Month: January 2023

Conformationally restricted indolopiperidine derivatives as potent CCR2B receptor antagonists was written by Witherington, J.;Bordas, V.;Cooper, D. G.;Forbes, I. T.;Gribble, A. D.;Ife, R. J.;Berkhout, T.;Gohil, J.;Groot, P. H. E.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2001.Electric Literature of C12H23NO3 This article mentions the following:

The preparation and biol. evaluation of a series of indolopiperidine CCR2B receptor antagonists possessing a conformationally restricted C-5 linker chain in combination with a restricted piperidine ring are described. Compared to the parent compound, the analog I shows a dramatic improvement in selectivity against a range of 5-HT and dopaminergic receptors. In the experiment, the researchers used many compounds, for example, tert-Butyl (cis-4-(hydroxymethyl)cyclohexyl)carbamate (cas: 223131-01-9Electric Literature of C12H23NO3).

tert-Butyl (cis-4-(hydroxymethyl)cyclohexyl)carbamate (cas: 223131-01-9) 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. 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.Electric Literature of C12H23NO3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cobalt-Catalyzed Sustainable Synthesis of Benzimidazoles by Redox-Economical Coupling of o-Nitroanilines and Alcohols was written by Das, Sanju;Mallick, Samrat;De Sarkar, Suman. And the article was included in Journal of Organic Chemistry in 2019.Computed Properties of C7H6Cl2O This article mentions the following:

This study reveals cobalt-catalyzed sustainable synthesis of benzimidazoles by redox-economical coupling of o-nitroanilines and alcs. The major advantage of this report is the use of a com. available cheap cobalt catalyst to produce a wide variety of 2-substituted benzimidazoles by hydrogen autotransfer without using any addnl. external redox reagent and costly ligand system. A thorough mechanistic insight of the reaction is proposed by performing a series of control experiments In the experiment, the researchers used many compounds, for example, (2,4-Dichlorophenyl)methanol (cas: 1777-82-8Computed Properties of C7H6Cl2O).

(2,4-Dichlorophenyl)methanol (cas: 1777-82-8) 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.Computed Properties of C7H6Cl2O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Porous Chiral Metal-Organic Framework InH(D-C₁₀H₁₄O₄)₂ with Anionic-Type Diamond Network for High-Resolution Gas Chromatographic Enantioseparations was written by Xie, Sheng-Ming;Zhang, Xin-Huan;Zhang, Ze-Jun;Yuan, Li-Ming. And the article was included in Analytical Letters in 2013.Recommanded Product: (R)-2-Aminobutan-1-ol This article mentions the following:

Metal-organic frameworks have large surface area, highly ordered pore structure and good chem. stability. A porous chiral metal-organic framework InH(D-C₁₀H₁₄O₄)₂(D-C₁₀H₁₄O₄ = D-(+)-camphoric acid) with a left-handed helical channel assembled from D-(+)-camphoric acid was used as chiral stationary phase in GC. InH(D-C₁₀H₁₄O₄)₂-coated open tubular columns with different inner diameters or lengths were prepared by a dynamic coating method for high-resolution GC separation of various types of organic compounds, including racemates, isomers, alkanes, alcs., and Grob’s test mixture Their column efficiency, polarity, and selectivity were studied. The stationary phase has excellent selectivity and also possesses good recognition ability toward these organic compounds, especially for chiral compounds In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3Recommanded Product: (R)-2-Aminobutan-1-ol).

(R)-2-Aminobutan-1-ol (cas: 5856-63-3) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. 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.Recommanded Product: (R)-2-Aminobutan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Plant components. XII. Acid-catalyzed conversions of monoterpenes was written by Geyer, Sigrid;Zieger, Werner;Mayer, Roland. And the article was included in Zeitschrift fuer Chemie in 1966.Application of 2451-01-6 This article mentions the following:

Reactions of monoterpenes with acidic dehydrating reagents were reexamined and the qual. and the approx. quant. composition of the reaction products was determined by distillation, gas chromatog., spectroscopy, and thin-layer chromatog. All these reactions were assumed to proceed by the formation of different C₁₀ carbonium ions. Hydration occurred under mild conditions and dehydration and isomerization under more severe conditions. The most stable compounds were α-terpinene (I), isoterpinolene (II), and p-cymene (III). When an endocyclic or exocyclic double bond could arise from proton splitting, the endocyclic double bond was predominant in the 6-membered ring and the exocyclic double bond in the 5-membered ring. Transition of acyclic and bicyclic to monocyclic compounds occurred readily, but the opposite transition was not observed The following compounds were formed on treating the different monoterpenes with 10% (A), 30% (B), and 50% H₂SO₄ (C), 10% (D), 30% (E), and 50% H₃PO₄ (F) at different temperatures: Dipentene (IIIa) gave no reaction with A, B, and C at 20°, but at 60° 5% I, and 5% terpinolene (IV) + II were formed with B, and 10% I, 10% γ-terpinene (V) + III, and 10% II formed with C. At 100° were formed I 10, V + III 10, IV + II 10%, and traces of 1,8-cineole (VI) (?) with A; I 20, V + III 25, and II 10% with B; I 30, V + III 25, IV 5, and II 15% with C. Reaction of V with F at 100° gave I 10, III 10, II 5%, and traces of IV. α-Terpineol gave terpin hydrate (VII) 8, IIIa 5, I 15, V 10, III 25, II 5, and VI 25% with C at 20°, β-terpineol gave IIIa 10, I 30, V 15, III 15, IV 10, II 20%, and traces of p-menthane and p-mentha-3,8(9)-diene at 60° with C. Reaction of VII with E at 100° gave IIIa 15, I 15, V + III 30, IV 15, II 5, and VI 15%. Tables for reaction conditions and products formed from camphene, camphene hydrate, methylcamphenilol, α-pinene, borneol, isoborneol, and α-fenchol with A-E were given. In the experiment, the researchers used many compounds, for example, rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6Application of 2451-01-6).

rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Application of 2451-01-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Characterization of Warmed-Over Flavor Compounds in Surimi Gel Made from Silver Carp (Hypophthalmichthys molitrix) by Gas Chromatography-Ion Mobility Spectrometry, Aroma Extract Dilution Analysis, Aroma Recombination, and Omission Studies was written by An, Yueqi;Wen, Li;Li, Wenrong;Zhang, Xuezhen;Hu, Yang;Xiong, Shanbai. And the article was included in Journal of Agricultural and Food Chemistry in 2022.Quality Control of Oct-1-en-3-ol This article mentions the following:

The warmed-over flavor (WOF) in surimi gels was characterized by gas chromatog.-ion mobility spectrometry, aroma extract dilution anal., aroma recombination, and omission studies. Surimi gels with different WOF levels were prepared by different gelling temperatures, and surimi gels heated at 90, 100, and 121°C were considered as the samples with light, strong, and medium WOF, resp. Based on the quantification and odor activity values, 14 aldehydes, 2 ketones, 3 alcs., 2 benzene-containing compounds, 2 N-containing compounds, 3 S-containing compounds, 3 lactones, undecanoic acid, and 4-methylphenol were recombined to build a spiked model for surimi gels with the strongest WOF, which showed the highest similarity with the original sample. Finally, a triangle test involving omission of the aroma compounds from the spiked model proved that the WOF in surimi gels was attributed to (E,E)-2,4-decadienal, heptanal, octanal, nonanal, decanal, (E)-2-nonenal, (E)-2-octenal, (E)-2-decenal, (E,E)-2,4-heptadienal, 2,3-pentanedione, 2,6-dimethylpyrazine, 2-propylpyridine, benzothiazole, 2-methoxybenzenethiol, and 2-furfurylthiol. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Quality Control of Oct-1-en-3-ol).

Oct-1-en-3-ol (cas: 3391-86-4) 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. 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.Quality Control of Oct-1-en-3-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Facile design of degradable poly(β-thioester)s with tunable structure and functionality was written by Zaquen, Neomy;Wenn, Benjamin;Ranieri, Kayte;Vandenbergh, Joke;Junkers, Tanja. And the article was included in Journal of Polymer Science, Part A: Polymer Chemistry in 2014.Computed Properties of C10H14O5 This article mentions the following:

The synthesis of a range of linear biodegradable poly(β-thioester)s, PBTs, via hexylamine-catalyzed thiol-ene Micheal additions between a variety of diacrylate and dithiol monomers is described. Mol. weights up to 12,000 g mol^-1 are obtained for this new class of polymer materials. PBTs featuring very different chem. and mech. behavior are obtained on the basis of seven diacrylate and three dithiol monomers. Polar PBTs are synthesized based on ethylene glycol-containing monomers in an environmentally friendly solvent. Furthermore, PBTs containing urethane units in the main chain are obtained, providing access to an isocyanate-free polyurethane polymerization method. The thiol-ene addition approach can also be used to couple polystyrene oligomers synthesized from a bifunctional trithiocarbonate reversible addition fragmentation transfer agent. In this way, PBTs featuring polystyrene segments as well as diacrylate segments are produced. In general for these step-growth polymerizations, by tuning the stoichiometric monomer ratio, a desired end group functionality can be quant. introduced into the PBT, which is demonstrated via soft ionization mass spectrometry anal. As an example, alkyne end groups have been built in, giving access to use these materials in modular polymer design strategies. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014. In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8Computed Properties of C10H14O5).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. 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.Computed Properties of C10H14O5

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Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Triarylethylene-indolin-2,3-dione molecular conjugates: design, synthesis, docking studies and anti-proliferation evaluation was written by Kumar, Sumit;Palma, Gabriella;Perumal, Shanen;Kaur, Mandeep;Singh-Pillay, Ashona;Raj, Raghu;Singh, Parvesh;Kumar, Vipan. And the article was included in RSC Advances in 2019.Name: (Z)-2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)ethan-1-ol This article mentions the following:

