Tag: M.W=200-250

Kuribara, Takahito published the artcileVisible-Light-Induced Metal-/Photocatalyst-Free C-H Bond Imidation of Arenes, Safety of Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, the publication is Organic Letters (2020), 22(6), 2235-2239, database is CAplus and MEDLINE.

In this study, a visible-light-induced intermol. C-H bond imidation of arenes was achieved at ambient condition. By using simple phthalimide with (diacetoxyiodo)benzene and mol. iodine, direct metal-/photocatalyst-free C-N bond formation was achieved. The imidation protocol was designed by using time-dependent d. functional theory calculations and exptl. demonstrated for 28 substrates with as high as 96% yield. Mechanistic studies indicated that radical-mediated aromatic substitution occurred via photolysis of N-iodophthalimide under visible-light irradiation

Organic Letters published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, Safety of Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Koppenhoefer, B. published the artcileBackbone modification of Chirasil-Val: effect of nonpolar side chains on enantiomer separation in gas chromatography, Computed Properties of 14799-93-0, the publication is Chromatographia (1995), 40(11/12), 718-23, database is CAplus.

The polysiloxane backbone of the gas chromatog. phase Chirasil-Val has been modified by replacing one Me group per dialkylsiloxy unit by pentyl and hexyl groups, resp. The new phases offer the advantage of reduced polarities and softening points, while the separation factors (α) of enantiomeric pairs of N,O-trifluoroacetyl amino acid Pr esters show small but intriguing deviations from those determined on Chirasil-Val.

Chromatographia published new progress about 14799-93-0. 14799-93-0 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(methyl)(octyl)silane, and the molecular formula is C9H20Cl2Si, Computed Properties of 14799-93-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Silvestri, Maximilian A. published the artcileDesign, Synthesis, Anti-HIV Activities, and Metabolic Stabilities of Alkenyldiarylmethane (ADAM) Non-nucleoside Reverse Transcriptase Inhibitors, Computed Properties of 19652-33-6, the publication is Journal of Medicinal Chemistry (2004), 47(12), 3149-3162, database is CAplus and MEDLINE.

The alkenyldiarylmethane (ADAM) HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs) are effective anti-HIV agents in cell culture. However, the potential clin. utility of the ADAMs is expected to be limited by the presence of Me ester moieties that are likely to be metabolized by nonspecific esterases in blood plasma to biol. inactive carboxylic acid derivatives The present investigation was therefore undertaken to investigate the anti-HIV activities of the ADAMs vs. HIV-1_IIIB and HIV-2_ROD in MT-4 cells and the stabilities of the biol. active ADAMs in rat plasma. Synthesis of most of the ADAMs I (R¹ = R⁴ = CO₂Me, R² = MeO, R³ = Br, Cl, Me, cyano; R¹ = CO₂Me, R² = MeO, R³ = Br, Cl, Me, R⁴ = CC, CH:CH, Ph, CO₂-n-Pr, CO₂CHMe₂; etc.) were reported previously. However, 13 of the 32 compounds, I (R¹ = CO₂Me, R² = MeO, R³ = Br, R⁴ = CH₂OMe; R¹ = R⁴ = CH₂OH, R² = MeO, R³ = Cl; R¹ = R⁴ = CH₂OMe, R² = MeO, R³ = Cl; etc.), tested were newly synthesized. For example, reacting Me 5-methoxypentanoate with benzophenone II gave I (R¹ = CO₂Me, R² = MeO, R³ = Br, R⁴ = CH₂OMe) in 24% yield. The ADAMs displayed a wide range of metabolic stabilities in rat plasma, with half-lives ranging from 0.9 to 76.6 min. A wide assortment of structural modifications was tolerated, with 18 of the 32 compounds tested displaying EC₅₀ values between 0.3 and 3.7 μM vs. HIV-1_IIIB in MT-4 cells, 3 compounds in the EC₅₀ = 13.2-35.4 μM range, and the remaining compounds inactive. Consistent with the mechanism of action of the ADAMs as NNRTIs, they were inactive or displayed comparatively low activity vs. HIV-2_ROD. The replacement of the two aromatic Me ester substituents in one of the most active ADAMs (EC₅₀ = 0.6 μM) with two Me thioester groups resulted in an increase in plasma half-life from 5.8 to 55.3 min, while maintaining the antiviral potency at the EC₅₀ = 1.8 μM level. At the same time, the bis(thioester) modification was less cytotoxic to uninfected MT-4 cells, with a CC₅₀ of >224 μM vs. 160 μM for the parent compound

Journal of Medicinal Chemistry published new progress about 19652-33-6. 19652-33-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Bromide,Benzene,Phenol,Aldehyde, name is 5-Bromo-3-chloro-2-hydroxybenzaldehyde, and the molecular formula is C10H16Br3N, Computed Properties of 19652-33-6.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Park, Jung Gyu published the artcileConnectivity mapping of angiotensin-PPAR interactions involved in the amelioration of non-alcoholic steatohepatitis by Telmisartan, Application In Synthesis of 637-07-0, the publication is Scientific Reports (2019), 9(1), 1-11, database is CAplus and MEDLINE.

Nonalcoholic fatty liver disease (NAFLD) is a global health problem that is associated with various metabolic disorders. Telmisartan is a potential treatment for NAFLD due to its ability to improve insulin sensitivity and decrease hepatic fat accumulation via modulation of PPARγ, and to suppress hepatic fibrosis by blocking angiotensin II receptors. However, the underlying mechanisms of action of telmisartan have yet to be fully elucidated. In the present study, diabetic nonalcoholic steatohepatitis (NASH) mice (STAM mice) received daily administrations of telmisartan for 6 wk to assess the improvements in NASH. Hepatic transcriptome analyses revealed that the amelioration of NASH likely occurred through the regulation of inflammatory- and fibrosis-related gene responses. An integrated network anal. including transcriptional and non-transcriptional genes regulated by telmisartan showed that the NAFLD pathway is interconnected with the dysregulated RAS-PPAR-NFκB pathways. The downstream targets of PPARα, PPARδ, and RELA in this network significantly overlapped with telmisartan-induced differentially expressed genes (DEGs), which were verified in palmitate-treated Hepa1c1c7 cell line. This transcriptome approach accompanied with cell-based mol. analyses provided the opportunity to understand the fundamental mol. mechanisms underpinning the therapeutic effects of telmisartan, and will contribute to the establishment of a novel pharmacol. treatment for NASH patients.

Scientific Reports published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, Application In Synthesis of 637-07-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Farizyan, Mirxan published the artcilePalladium-Catalyzed Nondirected Late-Stage C-H Deuteration of Arenes, Recommanded Product: Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, the publication is Journal of the American Chemical Society (2021), 143(40), 16370-16376, database is CAplus and MEDLINE.

Herein, palladium catalyzed nondirected late-stage deuteration of arenes is discussed. Key aspects include the use of D₂O as a convenient and easily available deuterium source and the discovery of highly active N,N-bidentate ligands containing an N-acyl sulfonamide group. The reported protocol enables high degrees of deuterium incorporation via a reversible C-H activation step and features an extraordinary functional group tolerance, allowing for the deuteration of complex substrates. This is exemplified by the late-stage isotopic labeling of various pharmaceutically relevant motifs and related scaffolds. This method, among other applications, will prove useful as a tool in drug development processes and for mechanistic studies.

Journal of the American Chemical Society published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, Recommanded Product: Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Podtelezhnikov, Alexei A. published the artcileQuantitative transcriptional biomarkers of xenobiotic receptor activation in rat liver for the early assessment of drug safety liabilities, HPLC of Formula: 637-07-0, the publication is Toxicological Sciences (2020), 175(1), 98-112, database is CAplus and MEDLINE.

The robust transcriptional plasticity of liver mediated through xenobiotic receptors underlies its ability to respond rapidly and effectively to diverse chem. stressors. Thus, drug-induced gene expression changes in liver serve not only as biomarkers of liver injury, but also as mechanistic sentinels of adaptation in metabolism, detoxification, and tissue protection from chems. Modern RNA sequencing methods offer an unmatched opportunity to quant. monitor these processes in parallel and to contextualize the spectrum of dose-dependent stress, adaptation, protection, and injury responses induced in liver by drug treatments. Using this approach, we profiled the transcriptional changes in rat liver following daily oral administration of 120 different compounds, many of which are known to be associated with clin. risk for drug-induced liver injury by diverse mechanisms. Clustering, correlation, and linear modeling analyses were used to identify and optimize coexpressed gene signatures modulated by drug treatment. Here, we specifically focused on prioritizing 9 key signatures for their pragmatic utility for routine monitoring in initial rat tolerability studies just prior to entering drug development. These signatures are associated with 5 canonical xenobiotic nuclear receptors (AHR, CAR, PXR, PPARα, ER), 3 mediators of reactive metabolite-mediated stress responses (NRF2, NRF1, P53), and 1 liver response following activation of the innate immune response. Comparing paradigm chem. inducers of each receptor to the other compounds surveyed enabled us to identify sets of optimized gene expression panels and associated scoring algorithms proposed as quant. mechanistic biomarkers with high sensitivity, specificity, and quant. accuracy. These findings were further qualified using public datasets, Open TG-GATEs and DrugMatrix, and internal development compounds With broader collaboration and addnl. qualification, the quant. toxicogenomic framework described here could inform candidate selection prior to committing to drug development, as well as complement and provide a deeper understanding of the conventional toxicol. study endpoints used later in drug development.

Toxicological Sciences published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, HPLC of Formula: 637-07-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Harada, Hiroshi published the artcileDevelopment of potent serotonin-3 (5-HT₃) receptor antagonists. I. Structure-activity relationships of 2-alkoxy-4-amino-5-chlorobenzamide derivatives, Related Products of chlorides-buliding-blocks, the publication is Chemical & Pharmaceutical Bulletin (1995), 43(8), 1364-78, database is CAplus and MEDLINE.

A new series of 2-alkoxy-4-amino-5-chlorobenzamide derivatives bearing five- to seven-membered heteroalicyclic rings in the amine moiety was synthesized and evaluated for serotonin-3 (5-HT₃) receptor antagonistic activity by assaying the ability to antagonize the von Bezold-Jarisch reflex in rats. The five- to seven-membered heterocycles comprise pyrrolidine, morpholine, 1,4-thiazine, piperidine, piperazine, 1,4-oxazepine, 1,4-thiazepine, azepine, and 1,4-diazepine rings. Among them, some benzamide derivatives having a 1,4-diazepine ring showed a potent 5-HT₃ receptor antagonistic activity. In particular, 4-amino-5-chloro-N-(1,4-dimethylhexahydro-1H-1,4-diazepin-6-yl)-2-ethoxybenzamide and the 1-benzyl-4-methylhexahydro-1H-1,4-diazepine analog showed potent 5-HT₃ receptor antagonist activity without 5-HT₄ receptor binding affinity.

Chemical & Pharmaceutical Bulletin published new progress about 36335-47-4. 36335-47-4 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Ether, name is 3-Chloro-2,6-dimethoxybenzoic acid, and the molecular formula is C9H9ClO4, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Fager, Diana C. published the artcileRegio- and Enantioselective Synthesis of Trifluoromethyl-Substituted Homoallylic α-Tertiary NH₂-Amines by Reactions Facilitated by a Threonine-Based Boron-Containing Catalyst, Product Details of C8H4ClF3O, the publication is Angewandte Chemie, International Edition (2020), 59(28), 11448-11455, database is CAplus and MEDLINE.

A method for catalytic regio- and enantioselective synthesis of trifluoromethyl-substituted and aryl-, heteroaryl-, alkenyl-, and alkynyl-substituted homoallylic α-tertiary NH₂-amines is introduced. Easy-to-synthesize and robust N-silyl ketimines are converted to NH-ketimines in situ, which then react with a Z-allyl boronate. Transformations are promoted by a readily accessible L-threonine-derived aminophenol-based boryl catalyst, affording the desired products in up to 91% yield, >98:2 α:γ selectivity, >98:2 Z:E selectivity, and >99:1 enantiomeric ratio. A com. available aminophenol may be used, and allyl boronates, which may contain an alkyl-, a chloro-, or a bromo-substituted Z-alkene, can either be purchased or prepared by catalytic stereoretentive cross-metathesis. In addition, Z-trisubstituted allyl boronates may be used. Various chemo-, regio-, and diastereoselective transformations of the α-tertiary homoallylic NH₂-amine products highlight the utility of the approach; this includes diastereo- and regioselective epoxide formation/trichloroacetic acid cleavage to generate differentiated diol derivatives

Angewandte Chemie, International Edition published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Product Details of C8H4ClF3O.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Balaraman, Kaluvu published the artcileOrganocatalytic Decarboxylative Cyanomethylation of Difluoromethyl and Trifluoromethyl Ketones, Computed Properties of 5860-95-7, the publication is Advanced Synthesis & Catalysis (2018), 360(24), 4705-4709, database is CAplus and MEDLINE.

An efficient organocatalytic method for the synthesis of difluoromethyl and trifluoromethyl substituted β-hydroxynitriles RC(OH)(CXF₂)CH₂CN (R = Ph, cyclohexyl, furan-2-yl, etc.; X = H, F) is introduced. The decarboxylative cyanomethylation of fluorinated ketones RC(O)CXF₂ with readily available cyanoacetic acid gives a variety of tertiary alcs. in high yields and without concomitant water elimination. The reaction occurs in the presence of catalytic amounts of triethylamine, and can be upscaled and applied to chlorofluoromethyl ketones and difluoromethyl ketimines.

Advanced Synthesis & Catalysis published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Computed Properties of 5860-95-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Skerratt, Sarah E. published the artcileIdentification of false positives in “HTS hits to lead”: The application of Bayesian models in HTS triage to rapidly deliver a series of selective TRPV4 antagonists, Related Products of chlorides-buliding-blocks, the publication is MedChemComm (2013), 4(1), 244-251, database is CAplus.

Herein, we describe the discovery and optimization of a series of potent and selective TRPV4 antagonists. The application of a variety of computational techniques (including Bayesian modeling) at the HTS triage stage enabled the early deprioritisation of likely frequent hitters. The use of methods to pos. prioritise compounds for follow-up screening allowed the rapid identification of a number of interesting TRPV4 antagonist series. The hit-to-lead efforts in one such series, the hydroxypiperidines, will be described.

MedChemComm published new progress about 254749-11-6. 254749-11-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene, name is 2-Chloro-4-cyanobenzene-1-sulfonyl chloride, and the molecular formula is C10H14O, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics