Month: December 2022

Araujo, Yara Jaqueline Kerber published the artcileSynthesis and enzymatic resolution of racemic 2,3-epoxy propyl esters obtained from glycerol, Application In Synthesis of 57044-25-4, the publication is Tetrahedron Letters (2015), 56(13), 1696-1698, database is CAplus.

A method is described for the synthesis of (±)-2,3-epoxy Pr esters from glycerol, involving reaction of epichlorohydrin with sodium or potassium salts of carboxylic acids in the presence of TBAB as catalyst, with moderate to excellent yields. Kinetic resolution of glycidyl butyrate by lipase of Thermomyces lanuginosa has been achieved with remarkable enantiomeric excess (ee >99%) using 1,4-dioxane as a co-solvent in pure buffer solution (30 and 50 °C, pH = 7.0).

Tetrahedron Letters 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, Application In Synthesis of 57044-25-4.

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

Carneiro, Vania M. T. published the artcileCoibacins A and B: Total Synthesis and Stereochemical Revision, Quality Control of 57044-25-4, the publication is Journal of Organic Chemistry (2014), 79(2), 630-642, database is CAplus and MEDLINE.

The interface between synthetic organic chem. and natural products was explored in order to unravel the structure of coibacin A, a metabolite isolated from the marine cyanobacterium cf. Oscillatoria sp. that exhibits selective antileishmanial activity and potent anti-inflammatory properties. Our synthetic plan focused on a convergent strategy that allows rapid access to the desired target by coupling of three key fragments involving E-selective Wittig and modified Julia olefinations. CD measurements and comparative HPLC analyses of the natural product and four synthetic stereoisomers led to determination of its absolute configuration, thus correcting the original assignment at C-5 and unambiguously establishing those at C-16 and C-18. Therefore, the correct structure is I. Addnl., we synthesized the corrected structure for coibacin B, II, on the basis of the assignment of configuration for coibacin A.

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, Quality Control of 57044-25-4.

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

Burrer, Christine M. published the artcileMcl-1 small-molecule inhibitors encapsulated into nanoparticles exhibit increased killing efficacy towards HCMV-infected monocytes, Category: alcohols-buliding-blocks, the publication is Antiviral Research (2017), 40-46, database is CAplus and MEDLINE.

Human cytomegalovirus (HCMV) spreads and establishes a persistent infection within a host by stimulating the survival of carrier myeloid cells via the upregulation of Mcl-1, an antiapoptotic member of the Bcl-2 family of proteins. However, the lack of potent Mcl-1-specific inhibitors and a targetable delivery system has limited the ability to exploit Mcl-1 as a therapeutic strategy to eliminate HCMV-infected monocytes. In this study, we found a lead compound from a novel class of Mcl-1 small-mol. inhibitors rapidly induced death of HCMV-infected monocytes. Moreover, encapsulation of Mcl-1 antagonists into myeloid cell-targeting nanoparticles was able to selectively increase the delivery of inhibitors into HCMV-activated monocytes, thereby amplifying their potency. Our study demonstrates the potential use of nanotechnol. to target Mcl-1 small-mol. inhibitors to HCMV-infected monocytes.

Antiviral Research published new progress about 518303-20-3. 518303-20-3 belongs to alcohols-buliding-blocks, auxiliary class Apoptosis,Bcl-2, name is 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, and the molecular formula is C18H14BrNO5S2, Category: alcohols-buliding-blocks.

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

Vu, Thu Ha Thi published the artcileEsterification of 2-keto-L-gulonic acid catalyzed by a solid heteropoly acid, HPLC of Formula: 526-98-7, the publication is Catalysis Science & Technology (2013), 3(3), 699-705, database is CAplus.

The efficacy of a potassium 12-phosphotungstate (KPW) catalyst in the synthesis of Me 2-keto-L-gulonate from 2-keto-L-gulonic acid (2-KLGA) and methanol is investigated. The KPW catalyst gives high yields in short reaction times. The present procedure represents a clean, efficient, practical, simple, mild, time-saving and eco-friendly method for the synthesis of Me 2-keto-L-gulonate. The KPW catalyst is found to be a truly heterogeneous catalyst, highly efficient and reusable in the synthesis of Me 2-keto-L-gulonate.

Catalysis Science & Technology 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 C2H4ClNO, HPLC of Formula: 526-98-7.

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

Rovnyak, George C. published the artcileDihydropyrimidine calcium channel blockers. 4. Basic 3-substituted-4-aryl-1,4-dihydropyrimidine-5-carboxylic acid esters. Potent antihypertensive agents, Product Details of C10H15NO, the publication is Journal of Medicinal Chemistry (1992), 35(17), 3254-63, database is CAplus and MEDLINE.

A series of novel dihydropyrimidine calcium channel blockers that contain a basic group attached to either C(5) or N(3) of the heterocyclic ring has been examined Structure-activity studies show that a 1-(phenylmethyl)-4-piperidinyl carbamate moiety at N(3) and sulfur at C(2) are optimal for vasorelaxant activity in vitro and impart potent and long-acting antihypertensive activity in vivo. One of the title compounds was identified as a lead, and the individual enantiomers (R)- and (S)-I were synthesized. Two key steps of the synthesis were the efficient separation of their diastereomeric ureido derivatives and the high-yield transformation of 2-methoxy intermediates into 2-(p-methoxybenzyl)thio intermediates. Chirality was demonstrated to be a significant determinant of biol. activity, with the dihydropyridine receptor recognizing the enamino ester moiety (R)-I but not the carbamate moiety (S)-I. Dihydropyrimidine (R)-I is equipotent to nifedipine and amlodipine in vitro. In the spontaneously hypertensive rat, (R)-I is both more potent and longer acting than nifedipine and compares most favorably with the long-acting dihydropyridine derivative amlodipine. (R)-I has the potential advantage of being a single enantiomer.

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, Product Details of C10H15NO.

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

Salahinejad, Arash published the artcileMaternal exposure to bisphenol S induces neuropeptide signaling dysfunction and oxidative stress in the brain, and abnormal social behaviors in zebrafish (Danio rerio) offspring, Quality Control of 80-09-1, the publication is Science of the Total Environment (2022), 154794, database is CAplus and MEDLINE.

Recent studies show that bisphenol S (BPS) induces multiple adverse effects in exposed organisms; however, the maternal effects of BPS exposure remain poorly understood. Here, we expose adult female zebrafish to environmentally relevant concentrations of BPS (0, 1, 10, 30μg/L) and 1μg/L of 17-β-estradiol (E2) as a pos. control for 60 days. Females were then paired with BPS-unexposed males and their offspring were raised in control water for 6 mo. Maternal exposure to BPS was found to alter social behavior and anxiety response in a dose-specific manner in male offspring. Group preferences and social cohesion were significantly reduced by maternal exposure to 1 and 10μg/L BPS, resp. Addnl., maternal exposure to 1 and 30μg/L BPS and E2 decreased offspring stress responses during the novel tank test. The impaired social behavior was associated with elevated arginine-vasotocin (AVT) level as well as with the altered expression of genes involved in AVT signaling pathway (AVT, avpr1aa) and enzymic antioxidant genes (cat and Mn-sod) in the brain. Collectively, these results suggest that maternal exposure to environmentally relevant concentrations of BPS alters social behavior in zebrafish offspring, which is likely mediated by oxidative stress and disruption of neuropeptide signaling pathways in the brain.

Science of the Total Environment published new progress about 80-09-1. 80-09-1 belongs to alcohols-buliding-blocks, auxiliary class Ploymers, name is 4,4′-Sulfonyldiphenol, and the molecular formula is C12H10O4S, Quality Control of 80-09-1.

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

Ilem-Ozdemir, Derya published the artcileRadiolabeling and in vitro evaluation of a new 5-fluorouracil derivative with cell culture studies, Category: alcohols-buliding-blocks, the publication is Journal of Labelled Compounds and Radiopharmaceuticals (2019), 62(13), 874-884, database is CAplus and MEDLINE.

The clin. impact and accessibility of ^99mTc tracers for cancer diagnosis would be greatly enhanced by the availability of a new, simple, and easy labeling process and radiopharmaceuticals. 5-Fluorouracil is an antitumor drug, which has played an important role for the treatment of breast carcinoma. In the present study, a new derivative of 5-Fluorouracil was synthesized as (1-[{1′-(1”-deoxy-2”,3”:4”,5”-di-O-isopropylidene-β-D-fructopyranose-1”-yl)-1’H-1′,2′, 3′-triazol-4′-yl}methyl]-5-fluorouracil) (E) and radiolabeled with ^99mTc. It was analyzed by radio thin layer chromatog. for quality control and stability. The radiolabeled complex was subjected to in vitro cell-binding studies to determine healthy and cancer cell affinity using HaCaT and MCF-7 cells, resp. In addition, in vitro cytotoxicity studies of compound E were performed with HaCaT and MCF-5 cells. The radiochem. purity of the [^99mTc]TcE was found to be higher than 90% at room temperature up to 6 h. The radiolabeled complex showed higher specific binding to MCF-7 cells than HaCaT cells. IC₅₀ values of E were found 31.5 ± 3.4μM and 20.7 ± 2.77μM for MCF-7 and HaCaT cells, resp. The results demonstrated the potential of a new radiolabeled E with ^99mTc has selective for breast cancer cells.

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Category: alcohols-buliding-blocks.

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

Preston, Alex published the artcileGSK973 Is an Inhibitor of the Second Bromodomains (BD2s) of the Bromodomain and Extra-Terminal (BET) Family, Synthetic Route of 6346-09-4, the publication is ACS Medicinal Chemistry Letters (2020), 11(8), 1581-1587, database is CAplus and MEDLINE.

Pan-BET inhibitors have shown profound efficacy in a number of in vivo preclin. models and have entered the clinic in oncol. trials where adverse events have been reported. These inhibitors interact equipotently with the eight bromodomains of the BET family of proteins. To better understand the contribution of each domain to their efficacy and to improve from their safety profile, selective inhibitors are required. This Letter discloses the profile of GSK973, a highly selective inhibitor of the second bromodomains of the BET proteins that has undergone extensive preclin. in vitro and in vivo characterization.

ACS Medicinal Chemistry Letters 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, Synthetic Route of 6346-09-4.

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

Lucas, Simon C. C. published the artcileOptimization of a Series of 2,3-Dihydrobenzofurans as Highly Potent, Second Bromodomain (BD2)-Selective, Bromo and Extra-Terminal Domain (BET) Inhibitors, Category: alcohols-buliding-blocks, the publication is Journal of Medicinal Chemistry (2021), 64(15), 10711-10741, database is CAplus and MEDLINE.

Herein, a series of 2,3-dihydrobenzofurans have been developed as highly potent bromo and extra-terminal domain (BET) inhibitors with 1000-fold selectivity for the second bromodomain over the first bromodomain. Investment in the development of two orthogonal synthetic routes delivered inhibitors that were potent and selective but had raised in vitro clearance and suboptimal solubility Insertion of a quaternary center into the 2,3-dihydrobenzofuran core blocked a key site of metabolism and improved the solubility This led to the development of inhibitor I (GSK852): a potent, 1000-fold-selective, highly soluble compound with good in vivo rat and dog pharmacokinetics.

Journal of Medicinal Chemistry 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, Category: alcohols-buliding-blocks.

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

Harrison, Lee A. published the artcileIdentification of a Series of N-Methylpyridine-2-carboxamides as Potent and Selective Inhibitors of the Second Bromodomain (BD2) of the Bromo and Extra Terminal Domain (BET) Proteins, HPLC of Formula: 6346-09-4, the publication is Journal of Medicinal Chemistry (2021), 64(15), 10742-10771, database is CAplus and MEDLINE.

Domain-specific BET bromodomain ligands represent an attractive target for drug discovery with the potential to unlock the therapeutic benefits of antagonizing these proteins without eliciting the toxicol. aspects seen with pan-BET inhibitors. While we have reported several distinct classes of BD2 selective compounds, namely, GSK620, GSK549, and GSK046, only GSK046 shows high aqueous solubility Herein, we describe the lead optimization of a further class of highly soluble compounds based upon a picolinamide chemotype. Focusing on achieving >1000-fold selectivity for BD2 over BD1, while retaining favorable phys. chem. properties, compound 36 was identified as being 2000-fold selective for BD2 over BD1 (Brd4 data) with >1 mg/mL solubility in FaSSIF media. 36 Represents a valuable new in vivo ready mol. for the exploration of the BD2 phenotype.

Journal of Medicinal Chemistry 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, HPLC of Formula: 6346-09-4.

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