A series of 1H-1,2,3-triazole-linked ospemifene-isatin and O-methylated ospemifene-isatin conjugates I (R¹ = H, Br, Cl, F; R² = H, Br; X = C(O), 1,3-dioxolan-2-ylidene; Y = Me, 2-hydroxyethyl) were synthesized and assayed for their anti-proliferative activities against estrogen-responsive as well as estrogen-non-responsive cells. The non-cytotoxic conjugate I (R¹ = R² = Br; X = C(O); Y = 2-hydroxyethyl), with an optimal combination of bromo substituents at the C-5/C-7 positions of isatin, proved to be a promising hit with an IC₅₀ value of 31.62μM against MCF-7 and 19.23μM against MDA-MB-231. The observed anti-proliferative activities of active conjugates I were further corroborated via docking studies carried out on estrogen receptor subtypes α and β. In the experiment, the researchers used many compounds, for example, (Z)-2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)ethan-1-ol (cas: 128607-22-7Name: (Z)-2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)ethan-1-ol).

(Z)-2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)ethan-1-ol (cas: 128607-22-7) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. 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.Name: (Z)-2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)ethan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The coumarin osthole is a non-electrophilic agonist of TRPA1 was written by Torres, Karen V.;Pantke, Sebastian;Rudolf, Daniel;Eberhardt, Mirjam M.;Leffler, Andreas. And the article was included in Neuroscience Letters in 2022.Computed Properties of C10H14O This article mentions the following:

The naturally occurring coumarin osthole has antipruritic properties, and recent reports suggest that this effect is due an inhibition or desensitization of the cation channels TRPV1 and TRPV3. Osthole was also suggested to activate TRPA1, an effect that should rather be pruritic than antipruritic. Here we characterized the effects of osthole on TRPA1 by means of ratiometric calcium imaging and patch clamp electrophysiol. In HEK 293 expressing human (h) TRPA1, osthole induced a concentration-dependent increase in intracellular calcium that was inhibited by the TRPA1-inhibitor A967079. In mouse dorsal root ganglion (DRG) cells, osthole induced a strong calcium-influx that was partly mediated by TRPA1. Osthole evoked fully reversible membrane currents in whole-cell as well as cell-free inside-out recordings on hTRPA1. Osthole failed to activate the mutant hTRPA1-S873V/T874L, a previously described binding site for the non-electrophilic TRPA1-agonists menthol and carvacrol. The combined application of osthole and carvacrol diminished channel activation, suggesting a competitive binding. Finally, osthole failed to activate TRPM8 and TRPV4 but induced a modest activation of hTRPV1 expressed in HEK 293 cells. We conclude that osthole is a potent non-electrophilic agonist of TRPA1. The relevance of this property for the antipruritic effects needs to be further explored. In the experiment, the researchers used many compounds, for example, 5-Isopropyl-2-methylphenol (cas: 499-75-2Computed Properties of C10H14O).

5-Isopropyl-2-methylphenol (cas: 499-75-2) 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. 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.Computed Properties of C10H14O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

NNO Pincer Ligand-Supported Palladium(II) Complexes: Direct Synthesis of Quinazolines via Acceptorless Double Dehydrogenative Coupling of Alcohols was written by Sundarraman, Balaji;Rengan, Ramesh;Semeril, David. And the article was included in Organometallics in 2022.Formula: C7H7ClO This article mentions the following:

A sustainable approach for the synthesis of substituted quinazolines by sequential acceptorless dehydrogenative coupling of 2-aminobenzyl alc. with alcs. using new Pd(II)-NNO pincer-type complexes as catalysts is reported. Air-stable Pd(II) complexes [Pd(L)(PPh₃)] (L = 4-substituted Me-2-pyrrolyl benzhydrazone ligands) were synthesized, and their compositions were recognized by anal. and spectral methods (FTIR, NMR, and high-resolution mass spectrometry (HRMS)). Single-crystal x-ray crystallog. confirmed the tridentate coordination of the ligands and the existence of square-planar geometry around the metal ion. A wide range of substituted quinazoline derivatives was synthesized from double dehydrogenation of benzyl alcs. using 1.5 mol % catalyst loading with a maximum of 93% yield. The formation of aminobenzaldehyde and benzaldehyde intermediates via a double dehydrogenative coupling reaction was confirmed by control experiments In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Formula: C7H7ClO).

(4-Chlorophenyl)methanol (cas: 873-76-7) 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. 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.Formula: C7H7ClO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A simple one-pot procedure for the direct conversion of alcohols to azides via phosphate activation was written by Yu, Chengzhi;Liu, Bin;Hu, Longqin. And the article was included in Organic Letters in 2000.Formula: C9H9F3O This article mentions the following:

A one-pot procedure was developed to prepare alkyl azides from the corresponding alkanols using bis(2,4-dichlorophenyl)phosphate activation. 4-(Dimethylamino)pyridine was used as a base, and phosphorylpyridinium azide is believed to be the activating agent under this condition. In the experiment, the researchers used many compounds, for example, 2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5Formula: C9H9F3O).

2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5) 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. 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: C9H9F3O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts