Month: December 2022

Brun, Elodie published the artcileTotal Synthesis of (+)-Cryptocaryol A Using a Prins Cyclization/Reductive Cleavage Sequence, Synthetic Route of 57044-25-4, the publication is Journal of Organic Chemistry (2015), 80(17), 8668-8676, database is CAplus and MEDLINE.

The total synthesis of (+)-cryptocaryol A (I) was achieved in 20 steps from (R)-glycidol. The key steps were a Prins cyclization/reductive cleavage sequence to construct the C5-C11 polyol fragment, a diastereoselective aldol reaction to control the stereogenic center at C13, and a stereocontrolled reduction to introduce the stereogenic center at C15.

Journal of Organic Chemistry published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Synthetic Route of 57044-25-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Di Caprio, Nikolas published the artcileCollagen Stiffness and Architecture Regulate Fibrotic Gene Expression in Engineered Adipose Tissue, Quality Control of 70539-42-3, the publication is Advanced Biosystems (2020), 4(6), 1900286, database is CAplus and MEDLINE.

Adipose tissue (AT) has a dynamic extracellular matrix (ECM) surrounding adipocytes that allows for remodeling during metabolic fluctuations. During the progression of obesity, AT has increased ECM deposition, stiffening, and remodeling, resulting in a pro-fibrotic dysfunctional state. Here, the incorporation of ethylene glycol-bis-succinic acid N-hydroxysuccinimide ester (PEGDS) allows for control over 3D collagen hydrogel stiffness and architecture to investigate its influence on adipocyte metabolic and fibrotic function. Upon stiffening and altering ECM architecture, adipocytes did not alter their expression of key adipokines, leptin, and adiponectin. However, they do increase actin cytoskeletal fiber formation, pro-fibrotic gene expression, ECM deposition, and remodeling within a stiffer, 3D collagen hydrogel. For example, COL6A3 gene expression is upregulated approx. twofold, resulting in increased deposition of pericellular collagen VI alpha 3 surrounding adipocytes. Furthermore, inhibition of actin contractility results in a reversal of pro-fibrotic gene expression and ECM deposition, indicating that adipocytes are mediating mech. cues through actin cytoskeletal networks. This study demonstrates that ECM stiffness and architecture plays a critical regulatory role in adipocyte fibrotic function and contributes to the overall pro-fibrotic dysfunctional state of AT during the progression of obesity and AT fibrosis.

Advanced Biosystems published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Quality Control of 70539-42-3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Clemens, Jennifer published the artcileSelective N2-Alkylation of 1H-Indazoles and 1H-Azaindazoles, SDS of cas: 20117-47-9, the publication is Synthesis (2022), 54(14), 3215-3226, database is CAplus.

A general and selective procedure for the N2-alkylation of 1H-indazoles and 1H-azaindazoles is presented. Promoted by either trifluoromethanesulfonic acid or copper(II) triflate, diverse 1H-indazoles/azaindazoles are selectively alkylated with varied primary, secondary, and tertiary alkyl 2,2,2-trichloroacetimidates at the N2-nitrogen to afford the corresponding 2-alkyl-2H-indazoles/azaindazoles. Forty-one examples are included along with a discussion of reaction optimization, scope, and mechanism.

Synthesis published new progress about 20117-47-9. 20117-47-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic cyclic hydrocarbon,Alcohol, name is 1-Methylcyclobutan-1-ol, and the molecular formula is C5H10O, SDS of cas: 20117-47-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Morlock, Gertrud E. published the artcileEffect-Directed Profiling of Monofloral Honeys from Ethiopia by High-Performance Thin-Layer Chromatography and High-Resolution Mass Spectrometry, HPLC of Formula: 90-64-2, the publication is Molecules (2022), 27(11), 3541, database is CAplus and MEDLINE.

