Tag: M.W=200-250

Wanner, Jutta published the artcileEvaluation of amide replacements in CCR5 antagonists as a means to increase intrinsic permeability. Part 2: SAR optimization and pharmacokinetic profile of a homologous azacyle series, Product Details of C7H3Cl2NO2S, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(22), 6802-6807, database is CAplus and MEDLINE.

Replacement of a secondary amide with a piperidine or azetidine moiety in a series of CCR5 antagonists led to the discovery of compounds with increased intrinsic permeability. This effort led to the identification of a potent CCR5 antagonist which exhibited an improved in vivo pharmacokinetic profile.

Bioorganic & Medicinal Chemistry Letters 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 C5H10OS, Product Details of C7H3Cl2NO2S.

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

Sen, Rajendra Nath published the artcileAlkali sulfonates of coumarin and nitrocoumarin, Formula: C9H5ClO4S, the publication is Journal of the Indian Chemical Society (1928), 433-7, database is CAplus.

The positions of the SO₃H groups in coumarinmono- (I) and -disulfonic acid (II) prepared by Perkin (J. Chem. Soc. 24, 37), and of the 6-nitrocoumarinsulfonic acid (III) were determined For this purpose, the ordinary methods were not applicable; alkali fusion, e. g., leading to a rupture in the lactonic ring of the coumarin mol. Therefore the lactonic ring was oxidized with KMnO₄ and known derivatives of o-HOC₂H₄CO₂H (IV) obtained. Thus I was shown to be coumarin-6 sulfonic acid. In III, the SO₃H group occupies a position in the lactone ring and is probably 6-nitrocoumarin-3-sulfonic acid in analogy with 3,6-dinitrocoumarin (J. Chem. Soc. 97, 1397), and similarly, II is probably coumarin-3,6-disulfonic acid. Some new derivatives of I, II and III were prepared The process of preparing I, II and III was improved by precipitating the SO₃H acids as the Na salts, and in the case of II, by substituting the ordinary fuming H₂SO₄ by 50% fuming H₂SO₄. Ten g. coumarin heated with 50 g. fuming H₂SO₄ for 2 h. on the water bath, cooled, filtered into saturated NaCl solution and kept for 1-2 days, gave 85% of the Na salt (V) of I; this salt gave with PCl₆ or POCl₃, the sulfonyl chloride (VI), m. 115°; from VI were prepared the amide, m. 186°, and the anilide, m. 132°. For the oxidation, V was dissolved in 2 N KOH and 4% KMnO₄ was slowly added at 0-10°. When the oxidation was complete, the solution was heated for 1 h. on the water bath, filtered, concentrated, and concentrated HCl added. The resulting acid K salt of 5,2-HO₃S(HO)C₆H₃CO₂,H (VII) was filtered off, recrystallized, and converted to the free acid. Na salt (VIII) of II, from 10 g. coumarin and 70 g. 50% fuming H₂SO₄ by heating for 3-4 h. to 150° on the oil bath, cooling and precipitating with NaCl solution Recrystallization gives VIII in 70% yield; disulfonyl chloride, m. 170-3°; diamide, m.above 240°, dianilide, yellow. Oxidation of VIII, carried out as in the case of V, leads to formation of VII. Na salt (IX)of III, (80% from 10g. 6-nitrocoumarin and 60 g. 50% fuming H₂SO₄ by heating to 150° for 3-4 h. and precipitating with NaCl solution), yellowish; sulfonyl chloride, m. 205°; amide, does not m. 260°; anilide, m. 130°. The product of oxidation of IX was identified as 5,2-O₂N(HO)C₆H₂3CO₂H.

Journal of the Indian Chemical Society published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C20H32B2O4, Formula: C9H5ClO4S.

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

Nayak, Sabita published the artcileDesign and Synthesis of (E)-4-(2-Phenyl-2H-chromen-3-yl)but-3-en-2-ones and Evaluation of their In Vitro Antimicrobial Activity, Recommanded Product: 5-Bromo-3-chloro-2-hydroxybenzaldehyde, the publication is Letters in Organic Chemistry (2015), 12(5), 352-358, database is CAplus.

2H-Chromene and its derivatives are an important class of organic compounds due to their wide range of biol. activities such as antimicrobial, antiviral, antiinflammatory and antitubercular agents. In the present work, we have synthesized ten new 2H-chromene derivatives [(E)-4-(2-phenyl-2H-chromen-3-yl)but-3-en-2-one and its substituted analogs] by aldol condensation of 2H-chromene-3-carbaldehydes with acetone. These products have been characterized by means of spectral data (1H, 13C, IR, Mass). The structure of (E)-4-(6,8-dichloro-2-phenyl-2H-chromen-3-yl)but-3-en-2-one was confirmed by X-ray anal. The compounds were evaluated for in vitro antimicrobial activity against two Gram pos. bacteria [Streptococcus mutans (MTCC 497) and Streptococcus pyogenes (MTCC 1926)] and three Gram neg. bacteria [Vibrio cholera (MTCC 3909), Shigella flexneri (MTCC 1457) and Salmonella enteric typhi (MTCC 1252)]. The obtained results from in vitro antimicrobial assays by the broth dilution method indicated that many of the compounds exhibited excellent activity against all the microorganisms in comparison to standard kanamycin.

Letters in Organic 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 C7H4BrClO2, Recommanded Product: 5-Bromo-3-chloro-2-hydroxybenzaldehyde.

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

Wang, Lin published the artcileImpact of peroxisome proliferator-activated receptor-α on diabetic cardiomyopathy, Synthetic Route of 637-07-0, the publication is Cardiovascular Diabetology (2021), 20(1), 2, database is CAplus and MEDLINE.

A review. The prevalence of cardiomyopathy is higher in diabetic patients than those without diabetes. Diabetic cardiomyopathy (DCM) is defined as a clin. condition of abnormal myocardial structure and performance in diabetic patients without other cardiac risk factors, such as coronary artery disease, hypertension, and significant valvular disease. Multiple mol. events contribute to the development of DCM, which include the alterations in energy metabolism (fatty acid, glucose, ketone and branched chain amino acids) and the abnormalities of subcellular components in the heart, such as impaired insulin signaling, increased oxidative stress, calcium mishandling and inflammation. There are no specific drugs in treating DCM despite of decades of basic and clin. investigations. This is, in part, due to the lack of our understanding as to how heart failure initiates and develops, especially in diabetic patients without an underlying ischemic cause. Some of the traditional anti-diabetic or lipid-lowering agents aimed at shifting the balance of cardiac metabolism from utilizing fat to glucose have been shown inadequately targeting multiple aspects of the conditions. Peroxisome proliferator-activated receptor α (PPARα), a transcription factor, plays an important role in mediating DCM-related mol. events. Pharmacol. targeting of PPARα activation has been demonstrated to be one of the important strategies for patients with diabetes, metabolic syndrome, and atherosclerotic cardiovascular diseases. The aim of this review is to provide a contemporary view of PPARα in association with the underlying pathophysiol. changes in DCM. We discuss the PPARα-related drugs in clin. applications and facts related to the drugs that may be considered as risky (such as fenofibrate, bezafibrate, clofibrate) or safe (pemafibrate, metformin and glucagon-like peptide 1-receptor agonists) or having the potential (sodium-glucose co-transporter 2 inhibitor) in treating DCM.

Cardiovascular Diabetology 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 C11H19BO2S, Synthetic Route of 637-07-0.

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

Williams, A. C. published the artcileProduct class 4: benzopyranones and benzopyranthiones, Name: Coumarin-6-sulfonyl chloride, the publication is Science of Synthesis (2003), 347-638, database is CAplus.

A review. Methods for preparing 2H-1-benzopyran-2-ones, 4H-1-benzopyran-4-ones, 1H-2-benzopyran-1-ones, 6H-dibenzo[b,d]pyran-6-ones, 9H-xanthenones and their corresponding thione analogs as well as 3H-2-benzopyran-3-ones are surveyed. Synthetic methods include ring closure, ring transformation, aromatization and substituent modification reactions.

Science of Synthesis published new progress about 10543-42-7. 10543-42-7 belongs to chlorides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Chloride,Sulfonyl chlorides,Ester, name is Coumarin-6-sulfonyl chloride, and the molecular formula is C5H5ClO2, Name: Coumarin-6-sulfonyl chloride.

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

Cruz-Migoni, Abimael published the artcileStructure-based development of new RAS-effector inhibitors from a combination of active and inactive RAS-binding compounds, Computed Properties of 944129-07-1, the publication is Proceedings of the National Academy of Sciences of the United States of America (2019), 116(7), 2545-2550, database is CAplus and MEDLINE.

The RAS gene family is frequently mutated in human cancers, and the quest for compounds that bind to mutant RAS remains a major goal, as it also does for inhibitors of protein-protein interactions. We have refined crystallization conditions for KRAS169Q61H-yielding crystals suitable for soaking with compounds and exploited this to assess new RAS-binding compounds selected by screening a protein-protein interaction-focused compound library using surface plasmon resonance. Two compounds, referred to as PPIN-1 and PPIN-2, with related structures from 30 initial RAS binders showed binding to a pocket where compounds had been previously developed, including RAS effector protein-protein interaction inhibitors selected using an intracellular antibody fragment (called Abd compounds). Unlike the Abd series of RAS binders, PPIN-1 and PPIN-2 compounds were not competed by the inhibitory anti-RAS intracellular antibody fragment and did not show any RAS-effector inhibition properties. By fusing the common, anchoring part from the two new compounds with the inhibitory substituents of the Abd series, we have created a set of compounds that inhibit RAS-effector interactions with increased potency. These fused compounds add to the growing catalog of RAS protein-protein inhibitors and show that building a chem. series by crossing over two chem. series is a strategy to create RAS-binding small mols.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 944129-07-1. 944129-07-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester,, name is (4-Chloro-2-fluoro-3-methoxyphenyl)boronic acid, and the molecular formula is C7H7BClFO3, Computed Properties of 944129-07-1.

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

Xu, Jinhui published the artcileUnveiling Extreme Photoreduction Potentials of Donor-Acceptor Cyanoarenes to Access Aryl Radicals from Aryl Chlorides, Related Products of chlorides-buliding-blocks, the publication is Journal of the American Chemical Society (2021), 143(33), 13266-13273, database is CAplus and MEDLINE.

Since the seminal work of Zhang in 2016, donor-acceptor cyanoarene-based fluorophores, such as 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN), have been widely applied in photoredox catalysis and used as excellent metal-free alternatives to noble metal Ir- and Ru-based photocatalysts. However, all the reported photoredox reactions involving this chromophore family are based on harnessing the energy from a single visible light photon, with a limited range of redox potentials from -1.92 to +1.79 V vs SCE. Here, we document the unprecedented discovery that this family of fluorophores can undergo consecutive photoinduced electron transfer (ConPET) to achieve very high reduction potentials. One of the newly synthesized catalysts, 2,4,5-tri(9H-carbazol-9-yl)-6-(ethyl(phenyl)amino)isophthalonitrile (3CzEPAIPN), possesses a long-lived (12.95 ns) excited radical anion form, 3CzEPAIPN^•-*, which can be used to activate reductively recalcitrant aryl chlorides (E_red ≈ -1.9 to -2.9 V vs SCE) under mild conditions. The resultant aryl radicals can be engaged in synthetically valuable aromatic C-B, C-P, and C-C bond formation to furnish arylboronates, arylphosphonium salts, arylphosphonates, and spirocyclic cyclohexadienes.

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 C11H24O3, Related Products of chlorides-buliding-blocks.

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