Tag: M.W=150-200

Wang, Dungai published the artcileUnsymmetrical Disulfides Synthesis via Cs₂CO₃-Catalyzed Three-Component Reaction in Water, Synthetic Route of 620-20-2, the publication is Advanced Synthesis & Catalysis (2020), 362(22), 4991-4995, database is CAplus.

An unsym. disulfide synthesis by Cs₂CO₃-catalyzed three-component coupling reaction of thioacetates RSC(O)Me (R = 4-CH₃OC₆H₄, CH₂C₆H₅, oxolan-2-ylmethyl, etc.), sodium thiosulfate, and benzyl halide R¹CH₂Cl (R¹ = C₆H₅, 4-BrC₆H₄, 1-naphthyl, etc.) in water has been described. The safe, stable, and non-toxic Na₂S₂O₃ was invoked as the sulfur-source, successfully avoiding the odor generation in the process of S-S bond formation. A wide range of substrate suitability and appropriate functional group tolerance were observed for the transformation. Notably, the approach reported here was compatible with various biomols. including glucose, coumarin, and quinolinone.

Advanced Synthesis & Catalysis published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C12H10F2Si, Synthetic Route of 620-20-2.

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

Wang, Dungai published the artcileUnsymmetrical Disulfides Synthesis via Cs₂CO₃-Catalyzed Three-Component Reaction in Water, Synthetic Route of 939-99-1, the publication is Advanced Synthesis & Catalysis (2020), 362(22), 4991-4995, database is CAplus.

An unsym. disulfide synthesis by Cs₂CO₃-catalyzed three-component coupling reaction of thioacetates RSC(O)Me (R = 4-CH₃OC₆H₄, CH₂C₆H₅, oxolan-2-ylmethyl, etc.), sodium thiosulfate, and benzyl halide R¹CH₂Cl (R¹ = C₆H₅, 4-BrC₆H₄, 1-naphthyl, etc.) in water has been described. The safe, stable, and non-toxic Na₂S₂O₃ was invoked as the sulfur-source, successfully avoiding the odor generation in the process of S-S bond formation. A wide range of substrate suitability and appropriate functional group tolerance were observed for the transformation. Notably, the approach reported here was compatible with various biomols. including glucose, coumarin, and quinolinone.

Advanced Synthesis & Catalysis published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C26H41N5O7S, Synthetic Route of 939-99-1.

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

Sebastian-Perez, Victor published the artcileDeciphering the enzymatic target of a new family of antischistosomal agents bearing a quinazoline scaffold using complementary computational tools, COA of Formula: C8H6ClF3, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2020), 35(1), 511-523, database is CAplus and MEDLINE.

A previous phenotypic screening campaign led to the identification of a quinazoline derivative with promising in vitro activity against Schistosoma mansoni. Follow-up studies of the antischistosomal potential of this candidate are presented here. The in vivo studies in a S. mansoni mouse model show a significant reduction of total worms and a complete disappearance of immature eggs when administered concomitantly with praziquantel in comparison with the administration of praziquantel alone. This fact is of utmost importance because eggs are responsible for the pathol. and transmission of the disease. Subsequently, the chem. optimization of the structure in order to improve the metabolic stability of the parent compound was carried out leading to derivatives with improved drug-like properties. Addnl., the putative target of this new class of antischistosomal compounds was envisaged by using computational tools and the binding mode to the target enzyme, aldose reductase, was proposed.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 939-99-1. 939-99-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzyl chloride,Benzene, name is 1-(Chloromethyl)-4-(trifluoromethyl)benzene, and the molecular formula is C9H5ClO4S, COA of Formula: C8H6ClF3.

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

Kozlov, S. A. published the artcileEstablishment of reasons for the formation of chloric-organic compounds in commodity oil, Synthetic Route of 1002-41-1, the publication is Neftepromyslovoe Delo (2019), 64-69, database is CAplus.

At present, normative documents set strict requirements to the amount of light organic-chloric compounds (LOHC) in oil intended for delivery to pipeline transportation system. LOHC high concentrations in oil and oil fractions increase the intensity of corrosion and the sedimentation amount inside the technol. equipment, on the equipment surface as well deactivation of the catalytic compositions during oil refining processes. That’s why, with account of the above-said, the problems of LOHC amount control in oil and fixing the reasons for their occurrence are very urgent oil production and oil processing enterprises. The paper analyzes the possible reasons for registering LOHC increased amounts The determination of LOHC in oils and acidic compounds, which are used to enhance oil production is exptl. studied, LOHC possible formation during oil and hydrochloric acid interaction, including in reservoir conditions, is evaluated. The results of exptl. studies have shown that acidic compositions can contain organic-chloric compounds (OCC). It has been established that oil treatment by hydrochloric acid under reservoir conditions provides formation of an addnl. organic-chloric compounds, and LOHC content increases depending on the temperature raise in the reservoir during treatment. The increase of the organic-chloric components concentration in oil also depends on the type of the rock. The use of disintegrated carbonate core, under other equal conditions, compared with the terrigenous rock, leads to a more significant increase in the organic-chloric compounds concentration in oil.

Neftepromyslovoe Delo published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, Synthetic Route of 1002-41-1.

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

Cheng, Hua published the artcileSynthesis, biochemical evaluation and computational simulations of new cytochrome bc₁ complex inhibitors based on N-(4-aryloxyphenyl) phthalimides, Application of 3-Chloro-4-fluoronitrobenzene, the publication is Chinese Chemical Letters (2018), 29(12), 1897-1900, database is CAplus.

The cytochrome bc₁ complex (the bc₁ complex or complex III) is an attractive target for the discovery of numerous pharmaceuticals and pesticides. In order to identify new lead structures for this target, a new series of mols., N-(4-aryloxyphenyl)phthalimides, were designed and synthesized in a straightforward manner. Our design strategy was to introduce a 4-aryloxyphenyl group, a fragment which exhibited promising bc1 complex-inhibiting properties, into the aryl group of the valuable N-arylphthalimide backbone. Afterward, the biochem. evaluation of the newly synthesized compounds was carried out, and the results implied that several compounds demonstrated good activities against succinate-cytochrome reductase (SCR, a mixture of mitochondrial complex II and the bc₁ complex). Further studies confirmed that the compound I was identified as an inhibitor of the bc₁ complex. Furthermore, computational simulations were also performed to better understand binding of the compound I to the enzyme complex, which indicated that this compound should bind to the Q_o site of the bc₁ complex. Consequently, we harbor the idea that this paper can provide a solid platform for synthesis and discovery of other bc₁ complex inhibitors.

Chinese Chemical Letters published new progress about 350-30-1. 350-30-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Nitro Compound,Benzene, name is 3-Chloro-4-fluoronitrobenzene, and the molecular formula is C6H3ClFNO2, Application of 3-Chloro-4-fluoronitrobenzene.

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

Kazui, Yuko published the artcileStructure-activity relationship of novel (benzoylaminophenoxy)phenol derivatives as anti-prostate cancer agents, HPLC of Formula: 350-30-1, the publication is Bioorganic & Medicinal Chemistry (2018), 26(18), 5118-5127, database is CAplus and MEDLINE.

The androgen receptor (AR) is a ligand-inducible transcription factor belonging to the nuclear receptor superfamily, and is a target mol. for development of drugs to treat prostate cancer. However, AR antagonists in clin. use, such as flutamide (3a) and bicalutamide (4), encounter resistance after several years of hormone therapy, predominantly due to mutations of AR. Thus, although some new-generation AR antagonists have been developed, novel types of AR antagonists are still required to treat drug-resistant prostate cancer. We previously reported a novel (benzoylaminophenoxy)phenol derivative 10a, which is structurally distinct from conventional AR antagonists. Here, we systematically examined the structure-activity relationship of (benzoylaminophenoxy)phenol derivatives on the inhibitory activity on the prostate cancer cell proliferations. We found that the 4-[4-(benzoylamino)phenoxy]phenol backbone is important for anti-prostate cancer activity. Introduction of a small substituent at the 2 position of the central benzene ring (B ring) increases the activity. Among the synthesized compounds, 19a and 19b exhibited the most potent inhibitory activity toward dihydrotestosterone-induced proliferation of several androgen-dependent cell lines, SC-3 (wild-type AR), LNCaP (T877A AR), and 22Rv1 (H874Y AR), but interestingly also inhibited proliferation of AR-independent PC-3 cells. These compounds, which have a different pharmacophore from conventional AR antagonists, are promising drug candidates for the treatment of prostate cancer.

Bioorganic & Medicinal Chemistry published new progress about 350-30-1. 350-30-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Nitro Compound,Benzene, name is 3-Chloro-4-fluoronitrobenzene, and the molecular formula is C6H3ClFNO2, HPLC of Formula: 350-30-1.

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

Eaton, John K. published the artcileStructure-activity relationships of GPX4 inhibitor warheads, Category: chlorides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(23), 127538, database is CAplus and MEDLINE.

Direct inhibition of GPX4 requires covalent modification of the active-site selenocysteine. While phenotypic screening has revealed that activated alkyl chlorides and masked nitrile oxides can inhibit GPX4 covalently, a systematic assessment of potential electrophilic warheads with the capacity to inhibit cellular GPX4 has been lacking. Here, we survey more than 25 electrophilic warheads across several distinct GPX4-targeting scaffolds. We find that electrophiles with attenuated reactivity compared to chloroacetamides are unable to inhibit GPX4 despite the expected nucleophilicity of the selenocysteine residue. However, highly reactive propiolamides we uncover in this study can substitute for chloroacetamide and nitroisoxazole warheads in GPX4 inhibitors. Our observations suggest that electrophile masking strategies, including those we describe for propiolamide- and nitrile-oxide-based warheads, may be promising for the development of improved covalent GPX4 inhibitors.

Bioorganic & Medicinal Chemistry Letters published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Category: chlorides-buliding-blocks.

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

Cross, R. Matthew published the artcileOrally Bioavailable 6-Chloro-7-methoxy-4(1H)-quinolones Efficacious against Multiple Stages of Plasmodium, Recommanded Product: 4-Chloro-2-methylphenylboronic acid, the publication is Journal of Medicinal Chemistry (2014), 57(21), 8860-8879, database is CAplus and MEDLINE.

The continued proliferation of malaria throughout temperate and tropical regions of the world has promoted a push for more efficacious treatments to combat the disease. Unfortunately, more recent remedies such as artemisinin combination therapies have been rendered less effective due to developing parasite resistance, and new drugs are required that target the parasite in the liver to support the disease elimination efforts. Research was initiated to revisit antimalarials developed in the 1940s and 1960s that were deemed unsuitable for use as therapeutic agents as a result of poor understanding of both physicochem. properties and parasitol. Structure-activity and structure-property relationship studies were conducted to generate a set of compounds with the general 6-chloro-7-methoxy-2-methyl-4(1H)-quinolone scaffold which were substituted at the 3-position with a variety of Ph moieties possessing various properties. Extensive physicochem. evaluation of the quinolone series was carried out to down-select the most promising 4(1H)-quinolones, P4Q-391 (7), 6-Chloro-7-methoxy-2-methyl-3-(2-methyl-4-(4(trifluoromethoxy)phenoxy)phenyl)-quinolin-4(1H)-one (62), 6-Chloro-3-(6-(2-fluoro-4-(trifluoromethyl)phenyl)pyridin-3-yl)-7-methoxy-2-methylquinolin-4(1H)-one (66), and 6-Chloro-7-methoxy-2-methyl-3-(6-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)quinolin-4(1H)-one(67), which possessed low-nanomolar EC₅₀ values against W2 and TM90-C2B as well as improved microsomal stability. Addnl., in vivo Thompson test results using Plasmodium berghei in mice showed that these 4(1H)-quinolones were efficacious for the reduction of parasitemia at >99% after 6 days.

Journal of Medicinal Chemistry published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Recommanded Product: 4-Chloro-2-methylphenylboronic acid.

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

Albrecht, William L. published the artcileBis-basic-substituted polycyclic aromatic compounds. New class of antiviral agents. 6. Bis-basic-substituted fluoranthenes, HPLC of Formula: 4584-49-0, the publication is Journal of Medicinal Chemistry (1974), 17(11), 1150-6, database is CAplus and MEDLINE.

Bis-basic esters, ketones, ethers, and alkanes of fluoranthene, given s.c., had potent antiviral activity against encephalomyocarditis virus in mice. The ketones were the most active when given orally. For example, 3,9-fluoranthenedicarboxylic acid bis[3-(diethylamino)propyl] ester-2HCl (I) [27086-86-8] and 1,1′-(3,9-fluoranthenediyl)bis[2-(dimethylylamino)ethanone]-2HCl (II) [35689-81-7] increased the survival time of infected mice by 1.82- 1.94-fold resp., at 50 mg/kg s.c. I and II were effective against both RNA (Semliki Forest) and DNA (vaccinia) virus infections in mice. I also enhanced the antibody response to sheep erythrocytes. II was prepared by reaction of fluoranthene [206-44-0] with 2-chloroacetyl chloride [79-04-9], followed by Me2NH.

Journal of Medicinal Chemistry published new progress about 4584-49-0. 4584-49-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Salt,Amine,Aliphatic hydrocarbon chain, name is 2-Chloro-N,N-dimethylpropan-1-amine hydrochloride, and the molecular formula is C5H13Cl2N, HPLC of Formula: 4584-49-0.

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

Mistry, Nisha published the artcileCatalytic asymmetric synthesis of geminal-dicarboxylates, Related Products of chlorides-buliding-blocks, the publication is Chemical Science (2018), 9(29), 6307-6312, database is CAplus and MEDLINE.

Stereogenic acetals, spiroacetals and ketals are well-studied stereochem. features that bear two heteroatoms at a common carbon atom. These stereocenters are normally found in cyclic structures while linear (or acyclic) analogs bearing two heteroatoms are rare. Chiral geminal-dicarboxylates are illustrative, there is no current way to access this class of compounds while controlling the stereochem. at the carbon center bound to two oxygen atoms. Here, a rhodium-catalyzed asym. carboxylation of ester-containing allylic bromides to form stereogenic carbon centers bearing two different carboxylates with high yields and enantioselectivities is reported. The products, which are surprisingly stable to a variety of acidic and basic conditions, can be manipulated with no loss of enantiomeric purity as demonstrated by ring closing metathesis reactions to form chiral lactones, which have been extensively used as building blocks in asym. synthesis.

Chemical Science published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Related Products of chlorides-buliding-blocks.

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