Ethiopian honey is used not only as food but also for treatment in traditional medicine. For its valorization, bioactive compounds were analyzed in nine types of monofloral Ethiopian honey. Therefore, a non-target effect-directed profiling was developed via high-performance thin-layer chromatog. combined with multi-imaging and planar effect-directed assays. Characteristic bioactivity profiles of the different honeys were determined in terms of antibacterial, free-radical scavenging, and various enzyme inhibitory activities. Honeys from Hypoestes spp. and Leucas abyssinica showed low activity in all assays. In contrast, others from Acacia spp., Becium grandiflorum, Croton macrostachyus, Eucalyptus globulus, Schefflera abyssinica, Vernonia amygdalina, and Coffea arabica showed more intense activity profiles, but these differed depending on the assay. In particular, the radical scavenging activity of Croton macrostachyus and Coffea arabica honeys, the acetylcholinesterase-inhibiting activity of Eucalyptus globulus and Coffea arabica honeys, and the antibacterial activity of Schefflera abyssinica honey are highlighted. Bioactive compounds of interest were further characterized by high-resolution mass spectrometry. Identifying differences in bioactivity between mono-floral honey types affects quality designation and branding. Effect-directed profiling provides new insights that are valuable for food science and nutrition as well as for the market, and contributes to honey differentiation, categorization, and authentication.

Molecules published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, HPLC of Formula: 90-64-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Braude, M. B. published the artcileChemical structure and anthelmintic activity. V. Analogs of the anthelmintics neftamon and difezil, SDS of cas: 3818-50-6, the publication is Khimiko-Farmatsevticheskii Zhurnal (1975), 9(10), 12-14, database is CAplus.

I (R = H, 4-Cl, 2-MeCO2, 4-Me; X = CO2, OCH2CO2, CO; R1 = Ph, 2,3,5-HO(Ac)(Cl)C6H2, CH2COPh; A = Cl, p-ClC6H4SO3, iodo, hydroxynaphthoate) were prepared in 56.5-100% yield by standard methods. RCO2CH2CH2NMe2 (R = Ph, p-ClC6H4, p-ClC6H4OCH2) were prepared in 88-95% yield. I (R = H, X = CO2, R1 = Ph, 2,3,5-HO(Ac)(Cl)C6H2) at 0.4-0.6 g/kg in mice infected with Trichocephalus muris were less effective and more toxic than neftamon and difezil. The introduction of an acetoxy group in position 2 and a halo group in position 4 lowered the toxicity and effectiveness.

Khimiko-Farmatsevticheskii Zhurnal published new progress about 3818-50-6. 3818-50-6 belongs to alcohols-buliding-blocks, auxiliary class Anti-infection,Antiparasitic, name is N-Benzyl-N,N-dimethyl-2-phenoxyethanaminium 3-hydroxy-2-naphthoate, and the molecular formula is C28H29NO4, SDS of cas: 3818-50-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gross, Hans published the artcileα-Halo ethers. XII. Preparation of N-substituted pyrroles from 2,5-dicblorotetrahydrofuran, Product Details of C10H9NO, the publication is Chemische Berichte (1962), 2270-5, database is CAplus.

cf. CA 56, 12838b. 2,5-Di-Cl (I), 2,5-di-PrO (II), 2,5-di-AcO (III), and 2,5-di-BzO (IV) derivatives of tetrahydrofuran with primary amino derivatives gave in good yields the corresponding N-substituted pyrroles. The appropriate amine (0.065-0.07 mole) in 5 cc. dry dioxane treated dropwise with shaking during 1 min. with 2.82 g. I, boiled briefly, diluted after 15 min. with 20 cc. H₂O, and steam distilled, and the distillate extracted with Et₂O yielded the corresponding pyrrole; method A. The appropriate primary amine (0.015-0.018 mole) in 5 cc. dry C₅H₅N treated dropwise with 1.41 g. I, diluted with 50 cc. H₂O, acidified weakly with dilute HCl, and steam distilled or filtered gave the corresponding pyrrole derivative; method B. II (1.88 g.) and 0.013-0.015 mole amine and a granule of p-MeC₆H₄SO₃H refluxed a few min. with the removal of the PrOH, cooled, diluted with dilute AcOH, and filtered or steam distilled gave the corresponding pyrrole; method C; the runs with o-C₆H₄(NH₂)₂, p-HOC₆H₄NH₂, and p-O₂NC₆H₄NH₂ were refluxed 5-10 min. with 3 cc. AcOH instead of the p-MeC₆H₄SO₃H. III (1.88 g.) and 0.013-0.015 mole amine in 5 cc. AcOH refluxed 5 min., cooled, diluted with 50 cc. H₂O, and filtered gave the corresponding pyrrole; method D; the crude products from the runs with 2.21 g. IV were stirred with dilute NH₄OH and filtered; in the run with IV and cyclohexylamine the product was isolated by steam distillation By these methods were prepared the following 1-substituted pyrroles (1-substituent, m.p. or b.p./mm., % yield, starting material, and method used are given): Bu, 62-3°/18 (n²²_D 1.4734), 53, I, A; C₇H₁₅, 104.5-7.5°/12 (n²²_D 1.4717), 50, I, A; cyclohexyl (V), 95°/10 (n²¹_D 1.5125), 54, I, A; V, –, 50D, IV; PhCH₂, 116-19°/11 (n¹⁹_D 1.5690), 53, I, A; Ph, 61-2°, 64, I, B; Ph, –, 85, II, C; Ph, –, 65, IV, D; p-MeC₆H₄ (VI), 80-2°, 76, I, B; VI, –, 93, II, C; VI, –, 84, III, D; VI, –, 89, IV, D; 1-C₁₀H₇, 40°, 57, III, D; p-HOC₆H₄, 119-21°, 81, II, C; p-MeOC₆H₄ (VII), 111-13°, 65, I, B; VII, –, 57, II, C; VII, –, 68, III, D; VII, –, 68, IV, D; o-H₂NC₆H₄, 97-9°, 57, II, C; p-O₂NC₆H₄ (VIII), 180-1°, 87, II, C; VIII, –, 83, III, D; VIII, –, 96, IV, D; PhOCO, 46-7°, 28, II, C. H₂NCH₂CO₂Et (IX) (3.2 g.) in 5 cc. dioxane treated dropwise with stirring and cooling with 1.41 g. I during 2 min., warmed after 20 min., kept 3 hrs. at room-temperature, diluted with 40 cc. H₂O, and extracted with Et₂O, and the residue from the extract shaken 2 hrs. with concentrated NH₄OH and evaporated after 24 hrs. yielded 750 mg. 1-pyrrylacetamide, m. 166-7° (EtOAcEt₂O-petr. ether). IX treated in the usual manner with I, shaken 2 hrs. with aqueous N₂H₄, and kept 24 hrs. at room temperature yielded 36% 1-pyrrylacethydrazide, m. 119-21° (EtOAc-Et₂O-petr. ether). MeCH(NH₂)CO₂Et (1.7 g.) in 5 cc. C₅H₅N with 1.41 g. I and then with concentrated NH₄OH yielded 30% α-(1-pyrryl)propionamide, m. 90-2° (EtOAc-Et₂O-petr. ether). AcNH₂ (3.8 g.) in 10 cc. warm Me₂CO treated dropwise with 2.82 g. I, refluxed 20 min. with stirring, filtered, and evaporated, and the residue steam distd, gave 20% 1-acetylpyrrole, b₁₂ 70-1°, n²¹_D 1.5107. BzNH₂ (3 g.) in 20 cc. dioxane treated with about 2 g. Na₂SO₄, refluxed 10 min. with 2.82 g. I, cooled, diluted with 80 cc. H₂O, and extracted with Et₂O, and the residue steam distilled gave 1.0 g. colorless oil which boiled briefly with dilute aqueous NaOH and acidified gave 0.66 g. BzOH; the crude oily product consisted of at least 92% of 1-benzoylpyrrole. PhCH₂CONH₂ (1.4 g.) in 10 cc. MePh and 1.41 g. I refluxed 3 min., cooled, washed, and evaporated gave 0.77 g. 1-phenylacetylpyrrole, m. 72-4°. O-Butylurethan (2.4 g.) in 15 cc. MePh refluxed 3 min. with 2.82 g. I, the mixture worked up in the same manner, and the crude product steam distilled yielded 49% 1-carbobutoxypyrrole, b₁₂ 97°, n²¹ 1.4670. PhNHNH₂ and I (1.1 mole equivalent) gave by method B (CH₂CH:NNHPh)₂, yellowish leaflets, m. 123-4° (80% EtOH). PhCH₂O₂CNHNH₂ and I gave similarly (CH₂CH:NNHCO₂CH₂Ph)₂, needles, m. 219-21° (HCONMe₂).

