Category: alcohols-buliding-blocks

Sanchez de Miguel, Lourdes published the artcileComparison of in vitro effects of triflusal and acetylsalicylic acid on nitric oxide synthesis by human neutrophils, HPLC of Formula: 328-90-5, the publication is European Journal of Pharmacology (1998), 343(1), 57-65, database is CAplus and MEDLINE.

Recent studies have suggested that the protective anti-ischemic effects of acetylsalicylic acid are stronger than the inhibition of platelet thromboxane A₂ synthesis. Since ischemic events still occur in acetylsalicylic acid-treated patients, the development of new drugs with more powerful protective effects is needed. The authors compared the effects of a new platelet antiaggregating drug, 2-acetoxy-4-trifluoromethylbenzoic acid (triflusal) and of acetylsalicylic acid on the interaction between human neutrophils and platelets, examining the capability of neutrophils to generate nitric oxide (NO). Triflusal, in the presence of neutrophils, showed a greater antiplatelet potency than acetylsalicylic acid to inhibit thrombin-induced platelet activation. Significant stimulation of NO-mediated mechanisms in the presence of acetylsalicylic acid or triflusal was demonstrated by the following findings: (1) increased metabolism of arginine to citrulline, (2) increase of cGMP in the platelet/neutrophil system and (3) the inhibitory action of the L-arginine (L-Arg) competitive analog, N^G-nitro-L-arginine-Me ester (L-NAME), which was reversed by L-Arg. Triflusal increased the stimulation of NO synthesis by neutrophils more than did of acetylsalicylic acid. The main metabolite of triflusal, 2-hydroxy-4-trifluoromethylbenzoic acid (HTB), alone or in combination with acetylsalicylic acid, did not modify NO production by neutrophils. Therefore, the whole mol. of triflusal is needed to stimulate NO production by neutrophils. The results show that, in the presence of neutrophils, triflusal exerts an antiplatelet effect greater than that of acetylsalicylic acid, demonstrating a more powerful stimulation of the NO/cGMP system. The present results indicate that it is possible to develop new and more potent acetylsalicylic acid-related antiplatelet drugs for the prevention of the myocardial ischemic/reperfusion processes.

European Journal of Pharmacology published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, HPLC of Formula: 328-90-5.

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

Cox, Eugene F. published the artcileSmall-ring compounds. XXXIV. Carbonium ion reactions of 1-methylcyclobutyl-, (1-methylcyclopropyl)carbinyl, and (β-methylallyl)carbinyl derivatives, Name: 1-Methylcyclobutan-1-ol, the publication is Journal of the American Chemical Society (1961), 2719-24, database is CAplus.

cf. CA 46, 1453a, 55, 22160d. (1-Methylcyclopropyl)carbinyl chloride (I) solvolyzed in 50% aqueous EtOH about 10 times faster than 1-methylcyclobutyl chloride (II) and as fast as Me₃CCl. Treatment of (1-methylcyclopropyl)carbinylamine (III) and 1-methylcyclobutylamine (IV) with HNO₂ gave only 1-methylcyclobutanol (V). CH₂:CMeCH₂CH₂NH₂ (VI) gave V as the only cyclic product. About 3% of the C¹⁴ content of V from the deamination of III-α-C¹⁴ (VII) was found at the 3-position. These results were interpretable in terms of classical carbonium ions and(or) substituted bicyclobutonium ion intermediates with fairly localized pos. charges. CH₂: CMeCO₂Me added to CH₂N₂-Et₂O at 0°, the resulting pyrazoline (90%) pyrolyzed in small quantities, and the combined crude product distilled yielded 316 g. crude Me ester (VIII) of 1-methylcyclopropanecarboxylic acid (IX), containing some unsaturated material, which treated in petr. ether with slightly alk. 0.25M KMnO₄ at 0° and worked up gave pure VIII, b_60.4-65.6 55.9-7.1°, n²⁵_D 1.4192-1.4193. The VIII hydrolyzed gave 90% IX, m. 32.4-4.3° (all m.ps. corrected); p-bromophenacyl ester m. 64.1-5.0° (50% aqueous EtOH); anilide m. 100.5-1.6° (50% aqueous EtOH), 100.6-1.3° (hexane). The Ag salt of IX in Freon-12 treated with Br gave 71% 1-methylcyclopropyl bromide (X), b₇₄₀ 77.2-8.0°, n²⁵_D 1.44711.4474. A small amount of X converted to the Grignard reagent and treated with PhNCO gave 1-methylcyclopropanecarboxanilide, m. 99.2-100.1°. IX was converted into 72% amide, m. 145.7-6.9°. CH₂:CMeCN with CH₂N₂ in Et₂O yielded 1-methylcyclopropanecarbonitrile (XI), b₇₆₅ 127.7-8.5°, n²⁵_D 1.4128. VIII reduced with LiAlH₄ gave (1-methylcyclopropyl)carbinol, b₇₃₉ 125.8-6.3°, n²⁵_D 1.42901.4292; 3,5-dinitrobenzoate m. 88.9-90.7° (C₆H₆-cyclohexane). XI reduced with Na-EtOH gave 56% III, b₇₆₄ 95.0-6.8°, n²⁵_D 1.4269. XI reduced with LiAlH₄ in Et₂O gave 70% III, b₇₆₁ 94.3-6.1°, n²⁵_D 1.4207-1.4273; N-phenyl-N’-(1-methylcyclopropylcarbinyl)thiourea m. 112.7-13.5° (95% EtOH). Me₂C(CH₂OH)₂ treated with PBr₃ and the dibromide cyclized gave 1,1-dimethylcyclopropane (XII), b₇₃₈ 19.0-20.0°. XII (74.5 g.) chlorinated by the method of Robert and Mazur (loc. cit.) gave 102 g. mixture of 49% I, 16% II, 14% CH₂: CHMeCH₂Cl, and 32% unreactive chloride, which carefully refractionated gave pure I, b₇₃₅, 83.0-3.9°, n²⁵_D 1.4045-1.4052. The H₂SO₄-catalyzed addition of H₂O to methylenecyclobutane (XIII), b₇₃₉ 41.0-2.0°, yielded 68% V, b₇₄₆ 117.8-18.3°, n²⁵_D 1.4332-1.4336. The hydrolysis of II yielded 40% V, b₇₅₆ 117.1-18.9°, n²⁵_D 1.4329. Cyclobutanone with MeMgBr gave 67% V, b₇₆₅ 118.3°, n²⁵_D 1.4332. HCl added to XIII yielded 81% II, b₇₄₂ 90.8-1.3°, n²⁵_D 1.4283-1.4287. MeCN (9.0 g.), 100 cc. glacial AcOH, and 20 cc. concentrated H₂SO₄ treated with stirring with 13.6 g. XIII, stirred 1 hr. at 20°, cooled, diluted with 300 cc. H₂O, basified with Na₂CO₃, and extracted with Et₂O, and the extract worked up yielded 17.7 g. N-(1-methylcyclobutyl)acetamide (XIV). XIV (10.0 g.) and 400 cc. 4N KOH in (CH₂OH)₂ refluxed 48 hrs. and continuously extracted with Et₂O yielded 3.1 g. IV, b₇₆₄ 85.5-6.0°, n²⁵_D 1.4200. XIII (13.6 g.), 11.0 g. 90% NaCN, and 25 cc. glacial AcOH treated at 0° with 25 cc. AcOH and 50 g. concentrated H₂SO₄ during 25 min., stirred 3 hrs. at 0°, 1 hr. at room temperature, and 45 min. at 55°, kept overnight at room temperature, treated slowly with stirring with 120 g. NaOH in 250 cc. H₂O, refluxed 8 hrs., and steam distilled, and the distillate (250 cc.) extracted 18 hrs. with Et₂O yielded 8.03 g. IV, b₇₄₅ 84.0-4.7°, n²⁵_D 1.4292-1.4293; N-phenyl-N’-(1-methylcyclobutyl)thiourea, m. 135.3-5.8° (aqueous EtOH). CH₂:CMeCH₂CH₂Cl was converted by the method of Kharasch and Fuchs (CA 38, 6281⁹) in 35% yield to CH₂:CMeCH₂CH₂OH (XV), b₇₄₁ 127.9-30.4°, n²⁵_D 1.43051.4312; 1-naphthylurethan m. 66.7-7.3° (petr. ether). XV (8.61 g.), 25 cc. dry Et₂O, 18.5 g. Bu₃N treated with stirring at 0° with 11.9 g. SOCl₂ during 3 hrs. gave CH₂:CMeCH₂CH₂Cl (XVI), b₇₃₉, 101.0-2.7°, n²⁵_D 1.4301-4305. XVI with K phthalimide in HCONMe₂ yielded 85% N-I-(3-methyl-3-butenyl)phthalimide (XVII), m. 51.2-2.8°. Hydrazinolysis of XVII in HClO₄ gave 26% VI, b₁₀₁ 47.6-8.5°, n²⁵_D 1.4288. CH₂:CMeCHO with MeMgBr yielded CH₂:CMeCH(OH)Me, b_59.9-60.4 54.6-6.8°, n²⁵_D 1.4241-1.4242. 3-Methyl-3-carbomethoxy-l-pyrazoline pyrolyzed and the high-boiling fractions of the product redistilled gave Me tiglate, b₇₄₀ 136.9-7.1°, n²⁵_D 1.4338, which reduced with LiAlH₄ yielded about 40% MeCH:CMeCH₂OH, b. 137.6-7.9°, n²⁵_D 1.4386-1.4401. III (12.8 g.) in 50 cc. H₂O and 180 cc. 1.0N HClO₄ treated during 0.5 hr. with stirring with 30 g. NaNO₂ in 100 cc. H₂O, heated 1 hr. at 50-65 mm., and steam-distilled, the aqueous phase of the distillate saturated with K₂CO₃ and extracted with Et₂O, and the combined organic layer and extract distilled gave 0.72 g. V. The Grignard reagent from X carbonated in vacuo with C¹⁴O₂, diluted with inactive IX, and distilled gave IX-α-C¹⁴, b_19.2-19.4 96.6-7.4° (radioactive yield 88%), which was converted to the amide and further by reduction with LiAlH₄ to 51% VII. VII treated in AcOH with NaNO₂ in portions, poured into 20% aqueous NaOH, and extracted with Et₂O, and the resulting mixture of labeled alc. and acetate reduced with LiAlH₄ gave V. VII.HCl oxidized with alk. KMnO₄ and a portion of the resulting acid converted to the amide gave a material containing 0.128 microcuries/millimole; another portion of the acid was subjected to a Schmidt degradation and the resulting amine converted to the benzamide, m. 161.7-3.0°, containing 0.000-37 microcuries/millimoles, corresponding to 0.29% of the original activity. The rates of the solvolysis in 50% EtOH were determined for the following compds (reaction temperature, and k₁ × 10⁵/sec. given): cyclopropyl bromide, 130°, 0.26; X, 130°, 10.5; II, 50°, 61.7; II, 30°, 7.15; I, 30°, 69; XVI, 90°, 0.17.

Journal of the American Chemical Society 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, Name: 1-Methylcyclobutan-1-ol.

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

Yasin Tabatabaei Dakhili, S. published the artcileRecombinant silicateins as model biocatalysts in organosiloxane chemistry, Computed Properties of 17877-23-5, the publication is Proceedings of the National Academy of Sciences of the United States of America (2017), 114(27), E5285-E5291, database is CAplus and MEDLINE.

The family of silicatein enzymes from marine sponges (phylum Porifera) is unique in nature for catalyzing the formation of inorganic silica structures, which the organisms incorporate into their skeleton. However, the synthesis of organosiloxanes catalyzed by these enzymes has thus far remained largely unexplored. To investigate the reactivity of these enzymes in relation to this important class of compounds, their catalysis of Si-O bond hydrolysis and condensation was investigated with a range of model organosilanols and silyl ethers. The enzymes’ kinetic parameters were obtained by a high-throughput colorimetric assay based on the hydrolysis of 4-nitrophenyl silyl ethers. These assays showed unambiguous catalysis with k_cat/K_m values on the order of 2-50 min^-1 μM^-1. Condensation reactions were also demonstrated by the generation of silyl ethers from their corresponding silanols and alcs. Notably, when presented with a substrate bearing both aliphatic and aromatic hydroxy groups the enzyme preferentially silylates the latter group, in clear contrast to nonenzymic silylations. Furthermore, the silicateins are able to catalyze transetherifications, where the silyl group from one silyl ether may be transferred to a recipient alc. Despite close sequence homol. to the protease cathepsin L, the silicateins seem to exhibit no significant protease or esterase activity when tested against analogous substrates. Overall, these results suggest the silicateins are promising candidates for future elaboration into efficient and selective biocatalysts for organosiloxane chem.

Proceedings of the National Academy of Sciences of the United States of America 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 C7H8BBrO3, Computed Properties of 17877-23-5.

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

de Fatima Alves Nonato, Carla published the artcileComparative analysis of chemical profiles and antioxidant activities of essential oils obtained from species of Lippia L. by chemometrics, Quality Control of 106-25-2, the publication is Food Chemistry (2022), 132614, database is CAplus and MEDLINE.

Due to the importance of diseases associated with oxidative stress, the search for natural antioxidants proves to be essential. This work aimed to compare the chem. composition and antioxidant potential of essential oils from the genus Lippia L. through chemometric anal. The essential oils were characterized by gas chromatog. coupled with mass spectrometry. Antioxidant potentials were determined by DPPH, ABTS, Deoxyribose and β-carotene protection, Iron chelation and reduction methods. All data were related by multivariate analyzes. Essential oils showed low similar chem. compositions and no statistically significant relationship. These showed relevant antioxidant activity, especially for L. sidoides that obtained IC50 of 5.22 ± 0.08μg/mL in ABTS capture. Multivariate analyzes showed the effectiveness of L. alba compounds to DPPH scavenging, Fe3+ reduction and β-carotene protection, and L. gracilis components to deoxyribose protect. Thus, studies proving the antioxidant potential of Lippia compounds against oxidative stress and their use in food conservation are fundamental.

Food Chemistry published new progress about 106-25-2. 106-25-2 belongs to alcohols-buliding-blocks, auxiliary class Natural product, name is cis-3,7-Dimethyl-2,6-Octadien-1-Ol, and the molecular formula is C10H18O, Quality Control of 106-25-2.

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

Murthy, Niren published the artcileBioinspired pH-Responsive Polymers for the Intracellular Delivery of Biomolecular Drugs, Product Details of C13H15NO6S, the publication is Bioconjugate Chemistry (2003), 14(2), 412-419, database is CAplus and MEDLINE.

The biotechnol. and pharmaceutical industries have developed a wide variety of potential therapeutics based on the mols. of biol.: DNA, RNA, and proteins. While these therapeutics have tremendous potential, effectively formulating and delivering them have also been a widely recognized challenge. A variety of viruses and toxins have evolved multi-functional biomols. to solve this problem by directing cellular uptake and enhancing biomol. transport to the cytoplasm from the low pH endosomal compartment. In the study reported here, we have designed and synthesized bio-inspired, pH-responsive polymeric carriers, which we call “encrypted polymers”, that mimic the multi-functional design of biol. These encrypted polymers target and direct cellular uptake, as well as enhance cytosolic delivery by disrupting endosomal membranes in a pH-dependent fashion. We show that the encrypted polymeric carriers significantly enhance the delivery of oligonucleotides and peptides to the cytoplasm of cultured macrophages, demonstrating the potential of this approach for delivery of biotherapeutics and vaccines.

Bioconjugate Chemistry published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C13H15NO6S, Product Details of C13H15NO6S.

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

Arrowsmith, John E. published the artcileLong-acting dihydropyridine calcium antagonists. 1. 2-Alkoxymethyl derivatives incorporating basic substituents, Safety of 2-(Benzyl(methyl)amino)ethanol, the publication is Journal of Medicinal Chemistry (1986), 29(9), 1696-702, database is CAplus and MEDLINE.

Aminoalkoxymethyldihydropyridines I [R = Ph, substituted Ph, 1-naphthyl, 2-thienyl, 4-pyridyl; R¹ = (un)substituted NH₂; n = 2, 3] were prepared from RCHO, R¹(CH₂)_nOCH₂COCH₂CO₂Et, and H₂NCMe:CHCO₂Me or via I (R = N₃, phthalimido). Their potencies as Ca antagonists were determined I (R = 2-ClC₆H₄, R¹ = NH₂, n = 2) (amlodipine) was comparable in potency to nifedipine and had an elimination half-life of 30 h in dogs. Oral bioavailability approached 100%, and hemodynamic responses were gradual in onset and long-lasting in effect. The two enantiomers were prepared; the bulk of the activity resided with the (-)-isomer. X-ray crystallog. studies, carried out on I (R = 2-ClC₆H₄, R = morpholinosulfonyl, n = 2) suggest the existence of a weak H bond between the side-chain O and the H on the ring N.

Journal of Medicinal Chemistry published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Safety of 2-(Benzyl(methyl)amino)ethanol.

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

Mero, Anna published the artcileHyaluronic Acid as a Protein Polymeric Carrier: An Overview and a Report on Human Growth Hormone, Application In Synthesis of 6346-09-4, the publication is Current Drug Targets (2015), 16(13), 1503-1511, database is CAplus and MEDLINE.

Hyaluronic acid (HA) is a natural polysaccharide primarily present in the vitreous humor and in cartilages where it plays a key structural role in organizing the cartilage extracellular matrix. HA is used in a wide range of applications including treatment of arthritis (as a viscosupplementation agent for joints) and in a variety of cosmetic injectable products. Its safety profile is thus well established. Thanks to its high biocompatibility and targeting properties, HA has also been investigated for use as a carrier of anticancer drugs and, recently, also of proteins. Its role in the last case is a particularly challenging one as dedicated coupling chemistries are required to preserve the protein′s conformation and activity. This study focuses on the state of the art on protein HAylation. New data from our laboratory on the local delivery of specific biologics to joints will also be outlined.

Current Drug Targets published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C8H19NO2, Application In Synthesis of 6346-09-4.

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

Di Profio, Pietro published the artcileChemoinformatic design of amphiphilic molecules for methane hydrate inhibition, Name: 2-Morpholinoethanol, the publication is Journal of Chemometrics (2018), 32(6), n/a, database is CAplus.

Cationic surfactants and other low mol. weight compounds are known to inhibit nucleation and agglomeration of methane hydrates. In particular, tetralkylammonium salts are kinetic hydrate inhibitors; ie, they reduce the rate of hydrate formation. This work relates to the in-silico determination of structural features of mols. modulating methane hydrate formation, as found exptl., and the prediction of novel structures to be tested as candidate inhibitors. Exptl. data for each mol. are the amount of absorbed methane. By inserting these numerical values into a chemoinformatic model, it was possible to find a mutual correlation between structural features and inhibition properties. A maximum amount of information is extracted from the structural features and exptl. variables, and a model is generated to explain the relationship therebetween. Chemometric anal. was performed by using the software package Volsurf+ with the aim of finding a primary correlation between surfactant structures and their properties. Exptl. parameters (pressure, temperature, and concentration) were further processed through an optimization procedure. A careful study of the chemometric anal. responses and the numerical descriptors of tested surfactants allowed to define the features of a good inhibitor, as far as the amount of absorbed gas is concerned. An external prediction is finally made to project external compounds, whose structures and critical micellar concentration are known, in a statistical model, to predict the inhibition properties of a particular mol. in advance of synthesis and testing. This method allowed to find novel amphiphilic mols. for testing as candidate inhibitors in flow-assurance.

Journal of Chemometrics published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Name: 2-Morpholinoethanol.

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

Feghali, Elias published the artcileUnprecedented organocatalytic reduction of lignin model compounds to phenols and primary alcohols using hydrosilanes, Computed Properties of 70110-65-5, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(7), 862-865, database is CAplus and MEDLINE.

The first metal-free reduction of lignin model compounds is described. Using inexpensive Et₃SiH, PMHS and TMDS hydrosilanes as reductants, α-O-4 and β-O-4 linkages are reduced to primary alcs. and phenols under mild conditions using B(C₆F₅)₃ as an efficient catalyst.

Chemical Communications (Cambridge, United Kingdom) published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Computed Properties of 70110-65-5.

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

Wu, Li-na published the artcileEffect of metallic ions on the esterifying conversion of vitamin C, SDS of cas: 526-98-7, the publication is Liaoning Huagong (2014), 43(6), 713-714, database is CAplus.

The machines and pipes in chem. production industry are mainly made of metal. The corrosion can normally cause metallic ions to be separated from the equipments to diffuse into the product, which will lead to the deviation of the quality and productivity. In this paper, effect of iron ions coming from vitamin C production equipments on the esterifying conversion of vitamin C was investigated.

Liaoning Huagong published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C12H17NS2, SDS of cas: 526-98-7.

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