

As a complex pathogenesis driven by immune inflammatory factors and intestinal microbiota, the treatment of inflammatory bowel disease (IBD) may rely on the comprehensive regulation of these important pathogenic factors to reach a favorable therapeutic effect. In the current study, we discovered a series of imidazo[4,5-c]quinoline derivatives that potently and simultaneously inhibited two primary proinflammatory signaling pathways JAK/STAT and NF-κB. Especially, lead compound 8l showed potent inhibitory activities against interferon-stimulated genes (IC50: 3.3 nM) and NF-κB pathways (IC50: 150.7 nM) and decreased the release of various proinflammatory factors at the nanomolar level, including IL-6, IL-8, IL-1β, TNF-α, IL-12, and IFN-γ. In vivo, 8l produced a strong anti-inflammatory activity in both dextran sulfate sodium (DSS)- and 2,4,6-trinitrobenzenesulfonic acid (TNBS)-induced acute enteritis models and restored the structural composition of gut microbiota. Collectively, this study provided valuable lead compounds for the treatment of IBD and revealed the great anti-inflammatory potential of the simultaneous suppression of JAK/STAT and NF-κB signals.trans-4-Aminocyclohexanol(cas: 27489-62-9Recommanded Product: 27489-62-9) was used in this study.

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Recommanded Product: 27489-62-9

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Dang, Xiawei; Williams, Sidney B.; Devanathan, Sriram; Franco, Antonietta; Fu, Lijun; Bernstein, Peter R.; Walters, Daniel; Dorn, Gerald W. II published an article in 2021. The article was titled 《Pharmacophore-Based Design of Phenyl-[hydroxycyclohexyl] Cycloalkyl-Carboxamide Mitofusin Activators with Improved Neuronal Activity》, and you may find the article in Journal of Medicinal Chemistry.Quality Control of trans-4-Aminocyclohexanol The information in the text is summarized as follows:

Mitochondrial fragmentation from defective fusion or unopposed fission contributes to many neurodegenerative diseases. Small mol. mitofusin activators reverse mitochondrial fragmentation in vitro, promising a novel therapeutic approach. The first-in-class mitofusin activator, 2, has a short plasma t1/2 and limited neurol. system bioavailability, conferring “”burst activation””. Here, pharmacophore-based rational redesign generated analogs of 2 incorporating cycloalkyl linker groups. A cyclopropyl-containing linker, 5, improved plasma and brain t1/2, increased nervous system bioavailability, and prolonged neuron pharmacodynamic effects. Functional and single-crystal X-ray diffraction studies of stereoisomeric analogs of 5 containing sulfur as a “”heavy atom””, 14A and 14B, showed that 5 biol. activity resides in the trans-R/R configuration, 5B. Structural anal. revealed stereoselective interactions of 5 associated with its mimicry of MFN2 Val372, Met376, and His380 side chains. Modification of murine ALS phenotypes in vitro and in vivo supports advancement of 5B for neurol. conditions that may benefit from sustained mitofusin activation. In the experimental materials used by the author, we found trans-4-Aminocyclohexanol(cas: 27489-62-9Quality Control 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).Quality Control of trans-4-Aminocyclohexanol

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