Alcohols-buliding-blocks

Discovery of 1-{4-[3-Fluoro-4-((3S,6R)-3-methyl-1,1-dioxo-6-phenyl-[1,2]thiazinan-2-ylmethyl)-phenyl]-piperazin-1-yl}-ethanone (GNE-3500): a Potent, Selective, and Orally Bioavailable Retinoic Acid Receptor-Related Orphan Receptor C (RORc or RORγ) Inverse Agonist was written by Fauber, Benjamin P.;Rene, Olivier;Deng, Yuzhong;DeVoss, Jason;Eidenschenk, Celine;Everett, Christine;Ganguli, Arunima;Gobbi, Alberto;Hawkins, Julie;Johnson, Adam R.;La, Hank;Lesch, Justin;Lockey, Peter;Norman, Maxine;Ouyang, Wenjun;Summerhill, Susan;Wong, Harvey. And the article was included in Journal of Medicinal Chemistry in 2015.Category: alcohols-buliding-blocks This article mentions the following:

Retinoic acid receptor-related orphan receptor C (RORc, RORγ, or NR1F3) is a nuclear receptor that plays a major role in the production of interleukin (IL)-17. Considerable efforts have been directed toward the discovery of selective RORc inverse agonists as potential treatments of inflammatory diseases such as psoriasis and rheumatoid arthritis. Using the previously reported tertiary sulfonamide as a starting point, the authors engineered structural modifications that significantly improved human and rat metabolic stabilities while maintaining a potent and highly selective RORc inverse agonist profile. The most advanced δ-sultam compound I possessed favorable RORc cellular potency with 75-fold selectivity for RORc over other ROR family members and >200-fold selectivity over 25 addnl. nuclear receptors in a cell assay panel. The favorable potency, selectivity, in vitro ADME properties, in vivo PK, and dose-dependent inhibition of IL-17 in a PK/PD model support the evaluation of I in preclin. studies. In the experiment, the researchers used many compounds, for example, 3-Amino-3-methylbutan-1-ol (cas: 42514-50-1Category: alcohols-buliding-blocks).

3-Amino-3-methylbutan-1-ol (cas: 42514-50-1) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

S-(Methyl-d₃) Arylsulfonothioates: A Family of Robust, Shelf-stable, and Easily Scalable Reagents for Direct Trideuteromethylthiolation was written by Zhang, Yan;Liu, Wen;Xu, Yuenian;Liu, Yong;Peng, Jiajian;Wang, Minyan;Bai, Ying;Lu, Hua;Shi, Zhuangzhi;Shao, Xinxin. And the article was included in Organic Letters in 2022.Application In Synthesis of 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane This article mentions the following:

A family of electrophilic deuterated methylthiolating reagents, S-(Methyl-d₃) arylsulfonothioates, was developed in two or three steps from cheap d₄-MeOH in high yields. S-(Methyl-d₃) arylsulfonothioates represent a kind of powerful deuterated methylthiolating reagent and allow modular (trideuteromethyl)thiolation with a variety of nucleophiles or electrophiles including aryl(hetero) iodides, boronic acids esters, terminal alkynes, β-ketoester, and oxindole under mild reaction conditions. A structure-reactivity research study was conducted and provided a new avenue for the development of deuterated methylthiolating reagents and efficient methodol. for (trideuteromethyl)thiolation. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Application In Synthesis of 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Application In Synthesis of 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Characteristics of myoglobin degradation by cold plasma and its pro-oxidative activity on lipid in washed fish muscle was written by Ke, Zhigang;Bai, Yiwen;Zhu, Hao;Xiang, Xingwei;Liu, Shulai;Zhou, Xuxia;Ding, Yuting. And the article was included in Food Chemistry in 2022.Related Products of 3391-86-4 This article mentions the following:

In this study, the degradation of myoglobin both in solution and in tuna muscle by cold plasma (CP) was investigated through UV-visible and fluorescence spectroscopy anal., and the effect of the degradation products on lipid oxidation in washed turbot muscle (WTM) was explored. Results showed that heme in myoglobin was degraded upon CP treatment, from which a fluorescent product was formed and iron was released. The degradation products promoted lipid oxidation in WTM during cold storage, in which the released iron played an important role. Results of gas chromatog.-ion mobility spectrometry anal. showed that the contents of 37 volatile compounds in WTM were increased by heme degradation products induced lipid oxidation, including 20 aldehydes, 9 alcs., 5 ketones and 3 furans. This study provides a new insight to the mechanism of lipid oxidation in CP-treated fish during cold storage, as well as guidance for preserving myoglobin-containing foods with CP. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Related Products of 3391-86-4).

Oct-1-en-3-ol (cas: 3391-86-4) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Related Products of 3391-86-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Identification of L-rhamnose in aspenwood was written by Jones, J. K. N.;Schoettler, J. R.. And the article was included in Tappi in 1952.Category: alcohols-buliding-blocks This article mentions the following:

Aspenwood (I) meal was hydrolyzed at 90° with N H₂SO₄; the hydrolyzate, when examined chromatographically showed the presence of xylose, galactose, and arabinose, and possibly glucose, mannose, and glucurone. L-Rhamnose (II) was present in very small amounts (< 1%), and was isolated as the cryst, hydrate, [α]_D 9° (H₂O), which was then converted into the characteristic benzoylhydrazone, m. 188°. Presumably this is the first time that II has been isolated from the hydrolyzate of I. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate (cas: 10030-85-0Category: alcohols-buliding-blocks).

(2R,3R,4S,5S)-2,3,4,5-tetrahydroxyhexanal hydrate (cas: 10030-85-0) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Novel highly efficient absolute optical resolution method by serial combination of two asymmetric reactions from acetylene monomers having racemic substituents was written by Tang, Yanan;Liu, Lijia;Suzuki, Junpei;Teraguchi, Masahiro;Kaneko, Takashi;Aoki, Toshiki. And the article was included in Chirality in 2022.Application of 2216-51-5 This article mentions the following:

For general optical resolution, an optical resolution agent is necessary, and the best agent should be selected for each racemic compound In this study, we will report that a novel optical resolution method by circularly polarized light (CPL) without any optical resolution agents has been developed by serially connecting two enantioselective reactions. These reactions we developed are the enantiomer-selective helix-sense-selective polymerization (ES-HSSP) and helix-sense-selective highly selective photocyclic aromatization (SCAT) by CPL (HS-SCAT). Since this significantly unique EPHS method (EPHS = ES-HSSP + HS-SCAT) does not need any optical resolution agents, any cocatalysts, and solvents for the selective decomposition reaction (HS-SCAT), this process is quite simple and convenient. Since this process does not include any decomposition of the target racemates themselves, both enantiomers could be obtained. The optical yields for isolated compounds that were enantiomerically separated by the EPHS method were very high, for example, 78%ee, 93%ee, and 85%ee for menthol, phenethyl alc., and 2-butanol, resp. In addition, their chem. yields were around 85% to 94%. Therefore, the EPHS method was found to show an excellent performance and can be applied to actual optical resolution for a wide range of racemic compounds This is the first absolute optical resolution by CPL showing high optical and chem. yields and expected to become a practical optical resolution method. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Application of 2216-51-5).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Application of 2216-51-5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Peripherally acting enkephalin analogs. 2. Polar tri- and tetrapeptides was written by Hardy, George W.;Lowe, Lawrence A.;Mills, Gail;Sang, Pang Yih;Simpkin, Dean S. A.;Follenfant, Rhonda L.;Shankley, Clare;Smith, Terence W.. And the article was included in Journal of Medicinal Chemistry in 1989.Safety of 2-(Trifluoromethyl)phenethyl alcohol This article mentions the following:

The design, synthesis, and biol. activity of a series of D-Arg²-enkephalin-derived tetrapeptide amides and tripeptide aralkylamides are reported. These polar analogs were designed to be excluded from the central nervous system, with their action thus limited to peripheral opioid receptors. The effects of the nature of the aromatic ring, aryl ring substitution and aralkylamide chain length on activity were investigated; in a number of cases the N-terminal amino group of Tyr¹ was converted to a guanidino group to further increase hydrophilicity. The peptides were all synthesized by classical solution methodol. The opioid activity of the peptides was assessed in vitro on the guinea pig ileum, and their antinociceptive activity was determined in vivo in chem. induced writhing models (peripheral activity) and in the hot-plate test (central activity) in rodents. The analgesic effects were predominantly mediated in the periphery, as demonstrated by antagonism of antinociception by the peripheral opioid antagonist N-methylnalorphine and by comparison of the activities in the writhing and hot-plate tests. As a class, the tetrapeptides were more potent than the tripeptides; N^α-amidination generally increased activity. A number of compounds exhibited very potent opioid activity and had the desired pharmacol. profile, indicating a high degree of peripheral selectivity. In the experiment, the researchers used many compounds, for example, 2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5Safety of 2-(Trifluoromethyl)phenethyl alcohol).

2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Safety of 2-(Trifluoromethyl)phenethyl alcohol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Enhanced ready biodegradability screening tests for the evaluation of potential PBT substances was written by Gartiser, Stefan;Brunswik-Titze, Andrea;Flach, Felicitas;Junker, Thomas;Saettler, Daniel;Joehncke, Ulrich. And the article was included in Science of the Total Environment in 2022.Application In Synthesis of 2,2′-Oxybis(ethan-1-ol) This article mentions the following:

In persistence assessment enhanced ready biodegradation tests (eRBT) are aimed to close the gap between screening tests and complex simulation tests. However, only few data from these tests are available and neither guidance on the design and interpretation of eRBTs, nor suitable validity criteria have been established so far. In a practical testing program 5 compounds with controversial degradation data have been tested in 4 test series including prolongation to 60 days and use of different inocula (activated sludge, final effluent from a STP), flask sizes, and endpoints (CO₂, O₂, DOC). The drug ibuprofen and the intermediate 4-fluorophenol were biodegraded by >60% within 28 days within a 10-day-window and therefore are considered as readily biodegradable and in conclusion fulfilling the criteria for “not persistent”. The mean mineralization of the pesticide synergist piperonylbutoxide and the antioxidant octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate achieved 20%-50% (=”potentially P”). The mineralization of the cosmetic ingredient cis-13-docosenonamide (Erucamide) was between 36%-64% after 60 days with activated sludge and 21% with the effluent from the STP. Diethylene glycol reached the pass level of 60% mineralization within 28 days in all test series without always meeting the 10-day window, and thus proved to be a suitable reference substance for eRBTs. Based on the results of the study several recommendations for the test design, the evaluation and the interpretation of eRBTs are made. However, a broader data set is required and further enhancements such as the quality and amount of the inoculum should also be considered in future research. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6Application In Synthesis of 2,2′-Oxybis(ethan-1-ol)).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Application In Synthesis of 2,2′-Oxybis(ethan-1-ol)

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis of N-protected serine ethers as precursors of new photoactivatable amino acids cleavable by hydrogenolysis was written by Dugave, Christophe;Kessler, Pascal;Colas, Christophe;Hirth, Christian. And the article was included in Tetrahedron Letters in 1994.Name: 3-(Hydroxymethyl)-4-nitrophenol This article mentions the following:

Protected serine amino(hydroxy)benzyl ethers I (Boc = Me₃CO₂C, Fmoc = 9-fluorenylmethoxycarbonyl, MEM = 2-methoxyethoxymethyl) were synthesized. Spectral characteristics of the corresponding photoactivatable 4-diazocyclohexa-2,5-dienones II were determined In the experiment, the researchers used many compounds, for example, 3-(Hydroxymethyl)-4-nitrophenol (cas: 60463-12-9Name: 3-(Hydroxymethyl)-4-nitrophenol).

3-(Hydroxymethyl)-4-nitrophenol (cas: 60463-12-9) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Name: 3-(Hydroxymethyl)-4-nitrophenol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Mechanically improved sol-gel derived methacrylate-siloxane hybrid materials with urethane linkage was written by Kim, Yun Hyeok;Choi, Gwang-Mun;Kim, Yong Ho;Bae, Byeong-Soo. And the article was included in Journal of Sol-Gel Science and Technology in 2019.Formula: C16H26O7 This article mentions the following:

UV-curable and highly condensed (>86%) methacrylate Ph oligo-siloxane (MPO) was synthesized by non-hydrolytic sol-gel condensation reaction between methacrylate and Ph silane precursor. The MPO resin was then cured by an UV-initiated free-radical polymerization to fabricate a transparent (>90% at 550 nm) methacrylate-siloxane hybrid material (methacrylate hybrimer). An urethane butanediol dimethacrylate (UBDM) monomer was synthesized as a cross-linker into the methacrylate hybrimer networks without micro-phase separation The UBDM increased methacrylate conversion and mech. properties due to the hydrogen bonding of the urethane linkage. The hardness, modulus, and strength were improved by UBDM insertion, the flexibility was even increased with 140% elongation, compared to neat MH. In addition, a storage modulus related to the thermo-mech. properties was also enhanced by a denser cross-linkage with the urethane linkage. In the experiment, the researchers used many compounds, for example, ((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) (cas: 109-17-1Formula: C16H26O7).

((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) (cas: 109-17-1) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Formula: C16H26O7

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Valorization of tomato pomace: extraction of value-added components by deep eutectic solvents and their application in the formulation of cosmetic emulsions was written by Vasyliev, Georgii;Lyudmyla, Khrokalo;Hladun, Kateryna;Skiba, Margarita;Vorobyova, Viktoria. And the article was included in Biomass Conversion and Biorefinery in 2022.Formula: C3H8O2 This article mentions the following:

Deep eutectic solvents (DESs) have been explored as an alternative to hazardous solvents to extract phenolic compounds The aim of this work was estimate the performance of choline chloride-based DESs regarding the extraction of phenolic compounds of tomato pomace and determination of their antioxidant activity. Green choline chloride-based DESs coupled with ultrasound-assisted extraction were performed to extract The solvents were choline chloride:1,2-propanediol (1:2 v/w):water (10% weight/weight) and choline chloride:lactic acid (1:2 v/w):water (10% weight/weight). The phytochem. constituents of tomato pomace extracts were verified with a combination of high-performance liquid chromatog. coupled to diode-array detection and tandem mass spectrometry (HPLC-DAD-MS). The total antioxidant activity of the extracts was assessed using phosphomolybdenum (PM) method. The redox behavior of tomato pomace extracts was evaluated by means of cyclic voltammetry. The DES-based tomato pomace extracts were used as the antioxidant agent to develop a natural cosmetic formulation (colloidal solutions). The -potential, colloidal stability, and the antioxidant, antimicrobial, and antifungal activity were studied. The antioxidant activity of the cosmetic emulsions has been studied by means of cyclic voltammetry. The tomato pomace extracts contain significant quantity of phenolic acids and flavanols (26-37% of the total compounds). Chlorogenic acid was detected as the main phenolic compound in tomato pomace extracts (ranging from 37.23 to 52.33μg/g). The total antioxidant power of the extracts varies in the range at 408 to 511.18μg/g extract Choline chloride-based DESs have low values of oxidation potentials. Zeta-potential of obtained colloidal solutions (cosmetic formulation) varies from – 0.0102 to – 0.0594 mV indicating the moderate stability of obtained cosmetic emulsions. The following ranking of antioxidants was obtained: cosmetic emulsions with extract obtained by choline chloride:lactic acid deep eutectic solvent > cosmetic emulsions with extract obtained by choline chloride:1,2-propanediol deep eutectic solvent. Antibacterial and antifungal activity of the cosmetic emulsions with DES extracts relative to Gram-pos. (Bacillus subtilis), Gram-neg. (Escherichia coli), and Candida albicans wound pathogens were studied. Thus the DESs could serve as solvents to produce a phenolic-rich tomato extract could be readily applicable to cosmetic formulations. In the experiment, the researchers used many compounds, for example, 1,2-Propanediol (cas: 57-55-6Formula: C3H8O2).

1,2-Propanediol (cas: 57-55-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Formula: C3H8O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts