Month: December 2022

Abohalaka, Reshed published the artcileThe effects of systemic and local fatty acid amide hydrolase and monoacylglycerol lipase inhibitor treatments on the metabolomic profile of lungs, HPLC of Formula: 526-98-7, the publication is Biomedical Chromatography (2022), 36(1), e5231, database is CAplus and MEDLINE.

The contribution of the endocannabinoid system to both physiol. and pathol. processes in the respiratory system makes it a promising target for inflammatory airway diseases. Previously, we have shown that increasing the tissue endocannabinoid levels by fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL) inhibitors can prevent airway inflammation and hyperreactivity. In this study, the changes in the levels of major metabolites of endocannabinoids by systemic and local FAAH or MAGL inhibitor treatments were evaluated. Mice were treated with either the FAAH inhibitor URB597 or the MAGL inhibitor JZL184 by local (intranasal) or systemic (i.p.) application. Bronchoalveolar lavage (BAL) fluids and lungs were isolated afterward in order to perform histopathol. and metabolomic analyses. There were no significant histopathol. changes in the lungs and neutrophil, and macrophage and lymphocyte numbers in BAL fluid were not altered after local and systemic treatments. However, GC-MS-based metabolomics profile allowed us to identify 102 metabolites in lung samples, among which levels of 75 metabolites were significantly different from the control. The metabolites whose levels were changed by treatments were mostly related to the endocannabinoid system and energy metabolism Therefore, these changes may contribute to the anti-inflammatory effects of URB597 and JZL184 treatments in mice.

Biomedical Chromatography 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 C6H10O7, HPLC of Formula: 526-98-7.

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

Zizmare, Laimdota published the artcileRoux-En-Y Gastric Bypass (RYGB) Surgery during High Liquid Sucrose Diet Leads to Gut Microbiota-Related Systematic Alterations, Safety of 3-Hydroxyphenylacetic acid, the publication is International Journal of Molecular Sciences (2022), 23(3), 1126, database is CAplus and MEDLINE.

Roux-en-Y gastric bypass (RYGB) surgery has been proven successful in weight loss and improvement of co-morbidities associated with obesity. Chronic complications such as malabsorption of micronutrients in up to 50% of patients underline the need for addnl. therapeutic approaches. We investigated systemic RYGB surgery effects in a liquid sucrose diet-induced rat obesity model. After consuming a diet supplemented with high liquid sucrose for eight weeks, rats underwent RYGB or control sham surgery. RYGB, sham pair-fed, and sham ad libitum-fed groups further continued on the diet after recovery. Notable alterations were revealed in microbiota composition, inflammatory markers, feces, liver, and plasma metabolites, as well as in brain neuronal activity post-surgery. Higher fecal 4-aminobutyrate (GABA) correlated with higher Bacteroidota and Enterococcus abundances in RYGB animals, pointing towards the altered enteric nervous system (ENS) and gut signaling. Favorable C-reactive protein (CRP), serine, glycine, and 3-hydroxybutyrate plasma profiles in RYGB rats were suggestive of reverted obesity risk. The impact of liquid sucrose diet and caloric restriction mainly manifested in fatty acid changes in the liver. Our multi-modal approach reveals complex systemic changes after RYGB surgery and points towards potential therapeutic targets in the gut-brain system to mimic the surgery mode of action.

International Journal of Molecular Sciences published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C9H16BNO2, Safety of 3-Hydroxyphenylacetic acid.

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

Valentino, Maria R. published the artcileQuenching behavior of singlet excited 9-arylxanthylium cations, Computed Properties of 596-38-3, the publication is Journal of Organic Chemistry (1993), 58(21), 5826-31, database is CAplus.

Several 9-arylxanthylium tetrafluoroborate salts (Ar = H, p, m-F, p, m-Me, m-OMe) were synthesized by reaction of the corresponding 9-arylxanthen-9-ol with fluoroboric acid. Spectral characteristics of the xanthyl cations were identical to those previously reported for the cations generated by alternate methods. The 9-arylxanthyl cation fluorescence was quenched by the addition of H₂O, MeOH, i-PrOH, and t-BuOH. Stern-Volmer anal. of the fluorescence quenching gave bimol. excited-state rate constants ranging from 10⁶ to 10¹⁰ M^-1 s^-1, with the larger rate constants associated with electron-donating substituents. Hammett plots of log[k_q(X)/k_q(H)] vs. σ^hv gave neg. ρ values for each quencher, opposite to the substituent dependence observed for ground-state cations reacting with nucleophiles. The relative quenching order also differs from the order observed for ground-state cation reactions. The mechanism for quenching of the singlet excited 9-arylxanthylium cations is evaluated in terms of nucleophilic attack. The possibility of an electron-transfer mechanism is considered and eliminated.

Journal of Organic Chemistry published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C6H8BNO3, Computed Properties of 596-38-3.

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

Misetic, Ana published the artcileThe pixyl (Px) group: a novel photocleavable protecting group for primary alcohols, Related Products of alcohols-buliding-blocks, the publication is Tetrahedron Letters (1998), 39(13), 1653-1656, database is CAplus.

The 9-phenylxanthyl (pixyl or Px) moiety has been investigated as a potential photocleavable protecting group for primary alcs. Alcs. were protected in good yield by treatment with 9-chloro-9-phenylxanthene in dry pyridine at room temperature Irradiation of the alc. derivatives in neutral aqueous acetonitrile regenerates the alcs. and the 9-phenylxanthyl alc.

Tetrahedron Letters published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, Related Products of alcohols-buliding-blocks.

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

Newton, Rebecca published the artcileThe discovery of 2-substituted phenol quinazolines as potent RET kinase inhibitors with improved KDR selectivity, Quality Control of 14703-69-6, the publication is European Journal of Medicinal Chemistry (2016), 20-32, database is CAplus and MEDLINE.

Deregulation of the receptor tyrosine kinase RET has been implicated in medullary thyroid cancer, a small percentage of lung adenocarcinomas, endocrine-resistant breast cancer and pancreatic cancer. There are several clin. approved multi-kinase inhibitors that target RET as a secondary pharmacol. but addnl. activities, most notably inhibition of KDR, lead to dose-limiting toxicities. There is, therefore, a clin. need for more specific RET kinase inhibitors. Herein we report our efforts towards identifying a potent and selective RET inhibitor using vandetanib 1 as the starting point for structure-based drug design. Phenolic anilinoquinazolines exemplified by 6 showed improved affinities towards RET but, unsurprisingly, suffered from high metabolic clearance. Efforts to mitigate the metabolic liability of the phenol led to the discovery that a flanking substituent not only improved the hepatocyte stability, but could also impart a significant gain in selectivity. This culminated in the identification of 36; a potent RET inhibitor with much improved selectivity against KDR.

European Journal of Medicinal Chemistry published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C7H9NO, Quality Control of 14703-69-6.

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

Banoun, Camille published the artcileIntermolecular C-O Bond Formation with Alkoxyl Radicals: Photoredox-Catalyzed α-Alkoxylation of Carbonyl Compounds, Recommanded Product: Pentane-1,5-diol, the publication is Organic Letters (2021), 23(22), 8926-8930, database is CAplus and MEDLINE.

Due to the high reactivity of alkoxyl (RO·) radicals and their propensity to easily undergo β-scission or Hydrogen Atom Transfer (HAT) reactions, intermol. alkoxylations involving RO· radicals are barely described. Authors report herein for the first time the efficient intermol. trapping of alkoxyl radicals by silyl enol ethers. This photoredox-mediated protocol enables the introduction of both structurally simple and more complex alkoxy groups into a wide range of ketones and amides.

Organic Letters 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, Recommanded Product: Pentane-1,5-diol.

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

Pettus, Liping H. published the artcileDiscovery of AM-6494: A Potent and Orally Efficacious β-Site Amyloid Precursor Protein Cleaving Enzyme 1 (BACE1) Inhibitor with in Vivo Selectivity over BACE2, Formula: C3H5F3O, the publication is Journal of Medicinal Chemistry (2020), 63(5), 2263-2281, database is CAplus and MEDLINE.

β-Site amyloid precursor protein cleaving enzyme 1 (BACE1) is an aspartyl protease that plays a key role in the production of amyloid β (Aβ) in the brain and has been extensively pursued as a target for the treatment of Alzheimer’s disease (AD). BACE2, an aspartyl protease that is structurally related to BACE1, has been recently reported to be involved in melanosome maturation and pigmentation. Herein, we describe the development of a series of cyclopropylthiazines as potent and orally efficacious BACE1 inhibitors. Lead optimization led to the identification of 20, a mol. with biochem. IC₅₀ BACE2/BACE1 ratio of 47. Administration of 20 resulted in no skin/fur color change in a 13-day mouse hypopigmentation study and demonstrated robust and sustained reduction of CSF and brain Aβ₄₀ levels in rat and monkey pharmacodynamic models. On the basis of a compelling data package, 20 (AM-6494) was advanced to preclin. development.

Journal of Medicinal Chemistry published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Formula: C3H5F3O.

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

Dumoulin, Hugues published the artcile2-oxo-2-(phenyl-2-pyrrolyl)acetamides as potential anxiolytic agents: synthesis and affinity at the central benzodiazepine receptor, Quality Control of 23351-09-9, the publication is European Journal of Medicinal Chemistry (1998), 33(3), 201-207, database is CAplus.

A series of N-substituted α-hydroxy-N-Ph and α-oxo-N-phenyl-1H-pyrrole-2-acetamides were synthesized and their affinity at the benzodiazepine receptor tested. Isosteric replacement of the indolyl ring in previously described derivatives by a phenylpyrrole led to the synthesis of several compounds having benzodiazepine affinity.

European Journal of Medicinal Chemistry 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, Quality Control of 23351-09-9.

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

Tiollais, Rene published the artcileSeveral physical and chemical properties of aliphatic enamines, Application of 2-Bromo-2-methylpropan-1-ol, the publication is Bulletin de la Societe Chimique de France (1964), 1205-6, database is CAplus.

RR’C:CHNR”₂ prepared by known methods were [R, R’, NR”₂, % yield, b.p. (mm.), density (temperature), and n_D listed]: Me, H, NMe₂, 33, 82° (760), 0.754 (23°), 1.4275; Et, H, NMe₂ 74, 107° (760), 0.768 (20°), 1.4345; Pr, H, NMe₂, 79, 59° (60), 0.776 (20°), 1.4390; Am, H, NMe₂, 71, 67° (15), 0.789 (20°), 1.4440; Et, H, NEt₂, 53, 37° (12), 0.786 (22°), 1.4448; Am, H, NEt₂, 57, 93° (13), 0.800 (16.8°), 1.4500; Et, H, NMeBu, 53, 65° (15), 0.786 (20.4°), 1.4492; Et, H, NMeBu-iso, 76, 82° (51), 0.779 (21°), 1.4460; Me, Me, NMe₂, 64, 87° (760), 0.745 (19.6°), 1.4212; Me, Me, NEt₂, 57, 57° (68), 0.761 (20°), 1.4268; Et, H, morpholino, 65, 72° (12), 0.935 (22°), 1.4750; Me, Me, morpholino, 61, 65° (18), 0.922 (20.4°), 1.4669. Bromination of the enamines in ether gave, after hydrolysis, α-bromo aldehydes (product, % yield, phys. properties, and m.p. 2,4-dinitrophenylhydrazone listed): 2-bromobutanal, 64, b₂₅ 42°, n^21.5_D 1.4595, d_21.5 1.4531, 93-4°; 2-bromo-2-methylpropanol, 60, b₇₀ 47°, n²¹_D 1.4522, d₂₁ 1.389, 115-16°; 2-bromoheptanal, 60, b₁₂ 80-1°, n^22.5_D 1.4621, d_22.5 1.249, 105-6°.

Bulletin de la Societe Chimique de France published new progress about 55376-31-3. 55376-31-3 belongs to alcohols-buliding-blocks, auxiliary class Polymerization Reagents,ATRP Initiators, name is 2-Bromo-2-methylpropan-1-ol, and the molecular formula is C35H35ClN6O5, Application of 2-Bromo-2-methylpropan-1-ol.

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

Bertranne, M. published the artcileStructure of C₄H₇O⁺ ions obtained by fragmentation of 1-methylcyclobutanol, SDS of cas: 20117-47-9, the publication is Tetrahedron Letters (1984), 25(2), 211-14, database is CAplus.

Fragmentation patterns from the mass spectra of the title compound demonstrate that the loss of Me leads competitively to three different ions: protonated cyclobutanone, [n-C₃H₇CO]⁺, and protonated Me vinyl ketone.

Tetrahedron Letters 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