Month: December 2022

Nan, Xiang published the artcileDesign, synthesis and evaluation of sulfonylurea-containing 4-phenoxyquinolines as highly selective c-Met kinase inhibitors, COA of Formula: C8H6ClF3, the publication is Bioorganic & Medicinal Chemistry (2019), 27(13), 2801-2812, database is CAplus and MEDLINE.

Deregulation of receptor tyrosine kinase c-Met has been reported in human cancers and is considered as an attractive target for small mol. drug discovery. In this study, a series of 4-phenoxyquinoline derivatives bearing sulfonylurea moiety were designed, synthesized and evaluated for their c-Met kinase inhibition and cytotoxicity against tested four cell lines in vitro. The pharmacol. data indicated that most of the tested compounds showed moderate to significant potency as compared with foretinib, with the most promising compound 13x (c-Met kinase IC₅₀ = 1.98 nM) demonstrated relatively good selectivity vs. 10 other tyrosine kinases and remarkable cytotoxicities against HT460, MKN-45, HT-29 and MDA-MB-231 with IC₅₀ values of 0.055 μM, 0.064 μM, 0.16 μM and 0.49 μM, resp. The preliminary structure activity relationships indicated that a sulfonylurea moiety as linker as well as mono-EGWs (such as R₁ = 4-F) on the terminal Ph rings contributed to the antitumor activity.

Bioorganic & 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 C8H6ClF3, COA of Formula: C8H6ClF3.

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

Liu, Hongtao published the artcileIdentification of N-benzothiazolyl-2-benzenesulfonamides as novel ABCA1 expression upregulators, Category: chlorides-buliding-blocks, the publication is RSC Medicinal Chemistry (2020), 11(3), 411-418, database is CAplus and MEDLINE.

ATP binding cassette transporter A1 (ABCA1) is a critical transporter that mediates cellular cholesterol efflux from macrophages to apolipoprotein A-I (ApoA-I). Therefore, increasing the expression level of ABCA1 is anti-atherogenic and ABCA1 expression upregulators have become novel choices for atherosclerosis treatment. In this study, a series of N-benzothiazolyl-2-benzenesulfonamides, based on the structure of WY06 discovered in our laboratory, were designed and synthesized as novel ABCA1 expression upregulators. Based on an in vitro ABCA1 upregulatory cell model, ABCA1 upregulation of target compounds was evaluated. Compounds 6c, 6d, and 6i have good upregulated ABCA1 expression activities, with EC₅₀ values of 0.97, 0.37, and 0.41μM, resp. A preliminary structure-activity relationship is summarized. Replacing the methoxy group on the benzothiazole moiety of WY06 with a fluorine or chlorine atom and exchanging the ester group with a cyano group resulted in more potent ABCA1 upregulating activity. Moreover, compound 6i increased ABCA1 mRNA and protein expression and significantly promoted cholesterol efflux in RAW264.7 cells. In conclusion, N-benzothiazolyl-2-benzenesulfonamides were identified as novel ABCA1 expression upregulators.

RSC Medicinal Chemistry published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Category: chlorides-buliding-blocks.

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

Guo, You-Yuan published the artcileSynthesis, crystal structure, and herbicidal activity of 3-(2-chloro-6-fluorophenyl)-4-(2-oxooxazolidine-3-carbonyl)-5-methylisoxazole, Computed Properties of 3919-74-2, the publication is Indian Journal of Heterocyclic Chemistry (2020), 30(4), 503-508, database is CAplus.

A novel N-aroyl diketone derivative, I (C₁₄H₁₀ClFN₂O₄, Mr = 324.69), was designed via fragment anal. and coupling strategy that led to highly potent and bio-selective herbicide. The title compound I was prepared by a multistep-reaction, including nucleophilic addition and N-acylation reaction using 2-chloro-6-fluorobenzaldehyde as the starting materials in 83.4% yield. The title compound I crystallized in the monoclinic system, space group P2₁/n with a = 10.7119(4) Å, b = 17.5875(7) Å, c = 11.5151(7) Å, β = 100.927(2)°, Z = 8, V = 2870.0(2) ų, F(000) = 1328, D_c = 1.503 Mg/m³, crystal size: 0.130 x 0.120 x 0.100 mm. The herbicidal activity was tested against the gramineous weed Echinochloa crus-galli and broadleaf Abutilon juncea.

Indian Journal of Heterocyclic Chemistry published new progress about 3919-74-2. 3919-74-2 belongs to chlorides-buliding-blocks, auxiliary class Isoxazole,Fluoride,Chloride,Carboxylic acid,Benzene, name is 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid, and the molecular formula is C11H7ClFNO3, Computed Properties of 3919-74-2.

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

Peng, Liang published the artcileSurrogate based accurate quantification of endogenous acetylcholine in murine brain by hydrophilic interaction liquid chromatography-tandem mass spectrometry, Name: 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences (2011), 879(32), 3927-3931, database is CAplus and MEDLINE.

Cholinergic dysfunction is known as a hallmark feature of Alzheimer’s disease (AD). Measurement of endogenous acetylcholine (ACh) in specific brain regions is important in understanding the pathol. of AD and in designing and evaluating novel cholinomimetic agents for the treatment of AD. Since ACh is an endogenous neurotransmitter, there is no real blank matrix available to construct standard curves. It has been a challenging task to determine ACh in complex brain matrixes. To overcome these difficulties, we employed a surrogate analyte strategy using ACh-d₄ instead of ACh to generate calibration curves and Ch-d₉ as internal standard (IS). The brain samples were deproteinized by acetonitrile with IS. Analytes and IS were separated by a HILIC column with the mobile phase composed of 20 mM ammonium formate in water-acetonitrile (30:70, volume/volume, adjusted to pH 3.0 with formic acid) and monitored in multiple reaction monitoring (MRM) mode using a pos. electrospray source. The concentrations of endogenous ACh were calculated based on the peak area ratio of the analyte to the IS using a regression equation for the corresponding surrogate standard (ACh-d₄). The lower limit of detection was 0.2 ng/mL and linearity was maintained over the range of 10-1000 ng/mL. Compared to other currently available methods, this approach offers improved accuracy and precision for efficient anal. of ACh. The proposed method was proved successfully by evaluating the action of typical acetylcholinesterase inhibitor huperzine A in senescence accelerated mouse prone 8 (SAMP8).

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Name: 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride.

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

Park, Jihye published the artcileControlled Generation of Singlet Oxygen in Living Cells with Tunable Ratios of the Photochromic Switch in Metal-Organic Frameworks, Category: chlorides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2016), 55(25), 7188-7193, database is CAplus and MEDLINE.

Development of a photosensitizing system that can reversibly control the generation of singlet oxygen (¹O₂) is of great interest for photodynamic therapy (PDT). Recently several photosensitizer-photochromic-switch dyads were reported as a potential means of the ¹O₂ control in PDT. However, the delivery of such a homogeneous mol. dyad as designed (e.g., optimal molar ratio) is extremely challenging in living systems. Herein we show a Zr-MOF nanoplatform, demonstrating energy transfer-based ¹O₂ controlled PDT. Our strategy allows for tuning the ratios between photosensitizer and the switch mol., enabling maximum control of ¹O₂ generation. Meanwhile, the MOF provides proximal placement of the functional entities for efficient intermol. energy transfer. As a result, the MOF nanoparticle formulation showed enhanced PDT efficacy with superior ¹O₂ control compared to that of homogeneous mol. analogs.

Angewandte Chemie, International Edition published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C15H14Cl2S2, Category: chlorides-buliding-blocks.

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

Tan, Yi published the artcileSynthesis and antifungal activity of novel chiral indole analogues, Name: 2-Chloroisonicotinic acid, the publication is Natural Product Research, database is CAplus and MEDLINE.

Starting from L-tryptophan, 19 new N-substituted chiral indole analogs were synthesized. The prepared compounds were evaluated for biol. activity against Sclerotinia sclerotiorum, Alternaria solani, Verticillium dahliae, Colletotrichum orbiculare, Cytospora juglandis and Curvularia lunata. The preliminary bioassays showed that most of the synthesized compounds exhibited fungicidal activity. Compound in particular exhibited significant antifungal activity against Verticillium dahliae and Sclerotinia sclerotiorum, with the MIC value of 1.95 μg mL-1. Compound also showed excellent activity against six plant pathogen fungi, and was identified as the most active on the biol. assays, and will be studied further.

Natural Product Research 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 C20H12N2O2, Name: 2-Chloroisonicotinic acid.

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

Liang, Shuaishuai published the artcileCopper-Catalyzed Vicinal Chloro-thiolation of Alkynes with Sulfonyl Chlorides, Recommanded Product: Coumarin-6-sulfonyl chloride, the publication is Organic Letters (2018), 20(22), 7024-7028, database is CAplus and MEDLINE.

In the presence of CuCl, terminal and internal aryl and alkyl alkynes such as RCCH (R = 4-MeC₆H₄, Ph, 4-BuC₆H₄, 4-PhC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, 4-F₃CC₆H₄, 4-NCC₆H₄, 4-O₂NC₆H₄, 4-MeO₂CC₆H₄, 3-pyridinyl, PhCH₂, PhOCH₂, PhCH₂NMeCH₂, 1,3-dioxo-2-isoindolylmethyl, BrCH₂, ClCH₂CH₂CH₂) underwent regioselective and diastereoselective chlorothiolation with sulfonyl chlorides such as phenylsulfonyl chloride mediated by Ph₃P in DMF to yield (E)-chloroalkenyl thioethers such as (E)-RC(SPh):CHCl. The mechanism of the reaction was studied; evidence was obtained for thiyl radical intermediates, while DFT calculations of the intermediate chloroalkenyl copper complexes rationalized the observed regioselectivity.

Organic Letters 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 C9H5ClO4S, Recommanded Product: Coumarin-6-sulfonyl chloride.

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

Huang, Ke published the artcileSynthesis and biological evaluation of anthraquinone derivatives as allosteric phosphoglycerate mutase 1 inhibitors for cancer treatment, SDS of cas: 32333-53-2, the publication is European Journal of Medicinal Chemistry (2019), 45-57, database is CAplus and MEDLINE.

Phosphoglycerate mutase 1 (PGAM1) coordinates glycolysis, pentose phosphate pathway, and serine synthesis to promote tumor growth through the regulation of its substrate 3-phosphoglycerate (3 PG) and product 2-phosphoglycerate (2 PG). Herein, based on our previously reported PGAM1 inhibitor PGMI-004A, we have developed anthraquinone derivatives as novel allosteric PGAM1 inhibitors and the structure-activity relationship (SAR) was investigated. In addition, we determined the co-crystal structure of PGAM1 and the inhibitor 8g, demonstrating that the inhibitor was located at a novel allosteric site. Among the derivatives, compound 8t was selected for further study, with IC₅₀ values of 0.25 and approx. 5 μM in enzymic and cell-based assays, resp. Mechanistically, compound 8t reduced the glycolysis and oxygen consumption rate in cancer cells, which led to decreased ATP (ATP) production and subsequent 5′ adenosine monophosphate-activated protein kinase (AMPK) activation. The inhibitor 8t also exhibited good efficacy in delaying tumor growth in H1299 xenograft model without obvious toxicity. Taken together, this proof-of-principle work further validates PGAM1 as a potential target for cancer therapy and provides useful information on anti-tumor drug discovery targeting PGAM1.

European Journal of Medicinal Chemistry published new progress about 32333-53-2. 32333-53-2 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Sulfonyl chlorides,Benzene, name is 4-Chloro-3-(trifluoromethyl)benzenesulfonyl Chloride, and the molecular formula is C7H3Cl2F3O2S, SDS of cas: 32333-53-2.

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

Hu, Fang published the artcileCyanine-based dithienylethenes: synthesis, characterization, photochromism and biological imaging in living cells, COA of Formula: C15H14Cl2S2, the publication is RSC Advances (2015), 5(8), 5982-5987, database is CAplus.

Photochromic materials have been widely used in many fields such as electro-optical functional materials and novel bio-materials. In this study, six cyanine-based dithienylethene compounds were successfully developed, and their photoisomerization and emission change properties were fully investigated. The results indicated that the UV/vis absorption of pyridinium-based compounds displayed near-IR absorption, while their fluorescence showed quenching emission as a result of the changes in structure from open-ring isomers to closed-ring isomers. Therefore these cyanine-based compounds could be applied not only in photochromic materials, but also they could be used as fluorescence switches. Accordingly, one of these compounds was successfully used in the biol. imaging of living cells. These results suggest that cyanine-based dithienylethenes may be used as photoswitchable bio-materials in the future.

RSC Advances published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C15H14Cl2S2, COA of Formula: C15H14Cl2S2.

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

Pan, Yong published the artcilePredicting the Net Heat of Combustion of Organosilicon Compounds from Molecular Structures, Application In Synthesis of 14799-94-1, the publication is Industrial & Engineering Chemistry Research (2012), 51(40), 13274-13281, database is CAplus.

The net heat of combustion is a most important property of flammable substances which can be used to estimate potential fire hazards of chems. once they ignite and burn. This work proposed a quant. structure-property relationship model to predict the net heat of combustion of 308 organosilicon compounds knowing only their mol. structures. Various types of mol. descriptors (topol., charge, geometry) were calculated to represent the organosilicon compound mol. structures. A genetic algorithm in conjunction with multiple linear regression was used to select an optimal descriptor subset which significantly contributed to the overall net heat of combustion property. The best resultant model was a 3-variable, multi-linear model, with root-mean-square and average absolute errors for the external test set of 176.8 and 111.2 kJ/mol, resp. The model was also validated to check its stability and predictive capability. Results showed this model was a valid, predictive model, and provides a new way to predict the net heat of combustion of organosilicon compounds for engineering applications.

Industrial & Engineering Chemistry Research published new progress about 14799-94-1. 14799-94-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is Dichloro(hexyl)(methyl)silane, and the molecular formula is C7H16Cl2Si, Application In Synthesis of 14799-94-1.

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