Tag: 100-200

Sato, Masanori; Kondo, Takekazu; Kohno, Yasushi; Seto, Shigeki published their research in Bioorganic & Medicinal Chemistry in 2021. The article was titled 《Discovery of benzo[f]pyrido[4,3-b][1,4]oxazepin-10-one derivatives as orally available bromodomain and extra-terminal domain (BET) inhibitors with efficacy in an in vivo psoriatic animal model》.Electric Literature of C6H13NO The article contains the following contents:

Several compounds I (R1 = H, F; R2 = H, F, Cl, OMe; X = O, S) starting from previously reported pyrido-benzodiazepinone derivative II were designed and synthesized to enhance BRD4 inhibitory activity while avoiding hERG inhibition. Mol. docking studies and structure-activity relationship studies led to the identification of 9-fluorobenzo[f]pyrido[4,3-b][1,4]oxazepin-10-one derivative I (X = O; R1 = F; R2 = H), which exhibited potent BRD4 inhibitory activity with excellent potency in imiquimod-induced psoriasis model mice.trans-4-Aminocyclohexanol(cas: 27489-62-9Electric Literature of C6H13NO) was used in this study.

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).Electric Literature of C6H13NO

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Chang, Zhiqian; Zhu, Huilong; Wu, Changhui; Xing, Junhao; Dou, Xiaowei published their research in Organic & Biomolecular Chemistry in 2021. The article was titled 《A rhodium-catalyzed conjugate addition/cyclization cascade for the asymmetric synthesis of 2-amino-4H-chromenes》.Electric Literature of C6H7BO3 The article contains the following contents:

The enantioselective synthesis of 2-amino-4H-chromenes via the cascade rhodium-catalyzed conjugate addition/hetero Thorpe-Ziegler reaction is reported. Moderate to good yields (up to 98%) and high enantioselectivities (up to 92% ee) were obtained with a chiral diene-coordinated rhodium complex as the catalyst. This protocol remedies the methodol. deficiency in the asym. synthesis of 4-aryl 2-amino-4H-chromenes. In the experiment, the researchers used many compounds, for example, 2-Hydroxyphenylboronic acid(cas: 89466-08-0Electric Literature of C6H7BO3)

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA) has been used to extract β-blockers (a class of aminoalcohol-containing drugs) from aqueous solution, rat, and human plasma. Electric Literature of C6H7BO3

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Lenormand, Anthony; Reyes Mendez, Lucia; Coulomb, Julien published their research in Chemistry – A European Journal in 2021. The article was titled 《Relay-Heck Cross-Coupling Between Alkenyl Halides and Unsaturated Alcohols in the Synthesis of Open-Chain Analogues of Musk Odorant Vulcanolide》.Related Products of 821-41-0 The article contains the following contents:

Unactivated alkenyl iodides and bromides underwent an unprecedented palladium-catalyzed relay-Heck cross-coupling with a whole range of alkenols of different chain lengths linking the alkene and the alc., affording unsaturated aldehydes and ketones in moderate to good yields. In contrast, alkenyl triflates were not suitable partners for this reaction. This method allowed the preparation of open-chain analogs of the musk odorant Vulcanolide, several of which retained key olfactory properties of the parent mol. The experimental process involved the reaction of 5-Hexen-1-ol(cas: 821-41-0Related Products of 821-41-0)

5-Hexen-1-ol(cas: 821-41-0) is a volatile organic compound. Further, it is used to prepare 6-bromo-hex-1-ene by reaction with phosphorus tribromide.Related Products of 821-41-0

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《Nitrile N-oxide-terminated poly(γ-benzyl L-glutamate) (PBLG): synthesis and catalyst-free grafting onto polybutadiene (PBD) and natural rubber (NR)》 was written by Sogawa, Hiromitsu; Takamatsu, Shohei; Tsutsuba, Toyokazu; Takata, Toshikazu. Related Products of 4048-33-3 And the article was included in Polymer Journal (Tokyo, Japan) in 2020. The article conveys some information:

A nitrile N-oxide-functionalized polypeptide was synthesized by a two-step method involving the combination of ring-opening polymerization of an α-amino acid N-carboxyanhydride monomer using a primary amine initiator containing a nitroalkane group and a subsequent terminal conversion. The catalyst-free grafting reaction of the formed functionalized peptide with rubbers containing double bonds was achieved with high efficiency.6-Aminohexan-1-ol(cas: 4048-33-3Related Products of 4048-33-3) was used in this study.

6-Aminohexan-1-ol(cas: 4048-33-3) can undergo cyclization over copper supported on γ-alumina and magnesia to form hexahydro-1H-azepine. It may be used along with glutaric acid to generate poly(ester amide)s with excellent film- and fiber forming properties.Related Products of 4048-33-3

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In 2012,Rice, Kenneth D.; Aay, Naing; Anand, Neel K.; Blazey, Charles M.; Bowles, Owen J.; Bussenius, Joerg; Costanzo, Simona; Curtis, Jeffry K.; Defina, Steven C.; Dubenko, Larisa; Engst, Stefan; Joshi, Anagha A.; Kennedy, Abigail R.; Kim, Angie I.; Koltun, Elena S.; Lougheed, Julie C.; Manalo, Jean-Claire L.; Martini, Jean-Francois; Nuss, John M.; Peto, Csaba J.; Tsang, Tsze H.; Yu, Peiwen; Johnston, Stuart published 《Novel Carboxamide-Based Allosteric MEK Inhibitors: Discovery and Optimization Efforts toward XL518 (GDC-0973)》.ACS Medicinal Chemistry Letters published the findings.Electric Literature of C3H8ClNO The information in the text is summarized as follows:

The ERK/MAP kinase cascade is a key mechanism subject to dysregulation in cancer and is constitutively activated or highly upregulated in many tumor types. Mutations associated with upstream pathway components RAS and Raf occur frequently and contribute to the oncogenic phenotype through activation of MEK and then ERK. Inhibitors of MEK have been shown to effectively block upregulated ERK/MAPK signaling in a range of cancer cell lines and have further demonstrated early evidence of efficacy in the clinic for the treatment of cancer. Guided by structural insight, a strategy aimed at the identification of an optimal diphenylamine-based MEK inhibitor with an improved metabolism and safety profile vs. PD-0325901 led to the discovery of development candidate 1-({3,4-difluoro-2-[(2-fluoro-4-iodophenyl)amino]phenyl}carbonyl)-3-[(2S)-piperidin-2-yl]azetidin-3-ol (XL518, GDC-0973) (I). I exhibits robust in vitro and in vivo potency and efficacy in preclin. models with sustained duration of action and is currently in early stage clin. trials. The results came from multiple reactions, including the reaction of Azetidin-3-ol hydrochloride(cas: 18621-18-6Electric Literature of C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Electric Literature of C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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The author of 《Synthesis and evaluation of water-soluble 2-aryl-1-sulfonylpyrrolidine derivatives as bacterial biofilm formation inhibitors》 were Smolobochkin, Andrey V.; Muravyeva, Ekaterina A.; Vagapova, Liliya I.; Knyazeva, Irina R.; Voronina, Julia K.; Burilov, Alexander R.; Pudovik, Michail A.; Gildebrant, Anastasiya V.; Sazykin, Ivan S.; Sazykina, Marina A.; Gazizov, Almir S.. And the article was published in Chemistry & Biodiversity in 2019. Safety of 4,4-Diethoxybutan-1-amine The author mentioned the following in the article:

The approach to the novel 1-[(2-aminoethyl)sulfonyl]-2-arylpyrrolidines via unique intramol. cyclization/aza-Michael reactions of N-(4,4-diethoxybutyl)ethenesulfonamide have been developed, which benefits from high yields of target compounds, mild reaction conditions, usage of inexpensive and low-toxic reagents, and allows for wide variability in both amine and aryl moieties. Biotesting with whole-cell luminescent bacterial biosensors responding to DNA damage showed that all tested compounds are not genotoxic. Tested compounds differently affect the formation of biofilms by Vibrio aquamarinus DSM 26054. Some of the tested compounds were found to suppress the bacterial biofilms growth and thus are promising candidates for further studies.4,4-Diethoxybutan-1-amine(cas: 6346-09-4Safety of 4,4-Diethoxybutan-1-amine) was used in this study.

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) 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.Safety of 4,4-Diethoxybutan-1-amine

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In 2020,Polymers (Basel, Switzerland) included an article by Nasir, Nur’Izzah Md.; Abdulmalek, Emilia; Zainuddin, Norhazlin. Computed Properties of C6H12O6. The article was titled 《Preparation and optimization of water-soluble cationic sago starch with a high degree of substitution using response surface methodology》. The information in the text is summarized as follows:

Modification and characterizations of cationic sago starch with 3-chloro-2-hydroxypropyl trimethylammonium chloride (CHPTAC) prepared via etherification reaction was reported in this study. The optimization of cationic sago starch modification was performed by utilizing the combination of response surface methodol. and central composite design (RSM/CCD). The effect of each variable and the interaction between the three variables, the concentration of CHPTAC, concentration of the catalyst NaOH, and the reaction times on the degree of substitution (DS) of the product were investigated and modeled. Moderate conditions were employed and a water-soluble cationic sago starch with high DS value was obtained. Based on RSM, the highest DS = 1.195 was obtained at optimum conditions: 0.615 mol of CHPTAC concentration (CHPTAC/SS = 5), 30% w/v NaOH, and 5 h reaction time, at 60°C reaction temperature Furthermore, the cationic sago starch was characterized using Fourier transform IR spectroscopy, FTIR, X-ray diffraction, XRD, and field emission SEM, FESEM. In the part of experimental materials, we found many familiar compounds, such as rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1Computed Properties of C6H12O6)

rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1) is the monohydrate form of the alpha isoform of D-glucopyranose, a synthetic simple monosaccharide that is used as an energy source.Computed Properties of C6H12O6

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Barlow, Thomas; Dipple, Anthony published an article on January 31 ,1998. The article was titled 《Aralkylation of Guanosine with p-Substituted Styrene Oxides》, and you may find the article in Chemical Research in Toxicology.Product Details of 157142-48-8 The information in the text is summarized as follows:

To probe mechanisms of nucleoside aralkylation, product distributions and product stereochemistries were determined in reactions of optically active p-methyl- and p-bromo-styrene oxide with guanosine. The proportion of 7-, N2- and O6-substituted guanosine products was 0.32:0.62:0.06 in neutral, aqueous reactions of the (R) p-methylstyrene oxide and 0.85:0.09:0.04 in reactions with the (R) p-bromostyrene oxide. The exocyclic positions opened The epoxide at the α-carbon. Epoxide ring-opening by the nitrogen at the 7-position showed little preference for the α- or β-carbons in reactions with p-methylstyrene oxide. However, the p-bromostyrene oxide favored reaction at the β-carbon almost 4-fold over reaction at the α-carbon. Almost total inversion of stereochem. was found to occur in reactions at the 7-position. In contrast, the ratio of inversion to retention of configuration in N- and O-substituted products was 2:1 and 1:1 for reactions with the p-methylstyrene oxide and 6:1 and 3:1 for reactions with p-bromostyrene oxide, resp. These experiments suggest that an SN2 mechanism is in effect with reactions at the 7-position, whereas substrates of an increasingly ionic nature are involved in reactions at the N2- and O6- positions, resp. The experimental part of the paper was very detailed, including the reaction process of 2-Amino-2-(4-methylphenyl)ethan-1-ol(cas: 157142-48-8Product Details of 157142-48-8)

2-Amino-2-(4-methylphenyl)ethan-1-ol(cas: 157142-48-8) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Product Details of 157142-48-8

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Application In Synthesis of 3,3,3-Trifluoropropan-1-olOn March 12, 2020, Pettus, Liping H.; Bourbeau, Matthew P.; Bradley, Jodi; Bartberger, Michael D.; Chen, Kui; Hickman, Dean; Johnson, Michael; Liu, Qingyian; Manning, James R.; Nanez, Adrian; Siegmund, Aaron C.; Wen, Paul H.; Whittington, Douglas A.; Allen, Jennifer R.; Wood, Stephen published an article in Journal of Medicinal Chemistry. The article was 《Discovery of AM-6494: A Potent and Orally Efficacious β-Site Amyloid Precursor Protein Cleaving Enzyme 1 (BACE1) Inhibitor with in Vivo Selectivity over BACE2》. The article mentions the following:

β-Site amyloid precursor protein cleaving enzyme 1 (BACE1) is an aspartyl protease that plays a key role in the production of amyloid β (Aβ) in the brain and has been extensively pursued as a target for the treatment of Alzheimer’s disease (AD). BACE2, an aspartyl protease that is structurally related to BACE1, has been recently reported to be involved in melanosome maturation and pigmentation. Herein, we describe the development of a series of cyclopropylthiazines as potent and orally efficacious BACE1 inhibitors. Lead optimization led to the identification of 20, a mol. with biochem. IC50 BACE2/BACE1 ratio of 47. Administration of 20 resulted in no skin/fur color change in a 13-day mouse hypopigmentation study and demonstrated robust and sustained reduction of CSF and brain Aβ40 levels in rat and monkey pharmacodynamic models. On the basis of a compelling data package, 20 (AM-6494) was advanced to preclin. development. The experimental process involved the reaction of 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Application In Synthesis of 3,3,3-Trifluoropropan-1-ol)

3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2) is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.Application In Synthesis of 3,3,3-Trifluoropropan-1-ol

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《Zanthosides A-D: four aromatic glucosides from the leaves of Zanthoxylum ailanthoides》 was written by Teshima, Serika; Yamashita-Higuchi, Yukiko; Sugimoto, Sachiko; Matsunami, Katsuyoshi; Otsuka, Hideaki; Shinzato, Takakazu. Application In Synthesis of rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol And the article was included in Chemical & Pharmaceutical Bulletin on August 31 ,2020. The article conveys some information:

From the leaves of Zanthoxylum ailanthoides, four new phenolic glucosides, termed zanthosides A-D (1-4), were isolated. Their structures were elucidated by means of spectroscopic evidence. Zanthoside A was enzymically hydrolyzed and thus the aglycon obtained was found to be (1′S,2′R)-(-)-trans-decursidinol, isolated from Angelica decursiva. In addition to this study using rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol, there are many other studies that have used rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1Application In Synthesis of rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol) was used in this study.

rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1) is oxidized in various tissues under either aerobic or anaerobic conditions through glycolysis; the oxidation reaction produces carbon dioxide, water, and ATP.Application In Synthesis of rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

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