Chemische Berichte published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Schade, W. published the artcilePolyfunctionalized nitrogen-containing surfactants. IV. Synthesis of hydroxy- and chlorine substituted alkylamines – structure dependence of the extraction of zinc ions from hydrochloric acid, HPLC of Formula: 4543-95-7, the publication is Journal fuer Praktische Chemie (Leipzig) (1983), 325(3), 364-74, database is CAplus.

RNHCH₂CH(OH)Me (R = C₁₀, C₁₂, C₁₄, C₁₆ n-alkyl); RNH(CH₂)₃OH (R = C₁₀, C₁₁, C₁₂, C₁₄, C₁₆, C₁₈ n-alkyl), R₂N(CH₂)₃OH (R = C₁₀, C₁₁, C₁₂, C₁₄, C₁₆ n-alkyl), RNH(CH₂)₄OH (R = C₆, C₈, C₁₀, C₁₂, C₁₄, C₁₆ n-alkyl), R¹R²NPr (R¹ = decyl, R² = H, Me, Pr, decyl; R¹ = dodecyl, R² = Pr, dodecyl), R¹NHBu (R¹ = C₁₀, C₁₂, C₁₄, C₁₆ n-alkyl), RNH(CH₂)_mCl.HCl (R = Bu, hexyl, octyl, decyl, dodecyl, n = 3, 4; R = decyl, dodecyl, n = 2), R¹R²NCH₂CH₂OH (R¹ = dodecyl, R² = H, dodecyl), [Me(CH₂)₁₁]₂N(CH₂)₄OH, Me(CH₂)₉NR(CH₂)₃OH (R = Me, Pr), and Me(PhCH₂)N⁺R(CH₂)₃OH Cl^– (R = octyl, dodecyl) were prepared by known procedures and tested for their extraction power for Zn²⁺. The extractability of Zn²⁺ increases secondary < tertiary < quaternary amine function, is independent of the length of the longest alkyl chain between 10 and 16 cations, and increases with a given substituent in the order OH â‰?H < Cl. Generally, there were only small differences among most of the amines studied.

Journal fuer Praktische Chemie (Leipzig) published new progress about 4543-95-7. 4543-95-7 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 4-(Butylamino)butan-1-ol, and the molecular formula is C8H19NO, HPLC of Formula: 4543-95-7.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gitis, Vitaly published the artcileOrganosilane oxidation by water catalysed by large gold nanoparticles in a membrane reactor, Recommanded Product: Triethylsilanol, the publication is Catalysis Science & Technology (2014), 4(7), 2156-2160, database is CAplus.

We show that gold nanoparticles catalyze the oxidation of organosilanes using water as oxidant at ambient conditions. Remarkably, monodispersions of small gold particles (3.5 nm diameter) and large ones (6-18 nm diameter) give equally good conversion rates. This is important because separating large nanoparticles is much easier, and can be done using ultrafiltration instead of nanofiltration. We introduce a simple setup, constructed inhouse, where the reaction products are extracted through a ceramic membrane under pressure, leaving the gold nanoparticles intact in the vessel. The nominal substrate/catalyst ratios are ca. 1800 : 1, with typical TONs of 1500-1600, and TOFs around 800 h^-1. But the actual activity of the large nanoparticles is much higher, because most of their gold atoms are “inside”, and therefore unavailable. Control experiments confirm that no gold escapes to the membrane permeate. The role of surface oxygen as a possible co-catalyst is discussed. Considering the ease of product separation and the robustness of the ceramic membrane, this approach opens opportunities for actual applications of gold catalysts in water oxidation reactions.

Catalysis Science & Technology published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Recommanded Product: Triethylsilanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gitis, Vitaly published the artcileOrganosilane oxidation by water catalysed by large gold nanoparticles in a membrane reactor, Recommanded Product: Triisopropylsilanol, the publication is Catalysis Science & Technology (2014), 4(7), 2156-2160, database is CAplus.

We show that gold nanoparticles catalyze the oxidation of organosilanes using water as oxidant at ambient conditions. Remarkably, monodispersions of small gold particles (3.5 nm diameter) and large ones (6-18 nm diameter) give equally good conversion rates. This is important because separating large nanoparticles is much easier, and can be done using ultrafiltration instead of nanofiltration. We introduce a simple setup, constructed inhouse, where the reaction products are extracted through a ceramic membrane under pressure, leaving the gold nanoparticles intact in the vessel. The nominal substrate/catalyst ratios are ca. 1800 : 1, with typical TONs of 1500-1600, and TOFs around 800 h^-1. But the actual activity of the large nanoparticles is much higher, because most of their gold atoms are “inside”, and therefore unavailable. Control experiments confirm that no gold escapes to the membrane permeate. The role of surface oxygen as a possible co-catalyst is discussed. Considering the ease of product separation and the robustness of the ceramic membrane, this approach opens opportunities for actual applications of gold catalysts in water oxidation reactions.

Catalysis Science & Technology published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Recommanded Product: Triisopropylsilanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Marasco, Wayne A. published the artcileCovalent affinity labeling, detergent solubilization, and fluid-phase characterization of the rabbit neutrophil formyl peptide chemotaxis receptor, Safety of Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, the publication is Biochemistry (1985), 24(9), 2227-36, database is CAplus and MEDLINE.

The formyl peptide chemotaxis receptor of rabbit neutrophils and purified rabbit neutrophil plasma membranes was identified by several affinity labeling techniques: (1) covalent affinity crosslinking of N-formyl-Nle-Leu-Phe-Nle-¹²⁵I-Tyr-Lys (¹²⁵I-hexapeptide) to the membrane-bound receptor with either di-Me suberimidate or ethylene glycol bis(succinimidyl succinate) and (2) photoactivation of N-formyl-Nle-Leu-Phe-Nle-¹²⁵I-Tyr-Lys-N^ε-6-[(4-azido-2-nitrophenyl)amino]hexanoate (¹²⁵I-PAL). These techniques specifically identify the receptor as a polypeptide that migrates as a broad band on SDS-polyacrylamide electrophoresis, with a mol. weight (M_r) 50,000-65,000. The receptor was solubilized in active form from rabbit neutrophil membranes by using the detergents 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate (CHAPS) and digitonin, and from whole cells with CHAPS. Chemotaxis receptor activity was measured by the ability of the solubilized membrane material to bind ¹²⁵I-hexapeptide or N-formyl-Met-Leu-[³H]Phe with gel filtration or rapid filtration through poly(ethylenimine) (PEI)-treated filters as assay systems. ¹²⁵I-PAL was specifically crosslinked to the same mol. weight material in the CHAPS and digitonin solubilized extract, but no specific labeling of the receptor was seen when membranes were extracted with Nonidet P-40 and Triton X-100. Therefore, although a large number of detergents are able to solubilize the receptor, apparently some detergents release the receptor in an inactive form. The ligand binding characteristics of formyl-Met-Leu-[³H]Phe to the CHAPS-solubilized receptor shared properties with the membrane-bound formyl peptide receptor, both of which showed curvilinear, concave-upward Scatchard plots. Computer curve fitting with the program NONLIN and statistical analyses of the binding data indicated that for both the membrane-bound and solubilized receptors a 2-saturable sites model fitted the data significantly better than did a 1-saturable site model. The characteristics of the 2-saturable sites model for the soluble receptor were: a high-affinity site with a K_D value of 1.25 nM and a low-affinity site with a K_D value of 19.77 nM. A total of 35% of the 2 sites detected was of the higher affinity. A Hill coefficient of 0.61 was observed

Biochemistry published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Safety of Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts