Author: tianli

Montanaro, Sara published the artcilePhotonucleophilic Addition of the ε-Amino Group of Lysine to a Triflusal Metabolite as a Mechanistic Key to Photoallergy Mediated by the Parent Drug, Related Products of alcohols-buliding-blocks, the publication is ChemMedChem (2009), 4(7), 1196-1202, database is CAplus and MEDLINE.

A mechanism for triflusal-induced photoallergy involving complexation of 2-hydroxy-4-trifluoromethylbenzoic acid with site I of human serum albumin and subsequent formation of a covalent adduct by photoreaction between a metabolite and a neighboring lysine residue is proposed. This is supported by the observed photobinding to poly-L-lysine. Thereby, a photoantigen is generated, which is a likely trigger of the immune response. The goal of the work presented herein is to gain deeper insight into the mol. basis of photoallergy mediated by triflusal through its active metabolite, 2-hydroxy-4-trifluoromethylbenzoic acid (HTB). For this purpose, the interaction between HTB and human serum albumin (HSA) was investigated by fluorescence and laser flash photolysis to monitor inclusion into the protein binding sites through variation in the excited-state properties. A remarkable lengthening of HTB triplet lifetime in the presence of HSA was observed The use of oleic acid as a displacement probe clearly suggests the preference for dark binding in site I. The mechanism of photobinding was studied by irradiation of HTB in the presence of amino acids, and, in the case of lysine, a photoadduct was detected that arises from nucleophilic attack by the ε-amino group to the trifluoromethyl substituent of HTB. Accordingly, photobinding of the metabolite to poly-L-lysine was also observed Overall, these results are consistent with a mechanism for triflusal photoallergy involving complexation of HTB to site I of HSA and subsequent formation of a covalent photoadduct with one neighboring lysine residue.

ChemMedChem 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, Related Products of alcohols-buliding-blocks.

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

Morgan, William Raymond published the artcileNitrogen inversion of tertiary amines in aqueous acid, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol, the publication is Journal of the American Chemical Society (1970), 92(15), 4527-31, database is CAplus.

The kinetics of the N inversion of 3 tertiary amines was studied in aqueous acid by high-resolution NMR. Line-shape anal. of the AB NMR pattern of methylene protons on each compound provided a measure of the rate of interchange of the magnetic environments of these protons, which results upon the reprotonation of the free base following an odd number of inversions. The inversion rate followed a modification of the first-order protolysis reaction given by Grunwald. Inversion rate constants of 108-109 sec-1 are estimated These are compared to inversion rate constants for N atoms in ring systems. A second-order dependence of inversion on the concentration of amine was also found. The rate law for this inversion process follows very closely the second-order proton exchange reaction for the amine in question. Application of solvent isotope effects to the protolysis rate parameters predicted the observed results of N inversion in D2O.

Journal of the American Chemical Society 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, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol.

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

Lee, Yu Ra published the artcileAlterations in pattern baldness according to sex: hair metabolomics approach, Application of 4-Propylphenol, the publication is Metabolites (2021), 11(3), 178, database is CAplus and MEDLINE.

Pattern baldness has been associated with the male hormone, dihydrotestosterone. In this study, we tried to determine how the overall metabolic pathways of pattern baldness differ in patients and in normal controls. Our study aimed to identify alterations in hair metabolomic profiles in order to identify possible markers of pattern baldness according to sex. Untargeted metabolomics profiling in pattern baldness patients and control subjects was conducted using ultra-performance liquid chromatog.-mass spectrometry. To identify significantly altered metabolic pathways, partial least squares discriminant anal. was performed. Our anal. indicated differences in steroid biosynthesis pathway in both males and females. However, there was a remarkable difference in the androgen metabolic pathway in males, and the estrogen metabolic and arachidonic acid pathways in females. For the first time, we were able to confirm the metabolic pathway in pattern baldness patients using hair samples. Our finding improves understanding of pattern baldness and highlights the need to link pattern baldness and sex-related differences.

Metabolites published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C9H12O, Application of 4-Propylphenol.

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

Supranovich, Vyacheslav I. published the artcileGeneration of Alkyl Radicals from Thiols via Zinc Thiolates: Application for the Synthesis of gem-Difluorostyrenes, Synthetic Route of 4410-99-5, the publication is Advanced Synthesis & Catalysis (2021), 363(11), 2888-2892, database is CAplus.

Reaction of thiols with α-(trifluoromethyl)styrenes under photocatalytic conditions led to desulfurative allylic fluorine substitution was described. The reaction was performed by treatment of thiols with benzyl zinc chloride to generate zinc thiolates followed by visible light induced desulfurization by means of triphenylphosphine. Radicals formed after the C-S bond cleavage react with the double bond afforded gem-difluorostyrenes.

Advanced Synthesis & Catalysis published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C10H18O4, Synthetic Route of 4410-99-5.

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

Mazellier, Patrick published the artcileTransformation of 4-tert-octylphenol by UV irradiation and by an H₂O₂/UV process in aqueous solution, Recommanded Product: 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, the publication is Photochemical & Photobiological Sciences (2003), 2(9), 946-953, database is CAplus and MEDLINE.

The transformation of 4-(1,1,3,3-tetramethylbutyl)phenol (4-tert-octylphenol; OP) upon irradiation at 253.7 nm and by hydroxyl radicals generated by the photolysis (λ_exc =253.7 nm) of H₂O₂ in wastewater was studied. The quantum yield of direct OP photolysis in pure aqueous solution was 0.058±0.004 in aerated conditions ([O₂] =272μM). The rate of photoreaction depends on O concentration; it increases with increasing [O₂]. 4-Tert-octylcatechol was identified as one of the degradation products, together with a dimeric structure. The probable mechanism of OP photolysis involves photoejection of an electron from the singlet state, leading to the formation of the 4-tert-octylphenoxyl radical. In the presence of H₂O₂, the degradation of octylphenol by hydroxyl radicals was observed The 2nd-order rate constant was (6.4±0.5) × 10⁹/M-s by direct measurement at various high concentrations of H₂O₂ and competitive kinetic measurements using atrazine as the competitor. The degradation products are 4-tert-octylcatechol and 2-hydroxy-5-tert-octylbenzoquinone. The later product may arise from the oxidation of 4-tert-octylcatechol by H₂O₂ or from a subsequent reaction of hydroxyl radicals with 4-tert-octylcatechol. Kinetic modeling when using either pure water or natural water simulated the elimination of 4-tert-octylphenol by UV and H₂O₂/UV processes.

Photochemical & Photobiological Sciences published new progress about 1139-46-4. 1139-46-4 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, and the molecular formula is C14H22O2, Recommanded Product: 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol.

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

Bolli, Martin H. published the artcileNovel S1P₁ receptor agonists – Part 5: From amino-to alkoxy-pyridines, Related Products of alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2016), 326-341, database is CAplus and MEDLINE.

In a previous communication we reported on the discovery of aminopyridine 1 as a potent, selective and orally active S1P₁ receptor agonist. More detailed studies revealed that this compound is phototoxic in vitro. As a result of efforts aiming at eliminating this undesired property, a series of alkoxy substituted pyridine derivatives was discovered. The photo irritancy factor (PIF) of these alkoxy pyridines was significantly lower than the one of aminopyridine 1 and most compounds were not phototoxic. Focused SAR studies showed, that 2-, 3-, and 4-pyridine derivatives delivered highly potent S1P₁ receptor agonists. While the 2-pyridines were clearly more selective against S1PR₃, the corresponding 3- or 4-pyridine analogs showed significantly longer oral half-lives and as a consequence longer pharmacol. duration of action after oral administration. One of the best compounds, cyclopentoxy-pyridine 45b lacked phototoxicity, showed EC₅₀ values of 0.7 and 140 nM on S1PR₁ and S1PR₃, resp., and maximally reduced the blood lymphocyte count for at least 24 h after oral administration of 10 mg/kg to Wistar rats.

European Journal of Medicinal 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, Related Products of alcohols-buliding-blocks.

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

Beilfuss, W. published the artcileA new concept to boost the preservative efficacy of phenoxyethanol, SDS of cas: 70445-33-9, the publication is SOFW Journal (2005), 131(11), 30,32-36, database is CAplus.

A new cosmetic preservative for leave-on products based on a combination of the active ingredient phenoxyethanol and the skin care additive and deodorant active ethylhexylglycerin is presented. Ethylhexylglycerin boosts the antimicrobial activity of phenoxyethanol. Properties, antimicrobial activity and a possible mechanism of action are discussed.

SOFW Journal published new progress about 70445-33-9. 70445-33-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is 3-((2-Ethylhexyl)oxy)propane-1,2-diol, and the molecular formula is C11H24O3, SDS of cas: 70445-33-9.

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

de Meijere, Armin published the artcileDe novo synthesis of racemic spirocyclopropane-annelated 2-deoxyhexose derivatives, Quality Control of 50915-29-2, the publication is European Journal of Organic Chemistry (2003), 472-478, database is CAplus.

High-pressure-induced inverse-electron-demand hetero-Diels-Alder reactions of Et trans-4-ethoxy-2-oxo-3-butenoate and Me trans-4-benzyloxy-2-oxo-3-butenoate with benzyl (cyclopropylidenemethyl) ether each yielded mixtures of two separable diastereomeric esters (64% and 80%, resp.) which, in three subsequent steps, led to the 3-ethylated and 3-benzylated α- and β-anomeric benzyl spiro[2-deoxy-(D,L)-arabino-hexopyranoside-2,1′-cyclopropanes] α-10a,b and β-10a,b, resp. The relative configuration of β-10a was proved by an X-ray crystal structure anal. Deprotection of β-10b was achieved by Pd-catalyzed hydrogenation in dimethylacetamide leading to spiro[2-deoxy-α/β-2-(D,L)-arabino-hexopyranoside-2,1′ -cyclopropane].

European Journal of Organic Chemistry published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Quality Control of 50915-29-2.

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

Leong, Shi Xuan published the artcileNoninvasive and Point-of-Care Surface-Enhanced Raman Scattering (SERS)-Based Breathalyzer for Mass Screening of Coronavirus Disease 2019 (COVID-19) under 5 min, Synthetic Route of 111-29-5, the publication is ACS Nano (2022), 16(2), 2629-2639, database is CAplus and MEDLINE.

Population-wide surveillance of COVID-19 requires tests to be quick and accurate to minimize community transmissions. The detection of breath volatile organic compounds presents a promising option for COVID-19 surveillance but is currently limited by bulky instrumentation and inflexible anal. protocol. Here, we design a hand-held surface-enhanced Raman scattering-based breathalyzer to identify COVID-19 infected individuals in under 5 min, achieving >95% sensitivity and specificity across 501 participants regardless of their displayed symptoms. Our SERS-based breathalyzer harnesses key variations in vibrational fingerprints arising from interactions between breath metabolites and multiple mol. receptors to establish a robust partial least-squares discriminant anal. model for high throughput classifications. Crucially, spectral regions influencing classification show strong corroboration with reported potential COVID-19 breath biomarkers, both through experiment and in silico. Our strategy strives to spur the development of next-generation, noninvasive human breath diagnostic toolkits tailored for mass screening purposes.

ACS Nano published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C5H12O2, Synthetic Route of 111-29-5.

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

Harder, John W. published the artcileNew interlayer scavenger technology, Formula: C22H38O2, the publication is IS&T’s Annual Conference (1997), 206-209, database is CAplus.

Poor color reproduction can occur when oxidized color developer diffuses from the imaging layer in which it is formed into the color records. Typically, scavengers for oxidized color developers (also known as interlayer scavengers) reduce or eliminate by chem. reaction, the oxidized developer without forming any permanent dyes or other colored stains, nor releasing fragments that have photog. activity. One known class of scavengers are substituted hydroquinones. However, these materials are often prone to aerial oxidation leading to poor film keeping properties. It has been found that both 2-(N,N-disubstitutedcarbamoyl)-1,4-hydroquinones (Formula I) and 4-(N,N-disubstitutedcarbamoyl)-pyrocatechols (Formula II) are reactive scavengers with excellent aerial stability. Another known class of scavengers are acylhydrazides. Although stable to aerial oxidation, these materials are prone to poor activity and undesirable side reactions during processing. It has been found that acylhydrazides of Formula III, where X = an electron-withdrawing and water solubilizing group, are reactive scavengers that avoid undesirable side reactions.

IS&T’s Annual Conference published new progress about 903-19-5. 903-19-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 2,5-Bis(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol, and the molecular formula is C22H38O2, Formula: C22H38O2.

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